Experience beautiful Siesta Key living on a spectacular scale at this light and spacious townhouse spanning four levels. Enjoy a chef-inspired kitchen with premium appliances, an open living and dining area, and a large screened balcony perfect for relaxing. The oversized garage includes ping pong, shuffleboard, and two kayaks for added fun. Guests also have access to a private boat dock on the canal and a heated community pool shared by just four homes, creating the perfect island retreat. The space Master - King Bedroom 2 - King Bedroom 3 - Queen Bedroom 4 - 3 Twin Day Beds Living Room, Kitchen, Dining Area, Balcony, and Shared Pool The Location: - 0.2 Miles to Beach Access #8 - 0.3 Miles to Siesta Key Village - 2.3 Miles to Crescent Village - Pool on Site or 0.3 Miles to Partner Property 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 guests must have the ability to use stairs. - We only guarantee 1 parking space per rental unit. No Garage Parking - Check-in is located at our office off site of the property. The address will be shared with check-in instructions. - 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. - Security Authorization Hold taken upon check-in: $1,500. This hold is released upon inspection of unit after check-out or charged up to but not limited by the full authorized amount for damages/miss items. 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!

Stunning 4Bed with Pool/Beach and Boat Dock Access

Escape to our luxurious 4-bed/4-bath waterfront oasis on Sarasota's Palm Island. This modern home comfortably fits your group and features a gourmet kitchen, private pool, and a dock on a serene canal. Enjoy the ultimate island lifestyle just a short walk from world-renowned Siesta Key Beach. Perfect for families and groups seeking a tranquil yet convenient getaway. The space Welcome to coastal elegance in Sarasota! This stunning 4-bed, 4-bath pool home on the coveted Palm Island offers the ultimate waterfront lifestyle with private dock access. Just 2 blocks to the beach and 10.5 blocks from Siesta Village, enjoy a prime location on a spacious, boating-friendly lot. Recently renovated, the home features a gourmet kitchen with an Italian Fulgor cooktop, a ground-floor master suite, a sun-filled flex room, and gorgeous outdoor space. Experience luxury living in Sarasota! This exquisite property promises the best of both luxury and convenience. Nestled on a large lot, it offers ample space for outdoor living, including a newly renovated pool area and fresh sod. The home has been meticulously redesigned to create a modern, open-concept layout that blends comfort with sophistication. Comfortable Accommodation: - 4 spacious bedrooms - 4 modern bathrooms - Ground-floor master suite for privacy - Guest room and pool bath on the main level Interior Feeling: - Gourmet kitchen with Italian Fulgor cooktop - Massive marble island for ample workspace - Sleek cabinetry flowing into living and dining areas - Sun-filled flex room for versatile use Outdoor Bliss: - Newly renovated pool area - Private dock access to serene canal waters - Large, boating-friendly lot for outdoor activities - Gorgeous outdoor space for relaxation and entertainment Delightful Dining: - Expansive living and dining areas for gatherings - Seamless flow from kitchen to dining space - Ideal setting for entertaining family and friends Professional Cleaning: - Meticulously maintained and recently renovated - Light-filled and inviting atmosphere - Elegant finishes throughout the home Just minutes from top attractions: - Siesta Key Beach – 15 minute walk drive - Siesta Key Village – 5-minute drive - St. Armands Circle – 15-minute drive - Marie Selby Botanical Gardens – 15-minute drive - Downtown Sarasota – 16-minute drive - The Ringling Museum of Art – 24-minute drive Enjoy the best of Sarasota, from stunning beaches to cultural landmarks, all within a short drive! Live the dream in Sarasota, where world-renowned Siesta Key is just a stone’s throw away. As per Diana review: The location was just as advertised. The hosts were very accommodating to our family. We had several small children with us and they provided everything and more than we needed to keep us comfortable and prepared for a week at the beach. Highly recommend this home! Guest access For both short-term and long-term guest access, this beautiful Sarasota property offers the perfect blend of privacy, comfort, and convenience. Guests will have full access to the entire home, including the spacious living areas, gourmet kitchen, sun-filled flex room, and the serene pool area. The private dock along the canal is available for guests to enjoy boating or other waterfront activities. Whether you're staying for a few days or several months, this home provides everything needed for a relaxing and enjoyable stay. With beach access just two blocks away and Siesta Key Village only a short distance from the property, guests can easily explore the island, whether for a weekend getaway or an extended stay. For long-term guests, the spacious layout and modern amenities offer the comfort of home, with the added bonus of a tranquil island lifestyle. Whether you're lounging by the pool, enjoying the waterfront views, or exploring the area, this home provides an exceptional experience for both short-term and long-term stays. Other things to note Here are the important policies and guidelines to note for your stay: Check-in: We facilitate self-check-in, and guests are welcome to check in any time after 4 pm Check-out: We kindly ask that you check out on or before 10:00 AM on your departure date. This allows us enough time to clean and prepare the property for the next guests. No Smoking: Smoking is strictly prohibited inside the house and within any common areas of the complex. Please respect this policy to maintain a clean and smoke-free environment. No Parties: The house is intended for quiet and peaceful stays, and hosting parties or large gatherings is not allowed. Please be considerate of the neighbors and keep noise levels to a minimum, especially during nighttime hours. Pets allowed: Please inform us in advance if you plan to bring pets. Pet Policy: We are delighted to welcome your pets to our property. To ensure a comfortable experience for both you and your furry companions, please review our policy and fees: Please ensure that your pet is well-behaved and cleaned up both indoors and outdoors. A pet fee of $50 per pet and a $200 refundable deposit is required. These policies are in place to ensure a comfortable and enjoyable experience for all guests and to maintain the integrity of the property. We offer early check-in or late check-out for an additional fee of $50 Early check-in: 2pm Late check-out: 12 pm If you have any questions or need further clarification about these policies, please contact us. We want to ensure that your stay is pleasant and in accordance with these guidelines.

Sarasota Waterfront Pool Home with Dock

Take A Siesta: Perfect Place for Relaxing!

🦩Exclusive Amenities Include: • Semi Private, HOA Maintained, Heated Pool & Spa • Located Directly In Siesta Key Village & 5 Minute Walk to Siesta Key Beach • Multiple Balcony Views w/ Loungers • Rooftop Dining & Lounge Space • Office Space • Media Room With Bar Space & Wine Cooler • Poolside Dining & Lounge Space • Private Garage & Privacy Gate The space 🌴 At Sun Sea Terrace | Rooftop Views + Steps to Siesta Beach & Village  💖 Why You’ll Love This Home Start your morning with panoramic rooftop views, then stroll just 0.2 miles to the powder-soft sands of world-famous Siesta Key Beach. Nestled above Siesta Key Village, At Sun Sea Terrace is a rare penthouse escape with six private balconies, a rooftop terrace, and seamless indoor-outdoor flow for laid-back luxury living.  👨‍👩‍👧 Perfect For Ideal for families, couples, or friend groups seeking elevated comfort, walkability, and that “never-want-to-leave” vibe just moments from the Gulf.  🎞️ Imagine This Begin your day on the rooftop terrace as sea breezes drift across the Village skyline. Head down for a morning walk on the beach—just 0.2 miles away—then grab brunch steps from your front door. Back at home, unwind in the media room with a cool drink from the bar, or catch up on work from your private office nook. Evenings are made for alfresco dinners under the stars, followed by a soak in the shared heated spa. With six balconies to choose from, sunset views and stargazing await every night.  🛌 Where You’ll Sleep • Bedroom 1: Queen Bed, Shared Full Bath • Bedroom 2: King Bed, Shared Full Bath • Bedroom 3: King Bed, Ensuite Bath • Bedroom 4: King Bed, Ensuite Bath  📍 Explore the Area • 0.2 Miles to Siesta Key Beach • 0.1 Miles to Siesta Key Village • 0.3 Miles to Sun Garden Café • 0.4 Miles to Beach Bazaar of Sarasota • Kayaking, Paddle Boarding, and Parasailing Nearby  ⌛ Don’t Wait Homes like At Sun Sea Terrace book fast. Your stay includes our CottageClean™ Program, featuring a six-hour deep clean and 35-point inspection for peace of mind and pristine comfort from the moment you arrive.  📝 Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. This home is part of a condo unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the 1st, 3rd, and 4th floors of the building, the left most garage, along with the shared outdoor and pool areas. Contact us directly for more information regarding any shared space for this vacation home. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.  Per HOA requirements: • Garages can fit a vehicle no bigger than 72 inches in height. • Guest vehicle height will be needed before arrival as to prevent any missed expectations or negative effects to your experience. • One parking pad per side of the building can be used as a first come, first serve basis. • Oversized or extra vehicles to be parked on the street just outside the gates of the property. • Grills may only be used on ground level, pulled 10 feet from the building. No grills, hibachi, or any open flame cooking device or fire pit may be used on balconies or patios.

At Sun Sea Terrace | Steps to Siesta Key Beach

🦩Exclusive Amenities Include: • Private Heated Pool & Spa • 0.4 Miles to Siesta Key Beach • 0.3 Miles to Siesta Key Village • Canal-Front with Private Dock • Gourmet Kitchen with Large Island • 4 Bedrooms, 3.5 Baths • Balcony Access from Multiple Rooms • Outdoor Grill + Alfresco Dining • High-Speed Wi-Fi • In-House Washer/Dryer • Starter Packs of Essentials for Kitchen and Bath • CottageClean™ Certified The space 🌴 Villa Champagne | Private Pool, Walk to Siesta Key Beach and Island Living  💖 Why You’ll Love This Home Wake up to canal views, sip coffee on a sunlit balcony, and unwind in your private pool and spa after beach-filled days. Close to Siesta Key Beach and Siesta Key Village, Villa Champagne offers coastal luxury just steps from everything you love about the island.  👨‍👩‍👧 Perfect For Families, couples, or friend groups looking for a spacious coastal home with all bedrooms upstairs, outdoor living spaces, and sunset views.  🎞️ Imagine This Start your morning with a stroll to a nearby café in the Village before heading to the powder-soft sands of Siesta Key Beach. Back at the house, prep lunch or fire up the BBQ for grilled dinner. Soak in the spa as the sun sets over the canal, then toast the evening from your private balcony or comfy outdoor lounge. Every moment here invites you to slow down and savor island life.  🛌 Where You’ll Sleep • Bedroom 1: King Bed, Ensuite Bathroom, Walk-In Shower & Soaking Tub, Private Balcony, TV • Bedroom 2: Queen Bed, Hall Full Bath, TV • Bedroom 3: Queen Bed, Shared Full Bath, TV • Bedroom 4: Two Twin Beds, Shared Full Bath, TV  📍 Explore the Area • 0.4 Miles to Siesta Key Beach Access 10 – Soft White Sand & Turquoise Waters • 0.9 Miles to Siesta Key Village – Shops, Dining, Music & More • 0.7 Miles to Siesta Key Beach Pavilion • Just Minutes to Downtown Sarasota, and Local Art Galleries on the Free Trolly  ⌛ Don’t Wait - This island getaway books quickly. Your stay includes our CottageClean™ promise: a 6-hour deep clean followed by a 35-point inspection—so you arrive at a spotless home.  📝 Need to Know: Starter packs of kitchen and toiletry essentials are provided for the first couple of nights. Free high-speed WiFi is available throughout the home. Exterior security cameras are installed at the front-door entry and at the back of the home facing the landscaping for security purposes only. No cameras are located inside the home or directed toward private guest areas.

Villa Champagne | Pool, Spa, Dock, Walk to Beach

Your Perfect Siesta Key Getaway Awaits! 🌴 Escape to paradise in this spacious three-level home, ideal for families seeking comfort, privacy, and a taste of Florida's coastal charm. Located just 1 mile from the pristine, world-famous Siesta Key Beach, you'll enjoy easy access to sun, sand, and surf. For your convenience, a complimentary shuttle picks you up right from the house, whisking you away to the beach or the charming Siesta Key Village for shopping, dining, and entertainment. The space Our Home 🏡 Designed with families in mind, this home offers plenty of room to spread out, relax, and enjoy each other’s company. From the family room with ample seating and a 75" smart TV to the fully equipped kitchen with stunning granite countertops, this home combines style and function for the ultimate comfort. Two of the spacious bedrooms come with en-suite bathrooms, while the other two bedrooms share a full bathroom. Whether you're traveling with young children, a group of friends, or just your family, there’s a space for everyone to unwind. Indoor & Outdoor Living 🌞 The heart of the home is its seamless indoor-outdoor living. Expansive sliding glass doors open to a covered terrace, which leads to a private, lanai-enclosed pool. Heated for your enjoyment, the pool is the perfect place to relax after a day at the beach. Layout Details 🛏️ Top Floor: The main bedroom is a true retreat, featuring a luxurious King bed, a private en-suite bathroom, and a private porch where you can enjoy a morning coffee. Also on this floor, you'll find another bedroom with a queen bed, its own private bathroom, and plenty of space to rest. Second Floor: Two bedrooms share a full bathroom with a tub/shower. One bedroom features a queen bed and its own covered porch, perfect for taking in the island breeze. The other bedroom is equipped with a queen sleep sofa and a cozy love seat, creating a versatile space that can double as a second family room or office if needed. This layout is perfect for large families or those needing extra space to spread out. Main Level: This floor includes the open-concept kitchen, dining area, and living space—all designed with comfort in mind. The kitchen comes fully equipped with everything you'll need to prepare meals and snacks, while the living area invites you to relax and unwind. A half bath is conveniently located on this floor, and the laundry room provides added convenience during your stay. Perfect for Beach Lovers 🌊 We’ve thought of everything to ensure you have an stress-free, fun-filled beach day! Head to Siesta Key Beach with ease, knowing you have all the essentials at your fingertips. We provide beach chairs, a cooler, beach towels, and a beach cart for easy transport, so you can spend less time packing and more time enjoying the sun and surf. There are several bikes in the side yard to take an evening ride around the island. Why You'll Love Siesta Key 🌅 Siesta Key is not just a destination—it’s an experience. Known for its breathtaking beaches with white powder-soft sand that never gets hot, the island is the perfect place to unwind. Enjoy a day at Siesta Key Beach, named one of the best beaches in the world, where you can swim, sunbathe, play in the gentle waves or rally up a game of Pickelball or volleyball - all within a mile. Explore the island on foot, by bike, or by golf cart, and discover the charm of local shops, casual eateries, and vibrant nightlife. Guest access Guest will have access to the entire house except for the garage and a few closets and cabinets. Other things to note To ensure a smooth and enjoyable stay, all guests are required to sign a short-term rental lease agreement prior to confirming their booking. This helps us maintain a high standard of hospitality and ensures a seamless experience for everyone. We'll send you the lease details after your booking is confirmed, and we appreciate your understanding and cooperation.

Spacious Siesta Key Home Private Pool-Beach 1 mile

Our 3-story home offers privacy for multiple families and is just 1 mile from Siesta Key Beach. Call the free shuttle for a quick ride to the Village for shopping and dining. Enjoy TVs in every bedroom, a full kitchen, laundry room, infrared sauna, and beach chairs. Two bedrooms have private baths. Relax in the heated pool and covered outdoor dining area while watching the game, surrounded by palm trees and salty air. SunfishBeachSiesta awaits! The space We are very blessed and since our home isn't on ground level the hurricanes didn’t affect us. We are able to take bookings, our calendar is updated. The beach is gorgeous. Most restaurants are open and the village is back to normal! We are ready for our guests. The entire home has the Florida beach charm you are looking for. The top floor is the Main bedroom has a California King bed with a full bathroom and beautiful porch to relax. On the porch of the primary bedroom we have an infrared sauna with Ozone disinfecting. Also on the top floor you will find another bedroom with a full bed & its own private full bathroom as well. 2nd floor will be two bedrooms that share a full bath. One of the bedrooms on the 2nd floor has a queen bed and its own covered porch. The other bedroom has two twin beds. All bedroom have a TV as well with all the streaming channels such as Netflix, Hulu, Disney, ect. The main floor will be the kitchen, laundry room, dining and living area with a half bath. Large sliding glass doors open up to the outdoor dining area & pool. Beach chairs, cooler, beach buggy & Beach towels are provided. A pack-n-play and highchair is at the home too! Guest access The entire home will be yours with the exception of the garage & a few closets. Other things to note Please note the pool maintenance comes every Thursday to service the pool. He will not contact you, simply goes around to the pool and is there about 15 mins.

Heated pool & Infrared Sauna, 2 min to beach

🦩Exclusive Amenities Include: • Private Heated Pool • Outdoor Fire Table • Beautiful Views on 2nd Story Screened Balcony • 3 Minute Walk to Siesta Key Beach & Village • 4 Bedrooms, 3 Full Baths • Gas Grill & Outdoor Shower • Private 2 Car Garage • Regular & Keurig Coffee Maker, Dishwasher, Washer and Dryer and Kitchen Essentials Provided • Beach Towels, Chairs, Cooler & Caddy The space 🌴 Siesta Soul | Private Pool + Walk to Siesta Village & Beach  💖 Why You’ll Love This Home Let the laid-back rhythm of island life wash over you at Siesta Soul—just a 3-minute walk to both Siesta Key Beach and the lively Village. From the lush backyard retreat with a heated pool and fire table to the stylish coastal interiors, this home blends comfort, convenience, and charm. Whether you're chasing sunsets, exploring local eats, or lounging poolside, every moment here feels effortless.  👨‍👩‍👧 Perfect For Families or friend groups seeking walkability, privacy, and a true Siesta Key experience just steps from the action.  🎞️ Imagine This You wake up to soft morning light and the sound of palms swaying outside your window. Coffee brews in the open kitchen as the house slowly comes to life. Later, you wander just minutes to the powdery sands of Siesta Key Beach or stroll into the Village for brunch and boutique shopping. By afternoon, you're back in your own private oasis—dipping into the heated pool, rinsing off in the outdoor shower, and unwinding beneath the screened balcony with a chilled drink in hand. As the sun sets, you gather around the fire table, the night warm and alive with laughter, stories, and the magic of island time.  🛌 Where You’ll Sleep • Bedroom 1: Queen Bed, Shared Bath, Mid Floor, TV • Bedroom 2: Queen Bed, Shared Bath, Mid Floor, TV • Bedroom 3: King Bed, Ensuite Bath, Upper Floor, TV • Bedroom 4: Full Bed, Shared Bath, Upper Floor, TV  📍 Explore the Area • 0.2 Miles (3-Minute Walk) to Siesta Key Village – Dining, Nightlife & Shops • 0.2 Miles (3-Minute Walk) to Siesta Key Beach – White Quartz Sand & Turquoise Water • Easy Access to Bike Rentals, Paddle Boards, and Local Excursions • Surrounded by Local Cafés, Fresh Seafood, and Live Music Venues • Sunset Views and Beach Walks Right at Your Doorstep  ⌛ 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: The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.

Siesta Soul | Located in Siesta Key Village

Make some memories at this unique and family-friendly beach home. Located within walking distance to the popular Siesta Key beach. The space The home has 4 bedrooms and 3 full baths. On the main level there are two bedrooms: one master with a king bed and a private bath. The other bedroom offers two single beds with a full bath across the hall. There is also a kitchen, dining room, living room, and a laundry room located on this level. Upstairs you will find a separate area that offers two bedrooms (one with a king bed and one with a queen and a sleeper sofa) both rooms share a full size bathroom. These bedrooms have a separate outside entrance (stairs are outside leading to an upper deck, no stairs inside the house to this level). Both the upstairs and downstairs are surrounded by a beautiful pool area. There is a small body of water (pond) located in the back of the house. Guest access Guests may use the downstairs living area and the upstairs unit located at the top of the deck steps. Other things to note Please note: The pool heater can be turned on as needed in the winter months (December through March) for an additional charge of $25/day.

Marimba Sands

Changing Channels by Siesta Key Luxury Rental Properties Welcome to Changing Channels, your perfect vacation retreat, great for families and friends seeking relaxation and adventure in stunning Siesta Key! This beautiful multi-level home boasts four bedrooms, four bathrooms, and a shared heated pool. With its prime location just minutes from the beach, this property is designed to provide an unforgettable luxury experience. The space Highlights • 2-minute walk to Siesta Key Beach • 4 Bedroom / 4 Bathroom • 1 King, 4 Queen beds • Shared heated pool • Gas grill • Beach chairs • Close proximity to vibrant Siesta Key Village • Washer and dryer • 2 Parking spaces Unwind at Changing Channels in the shared backyard oasis, where a luxurious pool is surrounded by ample lounge space perfect for soaking up the Florida sunshine. Enjoy a relaxed and comfortable setting, ideal for quiet afternoons poolside and making the most of Siesta Key’s beautiful weather. The main living floor features a modern and inviting atmosphere, with a cozy seating area and a flat-screen TV, ideal for family gatherings. The exquisite dining room table provides a lovely space for shared meals, and the fully equipped kitchen, with top-of-the-line appliances and a large island, is sure to delight any chef. Step out onto your private deck for outdoor dining with a view. The primary bedroom creates a serene escape, designed in warm, neutral tones with a king bed, comfortable seating area, and spacious walk-in closet. Its luxurious ensuite bathroom features dual vanities, a separate soaking tub, and a walk-in shower. The three guest bedrooms offer queen-sized beds, ample closet space, and ensuite bathrooms for added convenience and privacy. One guest room features rooftop access, complete with a wet bar and wine fridge, enhancing your entertainment options. Room Details • Primary Bedroom: King bed and ensuite bathroom with soaking tub and walk-in shower • Second Bedroom: Queen bed, ensuite bathroom with walk-in shower • Third Bedroom: Queen bed, ensuite bathroom with walk-in shower • Fourth Bedroom: Two queen beds, rooftop access, ensuite bathroom with shower/tub Enjoy the convenience of in home washer and dryer, an iron and ironing board, parking, and a serene, shared backyard perfect for relaxation and family fun. Changing Channels is your gateway to the ultimate Siesta Key experience, just steps away from pristine beaches and the lively Siesta Key Village. Book your stay with Siesta Key Luxury Rental Properties today and prepare for a memorable escape filled with sun, sand, and luxury! Other things to note 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. This property has an active Ring doorbell surveilling the exterior public approach areas. This property does not allow pets of any kind. 2 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. 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 see our Siesta Key Luxury Rental Properties Rental Policies for full details. 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.

Townhome with Gulf Views - Changing Channels

🦩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!

Exclusive Amenities Include: • Private Screened Saltwater Heated Pool • Private Hot Tub • 10 Minute Walk to Siesta Key Village • 15 Minute Walk to Siesta Key Beach • 2 Bedroom Detached Private Guest Quarters • 4 Bedrooms, 3 Full Baths • 2 King Bed, 1 Queen Beds, 2 Twin Beds (Sleeps 8) • Sun Deck • Outdoor Dining & Lounge area • Private Garage • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, & Kitchen Essentials Provided • Beach Towels, Chairs, Cooler, & Caddy Provided • Gas Grill The space Escape to Siesta Key's Hidden Treasure – A Peaceful, Private Island Retreat  Welcome to Siesta Key's Hidden Treasure, a delightful, tranquil escape offering the perfect balance of comfort and luxury. This charming property features a spacious 2-bedroom, 2-bathroom main house and a detached 2-bedroom, 1-bathroom Casita, ideal for larger groups or families looking for both shared and private spaces. Whether you're seeking relaxation or adventure, Hidden Treasure has everything you need for an unforgettable getaway.  Charming and Comfortable Living Spaces Step inside the main house, where you'll find a bright and cheerful atmosphere designed to make you feel right at home. The main bedroom serves as a peaceful retreat, complete with a luxurious ensuite bath featuring double sinks, an opulent shower, and a seated dressing vanity. The detached Casita off the screened patio provides a cozy, private getaway with a king bedroom, a twin bedroom with two beds, and a shared full bath. With 2 king beds, 1 queen bed, and 2 twin beds, the home comfortably accommodates up to 8 guests, perfect for families or friends. Fresh linens are provided for your convenience.  Outdoor Paradise Awaits The heart of this home lies in the screened pool and patio area, a true backyard oasis. Step through the sliding glass doors into a tropical paradise, featuring a private heated saltwater pool, a hot tub, multiple dining areas, and an elevated sun deck perfect for soaking up the sun. Relax poolside in the spacious courtyard, fire up the grill, or enjoy a meal while basking in the gorgeous island weather. As the day winds down, gather around the fire table for breathtaking sunset views. The Banyan tree with its sprawling roots stands as the centerpiece of the lush, tropical landscape, offering an enchanting atmosphere.  Fully Equipped for a Seamless Stay The home provides all the essentials to ensure a stress-free vacation. Brew your favorite coffee using the regular or Keurig coffee maker, prepare meals with the fully equipped kitchen, and enjoy the convenience of a dishwasher, washer/dryer, and other amenities for a hassle-free stay.  Ideal Location for Siesta Key Adventure Hidden Treasure offers the perfect location for enjoying all that Siesta Key has to offer. In just minutes, you can sink your toes into the powdery white sands of Siesta Key Beach, renowned for its beauty and serenity. Take a scenic stroll or bike ride to the charming Siesta Key Village, where you'll find a variety of dining, shopping, and entertainment options.  Book Your Escape Today Whether you're lounging by the pool, exploring the nearby beach, or simply enjoying quality time with loved ones, Hidden Treasure is the perfect place to create lasting memories. Book your stay today and experience the ultimate Siesta Key getaway, where relaxation, comfort, and natural beauty come together.    Exclusive Amenities Include: • Private Screened Saltwater Heated Pool • Private Hot Tub • 10 Minute Walk to Siesta Key Village • 15 Minute Walk to Siesta Key Beach • 2 Bedroom Detached Private Guest Quarters • 4 Bedrooms, 3 Full Baths (1 Master Bedroom) • 2 King Bed, 1 Queen Beds, 2 Twin Beds (Sleeps 8) with linens provided • Sun Deck • Outdoor Dining & Lounge area • Private Garage • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes • Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes • Beach Towels, Chairs, Cooler, & Caddy Provided • Free WiFi & 4 HDTV’s • Gas Grill • Enhanced cleaning protocols provided by our CottageClean Team • Island Shuttle Transportation Available  Hidden Treasure can accommodate up to 8 guest with a bedding configuration as follows:  Main Cottage: • Bedroom # 1: King Bed (1) - Sleeps: 2 • Bedroom # 2: Queen Bed (1) - Sleeps: 2  Private Casita Guest Quarters: • Bedroom # 3: King Bed (1) - Sleeps: 2 • Bedroom # 4: Twin Beds (2) - Sleeps: 2  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: 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. This pool is heated from November 15th to April 15th.

Hidden Treasure | Luxury SK Home w/ Pool & Hot Tub

Siesta Dreamin’ by Tropical Sands Accommodations Welcome to Siesta Dreamin’, a stylish and inviting 4-bedroom, 3-bath canal front home with a private dock, perfect for extended stays on Siesta Key. Located just a 12-minute walk to Siesta Key Beach, this comfortable retreat offers a peaceful waterfront setting while still being close to local shops, restaurants, and entertainment. With a private pool, high end kitchen, dedicated office, and relaxing outdoor spaces, this home delivers comfort, The space Highlights • 12-minute walk to Siesta Key Beach • 4 bedrooms / 3 bathrooms • 1 king, 3 queens, twin daybed with twin trundle • Private heated pool • Private dock • 50-amp EV charging outlet • Outdoor seating and dining area • BBQ grill and outdoor shower • Dedicated office space • Beach chairs and cart included • Washer and dryer • 4 parking spaces Siesta Dreamin’ offers a beautiful outdoor living experience where guests can enjoy quiet mornings by the private heated pool, breezy afternoons on the deck, or dinner under the charming dining pergola. This outdoor space feels private, with comfortable seating for lounging, sunbathing, or reading a book by the water. The home sits along the peaceful canal and includes a private dock, perfect for fishing or launching kayaks and paddleboards. An outdoor shower and BBQ grill make beach days and relaxed nights even more enjoyable, creating a true coastal retreat for long stays. Inside, the spacious great room includes a large, comfortable sectional couch and a large TV, making it an ideal spot for movie nights. A bright indoor dining table sits just off the living area, offering a welcoming space for shared meals with views of the pool and garden. Sliding glass doors open directly to the pool and outdoor oasis, creating a bright and seamless indoor outdoor flow. The gourmet kitchen is beautifully updated with custom cabinetry, high end appliances, and striking stone countertops. A Summit dual-zone wine cellar adds a luxurious touch, making this a perfect space for cooking, entertaining, and family meals. A dedicated office area provides an excellent workspace for remote professionals, complete with a twin daybed and twin trundle for flexible guest accommodations. The primary bedroom offers a peaceful retreat with a luxurious king bed, a spacious walk-in closet, and an ensuite bathroom featuring a double vanity, walk-in shower, and separate soaking tub. Three additional bedrooms each offer comfortable queen beds, creating inviting spaces for family members or extended stay guests. A shared hallway bathroom includes a shower and tub combination, while an additional full bathroom with a walk-in shower provides added comfort and convenience for the group. Room Details -Primary Bedroom: King bed, ensuite bathroom with walk-in shower, soaking tub, and double vanity -Second Bedroom: Queen bed -Third Bedroom: Queen bed -Fourth Bedroom: Queen bed -Bonus Sleeping Space: Office with twin daybed and twin trundle With its convenient location, guests are just minutes from Siesta Key Beach, local restaurants, and the charm of island living. Siesta Dreamin’ also offers beach chairs, a beach cart, a washer and dryer, and a 50-amp EV outlet to make longer stays comfortable and easy. Whether you prefer peaceful mornings by the water or exploring Sarasota’s coastal attractions, this home offers everything needed for a relaxing extended stay. Experience the ease of coastal living at Siesta Dreamin’ by Tropical Sands Accommodations. With a canal front setting, private pool, high end kitchen, and beautiful outdoor areas, this home is perfect for extended stays on Siesta Key. Book your dream getaway today! Other things to note This home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. This home requires a minimum 30-night stay in accordance with local city regulations, and shorter stays are not permitted. Boat Lift is for owner use only. This property does not allow pets of any kind. 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 see our Tropical Sands Accommodations Rental Policies for full details. 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 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.

Siesta Dreamin’ - Canal Front Home with Private

THIS IS THE HOUSE YOU'VE BEEN LOOKING FOR!! Relax, bring your suits & sunscreen we supply everything else for your dream vacation! Located steps away from one of the World's Best Beaches & a quick bike ride to Siesta Village. 4 bedrooms, 3 baths, heated pool, & all the amenities of your own home. Perfect for families (ages 10 and up) & restful getaways! Also includes free WIFI, smart TV's, & a fully stocked kitchen & laundry room. Fish, Kayak, boat or Paddle Board from our own private dock The space New listing!! Our goal is to offer you everything you would ever need to enjoy a truly relaxing vacation with family and friends. This open floorplan has a saltwater pool, which will be heated to 85 degrees during the months of October - May. Could easily enjoy w/ 2 small families, 2 bedrooms on each side of the home. We provide our guests 6 bikes/locks/baskets, beach chairs, beach towels, a beach wagon, a cooler, and a 2nd refrigerator/freezer in the garage. For nights and days you'd prefer to stay inside, we have whole home Wifi and a Sonos surround sound system for playing music or streaming shows and movies. Beautifully landscaped front and back yard w/ fishing at your disposal. Walkable upscale neighborhood for evening strolls. New furniture, countertops and decorations coming soon, stay tuned for new photos of this dream space. Guest access You will have access to all areas of the home, Lanai, garage and property, except the owner closets.

Relaxing Canal Home, 2 blocks from Beach

Experience modern luxury in this stunning Siesta Key retreat with floor-to-ceiling glass showcasing breathtaking Gulf and beach views. Enjoy quartz countertops, premium appliances, a heated private lap pool, and a rooftop deck with an electric grill and spectacular sunsets. Just 0.1 miles from beach access and minutes from Siesta Key Village, you'll have easy access to top restaurants, boutique shopping, and island entertainment. The space Bedroom 1- King Bedroom 2- King Bedroom 3- Queen Bedroom 4- Queen Living Room- Two Twin Sleeper Sofas 2 Living Rooms, Kitchen, 2 Dining Areas, Electric Grill, Rooftop Terrace, and Pool. The Location: - 0.1 Miles to Beach Access #10 or 11 - 0.6 Miles to Siesta Key Village - 1.9 Miles to Crescent Village - Pool on Site or 0.6 Miles to Partner Property 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 guests must have the ability to use stairs. - We only guarantee 1 parking space per rental unit. No Garage Parking. - Check-in is located at our office off site of the property. The address will be shared with check-in instructions. - 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. - Security Authorization Hold taken upon check-in: $1,500. This hold is released upon inspection of unit after check-out or charged up to but not limited by the full authorized amount for damages/miss items. 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!

The Lookout, Modern Luxury w/ Breathtaking Views

🦩Exclusive Amenities Include: •Private Heated Pool & Spa •Breathtaking Intracoastal Views •4 Bedrooms (4 Master Bedrooms), 4 Full Baths •3 King Beds, 1 Queen Beds (Sleeps 8) •Fishing Dock With Underwater Lights •Outdoor Fire Table •Spacious Balcony Deck Viewing The Bay With Lounging and Exterior Dining Areas •Outdoor Lounge Area Includes Private Heated Pool, Spa, Fire Table, Hammock, Crows Nest, Gas Grill & More! •Wolf / Subzero Kitchen Appliances, Washer & Dryer, & Kitchen Essentials Provided The space 🌊 The Pearl on the Bay — Bayfront Luxury Retreat | Heated Pool, Spa, Fire Table, Sunsets & Water Access  💖 Why You’ll Love This Home Wake up to sweeping water views over Roberts Bay, then unwind with cocktails on the west-facing deck as the sun melts into the horizon. This Beachy Lux single-family home pairs refined interiors with outdoor living that feels like a private resort.  Every corner invites ease, from the chef-ready kitchen to the heated pool, spa, and fire table under the stars, perfect for shared moments and lifelong memories.  👨‍👩‍👧 Perfect For Families, couples, multigenerational groups, luxury travelers, and water lovers seeking stylish space and direct bay access.  🎞️ Imagine This Step inside and feel the calm of coastal living: gentle breezes drift in while light plays off the water. Mornings begin with espresso from your Keurig or regular brewer before a dip in the heated pool.  In the afternoon, launch the provided kayak or paddleboards straight from your private dock, or savor sunset from the spa as the sky bursts into color over the bay. Evenings gather around the fire table with laughter, then retreat to plush master suites overlooking water that glimmers under moonlight.  🛌 Where You’ll Sleep • Primary Bedroom: King Bed, Ensuite Bath, Bay Views • Second Bedroom: King Bed, Shared Bath, TV • Third Bedroom: King Bed, Shared Bath, TV • Fourth Bedroom: Queen Bed, Shared Bath, TV  📍 Explore the Area • 4.6 Miles to Siesta Public Beach – World-famous quartz-white sand, turquoise Gulf waters, and full beach amenities • 4.4 Miles to Siesta Key Village – Dining, shopping, nightlife & trolley access • 3.5 Downtown Sarasota - a lively mix of culture, dining, shopping, and outdoor recreation • 3.9 Miles to Bayfront Park – Bayfront dining, sunset cruises, fishing charters • 6.2 Miles to St. Armands Circle – Boutiques, galleries & cafe culture • 6.7 Miles to Lido Beach – Wide Gulf shoreline with nearby park trails  ⏱️ Don’t Wait —This home books fast. Your reservation includes peace of mind with Vaaraway’s enhanced cleaning protocols and elevated guest care.  📝 Need to Know: Free High-Speed WiFi. This pool is heated between November 15 - April 15. Exterior cameras are present for security purposes only and do not monitor any interior or private guest areas. We happily welcome up to 2 small dogs (up to 25 lbs) with a $150 per week pet fee for one dog, and a $250 fee for two dogs—breed guidelines apply to ensure a safe and comfortable stay for everyone.

The Pearl on the Bay, a breathtaking Bayfront Home

The Palm Oasis is a 4-bed home with 2000 sqft, only 1 block away to Siesta Key Beach. This home is on one level and has all the amenities including a brand new salt-water pool which is the center of the backyard and a outdoor BBQ grill to make fabulous burgers. All bedrooms offer a flat screen TV. This home offers 1 king, 2 double beds, 1 queen and 2 twin’s beds with 3 full bathrooms accommodation 9 people maximum. * Home has a 1 week minimum booking requirement. The space This listing is an exceptional and newly remodeled home. It is located within 1 block to the Siesta Key Public Beach. Guest access The entire home. Other things to note - Please call 2-3 days before arrival to get the electronic key combination. - During High Season (Dec - April) we rent exclusively from Saturday - Saturday only. No exceptions. - Maximum 8 people, (sorry no guest parking, 3 cars max.) - Guests (main person who reserves and is in charge) must be 26+ years of age -Please note that we do not offer disposable items like: laundry detergent, dish soap, paper napkins, paper towels etc. You will get stated with toilet paper and garbage bags, but please put these items on to your shopping list. -Bring your own beach towels, everything else we have. Departure: Departure Instructions: Thank you for having stayed at one of our vacation properties. We value our guests and hope you enjoyed your stay. To NOT incur EXTRA cleaning charges, please make sure to follow the steps below: 1) Place all trash in the receptacles l 2) Return the air conditioner to 80 degrees Fahrenheit. 3) Remove all your food from the cabinets and refrigerator. 4) Place all dirty dishes in the dishwasher. 5) Turn off all inside and outside lights, and ceiling fans. 6) Lock all windows and doors. 7) Pls. do NOT move any furniture or we will charge guests to have a helper come to move furniture back into place. We would love to welcome you back.

"Safe & Clean" Palm Oasis - Relax in comfort!

Siesta Bliss is a new 4BR/4.5BA luxury waterfront home just minutes from Siesta Key Beach 🏖️. Enjoy a private pool with waterslide, spa & sun shelf, outdoor dining, BBQ, ping pong, and stylish coastal interiors. Each bedroom has an ensuite bath, and the chef’s kitchen and bar area make entertaining easy. Perfect for relaxing beachside escapes with family and friends 🌊✨. The space 🌴 Siesta Bliss on Siesta Key 🌊 Luxury Waterfront Retreat • Pool & Waterslide • Walk to the Beach Welcome to Siesta Bliss, a stunning newly built 4-bedroom, 4.5-bath luxury home just minutes from the world-famous white sands of Siesta Key Beach 🏖️. Perfectly located near top-rated restaurants and charming local shops, this waterfront escape is designed for relaxation, fun, and unforgettable coastal memories. With a private pool featuring a waterslide and spa, game-ready amenities, and stylish island-inspired interiors, Siesta Bliss is the ultimate Florida getaway 🌞🍹. Inside, the bright and spacious great room showcases coastal décor, plush seating, and a TV for streaming your favorite shows. Step out onto the balcony to enjoy peaceful views overlooking the backyard oasis 🌴. The chef’s kitchen is fully equipped with high-end appliances, a large island for gathering, and everything needed to prepare meals with ease. A chic bar area with wine fridge and elegant dining space make evenings in just as enjoyable as nights out 🍷🍽️. Outside, paradise awaits 🏊‍♀️. The backyard features a resort-style pool with waterslide, sun shelf, and spa, plus a covered patio with comfortable seating, outdoor dining, and a BBQ grill—perfect for sunny afternoons and starlit dinners ✨. A ping pong table adds friendly competition for all ages! Each bedroom is a private retreat, complete with its own ensuite bathroom and TV. The primary suite offers a luxurious king bed and spa-like bathroom with a soaking tub, creating the perfect place to unwind after a day at the beach 🌊🛏️. Traveling with a larger group? Siesta Bliss’s neighboring home, Siesta Serenity, offers the same layout and amenities and can be rented together for an ideal group vacation! ✨ Highlights ✨ • 🌊 New luxury waterfront home • 🏖️ Less than a 10-minute walk to Siesta Key Beach • 🏊 Pool with waterslide, spa & sun shelf • 🏓 Ping pong table • 🍔 Outdoor dining & BBQ grill • 🍷 Bar area with wine fridge • 🛏️ 4 Bedrooms / 4.5 Bathrooms (all ensuite) • 🛍️ Near restaurants, shops & attractions • 🧺 Washer & dryer for guest use • 🐾 Dog-friendly (approval & fee) 🛌 Bedrooms 🛌 • Primary Bedroom: King bed, ensuite bathroom with walk-in shower & soaking tub • Second Bedroom: King bed, ensuite bathroom with walk-in shower • Third Bedroom: King bed, ensuite bathroom with walk-in shower • Fourth Bedroom: Full-over-Full bunk bed, ensuite bathroom with walk-in shower Guest access Guests have full access to the entire home, including a private heated pool/spa —perfect for relaxing, entertaining, and enjoying your own secluded space.☀️ Other things to note 🏖️ Beach-Ready Convenience 🌴 To make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️🐚 🚗 Parking Information Parking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly. 🌙 Friendly Island Reminder This home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere 🌺

Siesta Bliss ~ Luxury Waterfront Retreat

Siesta Serenity is a luxury 4BR/4.5BA waterfront home just minutes from Siesta Key Beach 🏖️. Enjoy a private pool with waterslide and spa, outdoor dining, BBQ grill, ping pong table, and elegant coastal interiors. Every bedroom has an ensuite bath, plus a chef’s kitchen and stylish bar area—perfect for relaxing and entertaining in paradise 🌊✨. The space 🌊 Siesta Serenity on Siesta Key 🌴 Luxury Waterfront Living • Pool & Waterslide • Walk to the Beach Welcome to Siesta Serenity, a stunning 4-bedroom, 4.5-bath waterfront retreat designed for effortless relaxation and unforgettable memories 🌞. Ideally located less than a 10-minute walk to the famous white sands of Siesta Key Beach, this luxury home combines modern elegance with laid-back coastal vibes. Enjoy tranquil water views, lush tropical landscaping, and resort-style amenities perfect for families or friends escaping to paradise 🏖️🍹. The open-concept great room welcomes you with plush seating, expansive sliding glass doors, and seamless indoor-outdoor living 🌬️. The chef-inspired kitchen features high-end appliances, a spacious center island with bar seating, and everything needed for group meals. Unwind in the stylish bar area with wine fridge, or gather around the elegant dining table for evenings filled with laughter 🍽️🍷. Step outside to your private waterfront oasis 🏊‍♀️. The backyard boasts a sparkling pool with waterslide and in-ground spa, a covered patio with lounge seating, BBQ grill, and plenty of space to relax or entertain. A ping pong table adds fun for guests of all ages! Each bedroom offers its own peaceful retreat with an ensuite bathroom and TV. The primary suite is a true escape with a king bed and spa-like bathroom featuring a soaking tub—perfect after a sun-soaked beach day 🌊🛏️. A washer and dryer are also available for guest convenience. Traveling with a larger group? Siesta Serenity’s neighboring home, Siesta Bliss, offers the same layout and amenities and can be rented together for an incredible group getaway! ✨ Highlights ✨ • 🌊 New luxury waterfront home • 🏖️ Less than a 10-minute walk to Siesta Key Beach • 🏊 Pool with waterslide & in-ground spa • 🏓 Ping pong table • 🍔 Outdoor dining & BBQ grill • 🍷 Bar area with wine fridge • 🛏️ 4 Bedrooms / 4.5 Bathrooms (all ensuite) • 🛍️ Close to restaurants, shops & marinas • 🧺 Washer & dryer 🛌 Bedrooms 🛌 • Primary Bedroom: King bed, ensuite bathroom with walk-in shower & soaking tub • Second Bedroom: King bed, ensuite bathroom with walk-in shower • Third Bedroom: King bed, ensuite bathroom with walk-in shower • Fourth Bedroom: Full-over-Full bunk bed, ensuite bathroom with walk-in shower Guest access Guests have full access to the entire home, including a private heated pool/spa —perfect for relaxing, entertaining, and enjoying your own secluded space.☀️ Other things to note 🏖️ Beach-Ready Convenience 🌴 To make your stay effortless, the home is fully stocked with 4 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️🐚 🚗 Parking Information Parking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly. 🌙 Friendly Island Reminder This home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere 🌺

Siesta Serenity ~ Pool/Waterslide/Waterfront

Waterfront Home, Pool, Waterslide - Siesta Bliss

Pool with Waterslide! Waterfront - Siesta Serenity

Welcome to our slice of paradise! Our house is on the canal and a lovely short walk to the Siesta Key Village and stunning beach with world renowned sand. The lively village has a grocery store, great restaurants with live music, pubs, beach shops and more! The house has everything you need for the perfect vacation. Equipped with 4 bedrooms and a loft, this spacious place can sleep 10 comfortably. We are a family friendly house with plenty of child equipment. Please inquiry for more info! The space The property is on a quiet street just off the Main Strip. We have a serene view of the canal where we often see jumping fish, manatees and sometimes dolphins! This view is the perfect spot for sunsets. The house has 4 bedrooms and 4 bathrooms with a loft. It is an open concept with the rooms on the 4 corners of the house. The pool and hot tub are the perfect place to relax. We have plenty of activity equipment including a paddle board and kayak, bikes for all ages, beach gear to the max! And lots of life jackets and pool toys.

A Slice of Paradise

🦩Exclusive Amenities Include: • Private Heated Pool • Waterfront Views on 2nd & 3rd Story Balconies • 8 Minute Walk to Siesta Key Village • 2 Minute Walk to Siesta Key Beach • 4 Bedrooms (2 Master Bedrooms), 3.5 Baths • 2 King Beds, 1 Queen Bed, 2 Full Beds (Sleeps 10) • 2 Balconies With Seating • Private 2 Car Garage • 2 Kayaks • Gas Grill • Enhanced cleaning protocols provided by our CottageClean Team • Island Shuttle Transportation Available The space 🌴 Latitude Adjustment | Private Heated Pool + Walk to Siesta Key Beach  💖 Why You’ll Love This Home Step into Latitude Adjustment, a luxurious waterfront villa on Siesta Key’s serene canals. With sun-drenched balconies, a private heated pool, and direct canal access, this home balances elegant design with effortless coastal living for families and friends alike.  👨‍👩‍👧 Perfect For Ideal for large families, groups of friends, or multi-generational gatherings seeking space, comfort, and a prime waterfront location.  🎞️ Imagine This Wake to the gentle lapping of canal waters and enjoy your morning coffee on one of two balconies overlooking the serene waterfront. Spend your days kayaking from your private dock, sunbathing by the heated pool, or strolling just 2 minutes to Siesta Key Beach. Evenings are for alfresco dining, sunset cocktails, or stargazing in your secluded backyard oasis. Every moment invites relaxation, connection, and fun.  🛌 Where You’ll Sleep • Bedroom 1: King Bed, Shared Bath, Ground Floor, TV • Bedroom 2: Queen Bed, Shared Bath, Main Floor, TV • Bedroom 3: King Bed, Ensuite Bath, Upper Floor, TV  • Bedroom 4: Two Full Beds, Ensuite Bath, Upper Floor, TV  📍 Explore the Area • Private canal access for kayaking and fishing • 0.1 miles to Siesta Key Beach – pristine white sands and turquoise waters (2-minute walk) • 8-minute drive to Siesta Key Village – vibrant shops, restaurants, and entertainment • Nearby local parks, boutiques, and waterfront dining within a short stroll • Coastal energy and serene island vibe make every outing memorable  ⌛ Reserve With Confidence - Your stay includes our CottageClean™ program: 6-hour deep clean plus a 35-point inspection, ensuring a pristine, worry-free vacation.  📝 Need to Know: This home is part of a duplex and may share a wall, floor, ceiling, or outdoor space with another unit. Your rental includes access to the private backyard and right side of the building. Pool heated from November 15 – April 15. This home has stairs. If any guest has difficulty, contact us for alternative accommodations.

Latitude Adjustment | Waterfront, Walk to Beach!

This spacious newly renovated home in the heart of Siesta Key offers an unforgettable getaway filled with activities for all interests. Whether you're seeking a peaceful escape or an adventure-filled vacation, this home is your perfect base. Less than a mile from the famous Siesta Key Village & Beach Accesses! Kayaks, Bikes, Pickleball & tennis equipment included (and more)! The space The Space: This lovely 4-bedroom, 3-bathroom home offers a comfortable retreat for up to 7 guests. The open-concept living area is flooded with natural light and features panoramic views of the water. Kick back on the plush sofas, watch your favorite shows with TVs in every room, or simply enjoy the tranquil ambiance in one of the 3 living rooms or outdoor lounge. The fully equipped kitchen is a chef's delight, complete with appliances, ample counter space, and all the cookware and utensils you need to prepare delicious meals. Dine indoors at the elegant dining table or head outside to the lanai for an alfresco experience with a view. The Bedrooms: King w/ en suite bathroom and jacuzzi bath (sleeps 2) Queen room with desk (sleeps 2) Full/twin bunk bed with small desk (sleeps 3) Twin pair bedroom (sleeps 2) Outdoor Paradise: Step outside to your private oasis, where you'll find a comfortable seating and a dining area. Enjoy your morning coffee while watching the sunrise over the water or sip cocktails as you admire the sunset. The pool is perfect for year-round relaxation, and the dock allows for easy access to the Intracoastal Waterway. If you're a boating enthusiast, feel free to bring your own vessel or rent one locally to explore the stunning Gulf Coast waters. The dock also features an easy launching device for the 2 kayaks included with your stay. In addition to waterfront activities, this property offers a range of recreational options. Guests can enjoy biking around the scenic neighborhood, kayaking along the water's edge, fishing off the dock, and playing tennis or pickleball on the nearby courts. Location: Treasure Boat Way is ideally located for those looking to explore all that Sarasota and Siesta Key have to offer. You're just a short walk from the world-renowned Siesta Key Beach, famous for its powdery white sands and crystal-clear waters. Explore the vibrant Siesta Key Village with its shops, restaurants, and nightlife. The village and beach access are less than a mile away! Sarasota itself is a cultural gem, home to the John and Mable Ringling Museum of Art, the Marie Selby Botanical Gardens, and numerous theaters and galleries. Golfers will find excellent courses nearby, and nature enthusiasts can explore the nearby Myakka River State Park. Amenities: Large pool w/ optional baby fence (by request) Dock w/ boat lift (intercoastal waterway access) 2 Kayaks w/ paddles Kayak launching device off dock 2 Adult Bikes w/ helmets 2 Tennis racquets w/ balls 2 pickleball paddles w/ balls 2 Fishing poles w/ tacklebox (live bait recommended) Outdoor gas grill w/ propane Outdoor firepit w/ logs Marshmallow toasting sticks Beach chairs, cart, cooler, towels Ice cream maker Piano Kids - High chair, Pack n Play, Jumper *Note Boat not included Guest access Guest will be provided keyless entry instructions upon booking

Lux waterfront, walk to beach, heated pool, kayaks

Bring the whole family to this parklike setting with lots of room for fun. Private lagoon and lawn, short walk to Siesta Key Beach or 3 minute bike to Siesta Key Village. Separate guest house with full bath. Large recently renovated pool and spa. Bikes and beach equipment provided with house and 6 person golf cart available (with separate rental agreement). BBQ grill and games also provided. A great place to entertain the family when you are tired of the beach. The space Lagoon House sits on a 1/2 acre property with a 6 minute walk to SK beach access number 10 or a 2 minute bike ride or golf cart ride. This is a very private property with its own lagoon, large heated swimming pool/spa, large lawn area with fire pit, Finnish style wet sauna, newly remodeled kitchen with new appliances. The two bathrooms in main house have bidet toilet seats and full walk in showers. Included is the remodeled guest house (Flamingo Cottage) with its own refrigerator, 55" TV, microwave, Nespresso machine and walk-in shower. There are multiple spaces including the 'Florida' room and an office. There are California King beds in three of the four bedrooms and queen bed in forth. All bedrooms have 55" TV's connected to internet and cable. There is also a pull out couch in the 'Florida" room. There are many birds, rabbits, squirrels and a turtle that frequent the property. The beauty and peacefulness is unparalleled in Siesta Key. Great place for large families or friends. We are certain that you will be 'hooked' after one visit to the Lagoon House. Guest access The entire property

Walk to Siesta Key beach. Private 4 BR house

Beautiful pool home on a secluded lot with the best entertaining space we have. Walking distance to beach access and easy access on and off the key. The space Larger traveling groups will fall in love with our RentTheKeys Treehouse property, a sprawling 4-bedroom home that offers 3.5 baths and space for up to 8 guests to live comfortably together. This family home is designed to be the most comfortable part of your Florida vacation, presenting a modern appeal that blends well with its cozy amenities, and because it is pet friendly, (for up to two pets) no one will be left behind when the adventures begin! The Treehouse stands on a wooded lot, its gray paneled exterior ensuring that it is no wallflower, and its many outdoor entertainment areas giving guests the quiet time to spend with nature they so desperately needed.  Entering on the second level of The Treehouse, guests will step inside a space that instantly welcomes, showing off its soft sides at first glance. The family room is a cheerful space, defined by plush furnishings that are comfortable and inviting, and a 75-inch television that provides a picture so large and clear, guests often feel as if they have courtside seats at any of the Miami Heat games. A hint of Florida is revealed in the portrait of the white sand beaches and in the shape of the ceiling fan that helps keep this space cool.  The second living area, this spacious home features two living areas making it a perfect choice for multiple families traveling together, is decorated with a modern style. A colorful abstract painting hangs over the fireplace which gives the space a romantic appeal while the sleek and modern sofas add comfort.  The majority of the public spaces are in an open concept floor plan, allowing guests to feel connected even as they do their own things in each separate space. The kitchen peers out over the living and dining rooms, offering stainless steel appliances, custom cabinetry, and granite countertops in its sleek and contemporary space.  This level is home to 3 of the 4 bedrooms, all offering views through the trees. Guest bedroom number 1 is a quiet and tranquil room anchored by a queen bed and offering access to the outdoor living section that makes The Treehouse a popular vacation home.  Guest bedroom #2 features a full bed and a desk that is perfect for attending virtual meetings or online schooling. Both guest bedrooms on this level share access to a bathroom that offers a single vanity and walk-in shower.  The master suite on this level is destined to be the space everyone fights to make their own. Offering a king bed with pallet style headboard, its own 55-inch television and an en suite bath that provides a dual vanity and walk-in shower, this space is a tranquil retreat from the harsh realities of real life. A private balcony with seating for two is where morning coffee can be shared and wine can be sipped as occupants look out over the private pool.  Heading downstairs, the bottom floor of The Treehouse hints at treasures guests will have to see to believe. The fourth bedroom offers a king bed, a bath with walk-in shower, and access to the pool area that we will talk more about later. A half bath on this level ensures that wet children don’t have to run through the house to use the facilities, and a laundry closet with large capacity washer and dryer allow guests to pack light and save room in their luggage for all the souvenirs they purchase during their explorations!  And now we come to what could arguably be called the best part of The Treehouse, the outdoor entertainment areas. We have mentioned multiple balconies and seating areas on the upper level, but down here is where the fun begins. A large crystal-clear pool surrounded by comfortable lounge chairs is the star attraction in the screened-in lanai and will be where a lot of the action takes place. But because we don’t believe in the theory that less is more, the outdoor living area on this level is destined to be where many happy memories are created as guests relax in front of the outdoor fireplace, man the shiny barbecue grill as they char the catch of the day and devour meals prepared in either the indoor kitchen we visited earlier on or in the outdoor kitchen which just adds to your vacation experience!  Minimum Stay Requirements: 1 week minimum reservation required and typically Saturday to Saturday.  Optional: - Pool heating is $25/night (7-Night Minimum)  VR22-00072 Guest access Check-in instructions will be email 1 week prior to your arrival date.

Spacious, Large Pool, Spa, Beach Access

The Hideaway by Siesta Key Luxury Rental Properties Welcome to The Hideaway, a luxurious private gated retreat featuring four bedrooms and five bathrooms, located less than a 5-minute walk to Siesta Key Beach. This beautifully designed home offers the perfect blend of upscale comfort and relaxed island living, complete with a screened in pool, spacious balconies, an elevator, and high-end finishes throughout. Just steps from Siesta Key Village, this property is ideal for family vacations and The space Highlights • 3-minute walk to Siesta Key Beach • 4 Bedrooms, 4.5 Bathrooms • 1 King, 2 Queens, 2 Double over Double Bunk Beds • Private Pool in Screened-In Patio • Multiple Balconies • Pool Table and Upstairs Game Room • Elevator • Near Siesta Key Village • 4 Parking Spaces The centerpiece of this elegant home is the expansive screened in outdoor oasis, designed for both relaxation and entertainment. Guests can take a refreshing swim in the private pool, unwind on comfortable loungers, or enjoy meals outdoors with the serene sound of island breezes. The covered patio and screened in surroundings create a peaceful environment protected from sun and insects. Inside, the home’s luxurious features continue with a game room and bar area on the upper level. The elevator adds convenience for all ages, and the private gated entrance enhances the sense of seclusion and comfort. The open concept main living area offers a bright and welcoming setting, seamlessly connecting the living room, dining space, gourmet kitchen, laundry room, and half bath. The living room features a plush sofa and large TV for movie nights, while the modern coastal kitchen boasts high-end appliances and a gas stove designed for preparing meals with ease. Guests can dine casually at the kitchen island or more formally at the dining table. Upstairs, the game room includes a pool table and a stylish bar setup. Sliding glass doors open to a stunning deck with outdoor seating, creating a relaxing spot to enjoy the refreshing island air. The first floor primary bedroom is a serene retreat with a canopy king bed, patio access, pool views, and a luxurious ensuite bathroom featuring a rain shower, standalone soaking tub, and an oversized walk-in closet. On the second floor, two beautifully designed queen bedrooms each feature their own ensuite bathroom with walk-in showers, offering comfort and privacy for guests. The third-floor bedroom is perfect for younger travelers, with two double-over-double bunk beds, a workstation, closet, and a private ensuite bathroom with walk-in shower. Room Details -Primary Bedroom (1st Floor): King bed, patio access, ensuite bathroom with walk-in rain shower and standalone tub -Second Bedroom (2nd Floor): Queen bed, ensuite bathroom with walk-in shower -Third Bedroom (2nd Floor): Queen bed, ensuite bathroom with walk-in shower -Fourth Bedroom (3rd Floor): Two Double-over-Double Bunk Beds, ensuite bathroom with walk-in shower The Hideaway offers a private gated entrance, screened-in pool, game room, bar, elevator, and multiple balconies to enjoy the island atmosphere. Located just one block from Siesta Key Village, guests can easily walk to cafes, boutique shops, restaurants, ice cream spots, and live entertainment. With its luxurious design, private pool, well-appointed kitchen, game room, and prime location near both the beach and Siesta Key Village, The Hideaway by Siesta Key Luxury Rental Properties offers an elevated island retreat perfect for families and groups. Book your stay at The Hideaway today and experience the best of Siesta Key! 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 This property participates in our Professional Linen Program. This ensures high quality linens and towels are always included for your stay. These are professionally laundered at a commercial facility for every guest. This property has an active Ring doorbell and additional video surveillance on the pool equipment only. This property does not allow pets. 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.

Modern Home, Screened-In Pool-The Hideaway

Siesta Sunset Sanctuary by Siesta Key Luxury Rental Properties Welcome to Siesta Sunset Sanctuary, an architecturally stunning waterfront retreat designed by award-winning Sarasota architect Guy Peterson. This elevated four bedroom, five and a half bath luxury home blends modern coastal elegance with serene water views, offering the perfect escape just a short walk to Siesta Village and nearby Siesta Key Beach access. With a private pool and spa, stylish suites, and exceptional outdoor living The space Highlights • Waterfront home with private seawall for fishing • 4 Bedrooms, 5.5 Bathrooms • 3 King Beds, 1 Queen Bed • Architect-designed residence by Guy Peterson • Walk to Siesta Key Village and nearby beach access • Private Pool and Spa with Waterfall Feature • Elevator (for luggage use only) • Fenced Backyard with Outdoor Dining and Lounge Areas • Beach Cart and Beach Chairs Included • Pet friendly with host approval and additional fee • 4 Parking Spaces This contemporary coastal home is designed to maximize the beauty of its waterfront setting. The private pool and spa feature a relaxing cascading waterfall surrounded by tropical landscaping, while the fenced backyard offers inviting outdoor dining and lounge areas perfect for unwinding after a day at the beach. Guests can fish directly from the private seawall, making it easy to enjoy the water from the comfort of home. With stylish architecture, thoughtful outdoor design, and seamless indoor-outdoor living, Siesta Sunset Sanctuary offers a peaceful and luxurious retreat. Inside, the open concept living room, dining area, and gourmet kitchen create an airy and sophisticated main living level, complete with premium appliances and a spacious island ideal for gathering and entertaining. Multiple lounge areas throughout the home ensure that everyone has room to relax, whether spending quality time together or enjoying quiet moments overlooking the water. The home features three private ensuite bedrooms, each designed as a comfortable and peaceful retreat. The primary suite on the fourth floor offers a king bed, double vanities, walk-in shower, and standalone soaking tub. A second king suite on the third floor also features a soaking tub and walk-in shower. The third king suite provides a spa-inspired bathroom with a walk-in shower. Finally, the fourth-floor bedroom features a queen bed and its own ensuite bathroom with a walk-in shower, providing comfortable and flexible accommodations for guests. A full bathroom is conveniently located near the pool, and a half bath sits just off the main living area, providing added ease for groups. Room Details -Primary Suite (4th Floor): King bed, ensuite bathroom with double vanity, walk-in shower, standalone soaking tub -Second Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower and standalone soaking tub - Third Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower - Fourth Bedroom (4th Floor Queen bed, ensuite bathroom with walk-in shower - Fifth Bathroom (1st Floor): Full bathroom with walk-in shower, located near pool -Half Bathroom (2nd Floor): Located off the main living level Siesta Sunset Sanctuary includes a fenced backyard, beach chairs, a beach cart, WiFi, multiple lounge areas, and reserved parking for four vehicles. Its prime location allows guests to walk easily to Siesta Village, where restaurants, boutiques, cafes, ice cream shops, and live music create the perfect island atmosphere. Beach access is also nearby, allowing you to enjoy Siesta Key’s famous white quartz sand within minutes. Dogs are welcome with prior approval and applicable fees. With its modern architectural design, private pool and spa, elegant interior spaces, and unbeatable proximity to Siesta Village and Siesta Key Beach, Siesta Sunset Sanctuary by Siesta Key Luxury Rental Properties offers the ideal coastal retreat for guests seeking luxury, comfort, and convenience. Book your stay at Siesta Sunset Sanctuary today and discover the best of Siesta Key! Other things to note Please Note: -The elevator is for luggage use only. -The garage is not for guest use. This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated; see our Siesta Key Luxury Rental Policies for full details. 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. 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.

Siesta Sunset Sanctuary - Incredible Sunset Views!

This home is proudly managed by Beach Life Rentals & Sales. We offer flexible booking options—send us a message and we’ll do our best to accommodate your travel plans. Escape to paradise at this beautifully appointed 4-bedroom, 3.5-bath vacation home in the heart of Siesta Key! With over 2,600 sq. ft. of indoor living space and a resort-style outdoor oasis, this family-friendly retreat is perfect for guests looking to relax, explore, and enjoy the island lifestyle. The space Nestled just outside Siesta Key Village, you'll be minutes from white-sand beaches, local boutiques, waterfront dining, and family-friendly fun. Whether you're floating in the private heated pool, unwinding by the fire pit, or taking a short stroll to any to the local White Sand beaches this home has everything you need for a laid-back, island retreat! Whether you’re planning a week of beach hopping and boating or just want to unwind by the pool with loved ones, this home offers the perfect mix of relaxation, adventure, and island charm. Book today with Beach Life Rentals & Sales and let the beach life begin! 🌊☀️ 🛏️ Sleeping Arrangements: - Primary Suite: King bed + private ensuite - Guest Room 1: Queen bed - Guest Room 2: Twin bunk beds (2 twins) - Lower-Level Bedroom: Two twin bunk beds (4 twins total) 🛁 Bathrooms: - 3 full baths - 1 half bath - 1 outdoor shower (great for sandy toes after the beach!) 🏠 Home Highlights: - Private heated pool - Fire pit & BBQ grill - Screened-in front porch - Fully equipped kitchen (microwave, oven, stovetop, dishwasher) - High-speed Wi-Fi & Smart TV's - Washer & dryer - Central Air conditioning - Ample indoor & outdoor seating - Professionally landscaped yard 🌴Nearby Attractions & Local Favorites - Siesta Key Beach: World-renowned White Sand Beach known for its powdery quartz sand - Shell Beach: A hidden gem for shelling and sunsets - Crescent Beach: Less crowded and ideal for families - St. Armands Circle: Upscale shopping, dining, and galleries - Downtown Sarasota: Arts, theaters, and waterfront dining - Lido Beach: Great for swimming and people-watching - The Ringling Museum: Art, history, and beautiful gardens - Mote Marine Laboratory & Aquarium: Hands-on marine fun for all ages - Siesta Key Marina Boat rentals: Dolphin tours, fishing charters, & more! - The Legacy Trail: Scenic biking and walking trail - Turtle Beach: Quieter, nature-focused beach on the south end of the island ☀️ Dining Nearby: - Gilligan’s Island Bar & Grill – Casual eats & live music - Siesta Key Oyster Bar (SKOB) – Fresh seafood & happy hour - The Old Salty Dog – Island classic with waterfront views - Summer House Steak & Seafood – Upscale Island dining - Sun Garden Café – Local brunch favorite 📋 Good to Know: - Minimum age to rent: 25 - Children are welcome - No pets allowed - No smoking or events - Check-in: 4:00 PM | Check-out: 10:00 AM P.S. - Don't forget to ask about our add ons! Golf cart rentals, concierge and airport shuttle services, boat rental referrals, and much more! Beach Life Rentals & Sales is your only true one-stop-shop for the total Island Vacation Experience!🌴 Guest access This home is equipped with a smart key code lock for your convenience. You’ll receive a unique access code prior to check-in—no need to coordinate key pick-up or worry about lost keys. Your code will activate at 4Pm the day of your check-in, remain active for the duration of your visit and automatically deactivate at 10AM the day of your check-out. Other things to note 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 License: VRC25-000043

Siesta Key Poolside Paradise

This luxury Penthouse condo is in the heart of Siesta Key Village. There is no other property in Siesta Key that can compare to this one in location, amenities, and size that can not only house your entire party, it provides every piece of luxury needed to make your trip the most memorable experience. This 2 floor, 4 Bedroom, 3.5 bathroom Penthouse is equipped with a private entrance elevator, 2 car garage, private rooftop terrace, and 6 exterior balconies to enjoy.

Coastal Luxury Penthouse

• Located in the Heart of Siesta Key • Private Heated Pool • Close to Siesta Key Beach or Village • 4 Bedrooms, 4 Full Baths (Sleeps 12) • Spacious Outdoor Patio with Private Pool • Free WiFi & TVs • Coffee Maker, Kitchen Essentials Provided • Beach Towels, Chairs, & Caddy Provided • Gas Grill • Private Driveway Parking • Pet Friendly - Dog up to 25 lbs with Fee The space Tidal Wave – Spacious Siesta Key Village Retreat for Groups & Families  💖 Why You’ll Love This Home Welcome to Tidal Wave, a thoughtfully combined duplex in the heart of Siesta Key Village, just two blocks from the powdery sands of Siesta Beach. With two fully private units—each with its own entrance, kitchen, and living space—this 4-bedroom, 4-bathroom property offers flexibility, space, and comfort for groups who want to be together without sacrificing privacy. Lounge by the heated pool, dine al fresco in the sunny backyard, or stroll into the Village for dining, shopping, and live music. This is the relaxed island lifestyle at its best.  👨‍👩‍👧 Perfect For Multi-generational families, multiple couples, or two families traveling together who want shared outdoor space and separate indoor retreats.  🎞️ Imagine This... Start your morning with a quick walk to Siesta Beach for a swim, or rent bikes in the Village to explore the island. Head back to Tidal Wave for lunch prepped in one of the two fully equipped kitchens, then unwind by the pool in the private backyard. The kids can splash while adults relax with a drink under the palms. Later, grill up dinner, set the outdoor table, and enjoy a breezy evening meal together before heading into the Village for dessert or live music.  🛌 Where You’ll Sleep Tidal Wave sleeps up to 12 guests comfortably: • Bedroom 1: King Bed (1), Ensuite Bathroom with Walk-In Shower, TV (First Floor Unit) • Bedroom 2: Queen Bed (1), Access to Hall Bathroom with Shower/Tub Combo, TV (First Floor Unit) • Living Room 1: Full Sleeper Sofa (1), Access to Hall Bathroom (First Floor Unit) • Bedroom 3: King Bed (1), Ensuite Bathroom with Walk-In Shower, TV (Second Floor Unit) • Bedroom 4: Twin Beds (2), Access to Hall Bathroom with Shower/Tub Combo, TV (Second Floor Unit) • Living Room 2: Full Sleeper Sofa (1), Access to Hall Bathroom (Second Floor Unit)  📍 Explore the Area Located just 0.2 miles from Siesta Beach and 0.1 miles from Siesta Key Village, Tidal Wave puts everything within walking distance. Enjoy fresh seafood, daiquiris, beach boutiques, live music, and water rentals all steps from your front door. A short drive brings you to downtown Sarasota, St. Armands Circle, or the Ringling Museum for off-island adventures.  📝 Book Tidal Wave for Your Siesta Key Getaway Whether you're planning a family reunion or a beach vacation with friends, Tidal Wave gives you the flexibility to spread out and connect—all in the heart of Siesta Key. From morning swims to sunset strolls, this home is designed to make every day unforgettable.  📌 Need to Know: Tidal Wave is a combined rental of two distinct units—one on the first floor (Low Tide) and one on the second (High Tide) - each with its own private entrance, kitchen, living room, and bathrooms. There is no interior connection between the two spaces, making it ideal for guests who want both privacy and shared time. Guests will enjoy access to a private backyard that includes a heated pool (available from November 15 through April 15), a lanai, and a barbecue area. The property is dog-friendly for small dogs under 25 lbs (pet fee applies). Free high-speed WiFi is provided throughout, along with starter packs of kitchen and toiletry essentials to make your arrival seamless. Each unit is also equipped with its own washer and dryer for added convenience.

Lime in the Coconut - Ultimate Siesta Key Retreat

Perfect family getaway! This spacious 4-bed, 2-bath waterfront home comfortably sleeps 8. Enjoy your private oasis with a pool, hot tub, putting green, and Tiki bar. Just a 3-block walk to the beach, plus over 15 restaurants and 12 bars at your doorstep. Ideal for families seeking fun and relaxation in a prime location. The space Welcome to your perfect family getaway! This spacious 4-bedroom, 2-bath single-family home is designed with comfort, fun, and relaxation in mind — ideal for families or groups looking for a memorable escape. The bright and airy living space features a large sectional sofa perfect for gathering, with views of the sparkling pool. The modern, fully equipped kitchen boasts sleek black cabinetry and everything you need to prepare delicious meals. Sleeping Arrangements: • Master Bedroom: 1 King Bed • Bedroom 2: 1 Queen Bed • Bedroom 3: 1 King Bed • Bedroom 4: 1 Queen Bed Outdoor Oasis: Step outside to your private waterfront paradise. Take a dip in the sparkling pool, unwind in the relaxing hot tub, serve dinner and cocktails at the fun Tiki bar, or test your skills on the private putting green! Family-Friendly, spacious backyard and BBQ Grill. The local beach is just 3 blocks away and walkable, while the main public beach is a short drive. And don’t miss Siesta Key Beach, consistently ranked as one of the Top 10 Beaches in the World by the Travel Channel. Parking: - 2 Parking spots on Driveway + Free street parking Important Notes: -No spring breakers allowed. Renters must be 25+ years old. This is a family-friendly home only. -The temperature inside the home is set to 72°F and cannot be adjusted. -No ceiling fans in the home. -Beach chairs, toys, and other beach gear are not provided. As per Daniel review: I couldn’t be happier with the service from Siesta Key Property Management LLC. They are professional, responsive, and truly care about my property. I finally have peace of mind knowing everything is being handled the right way. Guest access Guests will have exclusive and private access to the entire 4-bedroom, 2-bath home. The bright, modern living space features a large sectional sofa perfect for gathering, while the fully equipped kitchen boasts sleek black cabinetry. This includes all indoor and outdoor amenities. Enjoy a seamless arrival with our self-check-in process, available any time after 4:00 PM. Other things to note Here are the important policies and guidelines to note for your stay: Check-in: We facilitate self-check-in, and guests are welcome to check in any time after 4:00 PM Check-out: We kindly ask that you check out on or before 10:00 AM on your departure date. This allows us enough time to clean and prepare the property for the next guests. No Smoking: Smoking is strictly prohibited inside the house and within any common areas of the complex. Please respect this policy to maintain a clean and smoke-free environment. No Parties: The house is intended for quiet and peaceful stays, and hosting parties or large gatherings is not allowed. Please be considerate of the neighbors and keep noise levels to a minimum, especially during nighttime hours. Pets allowed: Please inform us in advance if you plan to bring pets. Pet Policy: We are delighted to welcome your pets to our property. To ensure a comfortable experience for both you and your furry companions, please review our policy and fees: Please ensure that your pet is well-behaved and cleaned up both indoors and outdoors. A pet fee of $50 per pet and a $200 refundable deposit is required. These policies are in place to ensure a comfortable and enjoyable experience for all guests and to maintain the integrity of the property. We offer early check-in or late check-out for an additional fee of $25 per hour Early check-in: 2pm Late check-out: 1 pm If you have any questions or need further clarification about these policies, please contact us. We want to ensure that your stay is pleasant and in accordance with these guidelines. Host, Siesta Key Property Management

4BR Spacious Paradise

Luxury WATERFRONT 4 bedroom and 3.5 bathroom pool house in Sarasota, near to Siesta Key. This stunning, upgraded home offers lots of space on 2 levels, great amenities, and a large pool with a hot tub. The space Get ready to enjoy the perfect Florida lifestyle! This luxury waterfront home has 4 bedrooms, 3.5 bathrooms, and a large pool area with a 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, you'll find great amenities that make your stay unforgettable. Step inside to a spacious, modern interior that exudes comfort and sophistication. The open-concept living spaces are designed with vacation relaxation in mind. The living room has vaulted ceilings and a comfortable seating area with a TV and a fireplace, while large windows create a bright, inviting atmosphere. The kitchen is a chef's delight, equipped with modern high-end appliances including a gas cooktop and ample counter space — perfect for preparing delicious meals or enjoying takeout from nearby restaurants. The open concept lets you entertain guests at the counter or in the adjacent formal dining area. A half bathroom (powder room) on the first floor offers convenient access from the common areas. The home has 4 bedrooms. The master bedroom is on the ground floor with direct access to the pool area, and its ensuite bathroom features a free-standing tub and a walk-in shower. The other bedrooms, with contemporary design and thoughtful amenities, are on the second floor. One has an ensuite bathroom; the other two share a bathroom accessible directly from one bedroom and across the hallway from the other. One bedroom has a trundle bed that pulls out, ideal for younger guests. Two of the bedrooms open onto the balcony, where you can enjoy views of the river and pool area with a cool drink from the nearby fridge. Step outside into your private paradise — a pool area that truly defines the Florida lifestyle. A sparkling pool beckons for refreshing dips under the warm sun, while the adjacent hot tub offers a relaxing haven for unwinding in the evenings. The outdoor living space is complete with comfortable rattan-look sofas and a dining area, creating the perfect setting for al fresco meals or evening cocktails under the stars. Loungers invite sunbathing and relaxing poolside. Great views of the garden and river are enhanced by the oversized screen, which gives the area an even more spacious feel — there's so much space you can even play cornhole inside the screen without worrying about evening mosquitoes. This remarkable home has a gas BBQ for grilling, and a commercial-grade ice maker to fill your glass or cooler. Beach equipment is provided for trips to Siesta Key and the many beaches in our area. Guest access Take exit 205 onto Clark Rd./SR 72 heading west toward Siesta Key. After approximately 4 miles turn right into Swift Rd. After 0.2 miles turn left into Constitution Blvd. After approx. 1-mile turn right into Lusitania Dr. You will see the home on the right side of the road. It is the first house on the right. Parking is available on site for a maximum of 2 cars in the driveway. Parking is available on the street. The garage is not available to guests. Other things to note 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.

Eagles Nest - Waterfront, Pool Home, Siesta Key

New listing - This is The Village Breeze 4BR, a Gertrude Rentals property. No car required! Two side by side 2BR/2Bath units in an enviable location on quiet street, with heated Pool, near Beach, but just 250ft to the world famous Siesta Key Village. - Tollbooth by AirBNBCorpMiddlemen, but this property is from GertrudeRentalsSiesta The space What Guests Love ∙ The Village – 1-min walk to 25 restaurants in world famous Siesta Village ∙ The Fun – steps to live music, daiquiris, oysters, stone crab, craft beer, ice cream & donuts ∙ Space - 2 separate private units (4BR total) perfect for larger groups who enjoy space ∙ Decor – beautifully remodeled thru-out in May 2025 ∙ Sunsets – 8-min walk to best sunsets in America & 300-degree Gulf views ∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch ∙ Activities - kayak, bike, paddleboard, scooter, golf cart rentals nearby  ∙ No Car Required - you're already where you want to be:) ∙ The Memories - one of a kind Siesta Key experience, the favorite of initiated visitors   Property Truths Our front is residential, but the back is alley access for stores. This is the heart of Siesta Village with many nearby shops restaurants stores and attractions. It won’t be noisy, makes shopping and other activities convenient, but we want you to be aware.  ​​​​​​​ The Location The possibilities are endless! Enjoy the best Beaches, Seafood, Drinks, Ice-Cream, Shopping, Oysters, Live-Entertainment, fresh-Donuts, Daiquiris, big-Breakfast, and the Coldest-Beer on the Island. Rare secluded street in the heart of Siesta Keys world famous Village. Just a short walk to two of the best beaches on the planet and only 250 feet to all the best of the Village. One of only four units in this building. The beaches at this location are the widest and have panoramic views of the gulf to the North-West-and-South and are the top spot in North America for viewing sunsets. You can swim or “often” wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin’s sand-dollars and “occasionally” giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. This is the only Siesta neighborhood where you can go from the water to lunch or dinner and back to the sand without putting on your shirt and shoes.    Possible Itinerary Wakeup, decide if you will wear shoes today, then head to Sun Garden Café for a Crab Cake Benedict. Theirs is the best and they serve breakfast til 12 so there’s no rush. Eat there Al Fresco, return to the pool, or walk over to the beach and look for dolphins, swim, bike, or just or just go back to sleep. This is a special spot so exploring a little will be worth your while. I like wading out to the sand bar at low tide. Bike rides on the beach are also amazing. Bike south to check out Point of Rocks or north and east to Big Pass. I usually skip lunch and have a 3PM happy hour meal at SKOB or the Hub, after drinking my fill I grab a real dinner, then walk back down to the beach to watch the sunset and digest. The sunsets are amazing, it’s what leaf season in the north would be like if it happened every day, and if they had dolphins and great weather there. Now it’s dark and you can go out or go to bed, but you have to make a decision. While deciding consider my grandmothers advice “Life is a string of pearls and you never know how many you have left.”- GVLJ   Bedroom Details This is two side by side, ground floor 2BR units (4BR total, sleeps 12). Each unit has a king bedroom, a queen bedroom, and a queen sleeper sofa in the living room. If you need more space, I can get an additional unit nearby.    Beach Gear Correction for Air-b-n-b listings. We provide beach towels and beach chairs at every location, umbrellas and carts at most locations, and do not provide "snorkeling gear" at any locations. Sorry for the confusion. Snorkeling gear can be rented or purchased nearby.   Support Post Booking I understand vacation time is precious and I will make sure you get the most out of it. My number is the only contact information you need. My units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. Check-in any day of the week at any time using your private door-code. No requirement ever at checkout. Free early check-in when possible. Never hidden fees or solicitations. Every unit including this one is available for instant booking.    Events Many of our properties are wonderful locations for gatherings, unfortunately this unit cannot allow gatherings involving third party vendors or visitors outside your occupancy limit.   Terms Payments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation.    Travel Insurance--If you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

New listing -  Pool, Village, Beach!

The Blue Door, fully renovated, two story gulf front unit. 4 bedroom, 3 bathroom spacious 2-floor unit. Bring the whole family to this great place with lots of room for fun. Beautiful views to make memories to last a lifetime. Two full frontal decks to take in all the gulf has to offer. The beach in front of the building is there to enjoy if you don't want to take the private path to the Gulf. In addition, there is a private beach path down to the waters edge. The space Once you walk through the Blue Door you will be fully immersed in all that the Gulf has to offer. The garage is on the ground floor, with on parking space in the garage and one tandem on the driveway outside of the garage. The property is on the first and second floor. When you enter the unit you there is an expansive fully stocked kitchen with new appliances and all you should need to host at the beach. Off of the entryway there is a small hallway that leads to a full bathroom with sink and separate shower/tub and toilet. Beyond that is the first bedroom with a king sized bed, large closet and 55" TV. Returning to the kitchen there is a desk area for those who work from home. The dining area inside seats 8, plus 4 barstools at the kitchen couther, makes seating for 12. The living room has a huge 65" TV, large comfortable couch and sitting chairs. For the convenience of outdoor living and to cater to larger groups there is a bar just off of the living room with beverage refrigerator, closest in from the sliding glass doors. The sliding glass doors in the living and dining room slide away as to not obstruct your views. The huge deck off the dining and living room have seating for 12 and loungers to relax and take in the sunshine. Upstairs there is a huge king room with twin daybed, seating area, 55" TV, ensuite bathroom, walk-in closet, double vanity and bath/shower. On the beach side there is a huge king room with two chairs to sit and read your book or just look out to the gulf and large closet. The sliding glass doors in this bedroom open to a full Gulf view and rocking chairs to sit in and read, soak up some sun or watch the Gulf. In the hall there is a washer and dryer, a double vanity with a separate shower and toilet. Finally, there is a queen room with twin daybed. This room has sliders that open up the the full deck. There are 6 rocking chairs with side tables for you to relax in. Guest access You will have access to the garage space, tandem space in front on the driveway. The beach area in front and the private beach path. Other things to note We are a family friendly home with baby gates, pack 'n play, sheets for the pack 'n play, highchair (with mat), utensils, etc.

Unobstructed Siesta Beach, Gulf views & walkable.

Luxury Beach House in Prime location in Siesta Key Village. Steps to Beach/Bars/Shops/Restaurants. Canal location. All the Toys - Kayaks, Paddleboard. Heated / Covered Outdoor Patio / Kitchen w/BBQ The space Waterfront Siesta Key Retreat in the heart of the Village! Location AND Water Views! Overview: Welcome to your perfect Siesta Key getaway! This beautifully appointed home in the Village of Siesta Key offers a blend of comfort and adventure in the heart of sunny Sarasota. Ideal for families or groups seeking a relaxing escape with easy access to Siesta Key’s stunning beaches, vibrant downtown, and outdoor activities. Property Details •	Location: Siesta Key Village •	Accommodates: 8 •	Bedrooms: 4 •	Bathrooms: 2 •	Type: Single-family home Amenities •	Outdoor Gear: Explore the area with ease using our provided (3) bicycles, (1) paddleboard, and (2) kayaks—perfect for adventures on land or water! •	Additional Features: Wi-Fi, Sonos Surround Whole House sound, fully equipped kitchen, private pool, BBQ grill, Electric Pergolux, Hot Tub. •	Proximity: IN the Village with Bars/Restaurants/Shopping. Just a 5 minutes walk from Siesta Key Beach, near cultural attractions like the Ringling Museum. ⭐ 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 so please inquire if interested. Description Nestled in The Village, this waterfront home is your gateway to an unforgettable Siesta Key vacation. Simplicity ensured with a 1 minute walk to shopping/bars/restaurants and all things that make Siesta Key great! Whether you’re paddling through tranquil waters, biking along scenic island paths, or soaking up the sun steps away from Siesta Key Beach, this property is designed for relaxation and FUN! The spacious interior features total remodel, open-concept living area, new kitchens both outdoor and in, spacious bedrooms, luxurious glass sliding doors to the South-Facing SUN! While the outdoor space offers outdoor kitchen, BBQ grill, a private patio with dinner seating for 8, enjoy remote-controlled louvered overhead Pergolux, Pool and Hot Tub! Garage includes EV charger for your Tesla. With two bicycles, a paddleboard, and two kayaks included, you’ll have everything you need to experience Sarasota’s natural beauty and vibrant community. House Rules •	No smoking •	Pets need pre-approval (none over 50 lb) No cats. Pet Fee: $25 per day (1 Max) •	No parties or events •	Check-in: 4:00 PM •	Check-out: 11:00 AM •	Contact us for seasonal rates and special offers! Why Stay Here? This Sarasota gem combines the comforts of home with the excitement of a coastal adventure. With included bikes (2), kayaks (2), and a paddleboard, plus the option to rent a golf cart, you’ll have endless opportunities to explore the area’s beaches, waterways, and attractions. Book now for a memorable Florida vacation! This home is available for long-term rentals so please inquire if interested. 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 reservation cancellation and fines. 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 4.5 feet. Children will need to be supervised. There is no lifeguard on duty. Swim at your own risk. 5) Monthly or Longer stays require discounted house cleaning every 2 weeks paid by guest. 6) Pets welcome with owner 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. 7) No refunds will be given due to acts of nature unless there is a mandatory evacuation or prolonged outage of essential utilities. 8) 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.

Beach House *Pool*Spa*Walk to Beach and SK Village

Directly On #1 Beach, Siesta Beach! 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 The space Bedroom 1 – King Bedroom 2 – King and Queen Sleeper Sofa Bedroom 3 – Queen Bedroom 4 – King 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. There is no garage parking. - Check-in is located at our office off site of the property. The address will be shared with check-in instructions. - This home is Pet Friendly. An additional charge of $39 Per Pet, Per Night will be applied. 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!

4 Bedroom/ 4 Bath Beach House-Directly on Beach!

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 and Queen Sleeper Sofa Bedroom 3 – Queen Bedroom 4 – King 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 Siesta's Sunset Beach!

🦩Exclusive Amenities Include: • Private Heated Pool • Water Front Home • Canal Access • Less than 2 miles from Siesta Key Village • 1 Mi. walk to Siesta Key Beach • 4 Bedrooms, 4 Baths • 3 King Beds, 1 Twin Bunk Bed & Queen Sofa Sleeper (Sleeps 12) • Beautiful Views From Top Story Master Bedroom Balcony w/ Lounge Space • 2 Kayaks • Kitchenette Space in Master Bedroom With Wine Cooler, Sink & Coffee Maker • Dog-Friendly with a Fee -1 dog up to 25lbs, not quoted in price & charged after approval The space 🌴 The Sun Dial | Waterfront Pool Home + Walk to Beach  💖 Why You’ll Love This Home Nestled on the peaceful canals of Siesta Key, The Sun Dial offers the perfect fusion of luxury, privacy, and adventure. From sunrise coffee on your private balcony to kayaking the calm waterways at sunset, this home was made for unforgettable moments. With a private heated pool, spacious layout, and just 1 mile from world-famous Siesta Key Beach, every detail is designed for comfort, style, and coastal charm.  👨‍👩‍👧 Perfect For Ideal for multi-generational families, couples traveling together, or groups seeking high-end comfort with waterfront access.  🎞️ Imagine This... You wake to the glow of the morning sun reflecting off the water, brewing coffee in your private master suite kitchenette before stepping onto the balcony to watch kayakers drift by. The breeze is warm, the canal still.  Later, everyone gathers in the open-concept kitchen and living area—kids splash in the large private pool while adults sip mimosas under swaying palms. Maybe someone spots the custom sun dial in the garden and snaps a photo—it’s little touches like that which make this place feel different.  In the afternoon, you launch a kayak and explore the serene backwater channels, or take the short stroll to Siesta Key Beach (1 mile) for an ocean swim. As the day winds down, the group heads to Siesta Key Village (1.8 miles) for fresh seafood and live music.  Back home, the laughter continues under starlit skies on your private lanai. The Sun Dial isn't just a place to stay—it’s part of the story you’ll tell.  🛌 Where You’ll Sleep • Bedroom 1: King Bed, Ensuite Bath, Top Floor, TV, Private Balcony, Kitchenette • Bedroom 2: King Bed + Twin Bunk Bed, Shared Bath, Main Floor, TV • Bedroom 3: King Bed, Ensuite Bath, Main Floor, TV • Bedroom 4: King Bed, Shared Bath, Main Floor, TV • Bonus Space: Queen Sleeper Sofa – Living Room  📍 Explore the Area • 1.0 mile to Siesta Key Beach (walkable via shaded neighborhood roads) • 1.8 miles to Siesta Key Village – shops, restaurants, nightlife • Canal access on-site – 2 kayaks provided • Watch sunsets, explore barrier island nature, or walk to dinner by the sea  ⌛ Don’t Miss Out This luxury home books quickly, especially in high season. Your stay includes peace of mind with our CottageClean™ program: a six-hour deep clean and a 35-point inspection before every guest arrival—so you can vacation worry-free from the moment you arrive.  📝 Need to Know - 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. This pool is heated from November 15th to April 15th.

The Sun Dial | Siesta Key Waterfront Home w/ Pool!

SPACIOUS BEACHFRONT LUXURY WITH SWEEPING GULF VIEWS. Situated on the 5th floor, this beautifully designed 4-bedroom, 4.5-bath residence offers stunning, unobstructed views of the beach and Gulf from a private waterfront balcony and expansive floor-to-ceiling windows. The open floor plan includes a fully equipped chef’s kitchen with high-end appliances and all the essentials for entertaining or enjoying quiet nights in. The master bedroom features a king bed, large walk-in closet, and a Other things to note Bedding and Televisions: Master Bedroom: King Bed, TV Bedroom 2: Queen Bed, TV Bedroom 3: Quenn Bed, TV Bedroom 4: Queen Bed, TV Living Room: TV Residence Amenities: • Cable • Wifi • Flat-Screen TV in living area • Sub-Zero Refrigerator • Wolf Oven, Range-top and Microwave • Asko Dishwasher • Sub-Zero Wine Refrigerator • Washer/Dryer • Clothing Steamer • Hairdryers • Private Beachfront Terrace Property Amenities: • Full-service Lobby • On-site Concierge • Linen &amp; Towels; Housekeeping Services • Beach Valet • Beachfront Watersports • Private, Under-building Parking • EV Charging Stations • Fitness Room • Gulf-front Fire Pit • Beachfront Grills • Saltwater Pool &amp;; Spa • 2nd Floor Beachfront Entertainment Terrace • Poolside Cabanas *Minimum Age Requirement: 27

Direct Gulf View - Residence 505

Waterfront home on luxurious Bird Key Sarasota. This beautiful home has 4 bedrooms with on suite bathrooms. Perfectly set up for a family. Large living room dining room with open views onto a stunning lanai, private swimming pool and 40 foot dock. Canal waterway leads to open Gulf waters. A mile walk to St. Armands Circle, a world famous shopping and dining destination and Lido Beach. The space All bedrooms have queen size beds with private bath. Laundry room, with washer and dryer. Two car garage, room for one car. Property is fenced on all sides except canal. Guest access They will have access to all with the exception of an owners closet. Other things to note This is our home and is decorated accordingly. We hope that you'll enjoy it's warmth and charm.

Luxurious waterfront home on Bird Key Sarasota

Lido Bliss in Ritz Beach Residences - Stunning 4 bedroom Beach Condo Awaits You! Remarkable views, exquisite furnishings, Ritz Managed building, Ritz membership access included. The space This property is no longer available to book online. Please email or call if you have interest of a month or more. Immerse yourself in beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breathtaking panoramic views of the Gulf of Mexico greet you from your expansive balcony, setting the scene for an unforgettable stay. This meticulously kept, 4-bedroom 3.5 bath haven exudes luxury with Stunning views from Gulf to Bay showcasing the stunning scenery. Awaken your senses with the sophisticated coastal décor and unique light fixtures, creating a calming and inviting atmosphere. Indulge in gourmet meals in the well-equipped kitchen featuring a gas range, double oven, and two wet bars. Relax in the spacious living area or one of the bedrooms, boasting ample walk-in closets and breathtaking Gulf views. Lido Bliss offers an unparalleled island experience: Start your day with an epic sunrise from the east terrace, then end it with a glass of champagne on the west terrace as the sun dips below the horizon. Live the Ritz-Carlton lifestyle with exceptional concierge services and five-star amenities. Unwind at the resort-style pool, spa, movie theater, or state-of-the-art fitness center and enjoy the members only fine dining at Ridley's Porch Restaurant or enjoy a drink at the Beachside tiki bar. Enjoy member privileges at The Ritz-Carlton Members Club, including high-end pool and beach services, restaurants, nearby member golf, tennis, and more. 2 Secure parking spaces are provided in the gated garage, and laundry facilities are conveniently located within the condo. Explore the nearby St. Armand's Circle, a haven for shopping and dining. Lido Bliss is more than just a vacation rental; it's an escape to paradise. Book your stay and experience the magic of luxury beachfront living at its finest. Master: King Bed (Sleep Number) Bedroom 2: One King Bed Bedroom 3: One Queen Bed Bedroom 4: Two Queen Beds Review by Guest: We visited this panoramic paradise earlier this year. Spectacular to say the least. Front balcony views of the gulf and back balcony the bay is Sarasota. If you can imagine a sea pastel extra large condo decorated with simple elegance this is your place. Loaded with whatever you need and if the need should arrive, the spectacular staff can arrange for you. Private members pool, fitness, pool room, and private movie theater are also housed here. A gentle walk to Ritz club, beach, and restaurant at your service. Rick Benninghove of the Florida Gulf Coast Vacation Rentals ( a separate management company) is the best and most timely for whatever you may need. I would certainly recommend this rental and it’s service! Top notch!!! Review by Guest: Lido Bliss was the perfect place for a girls getaway. We had the best time at this gorgeous home! There are beautiful views of the ocean and the city, easy access to the Beach Club across the street, every amenity you can think of, plus easy walkability to St. Armand's Circle. Perfection! We had the best, most relaxing time and are so happy to have stayed there. Thank you

Beach Residences Beachfront  4 BR Membership Ritz

The Island Time Breathtaking pool-spa at large 100% private Siesta Key home! Spacious, tropical, just 5-min bike or 20-min walk to world famous Siesta Key Beach, and 1-mile to free Island trolley! Elevated deck, balcony, and covered alfresco area. Property includes 3BR unit above and 1BR suite below. Perfect for larger groups. Book a getaway now! - Tollbooth by AirbnbCorpMiddlemen, but this property is from GertrudeRentalsSiesta The space What Guests Love ∙ Private Heated Pool, and stunning marble hard-scape  ∙ Balconies tropical balcony, 2nd floor lounging deck, and covered alfresco area ∙ Privacy two units for price of one, includes upstairs 3BR and downstairs 1BR ∙ Beach world famous Siesta Key Beach, 5-min bike or 20-min walk ∙ Restaurants 1-mile to free trolley for all 40 of Siesta s bars and restaurants ∙ Sunsets 20-min walk to best sunsets in America or just enjoy from your pool deck ∙ Activities scooter, bike, boat and kayak rentals nearby ∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch ∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts ∙ The Memories perfect for large groups, quiet, comfort, access to all top attractions   The Beach Our closest beach is the Siesta Key Public Beach on Beach Rd., just 1-mile away. It s the most lively on the island, but also the widest so plenty of room to sit and relax. What makes this beach amazing is it is the only beach on the island that serves food and drinks. That s right! For the first time since the 1970s, you can get beer, frozen cocktails, gourmet sandwiches and burritos, snacks and more at a Siesta Key beach location! The water at this beach is also shallow clear and calm with white quartz-sand and tide-pools perfect for sleeping drinking or playing.   The Home This listing is a 3BR unit above and 1BR suite below for a total of 4BR. Large and 100% private. Heated pool with stunning marble hard scape. Out-door grilling and dining, tropical balcony, 2nd floor lounging deck and covered alfresco area. Perfect for bigger groups, surrounded by palms, and accessible to all Siesta Key s top attractions.   Property Truths and Limits If any of these limits are not a fit for you, just let us know and we ll find you something a little more laid-back - 1) If you re looking for a party spot this property is not for you. However, if you want a quiet getaway, you found the perfect fit and we would love to host you. 2) The Siesta Woods neighborhood agreement requires the pool and all outdoor areas to close promptly at 9 PM. After 9 PM, please move the party to the nearby beaches, to the village, or just move into your unit. 3) The island of Siesta Key does not allow overnight parking of recreational vehicles or motorhomes, no matter what. People attempting to park. These vehicles overnight will almost definitely be towed by the county. 4) Sorry, no nudity in the pool or the pool area and we follow Sarasota rules for non-nude beaches. 5) The pool gate is portable, but according to state law, must stay in place. Also 6) The unit is advertised as “100% private,” and you will never share the home with other guests. Occasionally—typically about once per week—the pool or landscaping service may stop by for routine maintenance. These visits are quick, limited to exterior or storage spaces, and always completed during daytime hours.    Bedroom Details This listing is a 3BR unit above and 1BR suite below for a total of 4BR. The upper unit has a king bedroom and two queen bedrooms. The ground floor unit is a full apartment with TV, living area, kitchen, bath, separate queen bedroom and a queen sleeper sofa in the living room. This is a large rental with 2 living rooms and 4 dining areas, including interior and exterior. You can sleep up to 12 people.   Property Truths The unit is advertised as “100% private,” and you will never share the home with other guests. Occasionally—typically about once per week—the pool or landscaping service may stop by for routine maintenance. These visits are quick, limited to exterior or storage spaces, and always completed during daytime hours.   Beach Gear Provided We provide beach towels, chairs, carts, umbrellas, and usually have a few bikes and a paddleboard. If you don t have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn t provide snorkeling gear but this and anything you need can be rented or purchased nearby.   Household Items Provided We provide bedding, kitchen items, private laundry, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.   What to Bring It s a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.   Post Booking Support We understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time.   Terms Payments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.   Travel Insurance If you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

Gertrude Siesta | Private Pool, 1-mile to Siesta Beach

Welcome to paradise!   Your oasis awaits you.  4 bedrooms, 2.5 bath luxury townhome with a private pool is just 1 block from Siesta Village and only 2 blocks from the beach!  Five star amenities include;  Fully stocked gourmet kitchen with granite counter tops, top of the line stainless steel appliances, laundry room just off the kitchen, luxurious master bedroom with en suite and private balcony overlooking the pool and beautiful landscaped back yard, posh furnishings and décor, luxe bedding an

338 Canal Rd

🦩 Exclusive Amenities Include: • Private Heated Pool • Fire Pit & Outdoor Shower • Less Than 2 Miles To Siesta Key Beach & Village • 4 Bedrooms, 3 Full Bathrooms • Spacious Outdoor Lounging Area • Florida Room w/ Seating Area • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials • Dog-Friendly with a Fee (2 Small Dogs up to 25lbs, not quoted in price & charged after approval) The space 🌴 Siesta Dolce | Private Pool, Kayaks and Putting Green  💖 Why You’ll Love This Home Escape to Siesta Dolce, a luxurious oasis where every detail is designed for your ultimate enjoyment. From its stunning outdoor amenities, including kayaks and a putting green, to its inviting interiors, this home promises an unforgettable Siesta Key escape.  👨‍👩‍👧 Perfect For Families or adult groups seeking a blend of active outdoor fun and luxurious relaxation, with easy access to Siesta Key's acclaimed beach and village.  🎞️ Imagine This Your morning begins with a serene paddle in one of the kayaks along the peaceful canal, greeting the sun. Back at the villa, challenge your companions to a friendly game on the 3-hole putting green before a refreshing dip in the private heated pool, then lounge on one of the four poolside lounge chairs. Lunch is served al fresco at the poolside dining table with an umbrella, followed by an afternoon unwinding in the outdoor rattan hanging basket chairs or swaying gently in the hammock. As evening approaches, gather around the fire pit for s'mores and stories, or sink into the plush outdoor "L" sectional for cocktails under the stars. Inside, the sunken den offers a cozy retreat, while the fireplace in the living room provides a warm ambiance on cooler evenings. Dinner is a joy to prepare in the well-appointed kitchen, featuring a distinctive French sink. Later, unwind with a good book, reflecting on another perfect day in paradise.  🛌 Where You’ll Sleep Bedroom 1: King Bed (Remote Adjustable), Ensuite Bath Bedroom 2: King Bed (Remote Adjustable), Ensuite Bath Bedroom 3: King Bed, Shared Bath Bedroom 4: Two Twin Beds, Shared Bath  📍Explore the Area • 1.5 Miles to Siesta Key Beach – Quick Walk to Sand and Gulf Waters • 1.8 Miles to Siesta Key Village – Dining, Shops, and Entertainment • 4.3 Miles to Downtown Sarasota – Bayfront Parks, Arts, and Restaurants • 3.7 Miles to Crescent Beach – Shelling, Snorkeling, Sunbathing   🏖️ Your Siesta Key Adventure Awaits 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. This property is registered as a vacation rental with the City of Sarasota with Registration Number VR23-00018. Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and has a maximum occupancy of 8 guests. We happily welcome up to 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. The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather.

Siesta Dolce | Luxury Siesta Home, Close To Beach

🏆 Exclusive Amenities for Neat Sleeps: • Private Heated Pool • Outdoor Grill, Lounge & Dining Areas • Pool Chassis and Umbrellas • Arcade Games, Air Hockey, Foosball & Cornhole • Multiple Indoor Living Spaces • Theater Room & Game Lounge • Washer & Dryer • Smart TVs & High-Speed WiFi • Fully Equipped Kitchen and Coffee Makers, Dishwasher • Beach Gear: Chairs, Towels, Cooler, Wagon • Starter Packs: Bathroom Toiletries & Kitchen Home Essentials • EV charging • Enhanced Cleaning Protocols The space 🌴 Case Sea Esta | Private Pool, Arcade and Movie Theatre Lounge, 0.8 Miles to Siesta Key Beach 😍 Why You’ll Love This Home Step into a sun-kissed Siesta Key escape where island charm meets elevated comfort. Float in your private heated pool, rinse off under the outdoor shower after the beach, and unwind in airy, coastal interiors made for slow mornings and easy nights. With space to spread out, beautiful bedrooms, and cozy gathering spots inside and out, this home is designed for laughter, connection, and those unforgettable “we should stay forever” moments. 💯 Perfect For Families, friends and groups traveling together, and beach lovers seeking a centrally located home designed for an exceptional vacation experience. ✨ Outdoor living Spend the day beside the private pool, relax under the umbrellas, or enjoy dinner outdoors after a day at the beach. The backyard includes: • Heated saltwater pool • Chaise lounges and umbrellas • Outdoor dining and lounge areas • Gas grill • Fire pit • Outdoor shower 🪩 Entertainment Kids and teens can enjoy plenty of entertainment without leaving the home. The theater and game lounge includes: • Xbox • Arcade games • Air hockey • Foosball • Smart TVs • High-speed Wi-Fi Outside, guests can also enjoy cornhole, Connect Four and the private heated pool. This gives families multiple options for rainy days, quiet afternoons, and relaxed evenings at home. ⏲️ Kitchen and conveniences The home includes a fully equipped kitchen, coffee makers, a dishwasher, a washer and dryer, an EV charger, and driveway parking for up to four vehicles. If you are looking to rent a golf cart, we also supply a 10% off coupon to our recommended partner. 🛏️ Where You’ll Sleep Bedroom 1: King bed, private bathroom with walk-in shower, TV Bedroom 2: King bed, TV, access to a nearby full bathroom Bedroom 3: Queen bed, TV, access to a nearby full bathroom Bedroom 4: Two queen beds, TV, access to a nearby full bathroom 📍 Explore the Area • 0.7 Miles to Siesta Key Main Beach Access – Sun, Sand, and Sugar-White Shores • 0.6 Miles to Siesta Key Village – Coffee Shops, Ice Cream, Dining, and Boutiques • Short Ride to St. Armands Circle – Upscale Shopping and Restaurants • Walkable Residential Streets – Safe and Family-Friendly Neighborhood 🔎 This pool is heated whenever you like. This home has stairs. If any member of your party has difficulty with stairs, please get in touch with us to discuss. Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights. Free high-speed WiFi. For added security and peace of mind, exterior cameras are installed at the front of the home. No smoking, no pets, and no parties allowed. There is a 1 rental per 30-day period, per Sarasota, FL ordinance; contact us for more information. Reservations must comply with the Sarasota County code regulations. Welcome to NeatSleeps, your booking destination for a perfect beach getaway.

Siesta Key Home | Heated Pool, Theater & Arcade

Located a little more than a mile from Siesta Key public beach, our home is the perfect place to relax and unwind after a long day at the beach. Located on a quieter and peaceful side of Siesta Key you will find our home to be a tranquil place to enjoy during your stay; ideal for monthly rentals. The location is perfect to enjoy the best of Sarasota and Siesta Key. The space Our home is located just off Midnight Pass Road, not too far from the north bridge. Midnight Pass is located just behind our home, occasionally you will hear some traffic noise, particularly more so in the peak season months (January through April). Siesta Key is a wooded island; our home is surrounded by woods which does attract wildlife (birds, lizards, insects, and even a coyote once in a while). • The home is located a little over a mile to the public beach and to the Siesta Key village. Other things to note Please note: though there is a hot tub pictured it is non-functioning. The pool heater will be turned on as needed in the winter months (December through March) for an additional charge of $20/day.

Zuva Sands - on Siesta Key

Welcome to Ocean Beach Gleason Home! The space Newly renovated and furnished! New pics to come! This beautiful 4-bedroom, 2-bathroom home on Siesta Key is perfect for families or groups looking for a luxurious and relaxing getaway. With over 1,900 square feet of heated space and a total of 2,500 square feet, this single-level home offers plenty of room to spread out. The property features a private saltwater pool and spa, with optional heating, overlooking a serene lake, providing a picturesque backdrop for your stay. LOCATION HIGHLIGHTS: - 6-minute bike ride to Siesta Key Beach - Close to Siesta Key Village dining and shops - Peaceful lakefront setting - Quiet residential neighborhood - Easy access to island hotspots PROPERTY FEATURES: - 4 bedrooms, 2 bathrooms pool home - Private saltwater pool and spa (pool heat extra) - Lake views from pool and patio - Outdoor seating, loungers, and BBQ grill - Pet-friendly for approved dog only (fee required) - Dedicated WIFI and cable - Self check in, keyless door lock - Separate private washer and dryer room LIVING ROOM: - Large flat-screen TV, comfortable seating for group lounging - Sliding doors to pool area - Open and bright layout KITCHEN AND DINING: - High-end appliances with stone countertops and breakfast nook - Dining table seats eight - Open flow to patio and pool area BEDROOMS AND BATHROOMS: - Master bedroom with king bed, custom closet, and ensuite bath - Master ensuite bathroom: Step-in shower, large mirror, updated vanity - Second bedroom with queen bed and Smart TV - Third bedroom with king bed and Smart TV - Fourth bedroom with king and pool access - Guest bathroom: double vanity, tub/shower combo EXTRA PERKS: - Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels. LOCAL FAVORITES: - Siesta Key Beach for powdery white sand - Siesta Key Village for restaurants and nightlife - Scenic bike rides around the island - Waterfront dining options nearby IMPORTANT INFO: - Pool heating available for an extra fee - Dog allowed with prior approval and fee (no cats) - No smoking inside or on patio - Respect residential area and quiet hours CLICK BOOK NOW AND GET CLOSER TO THE COASTLINE All pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs. IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions. Other things to note Please note that we may collect additional information from you after confirming your booking (usually an email address) in order to comply with local regulations and to provide the best possible experience.

Luxury in Siesta Key w/ Saltwater Pool, Near Beach

This villa consists of 2 living rooms, 4 separate bedrooms and 3 bathrooms with a walk-in shower and free toiletries. Guests will find a stovetop, a refrigerator, a dishwasher and kitchenware in the kitchen. The villa also offers a barbecue. This air-conditioned villa features a dining area, a flat-screen TV with cable channels a tea and coffee maker and an outdoor dining area


Siesta Soul \| Located in Siesta Key Village	$894,828	$2,275	86%	4	3	8	3	2	$4,051	✅	❌	❌	Yes / Yes	❌	⭐️ 5 (16)	Profile
The Pearl on the Bay, a breathtaking Bayfront Home	$507,871	$1,849	77%	4	5	8	4	2	$3,312	✅	✅	✅	Yes / Yes	❌	⭐️ 4.77 (13)	Profile
Unobstructed Siesta Beach, Gulf views & walkable.	$333,537	$1,941	50%	4	6	10	3	3	$459	❌	❌	✅	Yes / Yes	✅	⭐️ 4.9 (48)	Profile
Siesta Sunset Sanctuary - Incredible Sunset Views!	$254,500	$1,640	47%	4	4	8	5.5	5	$1,095	✅	✅	✅	Yes / Yes	❌	⭐️ 4.75 (4)	Profile
Villa with private pool	$253,484	$899	70%	4	8	11	3	2	$200	✅	❌	❌	Yes / No	❌	⭐️ 4.83 (24)	Profile

311 Island Cir Siesta Key, Florida

$205,271

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