Welcome to your luxury Sarasota retreat, where coastal charm meets high-end elegance. This professionally designed 5BR/4BA Spanish-style villa showcases impeccable craftsmanship, upscale finishes, and sophisticated décor. Relax by the private heated pool, gather around the firepit, unwind in one of the beautifully styled living spaces, or enjoy the fully stocked chef’s kitchen and coffee bar. Just 2 miles from Siesta Beach, this is the perfect blend of relaxation and refinement. The space **What Makes This Home Special** Private Pool + Fully Fenced Deck with Fire Pit Enjoy your own slice of Florida paradise with a fully fenced pool and a separate backyard deck oasis. The deck features oversized built-in bench seating surrounding a central fire pit, creating the perfect setting for evening gatherings, late-night conversations, or relaxing under the stars. Blackstone Gas Griddle for Outdoor Cooking Outdoor meals are a breeze with the professional-grade Blackstone gas griddle, ideal for whipping up pancakes in the morning or sizzling burgers in the evening. Open Concept Living with Modern Coastal Design Inside, natural light pours through the open floor plan, which connects the kitchen, dining, and living areas. The home is styled with a clean, modern coastal aesthetic, perfect for laid-back living and elegant entertaining. 5 Bedrooms, 4 Full Bathrooms – Sleeps 10 Comfortably Each of the five bedrooms is thoughtfully furnished for comfort and privacy. Four of the five bedrooms feature Smart TVs, allowing guests to unwind with their favorite shows or movies after a day in the sun. With four full bathrooms, there's plenty of space for everyone to get ready with ease. Sleeping Arrangements: Primary Bedroom: Queen bed, en-suite bath, Smart TV, direct pool access Bedroom 2: Queen bed, Smart TV, adjacent full bathroom Bedroom 3: Queen bed, Smart TV, private or shared bath access Bedroom 4: Queen bed, no Smart TV, full bath nearby Bedroom 5: Queen bed, Smart TV, adjacent full bathroom Fully Equipped Kitchen The spacious kitchen features quartz countertops, stainless steel appliances, and all the cookware, utensils, and essentials you need. Smart TVs, High-Speed WiFi & Keyless Entry With Smart TVs in four bedrooms and the main living area, plus high-speed WiFi and keyless entry, you'll enjoy a seamless, connected, and comfortable stay. The Location – Close to Everything This home is located in a quiet, family-friendly Sarasota neighborhood, perfectly positioned for exploring the area: **Siesta Key Beach – 4 minutes **Downtown Sarasota – 10 minutes **St. Armands Circle – 15 minutes **Myakka River State Park – 25 minutes **Golf courses, shops, restaurants, kayak rentals, and more – all nearby Perfect for All Types of Travelers This home is an excellent fit for: **Families **Multi-generational groups **Couples traveling together **Golf or beach trips **Work-from-anywhere retreats **Snowbird escapes What Sets Us Apart Unlike cramped condos or outdated rentals, our home offers spacious living, modern design, and thoughtful details throughout—from plush bedding and premium furnishings to curated local art and a beautifully designed backyard retreat. Our goal is simple: to provide every guest with a seamless, elevated experience from check-in to check-out. Guest access Guests will have full and private access to the entire home, including all five bedrooms, four bathrooms, the fully equipped kitchen, living and dining areas, laundry room, and backyard. You'll also enjoy exclusive use of the private pool, the fully fenced backyard deck with oversized bench seating and fire pit, and the Blackstone gas griddle for outdoor cooking. The driveway accommodates multiple vehicles, and entry is keyless for a smooth check-in. Other things to note This is a newly listed home on Airbnb, but we’re experienced hosts with hundreds of 5-star reviews. We’re committed to providing a clean, thoughtfully designed space that’s ideal for both relaxation and convenience. We provide 4 beach chairs and a hard-shell Igloo cooler with wheels, so you can easily pack up for a day at Siesta Key or one of the other nearby beaches. For those working remotely, the upstairs primary bedroom includes a dedicated workspace with a desk and chair, offering a quiet, comfortable place to focus during your stay. The home is located in a peaceful, residential neighborhood. Please be respectful of our neighbors and observe quiet hours, especially in the evenings.

Luxury 5BR/4BA • Pool • Fire Pit • Near Siesta Key

Such a wonderful home for the whole family to gather in. This spacious 4 bedroom (and office) and 4 bathroom has something for everyone. Heated pool, firepit, pool table, ping pong, garden/extra large bathtub, grill, whole home audio system, large kitchen. Located only 5 miles to Siesta Key, 5 miles to downtown Sarasota, and 7 miles to St. Armand's Circle and Lido Beach. The space This exquisite home 3300 square foot home features 4 bedroom + office / 4 bath / 3 car garage with a heated pool. Spacious master suite and office downstairs and remaining 3 bedrooms are all upstairs providing excellent privacy and separation of space. The office can be used for extra sleeping space with two full sized futons. The kitchen features wood cabinets, stone tile countertops, and stainless steel appliances. There are two dining tables that can be used for larger gathering. One table converts to a 7 foot pool table when the top is removed. Nice fenced back yard and pool area are perfect for enjoying the outdoor Florida lifestyle. The small bridge on the property which leads to the home. This bridge is shared by the home next door. Close to Downtown Sarasota, UTC Shopping and Entertainment District, and Sarasota Memorial Hospital. Guest access The whole home is yours to enjoy. Please just be respectful of neighbors. They will let us know if there is a lot of noise.

Heated Pool, Pool table, Fire Pit, Large Kitchen

Experience luxury living in the highly desirable $1.7M Sarasota home. Only 6 miles to #1 SIESTA KEY BEACH! Extremely limited inventory of homes like this, always get rented out. 5-Bedrooms, 4-Bathrooms, 2600 Sq.Ft, 2 owner's suites. PRIVATE HEATED POOL! Located in quiet CUL-DE-SAC w/ no through traffic. Open floorplan, large kitchen w/ center island, brand new Bosch appliances, 2 sinks, 2 dishwashers, Quartz countertops. Near downtown Sarasota, upscale dining, restaurants, bars, shopping & more! The space 1 month minimum rental period. Upscale, newly remodeled home, in Sarasota's desirable Arlington Park neighborhood. Everything is brand new in 2022 complete renovation. Guest access Our guests enjoy use of the entire 5-Bedroom, 4-Bathroom home & private HEATED pool. Other things to note Arlington Park is just across the street & offers miles of walking/running/biking trails. This home is located just minutes to/from SIESTA KEY BEACH, the #1 rated beach in entire USA!

Sarasota 5-Bedrooms, 4-Baths, Heated Pool

This newly remodeled 3 bed, 2.5 bath home with a separate 2 bed, 2 bath guest house is centrally located in Sarasota. With plenty of space to spread out, beautiful natural light that pours into every room. This is the perfect place to relax. This home is located in a quiet neighborhood just 15 minutes away from the #1 rated Siesta Key Beach and downtown Sarasota. This space is perfect for large family gatherings or groups. The space This home is a traditional Florida home that has been brought up to date with modern finishes. It is beautifully decorated and located in a peaceful neighborhood close to all of Sarasota's favorite spots. Upon entering the home you will have the following private access: *3 Bedrooms: 2 equipped with King beds and another with a Queen. Each bedroom has its own closet with hangers provided. *Master Bedroom has a private bathroom featuring a custom tiled shower with two shower heads. * Hallway Bathroom with a Bathtub. *Living Room equipped with a Smart TV. * Spacious Dining Room with TONS of Beautiful Natural Light. Perfect for dinners or playing board games. * Beautifully remodeled kitchen with granite countertops. *Kitchen fully equipped with cooking appliances, utensils, cooking basics (sugar, salt, pepper, oil, coffee). * Washer and Dryer. * Comfortable Office Chair & Desk. We provide the following essential and comfort amenities: *High-Speed Internet *Shampoo, Conditioner, and Body Wash *Towels and Bed Linens * Beach chairs, towels, and a cooler are provided for your days at the beach! Guest access The whole home is yours to enjoy. The home is accessed with an electronic lock. We will give you your own unique code shortly before your check-in date. The driveway can accommodate 4-5 vehicles. If you have additional vehicles within your group, please discuss parking with us before check-in.

Family / Group Vacation Home Close to Beach

Beautiful, luxury brand new construction modern energy efficient home located 10 minutes from Siesta Key Beach in a quiet and residential neighborhood that is close to shopping, dining and Sarasota Downtown. This large, two-story house with a luxury roof terrace and patio will not disappoint you. The highlights for this amazing design is the balcony on the second floor, luxury opened terrace ideal for entertaining or enjoying a moment of silence to read a book. The space House offers fully equipped kitchen with 4 island chairs and dining room table with 6 comfortable sittings. 2 Master en-suites with a King size beds and walk in closets, 1 bedroom with Queen size bed and additional bedroom with 2 Day beds with trundles. Upstairs convertible sofa also sleeps 2 persons. House provides 3 smart TV's (Downstairs Master bedroom, living room and upstairs living room) All bedrooms have new mattresses with luxury bedding and a high quality linen, down pillows and comforters (all hyper-allergenic bedding ). Sleeping arrangements: •BD #1 - King Bed •BD #2 - Queen Bed •BD #3 - King Bed •BD #4 - 2 Twin beds with trundles ( sleeps 4) Upstair living room- sleeper sofa (sleeps 2) Guest access Out back fully fenced backyard with a gorgeous saltwater heated pool along with a tanning ledge and 2 floating luxury lounges, expansive patio with outdoor kitchen and grill. Please no "Disruptive or Unauthorized Events." We love our neighbors and I am happy that they are ok with us having an Airbnb. No street parking, Thank you. Pool is heated during winter month to 85 F. Also being offered complimentary: Free parking on-site, Wi-Fi, beach chairs, sun umbrellas, beach cooler, beach wagon, beach toys for kids , inflatables for the pool and BBQ gas grill. Other things to note Head to Siesta Key Beach for a quintessential day spent by the ocean! Relish your favorite coastal activities including swimming, boogie boarding, building sand castles, and leisurely strolls along the shoreline. Afterwards, head to Siesta Key Village for shopping at fun stores such as Foxy Lady Fashions and Blvd. Beachwear! Possibly, treat yourself to a massage at one of the numerous spas in the area. When you grow hungry, grab a bite to eat at restaurants minutes away: Walt's Fish market and Phillippi Creek Oyster Bar. Venture to Point-of-Rocks of Crescent Beach to cherish the ocean while snorkeling with tropical fish, crabs, and during the summer months, manatees and dolphins. Outdoor enthusiasts may also enjoy an outing with Siesta Key Watersports located only 1.9 miles from the property. You can parasail, jet ski, rent a boat, and fish all through one company. Create unforgettable memories paddling through mangrove-covered islands and spotting coastal birds as you make your way through the Jim Neville Preserve.

New modern home, minutes from Siesta Key beach!

Welcome to the Arlington Ocean Oasis, a modern and luxurious rental property offering an unparalleled coastal experience. This spacious 5 bedroom, 5 bathroom retreat boasts two primary suites, ensuring privacy and comfort for all guests. With living room spaces on two floors, there's ample room for relaxation and entertainment. Step outside into the glorious backyard, where a heated saltwater pool awaits, inviting you to bask in the sun or take a refreshing dip. The space Welcome to Arlington Ocean Oasis, your private retreat in the heart of Sarasota—just minutes from the soft sands of Lido Key and Siesta Key Beach. Inside, you'll find a modern, fully equipped chef’s kitchen designed to inspire—from morning coffee to multi-course meals. Stocked with high-quality cookware, utensils, and gadgets, this kitchen is ready for anything from a quiet dinner for two to a family-style feast. Step outside and channel your inner grill master with the outdoor BBQ grill or take things up a notch using the Big Green Egg—perfect for creating unforgettable flavors during warm evenings. We’ve got your beach days covered with beach chairs, shade tents, coolers, toys, shovels, and ice packs—just pack your sunscreen and you’re set. After a day at the beach, unwind in style or explore the nearby shopping and dining scenes of downtown Sarasota, only minutes away. From local art galleries to cozy cafes and upscale restaurants, you’ll find something to match every mood. -> Planning a quick getaway or a longer stay? We understand that every trip is different—reach out to us directly if your dates don’t match our minimum stay. We’re happy to be flexible when we can! Arlington Ocean Oasis blends comfort, convenience, and a touch of luxury—perfect for couples, families, or small groups. We look forward to hosting you! Other things to note * Primary Guest must a minimum of 25 years old and present during the entire stay * Only registered guests may be on the property * NO PARTIES * Quiet hours strictly enforced STARTER SUPPLIES: We offer a starter supply of toiletries and cleaning/laundry supplies. CANCELLATIONS, CHANGES, AND REFUNDS. All bookings are subject to the following cancellation policy: 1.	PMI Sarasota Permitted Cancellation Periods: a.	30 days or more prior to your check-in date for rental periods of 7 days or less b.	60 days or more prior to your check-in date for rental periods of 8 days or more You may cancel your booking according to either a. OR b. above, given by written notice (email accepted with time-stamp) to PMI Sarasota. If the cancellation meets the criteria of either a. or b. the full amount of your reservation deposit will be refunded, less a $200 cancellation fee and any non-refundable charges including booking fees and management/admin fees. 2.	All refunds, whether in whole or pro-rated, will be subject to the deduction of third party non-refundable charges. For cancellations made after the Permitted Cancellation Periods above, Guest is responsible for the full amount of the total booking charges. Guest’s only recourse for refund after the Cancellation Period is a claim on a previously purchased vacation travel insurance policy. To protect against loss of your advance deposit or booking payment resulting from cancellations caused by certain unforeseen events, such as illness, death, natural disasters, etc., we recommend that guests purchase Vacation Travel Protection Insurance. This Property is registered with the City of Sarasota under Certificate #VR25-00086.

Arlington Ocean Oasis 5br 5ba Htd Saltwater Pool

Tropical Siesta Key Home with Incredible Pool, Hot Tub, and Patio! The space KEEP READING BELOW! THIS IS NOT JUST A BASIC DESCRIPTION OF THE HOME AND CONTAINS VERY USEFUL INFORMATION THAT YOU WON’T WANT TO MISS!! Premier local manager, Destination Paradise welcomes you to “High Tide”… a cozy 5 bedroom 4 bath vacation home with an awesome outdoor lounge area! This ranch style home sleeps up to 11. It is located in the heart of Siesta Key and is just minutes from world famous Siesta Key Beach and Siesta Key Village. “High Tide” is less than 500 yards to secluded Shell Beach! When you don’t have your toes buried in the fine white sand sun bathing with friends and family, relax on the large private pool patio. Plenty of room for everyone to relax under the lush tropical palm landscape or take a swim into the heated pool and spa. Kick back in the evenings around the propane fire-pit and enjoy cooking on the grill. This home features 3 master bedrooms with attached full bathrooms. Both of which have direct access to outdoor patio. A fourth bedroom has a private outdoor sitting area accessed through a sliding glass door. All bedrooms (except bunk bed room) are fitted with large smart TVs. Have fun cooking and eating in the updated kitchen with plenty of space for everyone. The kitchen is stocked with all the tools needed to prepare a gourmet meal. Wake up with a hot cup of coffee brewed from the combo coffee maker. Enjoy your coffee and breakfast sitting at the outdoor dining table while you admire the morning sun shine through the Florida palm trees. Your paradise is closer than you think, we look forward to having you as a guest. www.vacationDP .(c o m) “High Tide” can accommodate up to 10 guests with a bedding configuration as follows: • Bedroom #1: King Bed (1) - Sleeps: 2; Ensuite Bathroom • Bedroom #2: King Bed (1) - Sleeps: 2; Ensuite Bathroom • Bedroom #3: Queen Bed (1) - Sleeps: 2; Adjacent Bathroom • Bedroom #4: Bunk/Trundle Bed (2) - Sleeps: 2; Adjacent Bathroom • Bedroom #5: King Bed (1) - Sleeps 2; Ensuite Bathroom SOAPS PROVIDED: Laundry, Dish, Hand Soap SOAPS NOT PROVIDED: Shampoo, Conditioner, Body Wash •Coffee Maker Type: Combo (both K-cup and drip) A k-cup and creamer small starter bundle is provided. •Toilet Paper Provided: 3 rolls per bathroom •Paper Towel Provided: 2 rolls per kitchen •Towel/Hand Towel/Washcloth: 1 set per stated occupant plus 1 extra set per bathroom •Beach Towels: 2 per bedroom •Kitchen spices/oils are not provided but are often left by previous guests BEACH/POOL/EXTRAS: •Beach Chairs: 5-6 •Umbrella: 1-2 •Floats and Beach Toys are not provided, but often left by previous guests •Pack n/Play: 1 •Bicycles: 4-5 POOL HEATER RULES: Pool heat temp is set at 83º and runs each day from 7 AM until 7 PM from October 15-April 15. Outside of these dates, the Florida weather should naturally heat the pool. Pool temps are not guaranteed. This pool is heated by a heat pump and is only capable of heating to around 20-25 degrees warmer than the ambient temperature. (If the high for the day is 55, the pool may only be able to reach 75). The spa has a timer of 3 hours, once turned on and can be run at any time and will heat to 100º PET POLICY: This home has a $20/pet/day fee. Aggressive/Large breeds (ie. pitbulls, etc) will need to be approved by management prior to your stay. Unclaimed pets will result in a minimum fine of $500/pet. By making this reservation, you agree to this policy. DOGS ONLY. CATS ARE NOT ALLOWED. Security Camera Notice: The driveway and front of the home has cameras for security and safety measures. A SIGNED DESTINATION PARADISE RENTAL AGREEMENT AND ID WILL BE REQUIRED FOR ALL RESERVATIONS. ***See “house rules” for all terms and conditions. VR Certificate # VR22-00134

170 - High Tide

Exclusive Amenities Include • 5 Bedrooms, 4 Full Baths • 2 King Beds, 2 Queen Bed and a Twin Bed with a Full Bed with Linens Provided • Free WiFi & HDTV’s • Private screened Lanai Seating Area • Private heated spillover hot tub spa and pool • Regular Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Free driveway Parking for 6 cars • 5 minute drive to the world famous Siesta Key Beach The space Imagine waking up in your own private coastal retreat. At Shore Thing, island serenity meets modern luxury—your dream Siesta Key escape begins here.  Welcome to Shore Thing—your private slice of paradise in the heart of Siesta Key. This newly renovated home was thoughtfully curated for your comfort where upscale comfort meets laid-back beach living, Your just a 5-minute drive to the world-famous Siesta Key Beach.  As you step into the backyard, prepare to be transported. A sprawling resort-style pool shimmers under the Florida sun, bordered by lush tropical landscaping and swaying palms. Whether you’re floating in the crystal-clear water, enjoying the soothing spillover hot tub, or sipping cocktails by the fire pit, this outdoor oasis was designed for unforgettable moments.  Evenings are best spent under the stars, sharing laughter around the propane fire feature or enjoying a sunset dinner on the covered patio. The backyard seamlessly connects to the interior, offering a true indoor-outdoor living experience.  Inside, Shore Thing offers the ideal layout for families or groups traveling together: • Three private master suites, each with spa-inspired en-suite bathrooms and direct access to the outdoor area. • A fourth bedroom with a private lounge area behind sliding glass doors—perfect for quiet reading or morning yoga. • A fifth bedroom with a twin-over-full bunk setup—ideal for kids or teens.  At the heart of the home is a chef-ready kitchen with modern appliances and everything you need to cook, dine, and entertain. Start your day with coffee from either the classic drip machine or Keurig, then enjoy a breezy breakfast outdoors as the palms rustle overhead.  Each bedroom—aside from the bunk room—is equipped with a large Smart TV, making it easy to unwind after beach days or poolside lounging.  Explore the charm of Siesta Key Village, just minutes away, where you'll find boutique shops, waterfront dining, and lively coastal nightlife. Whether you seek adventure, relaxation, or quality time with loved ones, Shore Thing delivers the full island experience. Don’t miss your chance to stay at one of Siesta Key’s most captivating private homes. Book your stay at Shore Thing today and create lasting memories in your own tropical paradise—steps from the beach and a world away from ordinary. Shore Thing Siesta Key | 5BR home w/ pool, hot tub & fire pit. Book your luxury island escape today!  Shore Thing can accommodate up to 10 guest with a bedding configuration as follows: Bedroom #1: Queen Bed (1) sleeps 2 Bedroom #2: King Bed (1) sleeps 2 Bedroom #3: King Bed (1) sleeps 2 Bedroom #4: Queen Bed (1) sleeps 2 Bedroom #5: Twin bed (1) and a Full Bed (1) sleeps 3  We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!  PLEASE NOTE: The Spa is heated from November 15th to April 15th. This property is registered as a vacation rental within the City of Sarasota with the Registration Number VR25-00056. Due to the City of Sarasota vacation rental code, this property can only be rented once during a seven (7) day period and has a maximum occupancy of 10 guests.

Shore Thing | Pool, Spa, Siesta Key Beach

Just a 5 min walk to #1 beach in America! - Heated pool*, Floats, Sun loungers - Equipped kitchen, drip + Keurig, BBQ grill - King & queen size beds, NO BUNKS!! - Garage parking, Close to trolley stop - Avoid crowded public beach with private access, beach wagon, chairs, umbrellas & towels for guest use The space 👀 PLEASE READ LISTING THOROUGHLY TO ENSURE YOU HAVE ALL THE IMPORTATNT DETAILS! 👀 🍱 DINING: - Indoor dining table seating for 8 - Granite kitchen island seating for 3 - Upstairs on balcony outdoor table seating for 6 - Downstairs in pool area outdoor table seating for 6 🛋️LIVING ROOM: - 75" Smart TV with Roku (for guest's protection) - Access to huge balcony - Board Games 🛏️ BEDROOM 1 - King bed - Ensuite Bath: walk in shower, dual vanities, soaking tub - Smart Roku TV 🛏️ BEDROOM 2 - King bed - Ensuite Bath: walk in shower, single vanity - Blackout curtains - Smart Roku TV 🛏️ BEDROOM 3 - King bed - Ensuite Bath: walk in shower, single vanity - Blackout curtains - Smart Roku TV 🛏️ BEDROOM 4 - Queen bed - desk 🛏️ BEDROOM 5 (downstairs suite) - Queen bed - Ensuite bath: walk in shower, single vanity - Walk in closet - TV with Roku - Kitchenette: refrigerator, microwave, & sink - Sliding glass doors to access pool area. 🤿 DEDICATED POOL (YES!! There are 2 pools on the property) - Direct access from bedroom 5 or through gate on side yard - 2 loungers & pool umbrella - Dining table with seating for 6 guests - 2 additional chairs & side table - Outside shower to rinse off from beach before entering the pool - Pool floats & toys AVAILABLE UPON REQUEST - Twin rollaway bed - Pack N Play - High chair 🚨 IMPORTANT HOUSE INFO & RULES 🚨 🥳 NO PARTIES OR LARGE GATHERINGS: Any parties, events, or gatherings that EXCEED the number of guests on the reservation are STRICTLY PROHIBITED! Violations will result in an immediate $1,000 fee & possible removal from the property without refund. 👥 NO THIRD-PARTY RESERVATIONS: Person making the reservation MUST be present during the stay. We do not allow making a reservation on behalf of a friend, family member or co-worker. Please have the person who is staying book themselves. 🏠 OCCUPANCY: Only the number of guests listed in your reservation are allowed on the property at any time. Unauthorized guests may result in additional charges & cancellation of your reservation. 🚭 NO SMOKING: There is NO SMOKING (this includes cigarettes, cigars, vaping & any controlled substances (including marijuana) INSIDE & OUTSIDE on the property. Any evidence of smoking on the property, a minimum $500 fee will be charged. 🐶 PET POLICY: This home is NOT pet friendly. We make no exception to the rule no matter the size, type or behavior of animal. 🚗 PARKING (FOUR CAR MAX): Two midsize vehicles or smaller can park in the (empty) garage, with two additional parking spots on side of house to accommodate 2 midsize vehicles NOTE: Vehicles that are larger than midsize, please contact to discuss parking options. 🤫 QUIET HOURS: Please respect our neighbors by observing quiet hours from 10:00 PM to 8:00 AM. All of our communities have noise ordinances requiring guests to keep noise to a minimum, specifically after 10 PM and before 8 AM. Law enforcement officials may be summoned to the property if you are deemed to be in violation of these ordinances. You may also be subject to a fine. 🧳 EARLY LUGGAGE DROP OFF: Our team needs this time to prepare the home uninterrupted. Upon booking, we can offer recommendations to where to leave your luggage while you wait, should you have an early flight. 🔥 POOL HEATING: The pool is heated from October through February ONLY. 🚨 We STONGLY RECOMMEND purchasing travel insurance AHEAD of your stay. 🚨 Guest access Step into a world of luxury living at our 3,000+ square feet property. Everyone will have ample space to unwind; plus enjoy all the amenities you'll need to have a relaxing & memorable stay. This spacious 5-bedroom, 4.5-bath home offers accommodations for up to 10 guests comfortably. This two-level retreat features an elevator for easy access between your 2 floors, making it the perfect choice for travelers of all ages & abilities. Other things to note This property is the entire 2nd floor & half of the ground floor.

Garage Parking, King beds-NO Bunks, Private Beach

Only 5 min walk to #1 beach in America! - Heated pool*, Floats, Sun loungers - NO BUNKS!! King & queen size beds - Equipped kitchen, drip + Keurig, BBQ grill - Garage parking, Close to trolley stop - Private beach access, avoid crowded public beach, beach wagon, chairs, umbrellas & towels for guest use The space PLEASE READ LISTING THOROUGHLY TO ENSURE YOU HAVE ALL THE IMPORTATNT DETAILS! * DINING: - Indoor dining table seating for 8 - Granite kitchen island seating for 3 - Extra bar height table seating for 3 - Upstairs on balcony outdoor table seating for 6 - Downstairs in pool area outdoor table seating for 6 * LIVING ROOM: - 65" Smart TV with Roku (for guest's protection) - Access to huge balcony - Board Games * BEDROOM 1 - King bed - Ensuite Bath: walk in shower, dual vanities, soaking tub - Smart Roku TV * BEDROOM 2 - King bed - Ensuite Bath: walk in shower, single vanity - Blackout curtains - Smart Roku TV * BEDROOM 3 - King bed - Ensuite Bath: walk in shower, single vanity - Blackout curtains - Smart Roku TV * BEDROOM 4 - Queen bed - desk * BEDROOM 5 (downstairs suite) - Queen bed & sofa sleeper - Ensuite bath: walk in shower, single vanity - Walk in closet - TV with Roku - Kitchenette: refrigerator, microwave, & sink - Sliding glass doors to access pool area. * DEDICATED POOL (YES!! There are 2 pools on the property) - Direct access from bedroom 5 or through gate on side yard - With 2 loungers & pool umbrella - Dining table with seating for 6 guests - 2 additional chairs & side table - Outside shower to rinse off from beach before entering the pool - Pool floats & toys AVAILABLE UPON REQUEST - Twin rollaway bed - Pack N Play - High chair *>*>*> IMPORTANT HOUSE INFO & RULES <*<*<* * NO PARTIES OR LARGE GATHERINGS: Any parties, events, or gatherings that EXCEED the number of guests on the reservation are STRICTLY PROHIBITED! Violations will result in an immediate $1,000 fee & possible removal from the property without refund. * NO THIRD-PARTY RESERVATIONS: Person making the reservation MUST be present during the stay. We do not allow making a reservation on behalf of a friend, family member or co-worker. Please have the person who is staying book themselves. * OCCUPANCY: Only the number of guests listed in your reservation are allowed on the property at any time. Unauthorized guests may result in additional charges & cancellation of your reservation. * NO SMOKING: There is NO SMOKING (this includes cigarettes, cigars, vaping & any controlled substances (including marijuana) INSIDE & OUTSIDE on the property. Any evidence of smoking on the property, a minimum $500 fee will be charged. * PET POLICY: This home is NOT pet friendly. We make no exception to the rule no matter the size, type or behavior of animal. * PARKING (FOUR CAR MAX): Two midsize vehicles or smaller can park in the (empty) garage, with two additional parking spots on side of house to accommodate 2 midsize vehicles NOTE: Vehicles that are larger than midsize, please contact to discuss parking options. * QUIET HOURS: Please respect our neighbors by observing quiet hours from 10:00 PM to 8:00 AM. All of our communities have noise ordinances requiring guests to keep noise to a minimum, specifically after 10 PM and before 8 AM. Law enforcement officials may be summoned to the property if you are deemed to be in violation of these ordinances. You may also be subject to a fine. * EARLY LUGGAGE DROP OFF: Our team needs this time to prepare the home uninterrupted. Upon booking, we can offer recommendations to where to leave your luggage while you wait, should you have an early flight. * POOL HEATING: The pool is heated from October through February ONLY. >>>> We STRONGLY RECOMMEND purchasing travel insurance AHEAD of your stay. <<<< There are 3 exterior security cameras that record when someone enters the property from the driveaway & side of the home that runs along the street. Used to primarily protect the property, & to monitor weather situations. Guest access Experience the ultimate in luxury on Siesta Key at this exceptional custom-built property, just minutes away from the top-ranked beach in America. Bid farewell to cramped accommodations and embrace the spacious luxury of this charming vacation home, ideal for larger families seeking a stylish and comfortable retreat. You'll have access to 3,000+ square feet of premium living space, complete with all the modern amenities you need for a comfortable and memorable stay. Our 5-bedroom, 4.5-bathroom home, offers luxurious & spacious accommodations for up to 10 guests comfortably. Enjoy the convenience of parking your vehicles in the 2-car garage and 2 outdoor parking spaces. This two-level retreat features an elevator for easy access to your 2 floors, making it the perfect choice for travelers of all ages and abilities. Other things to note This property is the entire 3rd floor & half of the ground floor.

NO Bunks- King beds, Garage, Private Beach

Private Mediterranean-revival style villa with two adjacent guest houses perfect for girls weekend, company retreat or family getaway. Reverently maintained and luxuriously appointed, Three Little Birds marries old Florida charm to modern amenities. Nestled in Granada, one of Sarasota’s most quiet, exclusive neighborhoods, Three Little Birds offers easy access to Siesta Key, outdoor recreation, specialty groceries, and amazing restaurants. The space Your vacation begins when you pull into the private driveway with covered parking and walk through a keyless-entry gate to a secluded, brick-paved, walled courtyard. Three Little Birds offers three unique living spaces, each with its own bath(s) and kitchen, architecturally appointed features, design-conscious details, luxury linens and other amenities to maximize guest comfort and enjoyment. The main house boasts a spacious master bedroom (king pillowtop bed) adjacent to a semi-private sitting area where a boho-style daybed (twin) provides a relaxing nook for reading. The luxurious master bath en suite includes a clawfoot tub for soaking, a decorative tile shower and two vanities. A separate guest bedroom (queen) with skylights and adjacent guest bath offers additional private sleeping quarters in the main house. The well-appointed kitchen has a luxury gas range and SubZero refrigerator and opens to the dining room with its tropical landscaped vista. The kitchen has easy access to the outdoor stainless steel grill. The main house also offers two distinct living spaces that were crafted to maximize comfort: a more formal living room with built-in bookshelves near a furnished front patio that is perfect for morning coffee and a second living area with a 60’ television for streaming your favorite TV series. The pool house offers two-floor living where you can admire the pool from your perch on the furnished balcony or drift off to sleep in one of two bedroom suites to the sound of multiple pool fountains. The first floor provides a boho suite (queen) with a custom-upholstered sofa and relaxing wicker loungers, or climb the tiled stair to enjoy a second-floor suite (pillowtop king) with an adjacent daybed for relaxing, watching tv, or additional sleep space, a full bath, a full-service kitchen with refrigerator, stove and microwave, and dining area. The cottage welcomes you with its simple charm. Relax in the comfort of the sea-grass framed bed (queen), surrounded by white-washed walls with a trickling ceramic fountain just outside the windows. The cottage has a full kitchenette with electric range, microwave and refrigerator and a full bath with an open glass and tile shower. The outdoor areas were mindfully crafted to permit comfortable spaces for relaxing or gathering. In addition to the furnished front patio that offers morning sun and afternoon shade, the courtyard offers decorative wicker and wrought-iron chairs for lounging by its blue-glazed fountain or seating for eight for dining al fresco under the bougainvillea-laced pergola. The courtyard also offers in-line, organic anti-mosquito mist system to deter bites. Last but not least of the outdoor spaces, the heated, screened pool is a great place to relax in shade or sun or you can enjoy the adjacent in-ground hot tub with waterfall fountain in the evening surrounded by romantically uplit palms. Just outside the lanai door, rinse off in an open outdoor shower. The pool area has a convenient half-bath. The exterior common areas are all artfully landscaped, extremely private, and strategically lit for easy navigation at night. The property has high-speed Wifi maximized through multiple internet access points for consistent service, and appropriately-sized televisions in all sitting areas and bedrooms except the main house living room with Apple TVs programmed for easy sign-in to your Netflix, Hulu, Prime, Disney+ or Apple accounts. Guest access The property has keyless entry on all exterior doors including the main gate. You will be given a code specific to your stay upon booking that will operate all entry touchpads. The driveway offers two parking spaces (one covered, one not) and room for two additional vehicles. Street parking is also available. Located in historic Granada, one of the older neighborhoods in Sarasota, guests can quickly get to Tamiami Trail, the main commercial artery closest to the house, which offers multiple Publix grocery stores, Trader Joe's, specialty pet food stores, Best Buy, drug stores and liquor and wine retailers. In spite of its proximity to busy Tamiami Trail, the neighborhood is quiet, great for walking, with very little traffic on most of its residential, tree-lined streets. The property is approximately two blocks from a bus stop that takes guests (15 minute bus trip most days) to Siesta Key, which offers the largest, closest white sand beach, boutiques and restaurants. Siesta Key is usually an even shorter car ride with free municipal beach parking. Other beaches are just a short drive away including a dog beach where your favorite pup will love to romp and play. Sarasota offers over 40 public golf courses, specialty spas, and great restaurants for delivery, take-out or dining. Upon booking, we will provide you with a comprehensive guide to the property and our favorite Sarasota recommendations, including quick-and-easy rental options for specialty equipment you may want for your family or for recreation.

Luxury villa near Siesta - heated, screened pool

🦩Exclusive Amenities Include: • Private Heated Salt Pool with Spa and Lanai • 8-seat Authentic Tiki Bar With Beer Fridge and Smart HDTV • Just a short drive to Siesta Key Village, Siesta Key Beach, and Downtown Sarasota • 5 Bedrooms, 3 Full Baths (Sleeps 10) • Private 2 Car Garage • Wine Bar with Cooler • Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Outdoor Covered Screened Patio With Dining Area The space 🌴 Casamigos | Heated Saltwater Pool & Tiki Bar  💖 Why You’ll Love This Home Experience island elegance at Casamigos, a tropical oasis designed for memorable gatherings. From a private heated saltwater pool to an authentic 8-seat tiki bar, every detail invites you to unwind in style. This upscale retreat blends vibrant West Indies charm with modern luxury—ideal for creating lasting vacation memories.  👨‍👩‍👧 Perfect For Multi-generational families, friend groups, and anyone seeking a stylish, spacious getaway near Siesta Key’s best beaches and dining.  🎞️ Imagine This Imagine waking to the soft Florida sun filtering through towering palms as you step into an airy living room with 12-foot ceilings and cool coastal breezes. Hear the gentle splash of the heated pool just beyond sliding glass doors, where the scent of bougainvillea mingles with fresh breakfast from the gourmet kitchen. In the afternoon, enjoy a fresh panini from the provided press and unwind with a glass of wine from the wine fridge. In the evening, gather with friends at the tiki bar under twinkling lights, sharing cocktails and laughter surrounded by lush tropical blooms and complete privacy.  🛌 Where You’ll Sleep • Bedroom 1: King Bed, Ensuite Bath, TV • Bedroom 2: King Bed, Hall Bath, TV • Bedroom 3: King Bed, Hall Bath, TV • Bedroom 4: King Bed, Hall Bath, TV • Bedroom 5: 2 Twin Beds, Shared Bath  📍 Explore the Area • 3.4 Miles to Siesta Key Village, Full of Shops, Cafes, and Nightlife • 4.5 Miles to Siesta Key Beach, Famous for its Powdery White Sand • 2.2 Miles to Downtown Sarasota, Dining, Shopping, Parks • 5.5 Miles to Lido Key’s Beaches and Restaurants  ⌛ Don’t wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection.  📝 Need to Know: Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights. Free high-speed WiFi included. The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. Please inquire if any guests require stair-free access. This property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR25-00068 Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and have a maximum occupancy of 10 guests. The primary guest making the reservation must be at least 26 years of age.

Casamigos | Private Home, Tiki Bar, Heated Pool

Newly renovated and single-story - this bright, five-bedroom Sarasota home was made for families who want space, comfort, and a heated pool. With Siesta Key's famous white-sand beach just minutes away and room for up to nine guests, it's the kind of place where one or more families can spread out, slow down, and finally be on vacation together. The space You're tucked into a quiet, tree-lined neighborhood just off Bee Ridge Road — close to everything, but far enough from the tourist bustle to actually relax. Siesta Key Beach, consistently ranked among the best in the country for its powdery, cool quartz-crystal sand, is less than a 12-minute drive away. For groceries and a great bottle of wine, Trader Joe's is practically walking distance. When you don't feel like cooking — and you will have at least one of those nights — head to Walt's Fish Market, the only spot in Sarasota where the fish was swimming that morning. The casual waterfront vibe is exactly what a vacation dinner should feel like, and the kids will love watching the boats. If your crew likes to stay active, the Legacy Trail is just a four-minute drive — a paved, car-free path perfect for morning runs, family bike rides, or a long walk. Downtown Sarasota and St. Armands Circle, with their galleries, boutique shopping, and waterfront dining, are an easy drive north. And with free parking at the house for, you'll never stress about logistics. Whether you're here for spring break, a winter escape from the cold, or a long summer stay, this pocket of Sarasota gives you the best of both worlds — peaceful enough to unwind, connected enough to explore. Wake up slow. You're on vacation. There's a moment — usually the first morning — when it hits you. The coffee's brewing, the kids are still asleep, and the pool is catching the early light through the screened porch. Nobody has anywhere to be. That's the feeling this home was designed for. This fully renovated, single-story ranch-style home sits on a quiet residential street just minutes from Siesta Key. Everything is brand new, bright, and thoughtfully finished — from the modern kitchen to the crisp, clean bedrooms. No stairs anywhere, which means grandparents, toddlers, and everyone in between can move through the house with ease. Room for everyone to spread out. Five bedrooms and three full bathrooms mean nobody is fighting for space. Three rooms feature plush king-size orthopedic mattresses, a fourth has a comfortable queen, and the fifth is set up as a dedicated workspace with a single bed — perfect for the family member who needs to check in on a few emails, or for a teen who wants their own corner. Every room is bright, spotlessly clean, and finished with a modern, airy feel. Whether you're booking for your immediate family or coordinating a multi-family trip, the layout makes it easy. Everyone gets their own space. Everyone sleeps well. A kitchen that actually works. This isn't a vacation rental kitchen where you open the drawer and find one dull knife and a can opener. The chef's kitchen is fully equipped with new stainless steel appliances — induction cooktop, built-in oven and microwave, full-size refrigerator, and dishwasher — plus a slow cooker, blender, mixer, quality knives, cutting boards, and all the pots, pans, plates, and utensils you need to cook real meals for a big group. Pull up to the breakfast table for quiet mornings with the kids, or gather everyone around the dining table that seats six with room to add chairs. On warm evenings — and even those cool, breezy winter nights — take dinner out to the screened-in porch where the al fresco table is waiting. Your backyard, your pace. The brand-new heated pool is the centerpiece of this home. Warm it up to 80°F on request at no extra charge — which means even during a February escape or a shoulder-season getaway, the kids can swim comfortably while you stretch out poolside. The fully fenced backyard gives little ones and pets room to roam freely, and the grill is ready for those nights when you'd rather eat in than go out. It's the kind of setup where a lazy afternoon turns into a poolside cookout turns into a sunset swim — and nobody wants to go inside. Settle in for the evening. After a full day at the beach, sink into the oversized sectional in the living room and let the 65-inch smart TV and Samsung Bluetooth speaker system do the work. Stream a family movie, put on a playlist, or just let the kids take over while you enjoy a glass of wine on the porch. High-speed WiFi keeps everyone connected — whether your teenager is streaming, you're catching up on a few work things from the office room, or you're simply planning tomorrow's adventures. The little things are already handled. Beach gear, umbrellas, and towels are here and ready to go — just load up and head to Siesta Key. The washer and dryer mean you can pack lighter and stay longer without a mid-trip laundry crisis. And with a smart lock and personal access code sent before you arrive, check-in is effortless — no awkward key exchanges, no waiting around. Just bring your flip-flops. We've thought of the rest. Guest access Entire house Other things to note A few helpful details: check-in is at 4 PM and checkout is at 10 AM, with your smart lock code sent before arrival. The pool is heated to 80°F on request at no charge. Weekly pool and lawn maintenance will take place during your stay to keep everything in top shape. Given that the pool is not caged-in, you might occasionally find some leaves due to strong winds. A leaf skimmer is also available for use. Pets are welcome with a $150 pet fee — more than two pets just need a quick approval. We kindly ask that little ones are always supervised around the pool area, and that glassware stays indoors for everyone's safety. This is a family home in a peaceful neighborhood, so quiet hours are 10 PM to 8 AM, and the property is strictly non-smoking. If there's anything at all we can do to make your stay more comfortable, please don't hesitate to reach out — we're always happy to help. We have beach chairs, umbrellas, and beach towels. We have some beach toys but no scuba or snorkeling gear. Most importantly, we want you to enjoy your stay and have fun! Please let us know if there is anything we can do to make your stay more comfortable.

Sun-Soaked Pool Home - Minutes to Siesta Key

Enjoy a stylish experience at this centrally-located place. Our spacious two-units house is designed to accommodate families or groups of friends, offering the ideal blend of privacy and togetherness. Prime location! Walking distance (within 3 minutes) of grocery, pharmacy stores, large plaza, restaurants. 20 minutes (1.2 miles) walk to Crescent beach, 3 miles to Siesta Key, 10 minutes drive to Sarasota downtown. Come stay with us! The space ✅ This beautiful 5BR/3A house features two distinct zones, each with its own fully-equipped kitchen, ensuring that everyone has ample space to relax and unwind. Three bedrooms are located in one zone, and the other two in a separate end of the house for maximum privacy. Whether you’re cooking a meal together or enjoying a quiet coffee in your own space, our house caters to all your needs! ✅ Zone A (6 guests), 1200 sq ft. • Three bedrooms with Queen bed in each room; • 2 baths • Smart TV in the living area • 2 baths • 2 dedicated workspaces ( 1 with a monitor) • One of the bedrooms has a separate entrance, attached full bathroom, outdoor dining area with table and 2 seats. It also equipped with a beverage area, mini-fridge, microwave, electric kettle and coffee machine. • Full Kitchen, Electric Stove: 4 burners • 2 Dining areas: 6 seats and 2 seats ✅ Zone B (4 guests), 600 sq ft. • Master bedroom equipped with a King-sized bed; • Another bedroom - with two Twin-sized beds; • 1 bath • TV in the living area, Roku • Full Kitchen, Induction Stovetop: 2 burners • Dining area: 4 seats ✅ 3 Outdoor Dining Areas: • 6 Seats; • 4 Seats; • 2 Seats;

Cottage 2 zones 5BD/3BA: Close to Siesta Key

Large Beautiful $2M Home set up for complete privacy 3-5 miles from Beaches. Enjoy Full master suite with Jacuzzi tub w/private access to pool. There are 4 more bedrooms through out the home. There is Two sofa sleepers in the living room and a roll away cot in the hall closet. The kitchen is equipped with top-of-the-line Viking appliances & eating bar. The pool area is completely covered with a Lanai and also includes a built in hot tub, Lounge area with Flat screen tv & Gas Grills The space Guest can use entire house

Entire Private House
VR24-00064

Bring the whole family or your friends to enjoy some fun in the sun. Only a few minutes to Siesta Key and Downtown, this is the ideal location for your Sarasota vacation. This is modest, traditionally, Florida home that has been recently updated. It has a resort feel with its large deck complete with grill, propane fire pit, and hot tub. It also has a pool table for those who like a little friendly competition. There is small movie room with projector with Roku streaming capabilities. The space This home is a traditional Florida home with recent updates. It is in a peaceful neighborhood close to all of Sarasota's favorite spots (5 miles to siesta key and downtown, 7 miles to St. Armand's and Lido Beach). The home is well equipped with the following features and amenities : *5 Bedrooms: two equipped with King beds and another three with Queens. Each bedroom has its own closet with hangers provided. *Master Bedroom has a private bathroom with an updated shower. * The main bathroom has also been recently updated. *Living Room equipped with a Smart TV and large leather reclining sectional. *Additional "movie room" projector with Roku streaming capabilities if everyone in the household can't agree what to watch. Their is a sleeper sofa, loveseat, and additional oversized chair for a family to enjoy a show or film. * Spacious dining room with enough room seating for the whole family. *Kitchen fully equipped with cooking appliances, utensils, cooking basics (sugar, salt, pepper, oil, coffee). Newer appliances but no dishwasher. Sorry! * Washer and Dryer. * Pool Table. *Outside deck with propane grill, sectional seating, propane firepit, and hot tub. We provide the following essential and comfort amenities and features: *High-Speed Internet *Shampoo, Conditioner, and Body Wash *Towels and Bed Linens * Beach chairs, towels, and a cooler are provided for your days at the beach! The home backs up to Swift/Tuttle Road. This is a moderately busy road. You can not hear much road noise from inside of the house but if you are an extra lighter sleeper, this might bother you. Three of the rooms have widows that face this road. The other two do not. Guest access The house is yours to enjoy. We have, in the past, separated a section of this house out for a second guest. Due to this, there is a separation of the yard but easy access to both sides separated simply by a gate. This listing is for the whole house and full access to all areas. We do have wonderful neighbors but in order for us to keep using this home as an Airbnb, please be respectful with the noise.

Group Vacation Home- Pool Table, Hot tub, Fire Pit

Canal Views & Picturesque Sunsets | 5 Mi to Siesta Key | Snowbirds & Remote Workers Welcome Whether you're seeking a peaceful escape or an adventurous getaway, you'll find that this 5-bedroom, 3-bath vacation rental has everything you need for your extended stay in Sarasota. Take a refreshing dip in the private pool, make sandcastles on nearby beaches, and enjoy an afternoon picnic at Bayfront Park. As the sun sets, come home for dinner and a cozy movie night with your crew. Book today! The space SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed, 1 full sleeper sofa - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed - Bedroom 4: 1 twin bed w/ 1 twin trundle - Bedroom 5: 1 queen sleeper sofa MAIN FEATURES - Smart TV - Dining tables - Private boat dock - Screened-in lanai w/ private pool (not heated) - Spacious yard KITCHEN - Refrigerator, stove/oven, dishwasher, microwave - Drip coffee maker (bring your own coffee) - Cooking basics, dishware/flatware GENERAL - Free WiFi - Central A/C & heating, ceiling fans - Linens & towels, trash bags & paper towels - Complimentary toiletries - Washer/dryer FAQ - 2 exterior security cameras (facing out) - Quiet hours (after 11:00 PM) ACCESSIBILITY - Single-story home, 1 small step required to enter PARKING - Garage (1 vehicle) - Driveway (2 vehicles) Guest access Guests will have access to the entire property Other things to note - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, max 1 pet) - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours after 11:00 PM ADDITIONAL INFORMATION - Your safety matters. This property features 2 exterior security cameras. Camera 1 is on the front of the house facing the entryway, and camera 2 is on the back of the house facing the lanai and backyard. The cameras are outward facing and do not look into any interior spaces. They actively record video and audio while guests are in the residence - This single-story home requires 1 small step to enter

Sarasota Waterfront Escape: Private Pool & Views!

Welcome to Ocean Breeze Cottage, This beautiful 5 bedroom 3 bath home is perfect for a family vacation to Siesta Key Beach. Ocean Breeze Cottage is a quick block and a half stroll or bike ride up the street from The Nation’s Number One Beach; where you can enjoy Siesta Key’s famous white sand, swim in the Gulf of Mexico and take in a technicolor sunset. Looking to do some shopping, grab a bite to eat, or just enjoy live music and some drinks then you will enjoy Siesta Village. The space Welcome to Ocean Breeze Cottage where you can enjoy all the best elements of the perfect Island vacation. What the Ocean Breeze Cottage has to offer: The home's interior is spacious with five bedrooms and three newly updated baths, accommodating ten. The second floor has an open living and dining space. Three of the bedrooms are on this floor. The first floor is home to two additional bedrooms, a bathroom and comfy TV room and Foosball table. (Please note that the main living, dining and master bedroom are located on the second floor only accessible by stairs, NO elevator) Bedroom 1 features: Located on the upper main living level. 1-King bed, All bed linens, ceiling fan, walk-in closet, dresser, smart TV Bedroom 2 features: Located on the upper main living level 1-Queen bed, All bed linens, ceiling fan, closet, dresser, smart TV Bedroom 3 features: Located on the upper main living level 2-Twin beds, ceiling fan, closet, dresser, smart TV Bedroom 4 features: Located on lower level 1-King bed, All bed linens, ceiling fan, walk-in closet, dresser, smart TV Bedroom 5 features: Located on lower level 1-Queen bed, All bed linens, ceiling fan, dresser, smart TV Kitchen features: Located on upper main living level, features granite counter-tops, stainless steel appliances, and is fully equipped, allowing you to enjoy anything from a quiet lunch together to preparing a feast for your family! Dinnerware for inside and outside Drinkware, Coffee cups, Wine glasses Cutlery and Kitchen gadgets Toaster, Blender, Kettle Coffee Maker- Dual Style both drip and pod Pots, Pans, Bakeware Dining Options: 6-person dining room table inside 10-person dining table on upper balcony overlooking pool 8-person dining table on lower pool deck Living Room: Offers comfy seating with a couch, loveseat and chair Free WI-FI 75” Smart TV 3-Bathrooms: (2 located on upper main living level and 1 on lower level) En-suite bathroom features walk-in shower Upper and lower guest bathrooms features tub/shower combo Bath towels/wash cloths Hairdryer Laundry Area: 2 Full Sized Stacked Washer and Dryer Iron and Ironing Board Outdoor Space: The partially fenced private backyard has a screen lanai and heated saltwater pool (heated from January 1st to March 31st, other times upon request and additional fee of 25.00 per day). The pool gets serviced weekly by an outside company. Please note that, after it rains, there may be some debris that washes off the screen and into the pool between cleanings due to unpredictable weather conditions in Florida - this is normal. We provide a pool skimmer that you may use to remove light debris throughout your stay. 4-Loungers 2-Outdoor Dining Tables (10 person and 8 person) Seating area with couch Smart 70” TV Gas Grill available for the times you want to eat in. Corn Hole Boards Beach Items: 8-Beach Chairs Beach/Pool Towels Cooler Beach Wagon Supplies: A complimentary starter supply includes: 1-Roll of Paper Towel 1- Small Bottle of Dish Soap 5- Dishwasher Pods 10- Trash Bags 10-Laundry Detergent Pods 2- Rolls of toilet paper, per bathroom For extended stays, please be prepared to bring any additional supplies that you will need. Pet Policy: Max number 2 pets Limited to dog(s) all other pets are strictly prohibited. Guest must have pet listed on reservation at the time of booking and pay required pet fee of 200.00 (any unauthorized pets found on property will be charged a 500.00 fee. Guest must complete and sign pet addendum Pets are not allowed in pool. All pets must comply with the following specifications. May not exceed 50 lbs. without prior approval. Must be up-to-date on rabies vaccinations and all other vaccinations required for boarding. Guest must be able to provide documentation from an accredited veterinarian upon request Noise/Good Neighbor Policy: This is a private residence in a residential neighborhood. Quite times are 9pm to 8am and we always follow strict noise regulations and ask you to be respectful and considerate. Strictly no parties or gatherings are to be held at this property. Any breach of these regulations may result in eviction without a refund of the remaining funds or deposit. Age Limit: We do not accept reservations for groups with travelers under the age of 26 years unless a specific exception has been approved. Travelers under the age of 26 that are traveling with a family group with a parent are more than welcome to stay with us. Registered Guests: ONLY the registered guests are allowed to stay at the property! Unless discussed and agreed with us otherwise, this includes inviting groups over during the day/night beyond the number of persons you have booked for. Check in is from 4pm and check out is at 10am. Guest access The whole house Other things to note PLEASE NOTE: There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information. Reservation must follow under the accordance of the Sarasota County code regulations.

Large Pool Home- Blocks from Siesta Key Beach

🦩Exclusive Amenities Include: • Private Heated Pool • Water Front Home • Canal Access • 7 Minute Walk to Siesta Key Beach • Less than 15 Minute Walk to Siesta Key Village • 5 Bedrooms, 3.5 Baths • 3 King Beds & 5 Twin Beds (Sleeps 11) • Indoor Bar Space with Wine Cooler & Sink • Beautiful Views from Top Story Balcony with Lounge • Tabletop Fire Pit • Screened in Back Porch & Dining Area • Outdoor Bar Space with Mini Fridge & Sink • Private 2 Car Garage • Free WiFi & 6 TV’s • Gas Grill The space 🌴 Isla Amor | Waterfront Oasis + 0.3 Miles to Siesta Key Beach  💖 Why You’ll Love This Home Imagine waking up to serene canal views, stepping out onto your private balcony, and spending your day basking in the sun by a resort-style heated pool. Isla Amor delivers an unforgettable escape—romantic, family-ready, and infused with island charm. With five thoughtfully appointed bedrooms, stylish open-concept interiors, and outdoor living spaces made for memory-making, this Siesta Key gem is a tranquil paradise tucked in the sought-after Palm Island enclave.  👨‍👩‍👧 Perfect For Families, couples, and adult groups looking for a peaceful waterfront home near Siesta Key Beach—ideal for extended stays, celebrations, or a quiet, luxurious reset.  🎞️ Imagine This Begin your day with coffee on the main floor balcony, the canal glistening below and palms swaying in the breeze. Head inside to the gourmet kitchen to whip up breakfast, or grab your beach gear—just a 7-minute stroll (0.3 miles) and you're on Siesta Key Beach’s iconic powder-white sand. Spend the afternoon lounging by the heated pool or enjoying drinks at the outdoor wet bar with a mini fridge. As the sun sets, gather around the table-top fire pit or dine al fresco in the screened-in porch. Whether you're sharing laughs at the indoor bar or winding down in your plush king suite, Isla Amor wraps every moment in warmth and comfort.  🛌 Where You’ll Sleep • Bedroom 1: King Bed, Ensuite, Main Floor, TV • Bedroom 2: King Bed, Shared Bath, Upper Floor, TV • Bedroom 3: King Bed, Shared Bath, Upper Floor, TV • Bedroom 4: 2 Twin Beds, Shared Bath, Upper Floor, TV • Bedroom 5: 3 Twin Modular Beds, Shared Bath, Upper Floor, TV  📍 Explore the Area • 0.3 Miles to Siesta Key Beach – A 7-Minute Walk to the Soft Quartz Sand and Turquoise Water • 1.2 Miles to South Siesta Key Village – Boutique Shopping, Dining, and Live Music • Canal-Front Living With Peaceful Coastal Ambiance • Quick Access to Kayaking, Paddle Boarding, and Local Excursions • Quiet Palm Island Neighborhood With Minimal Through-Traffic  ⌛ Don’t wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection.  📝 Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free high-speed WiFi throughout. This pool is heated between November 15 – April 15. If any guest has difficulty with stairs, please contact us for alternative accommodations.

Isla Amor | Luxury Waterfront Home in Siesta Key

Bring the entire family to this serene getaway on Siesta Key! A short 3 minute walk to Shell beach, this charming retreat offers over 4000 sq ft of space with all the comforts of home. Enjoy peaceful mornings in our lush garden poolside and vibrant sunsets at the beach. Perfect for families or a friends' escape. Experience the best of Siesta Key with nearby dining, shopping, and entertainment. 25-VR-000058 The space You will enjoy this prime location on the North end of Siesta Key, 0.2 miles from Shell beach. 7 minutes to Siesta Key Village shops and restaurants. Hop over the North bridge to visit Southside Village restaurants and shops, the recently renovated Selby Botanical Gardens on the bay, Bayfront Park, downtown Sarasota and more. Downstairs you will find three bedrooms, an office and 3 bathrooms. Upstairs you will find the master suite with private balcony, oversized walk in shower, oversize spa tub, dual vanities, makeup vanity and walk-in closets. The other separate upstairs wing features a game room with wet bar, full bath, a king size sofa bed and a full size sofa bed. Items in the garage are per request. We are not a bike shop or toy store. We don’t mind let guests use the items but we need an inventory list as guest typically leave items at the beach. The bikes may work but we don’t maintain air pressure at all times. The bikes are stored for personal use and we can recommend a bike shop. We set the pool on the low 80’s - Some people don’t own a pool. If a pool is set in the 80s and it gets cold. The pool may not be 80 degrees most likely the pool will be a cold pool. Please remember this as being realistic is important. You may get a cold week or rainy week. Please inquire about additional heater fee. Temps 40s and under will affect pool heater. Guest access Combo by code

Siesta Key Palace Walk to Beach

Casa Playa by Siesta Key Luxury Rental Properties Vacation Rental License #VR23-00001 Welcome to Casa Playa, a Mediterranean inspired coastal retreat featuring five beautifully designed bedrooms and three bathrooms, located 1.5 miles from Siesta Key Beach. Surrounded by lush tropical landscaping and offering a private pool, tiki style outdoor kitchen, and modern interiors, this home is perfect for families and groups seeking a luxurious yet relaxed escape. With Siesta Key Village just a The space Highlights • 1.5 miles to Siesta Key Beach access • 5 Bedrooms, 3 Bathrooms • 3 Kings, 2 Queens, 1 Queen Sleeper Sofa • Private Pool • Outdoor Tiki-Bar Kitchen • Pool Table • 2 Bicycles Included • Short drive to Siesta Key Village • 4 Parking Spots Casa Playa is designed for effortless outdoor living, offering a private tropical backyard centered around a pristine pool and an incredible tiki hut inspired outdoor kitchen; complete with bar seating, grill space, and plenty of room for entertainment. Whether swimming, lounging poolside, or enjoying meals under the shade of the tiki hut, this oasis creates the perfect environment for unforgettable gatherings. Inside, guests will appreciate the spacious layout, contemporary coastal style, and thoughtful touches throughout. A pool table, expansive living spaces, two balconies, and a second-floor wet bar ensure that relaxation and entertainment come naturally during your stay. Step into an inviting open concept living area featuring a large sectional, cozy chairs, and ample natural light. The pool table provides entertainment for all ages, while the nearby kitchen offers everything needed for home cooked meals. With stainless steel appliances, custom cabinetry, detailed molding, and generous counter space, the kitchen is a chef’s delight. A contemporary dining table provides the perfect spot for shared meals. Just off the living room, the terrace features comfortable outdoor seating and a TV, offering a peaceful place to relax in the warm island breeze. The home also includes a convenient laundry room near the kitchen, and upstairs guests will find a wet bar for evening refreshments or casual gatherings. The primary bedroom is a true sanctuary, offering a king bed, TV, workspace, balcony access, and a spa like ensuite bathroom with a soaking tub, walk-in shower, dual vanities, and beautifully detailed tilework. Three additional guest bedrooms feature king and queen beds, TVs, and coastal decor, all styled with comfort in mind. A fifth queen bedroom offers more sleeping flexibility for larger groups. The home includes two spacious hallway bathrooms, each featuring walk-in showers and modern finishes. A queen sleeper sofa in the living area provides additional sleeping space. Room Details -Primary Bedroom: King bed, TV, balcony access, ensuite bathroom with walk-in shower and soaking tub -Second Bedroom: King bed, TV -Third Bedroom: King bed, TV -Fourth Bedroom: Queen bed, TV, balcony access -Fifth Bedroom: Queen bed -Bonus (Living Room): Queen sleeper sofa Casa Playa includes a private gated feel, pool table, outdoor tiki kitchen, bicycles, a wet bar, multiple balconies, and a beautifully landscaped yard for year-round enjoyment. Guests will love being a short drive from Siesta Key Village, where cafes, restaurants, boutiques, dessert shops, and live music create the perfect island atmosphere. Kayak tours, paddleboarding, fishing charters, and beach rentals are all easily accessible nearby. With its Mediterranean charm, private pool, outdoor tiki bar, modern interiors, and unbeatable location near both the beach and Siesta Key Village, Casa Playa by Siesta Key Luxury Rental Properties offers an elevated and unforgettable island retreat. Book your stay at Casa Playa today and experience the best of Siesta Key! Other things to note No pets are allowed at this property. This property has an active Ring doorbell at the main entrance. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. In accordance with the City of Sarasota's Rental Ordinance, this property requires a minimum rental period of 7 nights. The maximum occupancy for this home is 10 adults; however, children under 6 years of age are not included in the City’s occupancy limit. Siesta Key Luxury Rental Properties enforces a total occupancy limit of 12 persons, including both adults and children under 6. Should you have any questions regarding the City’s occupancy restrictions, alternative homes without such restrictions, or details about our rates, amenities, or policies, please feel free to reach out.

Luxury Home w/Pool and Tiki Kitchen - Casa Playa

Welcome to your Sarasota escape - space, sunshine & a backyard built for groups. Kick back poolside, soak in the hot tub & make the most of Florida living. - Sleeps 10 | 5 bedrooms | 7 beds | 5 baths - Private pool, hot tub & mini golf in a fully fenced backyard - 4 king ensuite bedrooms + 1 room w/ queen & twin bunk - Full kitchen, indoor fireplace, Wifi & workspace - Beach access & beach essentials included - Pet-friendly | Free parking | Self check-in The space Five bedrooms, five bathrooms, and a sun-drenched backyard waiting to be claimed - this Sarasota home is built for groups who want space to breathe and a home base that delivers. The pool shimmers, the hot tub beckons, and somewhere between a morning swim and an evening on the patio, the pace of everyday life falls away completely. Sleeping arrangements The home sleeps up to 10 guests across five bedrooms. Four rooms each feature a king bed and a private ensuite bath - two on the first floor and two on the second - offering couples and multi-generational groups a comfortable degree of privacy. The fifth bedroom, on the second floor, includes a queen bed and a twin bunk bed, with access to a shared bath. Every bedroom includes a TV for quiet downtime when the day winds down. Living spaces Open, easy, and built for gathering - the living areas give everyone room to settle in without feeling on top of each other. Curl up for a movie night by the gas indoor fireplace, stream your favorites over Wifi, or duck into the dedicated workspace when you need to check in briefly with work. Air conditioning and heating keep things comfortable no matter what the Florida weather brings. Kitchen & dining Home-cooked meals are easy here. The fully equipped kitchen comes with a refrigerator, freezer, stove, oven, microwave, and dishwasher, plus cooking basics, dishes, silverware, wine glasses, a baking sheet, and barbecue utensils. A coffee maker, hot water kettle, blender, and toaster round out the everyday essentials - coffee is provided to get mornings started - and the dining table brings everyone together for shared meals. Outdoor living The fully fenced private backyard is the heart of this home. Take a dip in the pool, ease into the hot tub, or challenge the group to a round of mini golf. Sun loungers, a hammock, and an outdoor dining area offer plenty of ways to settle in, and the BBQ grill is on hand for evenings spent cooking outside. Beach essentials are provided for days along the shore, and beach access is just a short drive away. A private entrance and free parking on premises keep arrivals and departures simple. Bathrooms & laundry Five bathrooms - four ensuite and one shared - are stocked with shampoo, conditioner, body soap, hot water, and hair dryers. Bathtub access, bathroom essentials, bed linens, extra pillows and blankets, an iron, clothing storage, and hangers round out the practical details. A washer and dryer handle anything that comes back from the beach. Neighborhood & getting around Situated in Sarasota's Arlington Park neighborhood, the home puts you close to everything the city does well. Downtown Sarasota, St. Armands Circle, Siesta Key Beach, and Lido Beach are all within easy reach. Sarasota Bradenton International Airport is approximately 15 minutes away. Self check-in via smart lock and long-term stays are available. This is a pet-friendly home - four-legged companions are welcome to join the trip. Other things to note Vacation Rental Certificate Number:VR24-000096

5BR Sarasota retreat w/ pool & hot tub

Exclusive Amenities Include: • Private Heated Pool • Less Than a 10 Minute Walk to Shell Beach • Less Than 3 Miles to Siesta Key Village & Beach • 5 Bedrooms, 3 Full Baths • 1 King Bed, 2 Queen Beds, 4 Twin Beds (Sleeps 10) with linens provided • 2 Car Garage • WiFi & 6 HDTV’s • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Beach Towels, Chairs, Cooler, & Caddy Provided • Gas Grill • Dog-Friendly with a Fee (1 dog up to 25lbs) The space Welcome to Palm Paradise, your ultimate vacation rental nestled in the picturesque Northern part of Siesta Key Island, Sarasota, Florida. Located just a stone's throw away from the world-famous Siesta Key Beach, this rental offers a dreamy escape with premiere amenities and a serene location, making it an ideal destination for your perfect vacation.  Upon arrival at Palm Paradise, you'll be instantly captivated by the lush surroundings and tropical ambiance. Where trees sway gently in the breeze, and the sound of the serene nature and the tone for a tranquil and rejuvenating stay. This spacious vacation rental is designed to provide the utmost comfort and convenience. The interior is thoughtfully decorated with a contemporary beach-inspired theme, creating a relaxing atmosphere. The glass windows invite abundant natural light, allowing you to bask in the warmth of the Florida sun while enjoying the views of the tropical landscape. The property features multiple well-appointed bedrooms, ensuring that there is ample space for everyone in your group to rest and unwind. The open-concept living and dining area provide a perfect gathering spot for your family or friends to share quality time together. The fully-equipped kitchen with modern appliances is a chef's delight, making it easy to prepare delicious meals to be enjoyed at the dining table or al fresco on the patio.  Palm Paradise boasts a private outdoor oasis where you can savor the Florida weather in style. Take a refreshing dip in the sparkling pool or bask in the sun on comfortable loungers, all while relishing the privacy and tranquility of the enclosed backyard. For those seeking adventure, Siesta Key Beach, renowned for its powdery white sands and crystal-clear waters, is just a short stroll away from the rental. Whether you're into swimming, beachcombing, building sandcastles, or catching breathtaking sunsets, this world-class beach offers it all. After a day of sun and surf, return to Palm Paradise and unwind in the soothing spa-like bathrooms, complete with luxurious amenities. In the evenings, you may dip into the heated pool and share stories under the starlit sky, creating memories that will last a lifetime.  The Northern location of Siesta Key Island offers a sense of seclusion and tranquility while still being within easy reach of various attractions, shopping areas, and dining options. Whether you're seeking a relaxing retreat or an adventure-filled getaway, Palm Paradise caters to all your desires. Book your stay at Palm Paradise now and experience the ultimate vacation rental with premiere amenities and a serene location that is sure to exceed all your expectations.   Exclusive Amenities Include: • Private Heated Pool • Less Than a 10 Minute Walk to Shell Beach • Less Than 3 Miles to Siesta Key Village • Less Than 3 Miles to Siesta Key Beach • 5 Bedrooms, 3 Full Baths • 1 King Bed, 2 Queen Beds, 4 Twin Beds (Sleeps 10) with linens provided • Private 2 Car Garage • Free WiFi & 6 HDTV’s • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Beach Towels, Chairs, Cooler, & Caddy Provided • Gas Grill • Spacious outdoor balcony with lounge & dining area • Island Shuttle Transportation Available • Dog-Friendly with a Fee (1 dog up to 25lbs)  Palms Paradise can accommodate up to 10 guests with a bedding configuration as follows:  • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: Twin Bed (2) - Sleeps: 2 • Bedroom # 3: Queen Bed (1) - Sleeps: 2 • Bedroom # 4: Queen Bed (1) - Sleeps: 2 • Bedroom # 5: Twin Bed (2) - Sleeps: 2  PLEASE NOTE: This property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR22-00009. Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and have a maximum occupancy of 10 guests. This pool is heated from November 15th to April 15th.

Palm Paradise - Home on SK w/ Private Heated Pool

Luxury newly renovated custom home which includes all the amenities - Close to Siesta Key Village and all the beaches. 6 Person Luxury Golf Cart available for rental. Golf cart rental available for extra charge. ( Inquire for quote ) The space 🌴 Sweetwater Retreat A Rare Private Luxury Villa w/ Heated Saltwater Pool, Spa, Waterfall & Expansive Sun Decks | Fully Renovated Wake up to palm trees swaying and birdsong drifting through the air. Sweetwater Retreat is a newly renovated private luxury villa on Siesta Key, offering a level of space, privacy, and outdoor living that is increasingly rare — just minutes from the #1 beach in America. Designed for guests who value seclusion, Sweetwater delivers effortless island living in a setting that feels calm, refined, and entirely your own. Sip coffee at sunrise, enjoy the Florida sun across multiple private decks, float in the heated saltwater pool, unwind in the spa beneath the waterfall, and gather around the fire table as the sky turns gold at sunset. This is island living — elevated. 🏡 The Space Sleeps 12 | 5 Bedrooms | 4.5 Bathrooms 3 King Ensuite Primary Suites 1,000+ Sq Ft of Private Outdoor Living Space Completely reimagined from the inside out, this home blends modern comfort with relaxed coastal luxury — ideal for families, multi-generational trips, couples traveling together, and longer stays. 🛏️ Bedrooms & Baths Each bedroom is thoughtfully designed to offer privacy, comfort, and truly restorative sleep. •	Primary Master Suite: King bed, private ensuite bathroom, walk-in shower, soaking tub, dedicated workspace •	Junior Master Suite: King bed, private ensuite bathroom, walk-in shower, dedicated workspace •	Guest Suite: King bed with private ensuite bathroom, walk-in shower (brand-new spa-inspired addition) •	Loft Suite: Two full-size bunk beds, full bathroom, and access to a private sky deck •	Bunk Room: Twin bunk beds — ideal for kids, with a convenient half bath just outside the room Throughout every bedroom: ✔ Hotel-quality linens, foam pillows & premium mattresses ✔ Blackout shades in bedrooms and attached bathrooms ✔ Smart TVs for personalized streaming ✔ Ceiling Fans Quiet interiors, modern systems, and new windows create a peaceful environment designed for rest. 🍳 Open-Concept Kitchen & Living Spaces A beautifully designed, open-concept space made for connection and entertaining. •	Fully stocked chef’s kitchen •	Stainless steel appliances with quartz countertops and backsplash •	Oversized island seating up to 10 comfortably •	Solid wood dining table seats 8 and extends to accommodate 10–12 guests •	Custom quartz bar, expands the kitchen, perfect for cocktails, coffee, or buffet-style gatherings •	Clean recessed lighting and soaring ceilings •	Extra-large windows filling the home with natural light and lush tropical views •	Sonos sound system, providing seamless music 🌴 Outdoor Living | Over 1,000 Sq Ft of Private Space The outdoor experience is where Sweetwater truly shines. •	Heated saltwater pool & jet spa with soothing waterfall feature •	Outdoor TV for poolside lounging, game days, and relaxed evenings •	Ultra-comfortable lounge chairs for all-day poolside relaxation •	Expansive covered front deck with fire table and plush seating for 11 — ideal for sunset cocktails •	Upper sun deck with seating for 8, perfect for lounging, reading, or evening stargazing •	Soft landscape and deck lighting creating a resort-like evening ambiance •	Lush tropical landscaping and an 8-foot privacy fence for total seclusion •	BBQ grill for memorable sunset dinners Homes with this level of private outdoor living are rare on Siesta Key. ✨ Elevated Comfort Touches (Included) Thoughtful details throughout the home make your stay effortless and refined: •	Zoned climate control allowing guests to set comfortable temperatures by floor and living area and ceiling fans in every room •	Dual water heaters providing consistent hot water for long showers and baths, even when multiple bathrooms are in use •	Layered bedding with additional blankets throughout the home •	Generous built-in and walk-in closets designed for longer, more comfortable stays •	Thoughtfully designed lighting with adjustable brightness for relaxed evenings •	Plush bath and pool towels •	Hotel-style starter bath amenities •	Reverse osmosis filtered drinking water •	Professional coffee setup (drip + pods) •	Curated coastal and Florida-inspired art that brings the outdoors in •	Board games & poker set for slower evenings together •	Luggage racks and bedroom benches •	Digital welcome guide with house details and local recommendations 📍 Location Tucked away in a peaceful residential neighborhood, yet close to everything. •	Easy bike or golf-cart ride to Siesta Key Beach (#1 Beach in America) •	Minutes to Siesta Key Village dining, cafés, and boutiques •	Quick access to Sarasota’s art galleries, theaters, and fine dining ⭐ Guest Favorite Guests consistently highlight the privacy, expansive outdoor spaces, and effortless indoor–outdoor flow. Favorite moments include slow mornings on the front deck, sun-filled afternoons by the pool, and sunset evenings on the upper deck watching the sky fade into night. 🏖️ Included Amenities Program Your stay includes a thoughtful collection of comforts and conveniences designed to make your time at Sweetwater effortless and enjoyable: •	Pool and spa heating for year-round comfort •	Propane provided for the BBQ grill and fire table •	Weekly trash service •	Beach cruiser bikes, beach chairs, beach towels, and a beach wagon •	Beach toys and gear for family-friendly fun •	Wine refrigerator for keeping your favorite bottles perfectly chilled •	Complimentary high-speed Wi-Fi throughout the home •	Private on-site parking for up to 4 vehicles Every detail at Sweetwater Retreat has been thoughtfully selected to make your stay feel effortless, comfortable, and truly elevated. 🕒 House Details •	Check-in: After 4 PM | Check-out: 11 AM •	Small pets considered with approval and fee •	Quiet residential neighborhood •	Ideal for longer stays and remote work •	Mid-stay cleaning required for extended stays 🔑 Guest Access Guests enter via a secure keypad lock on the ground-level garage door. Detailed check-in instructions and your unique access code will be provided prior to arrival for a smooth, self-guided experience. 🗓️ Extended Stays For stays longer than two weeks, a required mid-stay cleaning is scheduled every two weeks to maintain the home to the highest standards. Optional linen and towel replacement is available upon request. 🐾 Pets Well-behaved pets are welcome with prior approval and a pet fee of $25 per day per pet. Pets must remain off furniture, be crated if left unattended, and are not permitted in the pool or hot tub. Additional cleaning or damage related to pets may result in added fees. 🌙 Neighborhood & Noise Located in a peaceful residential neighborhood. Guests are asked to keep noise at a respectful level at all times, especially during evening hours. Violations may result in fines or termination of the reservation without refund. 👤 Minimum Age Requirement Reservations are not accepted from guests under 25 years of age unless accompanied by an adult over 25. ⭐ Preferred Vendor Program Optional rentals and experiences at preferred rates, including: •	Golf carts, E-bikes, mopeds, and mini cars •	Kayaks, paddleboards, umbrellas, and beach equipment •	Fishing charters, sunset cruises, eco-tours, and adventure experiences Availability is limited; advance reservations are recommended. 🔒 Safety & Peace of Mind The home is equipped with fire extinguishers, smoke and gas detectors, pool depth markers, and decibel-based noise monitoring (no recording). Exterior security cameras monitor the front door, garage doors and home equipment for added peace of mind. 💬 Final Thought Sweetwater Retreat is thoughtfully designed for guests seeking a calm, elevated escape — a place where privacy, comfort, and island beauty come together effortlessly. We look forward to welcoming you and helping you experience Siesta Key at its very best. Other things to note: 1) Please respect sound ordinance rules. We ask guests to please be considerate of neighbors and mindful of noise levels. Noise violations may result in fines and cancellation of reservation without refund. 2) We allow up to 4 cars parked on the driveway. You are not allowed to park on the street or you will get a ticket. Absolutely no RV or trailer parking on Driveway. 3) Pool depth ranges from 3 feet to 4 feet. Children will need to be supervised. There is no lifeguard on duty. Swim at your own risk. 4) This house has stairs. 5) No refunds will be given due to acts of nature unless there is a mandatory evacuation or prolonged outage of essential utilities. 6) We have partnered with a Travel Insurance marketplace to offer you the opportunity for a little peace of mind through travel insurance that can potentially provide a full refund should life throw you some unexpected circumstances. Please inquire if you would like more information on travel insurance to insure your trip from unforeseeable events. Guest access Guests enter the property via a keypad lock at the garage door. We will provide an access code and check-in instructions before arrival. Other things to note Monthly or longer stay's require discounted house cleaning every 2 weeks paid by guest. Pets welcome. Pets need pre-approval. $25 per day per pet. Monthly discounts available. Pets are not allowed in the pool. Please keep pets off the furniture and crate your furry friends if you are planning on leaving them unattended.

Coastal Luxury*Pool*Hot Tub*Sunsets*Close to Beach

Island Hopping by Lido Key Vacations Minimum stay duration of 7 days/nights #VR23-00009 Island Hopping by Lido Key Vacations is a one of a kind coastal retreat featuring two separate cottages and a private pool, just a 3-minute walk to Lido Key Beach. Recently remodeled with a chic beach design, this five bedroom, four bath property is ideal for families or groups traveling together who want both shared spaces and added privacy. Located near Ted Sperling Nature Park and just minutes from The space Highlights • 3-minute walk to Lido Key Beach • 5 Bedrooms + Bonus Room / 4 bathrooms • 5 king beds, 1 twin over twin bunk bed • Two separate cottages on one property • Private pool with sun loungers • Outdoor dining area with BBQ grill • Beach chairs and beach wagon provided • Dog friendly with approval and additional fee • Washer and dryer • Parking for up to 4 vehicles • 2-minute bike ride to Ted Sperling Nature Park and kayak launch • 3-minute drive to St. Armands Circle Island Hopping’s private pool area creates a relaxing island atmosphere, perfect for cooling off after a beach day or unwinding in the sun loungers. The outdoor dining area invites casual group meals and evening conversations, while the two cottage layout allows guests to enjoy time together without sacrificing personal space. This setup is especially ideal for multi-family vacations or groups looking for flexibility and comfort. The main cottage offers a spacious living area with comfortable seating, ideal for movie nights or relaxing after a day by the Gulf. A fully equipped kitchen makes meal preparation easy, and the dining area is perfect for family dinners, game nights, or shared breakfasts before heading to the beach. The second cottage includes its own cozy living space with a sofa and island seating, creating a welcoming spot for morning coffee or light snacks. This cottage also features a kitchenette equipped with a small refrigerator, dishwasher, toaster, and coffee maker, adding extra convenience for guests staying in this space. Island Hopping provides thoughtfully arranged sleeping accommodations across both cottages to ensure restful nights and privacy. In the main cottage, the primary bedroom features a king bed and a private ensuite bathroom with a walk-in shower. The second bedroom also offers a king bed and its own ensuite bathroom with a walk-in shower, making this cottage ideal for couples or adult guests. The second cottage includes three additional bedrooms, each with a king bed. One of these bedrooms features an ensuite bathroom with a walk-in shower. Additionally, the first cottage includes a separate bunk room located at the back of the cottage near the back door, featuring a twin-over-twin bunk bed that is perfect for children. Room Details • Primary Bedroom (Main Cottage): King bed, ensuite bathroom with walk-in shower • Second Bedroom (Main Cottage): King bed, ensuite bathroom with walk-in shower • Third Bedroom (Second Cottage): King bed, ensuite bathroom with walk-in shower • Fourth Bedroom (Second Cottage): King bed • Fifth Bedroom (Second Cottage), King bed • Bonus Sleeping Area (Second Cottage): Twin over twin bunk bed Island Hopping is ideally positioned for enjoying all that Lido Key and Sarasota have to offer. Spend your days relaxing on the beach, exploring Ted Sperling Nature Park by kayak, or shopping and dining at St. Armands Circle. Sarasota’s arts, theater scene, and waterfront attractions are just a short drive away, offering endless options for adventure and relaxation. Experience the best of beachside living at Island Hopping by Lido Key Vacations, where a private pool, two-cottage layout, and unbeatable proximity to Lido Key Beach create the perfect setting for your next coastal escape. Book your stay today and enjoy a relaxed getaway near the heart of Sarasota! Other things to note With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Lido Key Vacations Rental Policies for full details. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. In accordance with the City of Sarasota's Rental Ordinance, this property requires a minimum rental period of 7 nights. The maximum occupancy for this home is 12 adults; however, children under 6 years of age are not included in the City’s occupancy limit. Lido Key Vacations enforces a total occupancy limit of 10 persons, including both adults and children under 6. Should you have any questions regarding the City’s occupancy restrictions, alternative homes without such restrictions, or details about our rates, amenities, or policies, please feel free to reach out.

Close to Lido beach! Updated home w/ Private Pool

Welcome to your seaside escape, Lido La Vista! A BRAND NEW, family-owned home just one block from Lido Beach and a short walk to St. Armands Circle. This home features 4 bedrooms, a study with Murphy bed, heated pool, outdoor shower, putting green, poolside TV, and plenty of space for grilling and relaxing. The inside offers a bright, modern design with high-end finishes and all the comforts of home. It is a perfect blend of location, luxury, and laid-back beach living in the heart of Lido The space The home includes 4 bedrooms and an additional private study with a Murphy bed. The second floor has a master with ensuite bath and two additional bedrooms that share a bathroom. The second floor main living area is an open layout with a kitchen, living room and dining room that opens to the second floor deck. On the third floor, the home offers another master suite and a study with a Murphy bed and its own hallway bathroom. The outdoor area is on the ground floor offering a heated pool, putting green, outdoor shower, TV and ample space for grilling, eating and lounging. No pets! Guest access Guests have access to all areas and spaces except a few locked closets. There is free driveway parking with enough space to fit at least 4 cars. Other things to note AS A CONDITION OF RENTING THIS PROPERTY GUEST EXPRESSLY AGREES TO RELEASE, INDEMNIFY, AND HOLD HARMLESS THE OWNER AND HOST AND ANY AGENT OF THEREOF FROM AND AGAINST ALL LIABILITY FOR INJURY TO THE PERSON OF THE GUEST AND TO ANY MEMBER OF HIS/HER PARTY INCLUDING ANY INVITEES RESULTING FROM ANY CAUSE WHATSOEVER. We offer a complimentary starter kit of necessary amenities which is generally enough for shorter stays but after that is used up, its the responsibility of the guest to provide the rest for themselves. Items included in the starter kit are toilet paper, toiletries such as shampoo and body wash, paper towels, coffee, coffee filters, trash bags, a dish sponge, dish soap and laundry soup. This home has yard maintenance and pool service so please be advised that someone will enter the property at times for these purposes. There will be an extra charge of $125/week if heating the pool is requested. Vacation Rental Registration - VR25-00186

Lido La Vista – Steps to the Beach & Circle

Welcome to The Boat House, a Siesta Key waterfront vacation rental just minutes from Siesta Beach and Siesta Key Village. This five-king-bedroom retreat features a heated screened-in pool, private dock for kayaking or fishing, and space for up to 12 guests. Enjoy a chef’s kitchen, fire pit, and peaceful canal views from nearly every room. The space The Space This five-bedroom, four full bath + half bath Siesta Key waterfront retreat offers comfort, style, and plenty of room to gather. Every bedroom features a king-size bed, luxury linens, and a smart TV, blending boutique-hotel comfort with home-like ease. The home comfortably sleeps 12 guests, with additional children considered upon host approval. Top Level – Primary Suite: A serene private retreat with a king bed, double down-filled chaise lounger (perfect for a child), ensuite bath with jetted tub and walk-in shower, and canal views from every window. Second Level – Two Bedrooms: One bedroom features a king bed, while the second includes a king bed plus two down-filled sofas ideal for children. These rooms share a full bath with a tub/shower combo. Main Level – Two Bedrooms: Both bedrooms offer king beds (one with canal views). They share a luxury full bath featuring a steam shower, jetted tub, and bidet. This hallway also provides access to an outdoor entrance. Lower Level – Den: A cozy canal-view den with a daybed that converts to a king bed (advance notice required). This level also includes a full bath with shower and a comfortable seating area overlooking the pool. Chef’s Kitchen The newly remodeled chef’s kitchen on the main level is fully equipped for family meals and entertaining, featuring high-end appliances, generous counter space, and a spacious dining area. Outdoor Oasis Enjoy a heated screened-in pool surrounded by tropical landscaping and peaceful canal views. The outdoor space includes a fire pit, BBQ grill, dining area, umbrellas, and loungers — perfect for relaxed afternoons and sunset gatherings. The private dock on the Grand Canal is ideal for kayaking, paddle boarding (equipment included), or fishing from the dock. An outdoor shower makes rinsing off after Siesta Beach easy. Island Living Located in a quiet Siesta Key neighborhood, The Boat House is just a short walk or bike ride to Siesta Beach and Siesta Key Village, known for its boutiques, beach bars, and local dining. Four beach cruisers, plus beach chairs, umbrellas, and coolers, are included to make your island days effortless and fun. Guest access Guests have full access to the entire home, private pool, dock, and all amenities. Smart locks provide easy self check-in, and free parking is available for up to four vehicles. Other things to note Heated screened-in pool (year-round) Private dock for fishing, kayaking, or boating Private dock with boat slip — perfect for guest boat or jet ski rentals High-speed Wi-Fi suitable for remote work Smart TVs in every bedroom Full laundry on site (washer & dryer) No pets allowed Comfortably sleeps up to 12 guests (additional children considered upon host approval) Check-in: 4 PM | Check-out: 10 AM Multiple stairs — not suitable for guests with mobility challenges With its timeless Florida architecture, soft coastal palette, and waterfront serenity, The Boat House blends luxury with warmth — perfect for families, couples, and friends seeking both space and connection. Enjoy the ease of a private resort with the charm of a classic island cottage, just minutes from the best beach in America.

The Boat House Waterfront Pool Home Walk to Beach!

2 and 3 WEEK AND MONTHLY SPECIALS AVAILABLE! Select 14 or 27 night minimums to see these prices! The space KEEP READING BELOW. THIS IS NOT JUST A BASIC DESCRIPTION OF THE HOME. THERE IS VERY USEFUL INFORMATION THAT YOU WON’T WANT TO MISS!! Welcome to “Siesta Retreat”… a grand 5 bedroom 4 bath vacation home right on the canal with an awesome heated pool and hot tub area! This 2 floor home sleeps up to 12. It is located in the heart of Siesta Key and is just minutes from world famous Siesta Key Beach and Siesta Key Village. This waterfront retreat sits on canal water on a lot of pure luxury; where you can enjoy sunsets from your own private pool area or a terrace on the second floor with a fire pit. With 4,500 sq ft of space to entertain, you can enjoy privacy even with large families. Have a cookout at the outdoor grill while enjoying the pool and hot tub. Centrally located in the middle of the key, this provides for fighting the least amount of traffic - take a 3 minute golf cart ride to The Village or world famous Siesta Beach; drive/bike over the North bridge to key places like Southside Village, Selby Gardens, UTC and downtown…the opportunities are endless. Call The Toy Barn to rent a 4 or 6 person lithium powered, street legal golf cart and cruise the island of Siesta the way that it was meant to be experienced. Also notable is a game room with pool and arcade tables, paddle boards and kayaks, as well as a luxury massage chair in the main floor living area - it doesn't get better than this!! Your paradise is closer than you think! We look forward to having you as a guest! ***PLEASE NOTE*** COFFEE MAKER: Combo Coffee maker (both drip and K-cups) POOL HEATER RULES: Pool heat temp is set at 83º and runs each day from 7 AM until 7 PM from October 15-April 15. Outside of these dates, the Florida weather should naturally heat the pool. Pool temps are not guaranteed. This pool is heated by a heat pump and is only capable of heating to around 20-25 degrees warmer than the ambient temperature. (If the high for the day is 55, the pool may only be able to reach 75). The spa has a timer of 3 hours, once turned on and can be run at any time and will heat to 100º PET POLICY: This home has a $20/pet/day fee. Air BNB will only collect for 1 day. The remaining amount will be requested to be paid via credit card after your stay. Aggressive breeds (ie. pitbulls, etc) may not be allowed and will need to be approved by management prior to your stay. If you bring your pet without claiming them on the reservation or by trying to avoid paying the pet fee, a minimum fine of $500/pet will be collected. By making this reservation, you agree to this policy. DOGS ONLY. CATS ARE NOT ALLOWED. The boat dock is not allowed to be used for docking personal or rented boats unless you get approval from management! www.vacationDP (.c o m) A SIGNED DESTINATION PARADISE RENTAL AGREEMENT AND ID WILL BE REQUIRED FOR ALL RESERVATIONS. ***See “house rules” for all terms and conditions.

Siesta Retreat - 513

Welcome to Bella-Raine! This home has plenty of space for your whole party to relax and feel comfortable. This home has been thoughtfully decorated and styled. Located to much of what Sarasota has to offer. Siesta key beach is 7.9 miles away, 15 - 20 minutes. Fenced in backyard. The Legacy Trail bike path is very close by, Smart TV in common area has HDMI cable. The kitchen area will be a favorite place for your family to gather. This home has three bedrooms on the main floor and two upstairs The space - 13 Min to Nathan Benderson Park - 12 Min to Marie Selby Botanical Gardens - Within 5 Minutes of Pinecraft and all it has to offer - 7.9 Miles from Siesta Key Beach - 8.4 Miles from Lido Key Beach Other things to note This home has three bedrooms on the main floor and two upstairs.

Bella - Raine Estates

Escape to serenity at this remarkable property! Indulge in a multitude of activities, from lounging by the private pool to relaxing in the jacuzzi. Challenge friends and family to a game of tennis or basketball. Discover the beauty of the lush gardens, adorned with fruit trees. Inside, the house dazzles with its beautiful decor. With 6 bedrooms and 4 bathrooms, there's space for everyone to enjoy wonderful vacation. Unwind, explore, and create lasting memories in this inviting oasis. The space Welcome to this exquisite six-bedroom, four-bathroom house nestled on an acre of land in the heart of tranquility. Step inside and be captivated by the luxurious features, including granite countertops and top-of-the-line Subzero and Wolfe appliances in the fully equipped kitchen. The private pool and Jacuzzi provide a serene oasis for relaxation and rejuvenation. Outside, the meticulously maintained garden, adorned with beautiful fruit trees, offers a picturesque backdrop for outdoor activities and moments of tranquility. Enjoy friendly matches on the tennis/Pickleball ball court or shoot some hoops on the basketball court. With its inviting ambiance, professional-grade amenities, and abundance of recreational options, this exceptional property promises an unforgettable stay. Experience the epitome of elegance, comfort, and recreation in this remarkable retreat. Guest access Please note that as a guest, you will have exclusive access to the entire property, including the house and the backyard. Enjoy the privacy and comfort of having the entire space to yourself during your stay.

Bayfront Retreat w/ Pool & Pickleball

Have fun with the whole family at this stylish place. This home is a 3 minute walk to Pinecraft Park. We are 10 Minutes to downtown Sarasota. Beaches: - Siesta Key Beach, 6.5 miles - Lido Key/St Armand’s Circle, 6 miles This property is approximately 6.5 miles to Lido The space This home offers 1 king bed downstairs. 3 queen beds and a full bed in the four upstairs bedrooms. There is a TV room upstairs. There is a washer and dryer for our guest's convenience. There is a balcony for sunning or just enjoying outside. No pets! Yoder's Fresh Market, Earth Origins, Publix as well as Walmart Marketplace are nearby to grab groceries. Not one, but 2 ice cream shops and a coffee shop are within walking distance. Downtown Sarasota has an amazing assortment of restaurants. Check out our guidebook to view our favorite local spots and activities. We offer a complimentary starter kit of necessary amenities which is generally enough for shorter stays but after that is used up, it is the responsibility of the guest to provide the rest for themselves. Items included in the starter kit are toilet paper, toiletries such as shampoo and body wash, paper towels, coffee, coffee filters, trash bags, a dish sponge, dish soap, and laundry soap.

Stunning 5 Bedroom House

This beautiful 5- bedroom plus office w/daybed home sits on a quiet, brick-lined street and is only a short walk from downtown Sarasota. It has all the amenities, beauty and comfort you want in a vacation home: private, luxurious pool with grill area, large living area, walking distance to shops and restaurants, short distance to the beach, and an updated, well stocked kitchen. The Marina, Selby Gardens, and Sarasota Opera House are 10-15 min walk or 5-min drive. (City of Sarasota VR 25-004719) The space This home could not be a more perfect combination of being both secluded as well as central. The pool/patio area has lush, tropical landscaping that blocks out any neighboring homes making it feel private and serene, but you are downtown! The gorgeous, sparkling pool has recently been put in and the paver/patio area has all been redone! The pool has an option to be heated for just $15/day, if you'd like. The Weber Grill is brand new, just purchased in July 2024. There is a FREE TROLLEY that services downtown Sarasota and heads onto St. Armands circle, then onto Lido Key Beach. You truly don't even need to rent a car while you stay here! There is a stop on Main Street just two block up from the house. Download the Bay Runner App so you can track the trolleys and leave in time to catch it on its way down. This home itself is spacious enough to easily host your entire group together eating a meal at the dinner table, lounging in the living room watching a movie, or hanging out at the pool - while also giving the ability for you to slip off for some alone time to read a book in the office, or the reading nook of the primary bedroom. You'll never want to leave, but you're also only a less than 15 minute walk away from so many offerings: parks, tennis courts, shops, restaurants, and more! Please note - the office does offer an additional sleeping arrangement, as it has a day bed and an extra floor mat. This makes for a perfect setup for a family reunion, bridal party prepping, or friends looking for a getaway together. There are plenty of rooms and bathrooms for everyone to have their space and then walk downtown for all the best eateries!! Closest Bay Runner FREE Trolley stop- 6 mins walk (download the Bay Runner App; stop is two blocks up on the corner of Main St). Indigenous Restaurant- 4 min walk Laurel Park- 6 min walk Payne Park Playground & Skate Park- 9 min walk Payne Park Tennis Center- 6 min walk The Exchange Inc. (thrift)- 8 min walk The Fountain Kitchen & Wine Bar- 10 min walk Owen's Fish Camp- 9 min walk Burn's Court Cinema- 9 min walk Tamiami Tap (late night on weekends) - 8 minute walk Publix Supermarket- 13 min walk Whole Foods- 16 min walk Downtown Sarasota Farmer's Market- 14 min walk Selby Public Library- 17 min walk Sarasota Opera House- 16 min walk Guest access You get this entire home to yourself - there is no sharing spaces with strangers! The only "off-limits" area is the locked supply closet underneath the staircase that our cleaners use, and a small shed in the back area. Key code is provided to guests 1-2 days before arrival. Other things to note ****SIESTA is a 15-20 minute drive ****LIDO is a 12 minute drive ****SRQ Airport is 14 minutes drive ****Bay Runner FREE TROLLEY to St. Armand's Circle and Lido Beach closest stop on Main Street is a 6 minute walk away. Trolley runs from 8am until midnight! Download the app for Bay Runner to follow pickups and drop-offs ****Pool can be heated for a small fee ($15/day). We will set the heater to 85 degrees. The pool is screened in and serviced on Monday afternoons by our pool company. ****There is a 6th bed located in the office on the main level. ****There is a very comfortable fold out mat that is stored in the office bedroom that can be used as a bed as well. There is room in the office or living room to lay this mat out. ****Street parking in front of the home can be difficult as this home is located on a corner lot in a historic, older neighborhood with brick streets. The streets are very narrow. Large trucks, RVs, and other large vehicles may be difficult to maneuver and to park. There is a garage available for guest use that can easily fit two cars. Please note cars must be SUVs in order to get up driveway apron. ****Longer term stays (over 2 weeks) require an additional cleaning (bi-weekly minimum). This can be scheduled directly with the cleaners or through us. Guest can pay the cleaners directly or through Airbnb. ****If you need to reach us, we ask that we keep our correspondence to Airbnb messaging as much as possible. This keeps an accurate record of our conversation and is easily accessible in the event of an issue. Phone numbers will be provided for additional contacts. ****We are open to longer-term rental so please reach out if you are interested in discussing this option.

Downtown Sarasota Oasis w/ Heated Pool!

New to the rental market! This stunning 5-bedroom, remodeled vacation rental is just minutes away from the soft sands of Siesta Key’s beaches. This luxurious coastal haven offers the perfect blend of modern elegance and laid-back beachside charm. The space New to the rental market! Whether you’re seeking a relaxing beach escape or an adventure-filled vacation, Island Retreat offers the perfect home base. Its prime location, luxurious amenities, and proximity to both the beach and Siesta Key Village make it an exceptional choice for creating unforgettable memories. Book your stay today and experience the ultimate in coastal luxury! Property Highlights: •	Spacious Accommodations With 5 beautifully appointed bedrooms, this home comfortably sleeps up to 10 guests. Each room is thoughtfully designed with plush bedding, contemporary furnishings, and ample natural light, ensuring a restful and rejuvenating stay. -Bedroom 1: Features a luxurious king bed with an attached private bathroom, offering a serene and spacious retreat for ultimate comfort and convenience. -Bedrooms 2, 3 and 4: Also appointed with king beds to ensure all guests are provided with the ultimate in comfort and luxury while enjoying their stay. Bedroom 5: Spacious and features twin bunk beds-ideal for groups or families. •	Fully Remodeled Interior: Every detail of this home has been meticulously updated to provide a seamless blend of luxury and comfort. Enjoy an open-concept living area with sleek hardwood floors, a gourmet kitchen featuring stainless steel appliances, quartz countertops and an oversized breakfast bar offering plenty of seating. •	Private Pool: Dive into relaxation with your own private heated pool, perfect for a refreshing swim or lounging poolside under the warm Florida sun. The pool area is surrounded by lush tropical landscaping, offering privacy and a tranquil oasis for unwinding and a convenient outdoor shower to rinse off after a day at the beach. •	Steps from the Beach: Just a few blocks from your doorstep, Siesta Key’s powdery white sand beaches await. Spend your days soaking up the sun, swimming in the turquoise waters of the Gulf, or collecting seashells along the shore. •	Walk to South Siesta Key Village: Conveniently located within walking distance of South Siesta Key Village, you’ll have easy access to charming boutiques, vibrant restaurants, and lively entertainment. Savor fresh seafood, enjoy live music, or explore local shops—all just minutes away. Good to Know for Your Stay: • Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay. • Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment. • Pet Policy: For the comfort of all our guests, pets are not permitted at this property. • A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area.

Fully renovated 5 bedroom pool home

Modern Coastal Luxury Retreat in the Heart of Sarasota – Just Minutes from Siesta Key Beach Escape to a haven of refined elegance and coastal sophistication at this brand new, custom-built luxury home. Perfectly positioned in one of Sarasota's most coveted neighbourhoods, it sits just a short drive from the sugar-white sands of world-famous Siesta Key Beach and the vibrant energy of downtown Sarasota. From the moment you arrive, you'll feel the upscale calm that makes it one of a kind. The space This architecturally striking residence offers 5 spacious bedrooms and 4.5 luxurious bathrooms — with all but one bedroom featuring its own beautifully appointed en-suite for ultimate privacy and comfort. At the heart of the home, a breathtaking open-concept living area unfolds beneath soaring ceilings, where floods of natural light frame a designer kitchen built for entertaining. Gather around top-tier appliances — including a built-in coffee machine, premium oven, and expansive stone countertops. A clever standout feature is the hidden utility-style room, discreetly tucked behind a kitchen cabinet door, delivering extra worktop space, storage, and pantry-style organization for seamless, clutter-free hosting. A dedicated laundry room rounds out the interior — thoughtfully designed with ample space to make longer stays and family getaways feel effortless. Step outside to your own private, resort-style oasis. The expansive pool area is crowned by a serene waterfall feature and integrated spa, framed by luxurious sun loungers made for slow, sun-soaked afternoons. Entertain with ease in the covered outdoor kitchen, complete with a modern grill, flat-screen TV, and generous dining space — the perfect setting to savour the Florida lifestyle. As the sun sets, gather around the custom fire pit nestled within the beautifully landscaped garden for cozy evenings under the stars. Additional features include: * Double garage * Spacious laundry area * Professionally designed interiors * Lush landscaping for total privacy Blending modern luxury, comfort, and an unbeatable location, this home is the perfect destination for discerning guests seeking an elevated Sarasota experience. Optional E-Bike Rental: Guests may rent e-bikes during their stay for a fee of $250 per week, per bike. This amount includes a $100 refundable security deposit per bike. The deposit will be refunded in full within 7 days of check-out, provided the e-bike(s) and all accessories (including chargers, locks, and helmets) are returned in the same condition as provided, with no damage beyond normal wear and tear. Guests are responsible for the full cost of any repairs or replacement if damage, loss, or theft occurs during the rental period. Use of the e-bikes is at the Guest's own risk. Guest access If you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. The Bay and Key Collection offer a wide range of services including: - An any day arrival policy and length of stay requirements starting at just 7-nights. - We have a professional property manager and maintenance systems meaning you'll experience the service you deserve. - Professional housekeeping pre-stay and during stay if requested. - 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations. - 'Preferred Vendors' menaing you can trust the company you use for rentals. All properties listed with The Bay and Key Collection benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home. Other things to note Per City of Sarasota's Rental Ordinance - This property must be rented for a minimum of 7 nights. If the travel dates you are looking for don't appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio. Prior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. Accidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at The Bay and Key Collection. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71. For Homes & Villas by Marriott Bonvoy bookings, Airbnb & VRBO, the below cancellation does not apply. Please refer to cancellation policy provided by this platform. For Direct Bookings, the cancellation policy is below: Guests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee. Guests must cancel at least 30 days before check-in to receive a 50% refund for all nights. If a guest cancels less than 30 days before check-in, you'll be charged 100% for all nights. We strongly recommend that you purchase your own travel insurance for your protection.

Arlington Oasis - Luxury 5 Bed Home, Heated Pool

Exclusive Amenities Include: • Private Heated Pool and Spa • Balcony Deck Ideal for Sunbathing and Enjoying Scenic Views • Outdoor Al Fresco Dining • Luxurious Bedrooms: Four King Beds and a Queen with Twin Bunk • Patios and Decks: Multiple Areas For Outdoor Seating • Two-Car Garage: Secure Parking • Dog-Friendly: Up to 25 lbs with a Fee • Nature Park Access: Nearby Trails and Scenic Beauty The space Waldemere’s Wonderland | Heated Pool, Balcony Views, Near Siesta Key Beach & Downtown  Why You’ll Love This Home Discover refined luxury and spacious comfort in a beautifully designed Sarasota retreat. Whether you’re soaking in the heated pool or enjoying stunning balcony views, Waldemere’s Wonderland invites you to unwind and connect in style just minutes from pristine white sand beaches and vibrant local culture.  Perfect For Multi-generational families, friend groups, and anyone seeking a stylish home base for Sarasota adventures.  Imagine This You wake to soft Florida sunlight filtering through elegant windows. The aroma of fresh coffee fills the chef-inspired kitchen as laughter flows effortlessly between open living spaces. Step outside to your private heated pool and spa, where warm water and Florida breezes soothe the soul. Later, challenge friends to a putting green match before settling on the balcony with a sunset cocktail, with Sarasota glowing before you.  Where You’ll Sleep • Bedroom 1: King Bed, Ensuite Bath, First Floor, TV • Bedroom 2: King Bed, Ensuite Bath, First Floor, TV • Bedroom 3: King Bed, Ensuite Bath, Second Floor, TV • Bedroom 4: King Bed, Ensuite Bath, Second Floor, TV • Bedroom 5: Queen Bed & Twin Bunk Bed, Shared Bath, Second Floor, TV  Explore the Area • 5.6 Miles to Siesta Key Beach — Relax on Powdery White Sand • 5.1 Miles to St. Armands Circle — Upscale Dining and Shopping • 3.5 Miles to Downtown Sarasota — Art Galleries, Theaters and Culinary Scene • 15 Minutes to Sarasota Bradenton International Airport — Easy Access • Walkable Arlington Park Neighborhood — Peaceful and Central  Don’t wait— This home books quickly. Your reservation includes peace of mind with enhanced cleaning protocols ensuring a safe, welcoming stay.  Please Note: The pool is heated from November 15th to April 15th. This property is registered with the City of Sarasota (Registration Number VR24-00096). Due to local regulations, rentals are limited to one booking per seven-day period, with a maximum occupancy of 10 guests.

Private Pool, Spa, Balconies & More!

*Spacious, Family Vacation Home perfect for your next family get-away! This home is set perfectly for large families with 5 bedrooms and 3 full bathrooms. The outdoor patio is a perfect space to soak up the warm sunshine with the enclosed privacy fence. This home comfortably sleeps 11 people. *Spacious vacation home *Perfect for big families *Fully stocked Kitchen *Strong Wifi *Quiet Neighborhood *Within walking distance of Pinecraft Park *Private fenced backyard with Patio *VR# VR24-00290 The space ***Welcome! Staying in this roomy Sarasota home will allow you to experience an old Florida lifestyle, all of the amenities, a quiet neighborhood, and you are located no more than a quick five-minute drive to downtown Sarasota and some of the best food and dining in all of Florida. Interested in visiting the world famous Siesta Key beach with its white sugary fine sand and some of the most breath-taking sunsets anywhere? You are only a very short 15-minute drive away. ***This space is made up of 5 bedrooms with 3 full bathrooms. A Smart TV is provided for you in the living room. With the strong wifi signal, you will be able to sign into your own TV accounts on this screen. No cable TV is provided. A beautiful back patio area is the perfect place to relax and soak up the beautiful FL sunshine! It is surrounded by an enclosed fence giving you all the privacy you need! *** There is a bonus room that is the 5th room, it is perfect for a single person. It has 1 twin bed. *** 3 Queen beds ***2 Sets of Bunk beds ***1 Twin bed ***3 Full bathrooms ***Full kitchen ***Nice Patio *** Washer and dryer ***Pack and Play/Highchair 🚌 NAVIGATING THE AREA 🚗 The Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota! We recommend using a car to get around Sarasota if you hope to have that additional vacation freedom and flexibility. 🏖️ LOCAL ATTRACTIONS 🎾 1. Pompano Park for Pickleball Courts! (also access by walk or bike ride via the Legacy Trail) 2. Legacy Trail 3. Siesta Key Beach 4. Lido Key Beach 5. Downtown Sarasota 6. St Armands Circle 7. Aquarium ⛳ GOLF 1. The Meadows 2. University Park Country Club 3. Tatum Ridge 4. The Founders Club (Private Club) 5. Longboat Key Private Club 6. The Ritz Private Club 7. IMG Academy Golf Club 8. Esplanade Golf 9. Waterleaf 🍝 RESTAURANTS 1. The Shore: Trendy waterfront restaurant with amazing seafood! 2. Connors: High-end restaurant without the high price tag! 3. Grillsmith: If you go here, you MUST get the plank grilled salmon! 4. Dry Dock: Waterfront Seafood 5. The Fish Camp: Wonderful seafood, but often very busy! 6. Baker + Wife: You will love this fantastic restaurant. 7. Riverhouse Reef + Grill: Further away in Bradenton, but fantastic! 8. Der Dutchman: Fantastic home-cooked meals! 9. Summer Tap Juice Bar: The BEST Açai bowl in town! ☕COFFEE 1. Breaking Wave Coffee 2. Perq: Do not expect syrups, just great coffee :) 3. Project Coffee (2 Locations) 4. Out & About Coffee (O&A) 5. Postal 98 Cafe 🍎 GROCERY 1. Detwiler's Farm Markets: The best place to buy organic fruits and vegetables! 2. Publix 3. Trader Joes 4. Whole Foods 5. Fresh Market 6. Walmart Grocery Guest access ***The entire space is available to your group! There is also a private back patio area with table and chairs and space to sit and relax in the beautiful Florida sunshine! Other things to note ***We offer a complimentary Hygiene Starter Kit for your use ( Bar soap, Conditioner, Shampoo, Lotion, Body Wash ). ***Smart TV and WI-FI is available to log into your favorite Apps.

[The Salty Shore]5 Bedroom•3 Bath•Family Friendly

🦩Exclusive Amenities Include: • Walking Distance to St. Armands Circle • Less than 0.3 miles to Lido Key Beach • Private Heated Pool • Fire Pit & Ping Pong Table • 5 Bedrooms, 4.5 Bathrooms • Private Parking • Dog Friendly (2 small dogs up to 25 lbs with an additional fee) • Beach Towels, Chairs, Cooler, & Caddy Provided • Enhanced Cleaning Provided by our Cottage Clean Team The space 🌴 Five Palms | Stunning Lido Key Retreat with Private Pool, Firepit, and Steps to the Beach  💖 Why You’ll Love This Home Come inside Five Palms and feel instantly swept into paradise—lush palms, sunlit spaces, and the glow of tropical design throughout. Located just a 1‑minute walk to St. Armands Circle and only 5 minutes from the soft sands of Lido Key Beach, this single‑level home offers both elegance and island ease.  👨‍👩‍👧 Perfect For Perfect for families, large groups, or friends gathering who want spacious indoor and outdoor living, modern comforts, and steps from boutique shopping, fine dining, and white‑sand beaches.  🎞️ Imagine This You wake to soft golden light filtering through palm fronds, slip into flip flops and stroll a couple of blocks to grab coffee at your favorite café in St. Armands Circle. Spend the morning lounging at Lido Beach, just 5 minutes away, then return to your private retreat with a lush tropical garden and private heated pool for a midday dip. As evening falls, fire up a barbecue or play ping‑pong under the stars. Cozy up by the firepit, share stories with loved ones, and drift into sleep in one of five beautifully appointed bedrooms, each offering privacy and comfort.  🛌 Where You’ll Sleep • Bedroom 1: King Bed – Ensuite Bath, TV • Bedroom 2: King Bed – Ensuite Bath, TV • Bedroom 3: Queen Bed – Ensuite Bath, TV • Bedroom 4: Queen Bed – Shared Bath,TV • Bedroom 5: Twin‑over‑Queen Bunk Bed – Shared Bath, TV  📍 Explore the Area • 0.1 Miles to St. Armands Circle (Restaurants, Boutiques, Cafes) • 0.5 Miles to Lido Key Beach access • Close Drive to Sarasota Bradenton International Airport (~15‑20 min) • Walking Distance Local Shops, and Casual Dining • Easy Access to Local Parks, Water Activities, and Gulf Sunset Views  ⌛ Don’t Wait Five Palms is a rare find on Lido Key—private pool, lush outdoor retreat, high‑end finishes, and a location almost impossible to beat. Each booking includes our CottageClean™ program, featuring a 6‑hour deep clean and 35‑point inspection so you arrive feeling confident, cared for, and ready to relax.  📝 Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free high‑speed WiFi included. The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. City of Sarasota Registration Number: VR24‑00062. Due to City code, property can only be rented once during any seven‑day period and have a maximum occupancy of 10 guests. We happily welcome 2 small dogs (up to 25 lbs) with a $250 fee per pet—breed guidelines apply to ensure a safe and comfortable stay for everyone.

Five Palms | Lido Key Escape with Private Pool

"LIDO KEY" ST. ARMONDS CIRCLE **** THE BEACH The space HELLO Beach!!! VR25-00127 Walk to the Beach, 5 min to St Armand’s Circle! Lido Key Family Home Nestled quietly on the peaceful corner of McKinley Drive and The Boulevard of Presidents, “The Green House” awaits its next guests, patiently anticipating the perfect family ready for an escape to the beach! “The Green House” decorated and furnished by an interior designer no PETS *Extravagant interior design *Large open floor plan *Surrounded by natural foliage *Hard-wood floors throughout *7 minute walk to public beach access *5’5” maximum depth sport pool *Outdoor Lanai with Dining for 10 and lounge area *Two separate living chambers *Firepit with Seating for four *10 min leisurely walk Rosemary Town Center OVERVIEW Located in the peaceful and highly desired Lido Key, The Green House is a quick trip from chic shops, gourmet restaurants, and world-class local attractions. Stay in for a quiet evening in this spacious home, or be part of the safe and charming nightlife of St Armands Circle. The Green House provides a beach vacation with the luxuries and accommodations of being in a lively city. The house which is engulfed by the rustling green foliage natural to Florida, beautifully and thoughtfully designed and decorated, offers to meet every feature of a home while doing so luxuriously. The Green House combines southern-charm living with Classic design, blending for a truly elegant and comfortable stay all within steps of the white-sandy beaches. From expansive covered lanai complete with dining and lounge spaces to the large open-concept kitchen, comfortable living chambers, and 5 comfortable bedrooms, The Green House entices private intimate moments with your loved ones making for a lifetime of memories. If you are looking for a pool or a beach, a restaurant or a shop, a social gathering, or an intimate moment, the location of this home offers them all. The only difficulty of this home is deciding what you are going to do first! Other things to note The county of Sarasota has a minimum stay of 7 days. Cannot rent less than 7 days.

Hello Beach and Lido Key

Unbelievable Siesta Key waterfront home, nestled on the serene waters of a luxury peninsula. Pool with a sun shelf, Spa, Pool Table, Skee Ball, Fire pit and 4th floor crow’s nest! The space KEEP READING BELOW! THIS IS NOT JUST A BASIC DESCRIPTION OF THE HOME AND CONTAINS VERY USEFUL INFORMATION THAT YOU WON’T WANT TO MISS!! Premier local manager, Destination Paradise welcomes you to “The Lookout”… a beautiful, grand vacation home on a magnificent waterfront area of the bay with an awesome outdoor lounge and heated pool area! This 4 level home sleeps up to 13. It is located on the ultra-premium North end of the island in a super private neighborhood and is just minutes from world famous Siesta Key Beach and Siesta Key Village. Indulge in unbeatable waterfront living in this breathtaking Siesta Key vacation rental, nestled on the serene waters of a luxury peninsula. Marvel at beautiful sunsets from your very own private pool area or from the charming terraces that adorn the third and fourth levels of this enchanting Siesta Key vacation rental. Spanning an expansive 6,300 square feet, this vacation home rental in Siesta Key offers a lavish retreat where even large families can relish in absolute privacy. Entertain in style within the sprawling outdoor spaces, complete with a delightful grill area for hosting a family cookout and a refreshing pool and luxurious hot tub for ultimate relaxation. Discover cozy and inviting outdoor patios on each of the three levels, featuring a fire pit on the first and a fireplace on the second floor, perfect for unwinding under the beautiful Siesta Key sky. This Siesta Key rental spoils you with amenities, including a street-legal golf cart powered by lithium batteries, accommodating up to six passengers, provided by The Toy Barn. Explore the island’s treasures effortlessly for just $75/day, exclusively available to guests of this exquisite Siesta Key vacation home rental. Immerse yourself in leisure within the game room boasting pool and skeeball tables, or ascend to the rooftop crow's nest for unbeatable panoramic views of Siesta Key. Unwind in the full bar/movie room, ensuring endless entertainment options. Nestled on the North end of The Key, this Siesta Key rental offers a strategic location, minimizing your encounters with traffic. Embark on leisurely rides to The Village or the world-renowned Siesta Beach. Venture on over the North bridge to discover key destinations such as Southside Village, Selby Gardens, UTC, and downtown, all within easy reach by car. The possibilities are endless in this idyllic paradise, waiting to welcome you. Your next trip to paradise is closer than you imagine– book your well-deserved escape to Siesta Key today! www.vacationDP .(c o m) “The Lookout” can accommodate up to 13 guests with a bedding configuration as follows: • Bedroom #1, 1st Floor: King Bed (1) - Sleeps: 2 • Bedroom #2, 2nd Floor: King Bed (1) - Sleeps: 2 • Bedroom #3, 2nd Floor: King Bed (1) - Sleeps: 2 • Bedroom #4, 3rd Floor: Bunk/Trundle Bed (2), Floor Mattresses (2) - Sleeps: 5 • Bedroom #5, 3rd Floor: King Bed (1) - Sleeps 2 ***PLEASE NOTE*** COFFEE MAKER: Combo Coffee maker (both drip and K-cups) POOL HEATER RULES: Pool heat temp is set at 83º and runs each day from 7 AM until 7 PM from October 15-April 15. Outside of these dates, the Florida weather should naturally heat the pool. Pool temps are not guaranteed. This pool is heated by a heat pump and is only capable of heating to around 20-25 degrees warmer than the ambient temperature. (If the high for the day is 55, the pool may only be able to reach 75). The spa has a timer of 3 hours, once turned on and can be run at any time and will heat to 100º PET POLICY: This home has a $35/pet/day fee. Air BNB will only collect for 1 day. The remaining amount will be requested to be paid via credit card after your stay. Aggressive breeds (ie. pitbulls, etc) may not be allowed and will need to be approved by management prior to your stay. If you bring your pet without claiming them on the reservation or by trying to avoid paying the pet fee, a minimum fine of $500/pet will be collected. By making this reservation, you agree to this policy. DOGS ONLY. CATS ARE NOT ALLOWED. NOTE: The boat dock is not allowed to be used for docking personal or rented boats unless you get approval from management! Using without approval is subject to a minimum $2,500 fine. A SIGNED DESTINATION PARADISE RENTAL AGREEMENT AND ID WILL BE REQUIRED FOR ALL RESERVATIONS. ***See “house rules” for all terms and conditions. VR Certificate #VR22-00113 AREA INFORMATION: Experience the serenity of our world class beaches where you can swim, sunbathe, surf, paddle board, and fish. Take a morning walk down to the soft white sand of Siesta Key Beach or to little Shell Beach to find sand dollars and an assortment of other sea shells. Head to the South side of Siesta key to check out Turtle Beach; a more secluded beach with less people and great surf fishing on the south end. Visit one of the centerpieces of Siesta Key, the AMI City Pier where there is great fishing and plenty of restaurants to choose from. Take a stroll down the Coquina Baywalk and Leffis Key to find a small nature walk with peaceful walking trails. Take the provided bicycles all around the island and search for the 6 beaches that AMI has to offer (can you find them all?); Coquina Beach, Manatee Beach, Bradenton Beach, Holmes Beach, Cortez Beach and Anna Maria Beach (with Bean Point being part of that). Our favorite Anna Maria Island Restaurants: •Beach House Waterfront (Excellent Seafood) •Ugly Grouper (Bar/Pub Style Food) •Waterfront Restaurant (High End Seafood and Steak, Great ambiance) •Hurricane Hanks (Bar/Burgers) Our favorite Bradenton/Sarasota restaurants: •KOJO (My personal favorite - High end Asian Fusion) •Selva Grill (Amazing ceviches and high end courses-Try the KOJO sushi roll and Wagyu Skirt Steak!) •Owen’s Fish Camp (Unique atmosphere, great seafood) •Baker and Wife (American, great food) •SKOB - Siesta Key Oyster Barn (Great happy house and oysters) •Hyde Park Prime Steakhouse (High end steakhouse) Our favorite Tampa/St Pete restaurants: •Rococo Steakhouse (High end steakhouse) •Texas De Brazil (All-you-can-eat Brazilian Steakhouse) •Bern’s Steakhouse (If you can get a table-amazingly unique eating experience - WORLD FAMOUS) •Ulele (Local Cuisine, Brew Pub, Michelin Star rated) •Ocean Prime (High end Seafood) Our favorite Casey Key/Venice restaurants: •Pop’s Sunset Grill (Ma & Pa style bar and grill) •Casasariano Italian Eatery (Italian) •The Breakfast Cottage (Breakfast/Brunch)

The Lookout - 891

Bahama Mama by Siesta Key Luxury Rental Properties Welcome to Bahama Mama, a stunning vacation home boasting five bedrooms and five bathrooms, located just a five-minute walk away from the picturesque Gulf of Mexico beaches! The backyard of this home is a true tropical paradise, featuring a sparkling pool with a spa, comfortable loungers, and a charming covered patio that includes an outdoor dining table, a television, and a BBQ grill. We can't wait to welcome you to this unforgettable The space Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! At A Glance • 5-minute walk to the beach • Near restaurants and boutiques • Pool with in-ground spa • BBQ • Outdoor shower The modern living space is adorned with coastal touches and a cozy seating area with a large TV. The fully equipped kitchen has stainless steel appliances, a spacious kitchen island that serves as an ideal spot for preparing large meals, seating for six guests to keep the cook company, and a unique banquette-style table that adds character to the dining area. What makes this home's bedrooms so delightful and unique is that each one has an ensuite bathroom! You'll appreciate the thoughtful design that prioritizes both comfort and elegance, along with convenient amenities like televisions and plenty of storage space. The King and Queen rooms boast walk-in showers, while the bunk room features a shower and tub combo. Room Details -Primary Bedroom: King bed and ensuite bathroom with walk-in shower -Second Bedroom: King bed, pool access, and ensuite bathroom with walk-in shower -Third Bedroom: King bed, pool access, and ensuite bathroom with walk-in shower -Fourth Bedroom: Queen bed and ensuite bathroom with walk-in shower -Fifth Bedroom: Full over full bunk bed and ensuite bathroom with shower and tub combo. -Bonus: Queen sleeper sofa This lovely home is in the heart of Siesta Key Village, just one block from Ocean Boulevard's fabulous boutiques and restaurants and Siesta Key Beach, famous for its shimmering white sand and warm waters. Guest access When you rent this home, you'll have access to the Entire Home. Only your party will have access to this property. Other things to note With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Siesta Key Luxury Rental Properties Rental Policies for full details. This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details. This home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Private Backyard and Pool with Spa - Bahama Mama

Luxurious Waterfront Villa – Minutes from Siesta Key Beach! Welcome to your private oasis in sunny Florida! Nestled along the serene Phillippi Creek, this stunning villa offers the perfect blend of luxury, comfort, and relaxation. Just minutes from the world-famous Siesta Key Beach, known for its powdery white sand and crystal-clear waters, this home is the ideal getaway for families and friends seeking an unforgettable experience.

Luxurious Waterfront Villa

Lido Bliss by Getaway Club (Sleeps 11) Welcome to Lido Bliss, a brand-new 5-bedroom, 5-bath luxury home just steps from the vibrant shops and restaurants of St. Armands Circle and a short distance from the sparkling sands of Lido Beach. Designed for families and groups, this modern coastal retreat blends high-end finishes, thoughtful comfort, and resort-style amenities for the ultimate island getaway. Spend your days lounging by the private pool and spa, gathering around the firepit, or enjoying The space Highlights Steps from St. Armands Circle shops, restaurants, and entertainment; short walk to Lido Beach 5 Bedrooms / 5 Bathrooms Sleeps 11 (4 Kings + twin-over-twin bunk) Brand-new luxury home with designer finishes Private backyard with heated pool, spa, and firepit Rooftop deck with island views Gourmet kitchen with large island Two living areas: main level living room and smaller upper-level living room with wet bar Laundry on both levels Outdoor Living Step into your private backyard oasis, complete with pool, spa, and firepit. Dine al fresco, lounge in the Florida sun, or take in the sweeping island views from the rooftop deck. This home is perfect for relaxing and entertaining. Indoor Living Inside, modern coastal design meets comfort. The main living level (Level 2) features the master suite, gourmet kitchen with large island, dining area, and main living room. The third-level living area houses all other bedrooms and includes a smaller living room with wet bar and two balcony areas, access to the rooftop balcony, providing additional space for families or groups to gather. With two laundry areas for convenience, every detail has been designed to make your stay effortless. Room Details Bedroom 1: Master Suite King bed, ensuite with dual sinks / soaking tub /walk in shower shower, private balcony access (Level 2) Bedroom 2: Bunk room with 2 Twin beds, optional twin pull out, ensuite with tub (Level 3) ((no closet)) Bedroom 3: King bed, ensuite with shower (Level 3) Bedroom 4: King bed, ensuite with shower (Level 3) Bedroom 5: King bed, ensuite with shower, shared balcony with living room (Level 3) Other things to note Why Guests Love It With its thoughtful layout, upscale finishes, private pool and spa, firepit, and unbeatable location, Lido Bliss is perfect for families and groups. Whether lounging poolside, entertaining in the gourmet kitchen, or taking in the island views from the rooftop deck, every moment here is designed to be comfortable, stylish, and unforgettable. We do not accept reservations from anyone under 22 years of age. We do not allow persons under 22 to occupy a property unless accompanied by someone over 22 years of age. Pet Policy: A pet fee of $175 per pet applies to all reservations with dogs and helps cover the additional cleaning required after a pet stay. We allow a maximum of 2 dogs per reservation. If a stay requires cleaning beyond what is typically covered by the pet fee - including, but not limited to, excessive pet hair, odors, stains, accidents, waste removal, or damage - additional charges may be assessed after checkout. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Luxury Lido Retreat with Pool, Spa, Firepit & Roof

Beach Front Home on Siesta Key's Sunset Beach! This Beautiful home comes equipped with a full kitchen, a dining area, and a spacious living room for you to spend time with your family and friends. Enjoy spectacular sunsets and the white sand beach right outside the front door! It’s only a short stroll into Siesta Key Village for all of the wonderful shops and restaurants the island has to offer and with views like this, this vacation home is sure to be your choice returning year after year! The space Bedroom 1 – King Bedroom 2 – King Bedroom 3 – King Bedroom 4 – King Bedroom 5 – Full Bunk Bed Living Room - Queen Sleeper Sofa Kitchen, Dining Area, and 2 Beach View Balconies The Location: - Less than 100 Feet to the Beach - 0.3 Miles to Siesta Key Village - 3.0 Miles to Crescent Village - 0.2 Miles to Pool Access at Siesta Key Beachside Villas - 0.4 Miles to local free trolley stop. Siesta Key has 13 beach access points and a free trolley system making all of Siesta Key easily accessible no matter where you are on the island! Guest access Pool is located that 124 Columbus Blvd, Siesta Key, Fl. 34242 Other things to note - This property is stairs only; all guests must have the ability to use stairs. - We only guarantee 1 parking space per rental unit. - Check-in is located at our office off site of the property. The address will be shared with check-in instructions. - This home is dog Friendly. An additional charge of $39 Per Dog, Per Night will be applied. All other pets are not permitted. Please speak with a member of our team to confirm breed and weight restrictions. - Security Authorization Hold taken upon check-in: $1,500. This hold is released upon inspection of unit after check-out or charged for damages found to the unit. - To book a beachside managed Property Between February 1st and April 15th, the booker must be 27 years old or older and be present for the entire duration of the stay. Outside of this time frame, the standard minimum age for this property applies. Added Amenities Included in Your Stay: - Free Wifi - Beach Chairs, Beach Towels, Beach Wagon, and Beach Cooler, - Partner Property Pool/Hot tub Access, - Complimentary Bicycles Rentals located at Partner Property, - 7-days a week, Beachside Management office is open for your convenience and guest needs with after-hours support!

Directly On #1 Beach, Siesta Beach!

Peace and Relaxation! Enjoy your vacation in a spacious 5 bedroom 3.5 bathroom home on Siesta Key with a private pool and a fenced in yard. This home features 2 livings rooms, a full kitchen, and plenty of space for the whole family. Perfectly located for a trip to the beach or a short walking into the Siesta Key Village, this lovely vacation home is sure to provide plenty of wonderful memories that will have you coming back year after year! The space Master Bedroom: King Bedroom 2: King Bedroom 3: Queen Bedroom 4: Queen Bedroom 5: 2 Queens Living Room: Queen Sofa Bed Second Living Room: Queen Sofa Bed Kitchen, Dining Area, Patio, and Private Pool w/ Hot Tub The Location: - 0.1 Miles to entrance of Public Beach Access #8 - 0.3 Miles to Siesta Key Village - 2.3 Miles to Crescent Village - 0.3 Miles to Pool Access - 0.1 Miles to local free trolley stop. Siesta Key has 13 beach access points and a free trolley system making all of Siesta Key easily accessible no matter where you are on the island! Other things to note - This property is stairs only; all guest must have the ability to climb stairs. - Check-in is located at our office off site of the property. The address will be shared with check-in instructions. - Security Authorization Hold taken upon check-in: $1,500. This hold is released upon inspection of unit after check-out or charged for damages found to the unit. Added Amenities Included in Your Stay: - Free Wifi - Beach Chairs, Beach Towels, Beach Wagon, and Beach Cooler, - Partner Property Pool/Hot tub Access, - Complimentary Bicycles Rentals located at Partner Property, - 7-days a week, Beachside Management office is open for your convenience and guest needs with after-hours support!

5 bed Home w/ Private Pool on Siesta Key

Welcome to Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This private home is centrally located & newly renovated. It sleeps up to 10 guests max. The space 4 bedrooms, 2.5 bathrooms Trying to figure out sleeping arrangements? Bedroom 1: Queen bed and twin bed Bedroom 2: Queen bed Bedroom 3: Queen bed and twin bed Bedroom 4: Full bed Comfortable living area with Smart tv, cable tv and FREE WiFi for your convenience. The kitchen is fully equipped with everything needed to make your favorite meal but don't worry, there are plenty of restaurants nearby. Large dinning room has access to screened-in lanai and pool, with spacious backyard & BBQ grill. Please, note that the fireplace is for decoration only. Guest access Parking: Driveway space for up to 4 vehicles (do not park on the street or inside the garage). Other things to note Note: This property has step-entry and 1 interior step to access portions of the home. Video doorbell and exterior cameras are used for security. Extras: Washer/Dryer, beach towels/chairs/umbrellas & bikes available for use during the stay can be found inside the garage. The location: Discover beautiful Sarasota! The house is a short drive to white sandy beaches (Siesta Key Beach, Caspersen Beach & Lido Key Beach), Sarasota-Bradenton (SRQ) airport and plenty of stores/shops and restaurants. Other areas of attractions nearby: -Marie Selby Botanical Gardens -Sarasota Jungle Gardens -Ringling Museum -Mote Marine Aquarium

Private 4-bedroom home minutes from Siesta Key!

Luxury waterfront 4 Bed/3 Bath pool house with elevator on mainland Sarasota's Philippi Creek. Paradise awaits: relax, unwind, and explore the blue waters of the Gulf of Mexico, just a short boat ride away. Book 3 months in advance and enjoy 5% off your stay, or stay 29+ nights and receive a 10% discount! The space Get ready to enjoy the perfect Florida lifestyle! Welcome to your piece of Florida Paradise! This luxury waterfront home has 5 bedrooms and 3 bathrooms with an infinity pool and jacuzzi, nestled on the Philippi River in Sarasota just a short drive by car or boat to the famous Siesta Key with its award-winning beaches. This unique waterfront home will not disappoint, offering several spaces for everyone to enjoy their time. The home has two levels, connected by stairs, that offer different amenities to our guests. Enjoy stunning water views of Philippi Creek throughout your stay. On the upper level, you'll find the main living area, kitchen, and 3 of the home's 4 bedrooms. An elevator is installed for your convenience if you'd rather not use the stairs. The living/family room, with its large TV, cozy wood paneling, and high ceiling, invites everyone to gather. The fully equipped kitchen makes preparing family meals a pleasure, with gadgets including a coffee maker, electric kettle, smoothie maker, microwave, roaster, crockpot, and toaster. If you don't feel like cooking, wonderful restaurants and delicious cuisine are nearby. The breakfast bar and formal dining area offer space for family meals, and the kitchen opens to the living area. The home flows beautifully from the indoor living space to the wrap-around deck, which offers additional seating and spectacular canal views — a great place to unwind with a sunset drink or enjoy morning coffee. Three bright, beautifully decorated bedrooms sit on the upper level, with lovely attention to detail. The spacious master suite has plenty of closet space and a TV for quiet time, plus an en-suite bathroom with a shower and soaking tub. All bedrooms have large closets with coat hangers. One guest bedroom has a bunk bed, perfect for little guests, and the two guest bedrooms share a family bathroom with a shower/tub combo. All three bedrooms have blinds for a great night's sleep. As if the upper level didn't have it all, it's time to take your vacation to the next level! The first-floor level has a private resident suite with a separate bathroom, its own large TV, a couch, and 2 queen beds — it can also work as an office for quiet time. The bathroom with a shower also serves as a pool bath. The lower level features a spacious living area connecting to an amazing outdoor space overlooking the water. Enjoy TV and drinks in one of the seating areas, unwind on the patio swing, or play a round of darts. Spend time with family and friends in the enclosed air-conditioned game room playing pool or shuffleboard, or try a round of cornhole. All seating areas have TVs so you can relax and watch the game together. Sit, sip, and relax at your private Tiki bar while watching the Florida marine wildlife. Take a splash in the stunning infinity pool that lights up at night for an amazing atmosphere, or relax in the private jacuzzi overlooking Philippi Creek. A gas BBQ is provided for delicious dinners on the private main patio. Set on a very wide part of the canal, the residence offers plenty of privacy — the perfect spot to relax after a day at the beach. Beach equipment is provided for your convenience. The outdoor area offers plenty of space for fun and games, plus sun loungers for soaking up the sun. The private boat dock can be used to fish or to dock a boat rented from a local company — if you're interested, let us know ahead of time so we can help establish the contact and work out details. You may also dock your own boat. The owners' boat is on-site (on the boat lift) but cannot be rented or used by guests. A double kayak and stand-up paddleboards are available to explore Philippi Creek and surrounding areas (use at your own risk). There is so much to enjoy in this home on all levels, and the choice is yours! The home is fully equipped with a washer and dryer plus high-speed internet and WiFi. All TVs are Smart TVs with cable access — 8 TVs in total! The pool and jacuzzi can be heated for an additional charge of $20/night; please inquire separately about pool heating and we'll be happy to help. Parking is available on-site for a maximum of 3 cars in the driveway, plus on-street parking. The garage is not available to guests. Guest access If you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you. The Bay and Key Collection offer a wide range of services including: - An any day arrival policy and length of stay requirements starting at just 7-nights. - We have a professional property manager and maintenance systems meaning you'll experience the service you deserve. - Professional housekeeping pre-stay and during stay if requested. - 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations. - 'Preferred Vendors' meaning you can trust the company you use for rentals. All properties listed with The Bay and Key Collection benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home. Other things to note Per City of Sarasota's Rental Ordinance - This property must be rented for a minimum of 7 nights. If the travel dates you are looking for don't appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio. Prior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions. Accidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at The Bay and Key Collection. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71. For Homes & Villas by Marriott Bonvoy bookings, Airbnb & VRBO, the below cancellation does not apply. Please refer to cancellation policy provided by this platform. For Direct Bookings, the cancellation policy is below: Guests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee. Guests must cancel at least 30 days before check-in to receive a 50% refund for all nights. If a guest cancels less than 30 days before check-in, you'll be charged 100% for all nights. We strongly recommend that you purchase your own travel insurance for your protection.

Dolphin Cove - Waterfront Family Oasis Near Beach

Welcome to Ritzy Palms! Coastal chic, contemporary, and fully renovated. Walking distance to Main Street and a quick drive to the beach. This combined listing includes our Heart and Sun villa duplexes. The five-bedroom home features two separate entrances, private backyards, kitchens, living rooms, and dining areas. One villa has three bedrooms, and the other has two—perfect for family or friend getaways where you want privacy and your own space. Registration Numbers: VR24-00112 & VR24-00113 The space This listing combines our Sun and Heart Villas and creates a 5-bedroom home with two seperate front entrances, dining and living rooms, and kitchens. Pretty gardens lead you to a stylish villa in the best location - Laurel Park, a quiet residential area in the heart of downtown. Newly remodeled in 2020, our modern and elegant home has new furniture. Chic décor, home comforts, and light, bright rooms create a relaxing space you won’t want to leave! Ceiling fans throughout keep the Florida heat at bay. The 5 bedrooms sleep 10 guests, while a pull-out sofa beds/air mattress in both living rooms sleeps 4 more guests. Everywhere is sparkling clean and equipped with all you could need for a comfortable, pleasant stay. The home offers ample parking with two private carports. You’ll especially love the secluded backyard surrounded by palm trees, foliage and night lighting ​– a perfect place to savor your freshly brewed morning coffee and enjoy al fresco dining with your tribe! ​Each backyard offers a table and seating for 6, a fire pit and BBQ to make the most out of the Sarasota weather. If you are travelling with little ones they’ll love the S’mores-making! •Each Living Room has a comfortable couch and two reclining chairs and a large smart TV. WiFi is available to keep you connected! •The Dining Rooms are an open-plan space adjacent to the living room. The elegant tables are set for 8 people to dine in style. All silverware, plates, glasses, and cups are provided so you can just sit down to dinner! •The Kitchens are upgraded, each with large refrigerators and freezers, an oven and stove, and a microwave. Kick-start your day with freshly-brewed coffee from the machine, or make after-dinner caffeine shots using the espresso machine! All kitchenware is provided for easy cooking and food prep. •The Bathrooms are clean and modern. This home offers a total of 3 full bathrooms. •The Screened-In back porches offer views of the tropical backyard making it a beautiful place to take your morning coffee. •The Front Porch has benches where you can take a time-out from the sun and soak in the sunny skies and palm trees under shade. •We have ample BEACH CHAIRS and umbrellas for your use. When you decide to leave this Floridian sanctuary, you’ll have all your desired amenities (restaurants and shops) within a short walking distance. ​(Check: LOCATION for tips on Things To Do.) Multiple white sugar-sand beaches are a short drive away. We look forward to hosting you! Guest access You will have full access to the entire villa during your stay.. Check-in is easy and flexible as we have an electronic door lock.

☆ Ritzy Palms Downtown Estate~ 5 Min to Beach~NEW!

BNB Breeze Presents: Twin Palms! This stunning 2 house oasis resides in the heart of Sarasota Florida and is located just 13 minutes away from Siesta Key Beach. This beautiful and entertaining home includes: • Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st • Putting Green • Outdoor Grill • Beach Supplies • Fully Fenced in Back Yard • Fully-Equipped Kitchen • Wi-Fi • and More! The space Experience double the fun at Twin Palms. This TWO-HOUSE property is your ideal getaway in Sarasota, Florida— these charming homes are nestled minutes from pristine beaches. This tranquil oasis offers spacious living areas bathed in natural light, two gourmet kitchens perfect for culinary adventures, and a serene backyard oasis with a private pool. Ideal for relaxation and exploration, these homes promise unforgettable moments in the heart of Sarasota's vibrant cultural scene and sun-soaked shores.  THE INTERIOR SPACE  - Wi-Fi - Laundry Rooms w/ a Washer + Dryer (Detergent Provided)  - Our home is stocked with clean and sustainable products and toiletries to give you and your loved ones a toxin-free stay!   KITCHEN + DINING AREA - 2 KITCHENS!!  - Fully-Equipped Kitchen w/ Cooking + Baking Essentials (No Food) - Dining Table - Beautiful Appliances (the chef in your group will thank you!) - Stove + Oven - Fridge + Freezer - Microwave - Dishwasher (Detergent Provided) - Drip Coffee Maker - Hot Water Kettle  - Toaster  - Dishes - Silverware - Glasses + Coffee Mugs   LIVING ROOM  - Two Living Room Spaces!  - 55" Smart TV in each Living Room - Plush Sofa + Comfy Chairs - Throw Pillows + Blankets  THE SLEEPING ARRANGEMENTS | 4 Bedrooms | - Bedroom 1: King Bed (Located in House 1)  - Bedroom 2: 3 Twin Beds (Located in House 1)  - Bedroom 3: King Bed (Located in House 2)  - Bedroom 4: King Bed (Located in House 2)  - Twin Day Bed (Located in Bedroom 1)  BATHROOMS | 3 | - Bathroom 1: Full Bath: Standing Shower (Located in House 1) - Bathroom 2: Full Bath: Shower/Tub Combo (Located in House 1) - Bathroom 3: Full Bath: Standing Shower (Located in House 2)  Enjoy the ULTIMATE outdoor living at this Sarasota home—a serene retreat boasting a private heated (seasonally: see details below), saltwater pool and a gas grill for alfresco dining. Surrounded by lush tropical landscaping, this inviting space invites relaxation and memorable gatherings under the warm Florida sun.  THE OUTDOOR SPACE  - Private heated saltwater pool (Heat is seasonal - see details below)  - Gas Grill  - Fully Fenced in Back Yard - Parking Space for up to 3 Vehicles in the Driveway!   We cannot wait to (hopefully) host you at Twin Palms soon! We are confident that this stunning home has everything that you need for your next dream vacation. The only question that we have for you is... When are you going to book??  NAVIGATING THE AREA The Bay Runner is a new, open-air trolley that provides complimentary service seven days a week, until midnight, with multiple stops along the way between Lido Key, St. Armands Circle, and downtown Sarasota! If you park in Sarasota, this trolley system makes getting out to the beach a breeze!   SEE HOW WE ARE GOING GREEN!  We love the environment, and are doing everything that we can to minimize our carbon footprint. Sarasota has been voted one of the cleanest and greenest cities in the US! Here are a few ways that we are loving on the beautiful Florida environment, and welcoming you to join us!  - This stay is central to beaches, restaurants, and shops! We encourage you to use our loved public transportation system to make traveling easy, and eco-friendly! - We use high-quality, sustainable mattresses and linens - We offer a drip coffee maker so that you can reduce your single-use pod disposable, while opting for a pot of coffee to eliminate waste!  - We offer reusable grocery bags to make shopping at your local farmers market both chic and sustainable!  - All of our toiletries are eco-friendly, clean products that come with reusable dispenser bags to eliminate waste.  - We use LED lighting throughout the home to minimize electricity usage. Thanks to the natural Florida sunshine, you can soak in the sun that floods this home through all of the large windows, without using excessive home lightning during the day!  - Our home is in a great location for Instacart! Make grocery shopping for the family easy while saving on gas!   NEARBY AIRPORTS: 1. Sarasota Airport (SRQ) 2. Tampa International Airport (TPA) 3. St Pete/Clearwater Airport (PIE)  LOCAL ATTRACTIONS: 1. Bradenton Beach- 30 Min 2. Lido Beach- 30 Min 3. Oak & Stone has the best pizza by far and is just 10 minutes from the house! 4. Coquina Beach (a personal fav) 30 min. If you have a hammock along, there are some great places to hang out in the trees here:)  5. Anna Marie Island (full of shops and fun restaurants) 30 min. If you visit - North Shore Cafe is a must! Wonderful little cafe/coffee shop.  6. Smugglers Cove Adventure Golf- 15 min 7. River Run Golf Links- 3 min 8. Norma Loyd Park- 3 min 9. Pier 22 is one of our favorite restaurants nearby and right on the water! 10 min  I hope that gives you a few places to visit on your trip!  ADDITIONAL AMENITIES: - Linens for each Bed - Towels and Washcloths - Roll of Paper Towels  - Bottle of Dish Soap  - Trash Bags - Coffee - Laundry Detergent  - 2 Rolls of toilet paper, per bathroom  - Bath essentials - Body soap, shampoo & conditioner *Please be prepared to bring any additional supplies that you will need during your stay.   Please Note:  1. Pet Policy: We love your furry friends! A fee of $150 per dog must be paid BEFORE the guest arrival date. There is a max of 2 dogs on the property and a max weight of 50 lbs. per dog. Sorry, but no cats or exotic animals are allowed in the home. If evidence of an unapproved (or unpaid for) pet is located on the property, there will be a $500 non-refundable fine. Please clean up after your pet in the yard (bring your own doggy waste bags) and in the home. Additionally, any pet brought to the property must not be left unattended in the home. If they are left at the property alone, they will need to be kept in a pet crate.  2. No Smoking: If any signs of smoking are documented, the renter agrees to pay a $200.00 / per day.  3. This home is equipped with a security camera outside for the protection of home and safety of our guests. It is recording 24/7, 365 days a year. There are no cameras on the interior of the home.   4.Quiet hours for the property are between 10:00 PM and 8:00 AM. Please keep the noise levels down over this time.  5. This property is equipped with pool heat. Heat is turned on from November 20th through April 1st and is included with your stay at no extra costs. The FL sunshine does an incredible job at warming the pool for stays outside of these dates. Any request for pool heat outside of these dates will be considered individually and will incur an extra fee.  6. We offer complimentary 24/7 communication to ensure that your stay exceeds your expectations! Please feel free to reach out to us day or night and we will provide you with a swift response!  7. There are NO LONG CHECK-OUT INSTRUCTIONS! We want for you to be able to fully enjoy every minute of you stay in the Sunshine State! Guest access Guests will have exclusive access to the entire home except for a locked maids closet in the master bedroom closet space. Other things to note We cannot wait to host you at Twin Palms!  Please treat the space with respect. If any problems arise, we will do our best to take action ASAP, but there is no one living on site 24/7.

Twin Palms: 2 Houses, Pool & Putting Green

🦩Exclusive Amenities Include: • Private Heated Screened-In Pool • 1 Block to Siesta Key Beach • Duplex Home With Dual Living Areas & Separate Access • 4 Bedrooms, 4 Full Baths • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Starter Pack of Home Essentials Provided • Beach Towels, Chairs, Cooler, & Caddy Provided • Enhanced cleaning protocols provided by our CottageClean Team • Island Shuttle Transportation Available • Gas BBQ Grill The space 🌴 Tropical Retreat | Heated Pool + 1 Block to Siesta Key Beach  💖 Why You’ll Love This Home Two charming cottages, one unforgettable escape—Tropical Retreat brings together private indoor space and outdoor serenity just one block from Siesta Key Beach. With a screened-in heated pool, BBQ area, and alfresco dining, your group can unwind in complete exclusivity just steps from white sands and turquoise waters.  👨‍👩‍👧 Perfect For Ideal for multi-family vacations, couples traveling together, or groups wanting a flexible layout with separate spaces and shared outdoor amenities.  🎞️ Imagine This Wake up to the sounds of palm trees swaying and take your coffee to the poolside patio. The kids splash in the heated pool. Inside Coconut House, sunlight fills the open kitchen as you prepare lunch for the group. Meanwhile, a friend naps in the sunny bedroom upstairs at Palm Shade Cottage, enjoying the privacy of a separate retreat. Come evening, gather around the outdoor table for a tropical dinner under the stars as food sizzles on the grill. Take a sunset stroll to the beach—just one block away.  🛌 Where You’ll Sleep Coconut House • Bedroom 1: King Bed, Ensuite Bathroom, Ground Floor, TV • Bedroom 2: Queen Bed, Shared Hall Bath, Ground Floor, TV • Bedroom 3: Two Twin Beds, Shared Hall Bath, Ground Floor, TV Palm Shade Cottage • Bedroom 4: Queen Bed, Ensuite Bath, Second Floor, TV • Common Space: Full Murphy Bed, Hall Bath, Ground Floor  📍 Explore the Area • 0.1 miles to Siesta Key Beach – White sand, turquoise water, beach access • 0.4 miles to Siesta Key Village – Boutique shops, island eateries, and nightlife • 0.2 miles to Siesta Public Beach Park – Kayak rentals, picnic tables, and family-friendly park space • 0.3 miles to Local Cafés and Bakeries – Fresh coffee, pastries, and ocean views • 0.5 miles to Turtle Beach Trail – Scenic walking path and coastal wildlife • Coastal energy meets quiet, residential surroundings for a relaxing stroll  ⌛ Don’t wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection.  📝 Need to Know: Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights. Free high-speed WiFi is included. This pool is heated between November 15–April 15. This is a combined duplex property—Coconut House (606B) and Palm Shade Cottage (606A) are accessed by separate entrances and do not share interior space. Coconut House is a single-floor unit. If any guest has difficulty with stairs at Palm Shade Cottage, please contact us for alternative accommodations.

Tropical Retreat | Private Pool, Walk to Beach!

Gather your favorite people and enjoy a stylish Sarasota getaway in this spacious 5-bedroom, 3.5-bathroom retreat, comfortably accommodating up to 12 guests. Featuring a heated saltwater pool, private hot tub, BBQ grill, multiple patios, beach essentials, EV charging, and spacious indoor living areas, this home is ideal for family vacations, beach trips, group getaways, and memorable celebrations. Located minutes from Downtown Sarasota, Lido Beach, and top attractions. The space Step into this bright and beautifully designed Sarasota retreat, where spacious interiors, stylish décor, and resort-style outdoor amenities create an unforgettable group getaway. The open-concept living area provides plenty of space for guests to relax, connect, and enjoy quality time together. Large windows fill the home with natural light, while multiple patios and balconies create a seamless indoor-outdoor experience. The private backyard is the centerpiece of the home. Take a dip in the heated saltwater pool, relax in the luxurious hot tub, prepare a meal on the BBQ grill, or gather with friends and family in the outdoor lounge areas. Included amenities: ✔ Five Comfortable Bedrooms ✔ Sleeps Up to 12 Guests ✔ Three Full + One Half Bathroom ✔ Heated Saltwater Pool ✔ Private Hot Tub ✔ BBQ Grill ✔ Multiple Patios & Balconies ✔ Private Fenced Yard ✔ Fully Equipped Kitchen ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Beach Essentials ✔ EV Charging ✔ Free Parking ✔ Washer & Dryer ✔ Baby Gear Available ✔ Pet-Friendly with Approval Living Room The spacious open-concept living area is designed for relaxing and spending time together after a day exploring Sarasota. ✔ Comfortable Sectional Sofa ✔ Smart TV ✔ Books & Board Games ✔ Stylish Décor ✔ Open-Concept Layout ✔ Plenty of Natural Light Kitchen & Dining The fully equipped kitchen provides everything needed to prepare meals for the entire group. ✔ Refrigerator & Freezer ✔ Stove & Oven ✔ Microwave ✔ Dishwasher ✔ Coffee Maker ✔ Blender ✔ Toaster ✔ Hot Water Kettle ✔ Waffle Maker ✔ Wine Glasses ✔ Pots, Pans & Cooking Essentials ✔ Children's Dinnerware ✔ Dining Table for Group Meals Sleeping Arrangements – 5 Bedrooms The home comfortably sleeps up to 12 guests across five thoughtfully furnished bedrooms. ♛ Bedroom 1: King-Size Bed + Ensuite Bathroom + Private Balcony ♛ Bedroom 2: Queen-Size Bed ♛ Bedroom 3: King-Size Bed + Private Balcony ♛ Bedroom 4: King-Size Bed + Twin Trundle Bed ♛ Bedroom 5: King-Size Bed + Ensuite Bathroom + Private Patio All bedrooms feature: ✔ Premium Mattresses, Linens & Sheets ✔ Smart TVs ✔ Dressers & Closets ✔ Extra Pillows & Blankets ✔ Nightstands with Reading Lamps ✔ Room-Darkening Shades Bathrooms The home features 3.5 bathrooms with convenient amenities for groups and families. ✔ 3.5 Bathrooms ✔ Bathtub with Shower ✔ Walk-In Shower ✔ Vanity & Mirror ✔ Fresh Towels ✔ Hair Dryer ✔ Essential Toiletries ✔ Shampoo, Conditioner & Body Soap Outdoor Area Enjoy the Florida sunshine in your own private outdoor oasis, designed for both relaxation and entertaining. ✔ Heated Saltwater Pool ✔ Luxurious Hot Tub ✔ BBQ Grill ✔ Outdoor Dining Area ✔ Lounge Seating ✔ Multiple Patios & Balconies ✔ Private Fenced Yard ✔ Beach Essentials Additional Amenities The home is equipped with thoughtful extras to make both short and extended stays comfortable. ✔ High-Speed Wi-Fi ✔ Smart TVs ✔ Air Conditioning & Heating ✔ Washer & Dryer ✔ Iron & Ironing Board ✔ EV Charger with Tesla Connection ✔ Baby Gear Available ✔ Free Driveway & Garage Parking ✔ Self Check-In with Smart Lock ✔ Long-Term Stays Allowed ✔ Gym Located in Garage Guest access Guests will have private access to the entire home and its available amenities throughout their stay. ✔ Entire 5-Bedroom Home ✔ Private Heated Saltwater Pool ✔ Private Hot Tub ✔ Private Fenced Backyard ✔ Multiple Patios & Balconies ✔ Fully Equipped Kitchen ✔ Laundry Facilities ✔ EV Charger ✔ Gym in Garage ✔ Free Parking for Up to 3 Cars on Driveway ✔ Smart Lock & Keypad Self Check-In Other things to note ★ FAMILY-FRIENDLY HOME ★ The home is designed with families and groups in mind and offers spacious living areas, comfortable bedrooms, kid-friendly amenities, and plenty of outdoor space. ★ PET-FRIENDLY HOME ★ Pets may be allowed with prior approval. Please contact us before booking if you plan to bring a pet. ★ SPECIAL DISCOUNTS ★ Special discounts may be available for eligible guests, including public school teachers. Please message us before booking for additional details. ★ SISTER PROPERTY ★ A sister property is located next door, making this an excellent option for larger families, retreats, reunions, wedding groups, and group vacations, subject to availability. ★ SMALL GATHERINGS ★ Small gatherings or celebrations may be permitted with prior approval. Please contact us in advance with details about your plans. ★ GROCERY & MEAL DELIVERY ★ Grocery delivery, restaurant delivery, and meal services are conveniently available in the area. ★ ADDITIONAL ACCOMMODATION & BOOKING OPTIONS ★ Traveling with a larger group or need additional space? Additional nearby accommodations may be available. Please contact us or browse our host profile for other stays. ★ CLEANING & SANITIZATION ★ The health, safety, and comfort of our guests are extremely important to us. We follow a detailed cleaning and sanitization process after every checkout. ★ NO SMOKING INSIDE ★ Smoking is not permitted inside the home. Evidence of smoking may result in a $1,000 fee for odor removal, deep cleaning, and furniture treatment. ★ NO UNAUTHORIZED PARTIES OR EVENTS ★ Unauthorized parties, loud events, or unapproved gatherings are strictly prohibited and may result in a $2,000 fine. Please respect the home and neighboring properties. ★ SAFETY & SECURITY ★ Exterior security cameras are located at the front entrance and driveway areas only for guest safety and property protection. ★ HOT TUB HEATING ★ Hot tub heating is available for an additional $150. A new water refill is available for an additional $200. Please notify us within 24 hours if you would like either service. Hot tub maintenance is performed once a week between Monday and Wednesday.


Five Palms \| Lido Key Escape with Private Pool	$481,394	$2,126	65%	5	6	10	4.5	3	$801	✅	❌	✅	Yes / Yes	❌	⭐️ 5 (13)	Profile
The Boat House Waterfront Pool Home Walk to Beach!	$343,731	$1,290	62%	5	10	12	4.5	5	$850	✅	❌	❌	Yes / Yes	❌	⭐️ 4.98 (54)	Profile
Lido La Vista – Steps to the Beach & Circle	$273,490	$1,506	50%	5	5	10	4	4	$488	✅	❌	❌	Yes / Yes	❌	⭐️ 5 (12)	Profile
Garage Parking, King beds-NO Bunks, Private Beach	$251,766	$1,263	47%	5	5	10	4.5	3	$550	✅	❌	❌	Yes / Yes	❌	⭐️ 4.93 (44)	Profile
Siesta Key Palace Walk to Beach	$245,846	$997	58%	5	7	10	5	1	$512	✅	✅	✅	Yes / Yes	❌	⭐️ 4.9 (51)	Profile

4765 Riverwood Cir Sarasota, Florida

$195,731

Annual Revenue

Investment Value Over Time