Upscale town home with private heated pool in superb location. located just around the corner from Siesta Village and a short walk or bike ride to Siesta Beach. The space Travelers looking to make the most of fun under the sun will find that booking a trip to sunny Siesta Key, Florida is a good choice year-round. As charming and vibrant as it is filled with options for fun and entertainment, Siesta Key captures the essence of a coastal escape while offering up the best of beachside living too. When you’re searching for luxurious accommodations to top off your getaway, look no further than Siesta Avenida. This 2-bed, 2.5-bath abode is ideal for welcoming up to 6 guests at a time. This makes it a great property choice whether travelers are planning a trip with family or a group of friends. Siesta Avenida is an elegant townhome designed to include a variety of exciting amenities that also puts guests within walking distance of iconic Siesta Key Beach. Siesta Avenida is located on a quiet street but is well within reach of exciting entertainment when guests are ready to get out and explore!   Interior Amenities  When space, light, and style are all top priorities for your getaway experience, booking Siesta Avenida is sure to inspire. This townhome enjoys an open concept design standard which is thoughtfully paired up with large windows and tall ceilings throughout. This combination of features not only maximizes natural light flow during the daytime hours but provides guests with a great view and an enhanced sense of overall space to enjoy during their stay as well. The welcoming living room in Siesta Avenida is located on the first floor of the property and hosts a plush extended sectional sofa settled in front of an overstuffed ottoman and a large flat-screen television mounted on the wall. The electric fireplace beneath the television incorporates a cozy touch while the decorative chandelier overhead brings elegance to the forefront of the décor.   Just off the living room, guests will enjoy seamless access to the kitchen and dining area. The kitchen in Siesta Avenida showcases everything from spacious counters and a convenient breakfast bar to custom cabinetry and stainless steel appliances. When it’s time to dine, guests are invited to gather around the large dining room table fit for four with additional seating options available at the breakfast bar.  Getting a good night’s sleep is a breeze in Siesta Avenida. Both bedrooms in this townhome are situated on the upper-level and come complete with queen bedroom sets as well as televisions and Wi-Fi access. The second floor of Siesta Avenida also hosts a cozy sitting area that overlooks the lower-level living room for added convenience.   Exterior Features  Those who book a stay in Siesta Avenida never have to venture far to find the outdoor fun. This townhome has its own large patio where guests can settle in and enjoy the fresh air and view at a moment’s notice. Guests can also enjoy access to the property’s private pool and deck when it’s time to unwind and work on that Florida tan at your own pace!  Book Today  Make the most of your Siesta Key adventure when you let the property professionals at Rent Siesta Key handle all of your accommodations. Reach out today to learn more about booking Siesta Avenida for your next adventure!    Service Highlights: - Professionally laundered linens & towels with each reservation. - Exceptional clean rating. - No keys to pickup or check-in process, simply arrive and enjoy your stay. - Inspection prior to arrival to ensure all mechanics of the home are fully functional.  MINIMUM STAY REQUIREMENTS: 1 week minimum reservation required usually Saturday to Saturday. No pets (no exceptions).  Property Notes:  No Pets  No Smoking  Pool Heating: Can be heated for $105/week  Minimum Age: 23  Optional: Property has an awning over the rear patio. This can be utilized however with a $500 security deposit only. Guest access Check-in instructions will be email 1 week prior to your arrival date.

Village Townhome w/ Heated Pool, walk to Beaches

Enjoy this upscale townhome located within walking distance of Siesta Key Village and Siesta Key beaches. It features a private heated pool decadent finishes in a quiet neighborhood just around the corner from shopping, restaurants, bars, and beaches. Walk into this charming 2 story townhome and you will see that not only does its location set it apart from other rentals but how the elegant decor and amenities brings this property into perspective. The space Step inside to find a spacious, light-filled living area designed for comfort and relaxation. The main floor features a dining area with towering 20+ foot ceilings and massive windows, a gourmet kitchen equipped with stainless steel appliances, wood cabinetry, and granite countertops, plus a breakfast bar overlooking the cozy living room. Here, you’ll enjoy leather sofas, a streaming-ready TV, and views of your private heated pool and patio.  The outdoor area is your personal oasis, complete with a dining set, lounge chairs, and the perfect spot to soak up the Florida sun or enjoy an evening under the stars.  The home’s layout is ideal for groups or families. The split level boasts a loft with a queen-size Murphy bed, a guest bedroom with a queen bed, and a full bathroom. The top floor features a luxurious master suite with a king-size bed, ample closet space, and an ensuite bathroom with a soaking tub, separate shower, and dual vanities.  Convenience is key with an in-home laundry room and half bath, while entertainment abounds with streaming TVs in every bedroom, the loft, and the living room.  This Siesta Key vacation home combines modern amenities, prime location, and unbeatable comfort. Whether you're planning a family getaway, group retreat, or romantic escape, this Airbnb-style accommodation offers everything you need for an unforgettable stay. Message us with any questions or to book your slice of paradise today!  MINIMUM STAY REQUIREMENTS: 1 week, usually Saturday to Saturday minimum with the exception of 3 nights a maximum of 30-day in advance or during low season.  Optional Fees:  Pool Heating: $105/week Guest access Guests can access check-in instructions through the airbnb app prior to arrival.

Walk to Beach & Village, Heated Pool Oasis

Location, location, location!  Siesta Sunrise is just steps to beautiful Siesta Key beach and a short walk to the village.  Enjoy this newly remodeled 2 bedroom 2.5 bath plus bonus room with sleeper sofa.  Both bedrooms have en-suite baths with walk in showers.  This property also features a heated pool shared between two units and each unit provides enough parking for two cars.

Siesta Sunrise-Just steps to the beach and village

My townhome is just steps to Siesta Key Public Beach and Siesta Key Village, nightlife and great restaurants. You’ll love this location because of beach views from the master bedroom, short walk to the beach and short walk to the village. My place is good for couples and families (with kids). It has a beautiful shared pool and gives you the luxury of beautiful accommodations with the laidback feel of Siesta Key. Beach chairs, towels, toys and a beach cart are available for use too! The space A luxurious beachy townhouse with gorgeous, custom touches and all the conveniences that make your Siesta Key Beach vacation the best it could possibly be. Three levels of living space to enjoy with friends and family. The two bedrooms and two full baths are located on the third floor Guest access Guests have access to the whole unit. There is also access to the shared pool in the backyard. Other things to note There is very limited parking...only 2 cars are able to be accommodated. It's very easy to get around the island, so a car isn't absolutely necessary

Gulf and Beach Views-Steps from Beach and Village

Sandy Cove - Newly remodeled condo with pool in private beach community next to Siesta Key Village!

Luxury Private Beachfront Condo

Beautifully remodeled with heated pool! Enviable location near Siesta Key’s best beaches and just 250ft from world famous Siesta Village. Beaches, daiquiris, fresh seafood & oysters, white-sand, a heated-pool, ice cream, and live music! Experience Siesta Key’s top attractions without sacrificing comfort. Book your getaway now! The space The Village Breeze Beautifully remodeled with heated pool! Enviable location near Siesta Key’s best beaches and just 250ft from world famous Siesta Village. Beaches, daiquiris, fresh seafood & oysters, white-sand, a heated-pool, ice cream, and live music! Experience Siesta Key’s top attractions without sacrificing comfort. Book your getaway now!   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 ∙ 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 Beach Our beach is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and “occasionally” manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand without putting on your shoes.   The Home Experience all Siesta Keys top attractions without sacrificing comfort and amenities. Beautifully remodeled thru-out in May 2025 with a heated pool. Perfect for couples and small families looking for the ease and relaxation of beach village living. Just 1-minute walk to the heart of the Village and shopping dining and live entertainment at 30 establishments!   Bedroom Details This unit has one king bedroom, one queen bedroom, then there is a queen sleeper sofa in the living room. You can sleep 6 people. Need more space? Ask for a neighboring unit!    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 till 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 was warm and happened every day.   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, 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.

In Siesta Village, Heated Pool, Walk to Beach

Experience the best of Siesta Key, Florida, in this spacious and comfortable 2-bedroom, 2-bathroom condo. Located in the heart of downtown Siesta Key, you'll enjoy the convenience of walking to all the local attractions, shops, and dining. Just a couple of blocks away lies the world-renowned Siesta Key Beach. The space Relax by the heated year-round heated pool, complete with Adirondack furniture, or take advantage of our beach supplies, including chairs, a cooler, towels, and an umbrella for your days in the sun. The fully stocked kitchen is perfect for cooking homemade meals, while high-speed WiFi allows you to work remotely with ease. Stay connected with Spectrum cable so you never miss a game. Enjoy abundant natural light throughout the condo. The master bedroom boasts an ensuite bathroom with a walk-in shower, and the guest bathroom features a shower/tub combo. Make unforgettable memories in this perfect Siesta Key getaway! Guest access Guests will have access to everything in the condo, as well as the private heated pool area.

Siesta Key 2BR Gem: Steps to Beach & Pool!

This is The Village Breeze, a Gertrude Rentals property. No car required! Enviable location on quiet street, with heated Pool, near Beach, but just 250ft to the world famous Siesta Key Village The space The Village Breeze Beautifully remodeled with heated pool! Enviable location near Siesta Key’s best beaches and just 250ft from world famous Siesta Village. Beaches, daiquiris, fresh seafood & oysters, white-sand, a heated-pool, ice cream, and live music! Experience Siesta Key’s top attractions without sacrificing comfort. Book your getaway now!    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 ∙ 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 Beach Our beach is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and “occasionally” manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand without putting on your shoes.   The Home Experience all Siesta Keys top attractions without sacrificing comfort and amenities. Beautifully remodeled thru-out in May 2025 with a heated pool. Perfect for couples and small families looking for the ease and relaxation of beach village living. Just 1-minute walk to the heart of the Village and shopping dining and live entertainment at 30 establishments!   Bedroom Details This unit has one king bedroom, one queen bedroom, then there is a queen sleeper sofa in the living room. You can sleep 6 people. Need more space? Ask for a neighboring unit!   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 till 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 was warm and happened every day.   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, 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.

Canal-front single-family home in the heart of Siesta Key—an easy walk to the Village and the #1 beach in the USA. Enjoy a heated pool, hot tub, Tesla EV Charger, Weber grill, fast Wi-Fi, and streaming on 3 large TVs. Launch a canoe from the canal, bike to shops and cafés, or hop the free trolley/tip-only rides for a car-free stay. Thoughtful touches and a stocked kitchen make relaxing effortless - whether you spend the day on the sand, on the water, or out on the town. The space Thoughtfully set up for easy coastal living: an inviting living area for movie nights, a well-stocked kitchen for casual cooking, and a private backyard with heated pool, spa, and fire pit. Head out on foot to cafés, ice cream, and live music in minutes—or roll beach carts to the sand. Back home, rinse off, toss towels in the washer, and settle in for sunset on the patio. Guest access Guests have full use of the home, patio, pool/hot tub, grill, and canal-side area. Protective pool fence available on request. Other things to note Pool/Spa: Heated pool (set on schedule) + hot tub; no glass near pool Outdoors: Patio, grill, outdoor seating, umbrellas Tech: 200 Mbps Wi-Fi, streaming apps on large TV Kitchen: Coffee maker + grinder, French press & tea maker, Vitamix, griddle, crockpot, spices, cookware, dishware Laundry: Washer/dryer, detergents (stock may vary) Beach/Bikes: Chairs, towels, toys, coolers; bikes & accessories (care tips provided). Paddle boards are locked and available for rent. Extras: Bluetooth speaker (water-resistant), board games

Private Home 2bed 2bath King Bed Spa

Looking for the ultimate Siesta Key experience? You’ve found it! 🌴Perfectly located just South of Morton’s in Siesta Key Village, this beautiful retreat is only a 10-minute walk to the beach and steps from everything the Key has to offer. Heated pool, smart TVs, Strong Wi-Fi, Comfy beds, sleeps up to 6 guests. Walk to top restaurants, bars, seafood spots, nightclubs, bike rentals, and live music. Free Trolley stops at Morton's every 30 min. Sun, Sand, Dining and nightlife - it's all here! The space 🚨 NEW, NEW, NEW! 🚨 The entire building — inside and out — has been completely repainted and remodeled with brand-new furniture, a new kitchen, and all-new finishes throughout. Everything is fresh, modern, and ready for guests. Be among the very first to stay — you won’t be disappointed! 🏡 Perfect Siesta Key Retreat – Sleeps 6, Heated Pool & All New! This newly remodeled apartment comfortably accommodates up to 6 guests with the following bedding configuration: -Master Bedroom: King Bed (1) -Guest Bedroom: Twin Bed (2) -Living Room: Pull-Out Sofa Bed (1) Exclusive Amenities: Heated pool Laundry room inside the unit Fully stocked gourmet kitchen Two parking spaces High-speed Wi-Fi & Smart TVs Approximate Drive Times to Key Locations: 5–15 min: Theater, restaurants, shopping, and more 30 min: Sarasota-Bradenton (SRQ) Airport 35 min: Outlet mall 50 min: St. Petersburg 60 min: Tampa (TPA) Airport / Port of Tampa 2 hr: Disney World Perfectly located just south of Morton’s Siesta Market in Siesta Key Village and only a 10-minute walk to Siesta Key Beach, this apartment combines comfort, convenience, and style for an unforgettable stay! Starter Supplies Provided To help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,. Kitchen & Laundry Paper towels Dishwashing liquid All-purpose cleaning spray Dishwasher tablets (if a dishwasher is available) Trash bags (a few provided in each trash can) Laundry detergent for one load (if the property has a washer) Bathrooms Toilet paper Small bottle of shampoo & Conditioner Bar soap at each sink Guests are responsible for purchasing any additional supplies needed during their stay. Guest access Once parked, Walk to all the Village has to offer. Beach is about a 10 min walk as well. Look for the Trolley in front of Morton's Market...comes every 30 minutes and will take you up and down the key for FREE! Other things to note Rental age restrictions: -This property has a minimum primary renter age requirement of 25. - Upon booking, a signed rental agreement and government issued photo identification are required prior to receiving an electronic access code to the property. - Pets are welcome, however, we do charge a $150.00 non-refundable fee per pet*. - Smart TV system does not offer paid account services. Guest must use their account information to access. *Due to online booking policies, some payments may need to be submitted after the booking is reserved and confirmed. Please let us know if you have questions about the policies prior to booking. -Pool is shared between BOTH units. -Snorkeling gear is not available this time. -Quiet Hours are from 11pm to 6am. No loud noise, music, etc during these hours. -This unit is part of a Duplex. You are renting the second floor. -311 is located on the 2nd floor, please be mindful of noise when moving around inside the unit as guests below can hear heavy footsteps. -Stays in excess of three weeks shall incur an additional cleaning fee.

SKV 311 - Pool • Short walk to Beach & Village

Looking for the ultimate Siesta Key experience? You’ve found it! 🌴Perfectly located just South of Morton’s in Siesta Key Village, this beautiful retreat is only a 10-minute walk to the beach and steps from everything the Key has to offer. Heated pool, smart TVs, Strong Wi-Fi, Comfy beds, sleeps up to 6 guests. Walk to top restaurants, bars, seafood spots, nightclubs, bike rentals, and live music. Free Trolley stops at Morton's every 30 min. Sun, Sand, Dining and nightlife - it's all here! The space 🚨 NEW, NEW, NEW! 🚨 The entire building — inside and out — has been completely repainted and remodeled with brand-new furniture, a new kitchen, and all-new finishes throughout. Everything is fresh, modern, and ready for guests. Be among the very first to stay — you won’t be disappointed! 🏡 Perfect Siesta Key Retreat – Sleeps 6, Heated Pool & All New! This newly remodeled apartment comfortably accommodates up to 6 guests with the following bedding configuration: -Master Bedroom: King Bed (1) -Guest Bedroom: Twin Bed (2) -Living Room: Pull-Out Sofa Bed (1) Exclusive Amenities: Heated pool Laundry room inside the unit Fully stocked gourmet kitchen Two parking spaces High-speed Wi-Fi & Smart TVs Approximate Drive Times to Key Locations: 5–15 min: Theater, restaurants, shopping, and more 30 min: Sarasota-Bradenton (SRQ) Airport 35 min: Outlet mall 50 min: St. Petersburg 60 min: Tampa (TPA) Airport / Port of Tampa 2 hr: Disney World Perfectly located just south of Morton’s Siesta Market in Siesta Key Village and only a 10-minute walk to Siesta Key Beach, this apartment combines comfort, convenience, and style for an unforgettable stay! Guest access Once parked, Walk to all the Village has to offer. Beach is about a 10 min walk as well. Look for the Trolley in front of Morton's Market...comes every 30 minutes and will take you up and down the key for FREE! Starter Supplies Provided To help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,. Kitchen & Laundry Paper towels Dishwashing liquid All-purpose cleaning spray Dishwasher tablets (if a dishwasher is available) Trash bags (a few provided in each trash can) Laundry detergent for one load (if the property has a washer) Bathrooms Toilet paper Small bottle of shampoo & Conditioner Bar soap at each sink Guests are responsible for purchasing any additional supplies needed during their stay. Other things to note Rental age restrictions: -This property has a minimum primary renter age requirement of 25. - Upon booking, a signed rental agreement and government issued photo identification are required prior to receiving an electronic access code to the property. - Pets are welcome, however, we do charge a $150.00 non-refundable fee per pet*. - Smart TV system does not offer paid account services. Guest must use their account information to access. *Due to online booking policies, some payments may need to be submitted after the booking is reserved and confirmed. Please let us know if you have questions about the policies prior to booking. -Pool/Spa Heat: Pool temperature is set to 86 degrees, however, if air temps drop below 70 degrees, pool temperature may drop significantly. Temperatures cannot be guaranteed. - Island Sewer System: Our Island sewer system is very fragile. Please do not flush anything except toilet paper. No Wipes! Please discard in the trash. -This unit is part of a Duplex. You are renting the first floor. -Pool is shared between BOTH units. -Snorkeling gear is not available this time. -Quiet Hours are from 11pm to 6am. No loud noise, music, etc during these hours. -Stays in excess of three weeks shall incur an additional cleaning fee.

SKV 309 - Pool • Short walk to Beach & Village

Looking for the ultimate Siesta Key experience? You’ve found it! 🌴Perfectly located just South of Morton’s in Siesta Key Village, this beautiful retreat is only a 10-minute walk to the beach and steps from everything the Key has to offer. Heated pool, smart TVs, Strong Wi-Fi, Comfy beds, sleeps up to 6 guests. Walk to top restaurants, bars, seafood spots, nightclubs, bike rentals, and live music. Free Trolley stops at Morton's every 30 min. Sun, Sand, Dining and nightlife - it's all here! The space 🚨 NEW, NEW, NEW! 🚨 The entire building — inside and out — has been completely repainted and remodeled with brand-new furniture, a new kitchen, and all-new finishes throughout. Everything is fresh, modern, and ready for guests. Be among the very first to stay — you won’t be disappointed! 🏡 Perfect Siesta Key Retreat – Sleeps 6, Heated Pool & All New! This newly remodeled apartment comfortably accommodates up to 6 guests with the following bedding configuration: -Master Bedroom: King Bed (1) -Guest Bedroom: Twin Bed (2) -Living Room: Pull-Out Sofa Bed (1) Exclusive Amenities: Heated pool Laundry room inside the unit Fully stocked gourmet kitchen Two parking spaces High-speed Wi-Fi & Smart TVs Approximate Drive Times to Key Locations: 5–15 min: Theater, restaurants, shopping, and more 30 min: Sarasota-Bradenton (SRQ) Airport 35 min: Outlet mall 50 min: St. Petersburg 60 min: Tampa (TPA) Airport / Port of Tampa 2 hr: Disney World Perfectly located just south of Morton’s Siesta Market in Siesta Key Village and only a 10-minute walk to Siesta Key Beach, this apartment combines comfort, convenience, and style for an unforgettable stay! Starter Supplies Provided To help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,. Kitchen & Laundry Paper towels Dishwashing liquid All-purpose cleaning spray Dishwasher tablets (if a dishwasher is available) Trash bags (a few provided in each trash can) Laundry detergent for one load (if the property has a washer) Bathrooms Toilet paper Small bottle of shampoo & Conditioner Bar soap at each sink Guests are responsible for purchasing any additional supplies needed during their stay. Guest access Once parked, Walk to all the Village has to offer. Beach is about a 10 min walk as well. Look for the Trolley in front of Morton's Market...comes every 30 minutes and will take you up and down the key for FREE! Other things to note Rental age restrictions: -This property has a minimum primary renter age requirement of 25. - Upon booking, a signed rental agreement and government issued photo identification are required prior to receiving an electronic access code to the property. - Pets are welcome, however, we do charge a $150.00 non-refundable fee per pet*. - Smart TV system does not offer paid account services. Guest must use their account information to access. *Due to online booking policies, some payments may need to be submitted after the booking is reserved and confirmed. Please let us know if you have questions about the policies prior to booking. -Pool/Spa Heat: Pool temperature is set to 86 degrees, however, if air temps drop below 70 degrees, pool temperature may drop significantly. Temperatures cannot be guaranteed. -This unit is part of a Duplex. You are renting the first floor. -Pool is shared between BOTH units. -Snorkeling gear is not available this time. -Quiet Hours are from 11pm to 6am. No loud noise, music, etc during these hours. -Stays in excess of three weeks MAY incur an additional cleaning fee.

SKV 313 - Pool • Short walk to Beach & Village

Looking for the ultimate Siesta Key experience? You’ve found it! 🌴Perfectly located just South of Morton’s in Siesta Key Village, this beautiful retreat is only a 10-minute walk to the beach and steps from everything the Key has to offer. Heated pool, smart TVs, Strong Wi-Fi, Comfy beds, sleeps up to 6 guests. Walk to top restaurants, bars, seafood spots, nightclubs, bike rentals, and live music. Free Trolley stops at Morton's every 30 min. Sun, Sand, Dining and nightlife - it's all here! The space 🚨 NEW, NEW, NEW! 🚨 The entire building — inside and out — has been completely repainted and remodeled with brand-new furniture, a new kitchen, and all-new finishes throughout. Everything is fresh, modern, and ready for guests. Be among the very first to stay — you won’t be disappointed! 🏡 Perfect Siesta Key Retreat – Sleeps 6, Heated Pool & All New! This newly remodeled apartment comfortably accommodates up to 6 guests with the following bedding configuration: -Master Bedroom: King Bed (1) -Guest Bedroom: Twin Bed (2) -Living Room: Pull-Out Sofa Bed (1) Exclusive Amenities: Heated pool Laundry room inside the unit Fully stocked gourmet kitchen Two parking spaces High-speed Wi-Fi & Smart TVs Approximate Drive Times to Key Locations: 5–15 min: Theater, restaurants, shopping, and more 30 min: Sarasota-Bradenton (SRQ) Airport 35 min: Outlet mall 50 min: St. Petersburg 60 min: Tampa (TPA) Airport / Port of Tampa 2 hr: Disney World Perfectly located just south of Morton’s Siesta Market in Siesta Key Village and only a 10-minute walk to Siesta Key Beach, this apartment combines comfort, convenience, and style for an unforgettable stay! Guest access Once parked, Walk to all the Village has to offer. Beach is about a 10 min walk as well. Look for the Trolley in front of Morton's Market...comes every 30 minutes and will take you up and down the key for FREE! Starter Supplies Provided To help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,. Kitchen & Laundry Paper towels Dishwashing liquid All-purpose cleaning spray Dishwasher tablets (if a dishwasher is available) Trash bags (a few provided in each trash can) Laundry detergent for one load (if the property has a washer) Bathrooms Toilet paper Small bottle of shampoo & Conditioner Bar soap at each sink Guests are responsible for purchasing any additional supplies needed during their stay. Guest access Once parked, Walk to all the Village has to offer. Beach is about a 10 min walk as well. Look for the Trolley in front of Morton's Market...comes every 30 minutes and will take you up and down the key for FREE! Starter Supplies Provided To help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,. Kitchen & Laundry Paper towels Dishwashing liquid All-purpose cleaning spray Dishwasher tablets (if a dishwasher is available) Trash bags (a few provided in each trash can) Laundry detergent for one load (if the property has a washer) Bathrooms Toilet paper Small bottle of shampoo & Conditioner Bar soap at each sink Guests are responsible for purchasing any additional supplies needed during their stay. Other things to note Rental age restrictions: -This property has a minimum primary renter age requirement of 25. - Upon booking, a signed rental agreement and government issued photo identification are required prior to receiving an electronic access code to the property. - Pets are welcome, however, we do charge a $150.00 non-refundable fee per pet*. - Smart TV system does not offer paid account services. Guest must use their account information to access. *Due to online booking policies, some payments may need to be submitted after the booking is reserved and confirmed. Please let us know if you have questions about the policies prior to booking. - Island Sewer System: Our Island sewer system is very fragile. Please do not flush anything except toilet paper. No Wipes! Please discard in the trash. -This unit is part of a Duplex. You are renting the second floor. -Pool is shared between BOTH units. -Snorkeling gear is not available this time. -Quiet Hours are from 11pm to 6am. No loud noise, music, etc during these hours. -Stays in excess of three weeks shall incur an additional cleaning fee.

SKV 315 - Pool • Short walk to Beach & Village

This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house décor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership. The space The kitchen has all the essential kitchenware - coffeemaker, microwave, stovetop, oven, dishwasher and refrigerator/freezer with an ice maker a grill to cookout on. We include complimentary coffee, shampoo, conditioner to get you comfortable for the first couple of days. Fresh linens and towels will always be provided. Guest access Guest have access to the entire house. Entry to the home is on a code lock and will be sent the morning of check in. Other things to note Available for your use is 4 folding beach chairs, beach umbrellas, coolers, beach wagon, and children's beach toys. There is a washer and dryer available for use.

Siesta Key Beach & Village 2BR/2BA Steps to Beach

Beautiful 1400 sq. ft townhome unit in the quiet, well-maintained and desirable Village West in Siesta Key. Relax and enjoy the finest crystal quartz sands just steps away. Only one minute walk to all shops, restaurants and main amenities in the famous Siesta Key Village.This 2 bedroom, 2 bathroom townhome offers split floor plan with cathedral ceiling. Everything included to have a seamless vacation. The space Unique townhouse in a small complex right in the heart of Siesta Key Village short walk to the beach or village Guest access Full use of townhouse complete approximately 1400 ft.² With private backyard

Perfect Location in Siesta Key

Trascorri momenti indimenticabili con i tuoi cari in questo spazio adatto alle famiglieWe also provide a luxury service on the beach for special occasions such as anniversaries , birthdays,  proposals, bachelorette parties, and other special gatherings.

Village West Condo

Exclusive Amenities: • Located in the Heart of Siesta Key • Semi-Private Heated Pool • Short distance to to Siesta Key Beach or Village • 4 Bedrooms, 4 Full Baths (Sleeps 6) • Spacious Outdoor Patio with Shared Pool • Free WiFi & TVs • Coffee Maker, Kitchen Essentials Provided • Beach Towels, Chairs, & Caddy Provided • Gas Grill • Pet Friendly - Dog up to 25 Lbs, with Fee The space Low Tide – Cozy Siesta Key Village Duplex with Pool & Lanai  💖 Why You’ll Love This Home Welcome to Low Tide, a bright and charming first-floor duplex tucked just two blocks from world-famous Siesta Beach. With a screened lanai, shared heated pool, and walkable access to the Village’s restaurants, cafés, and shops, this home is your launchpad for laid-back island adventures. Casual, comfortable, and refreshingly coastal—Low Tide is your peaceful slice of Siesta Key.  👨‍👩‍👧 Perfect For Couples, small families, or snowbirds seeking easy beach access, walkable dining, and a quiet retreat with shared outdoor amenities.  🎞️ Imagine This... Wake up to sunshine filtering through palm leaves and head out for a barefoot stroll to the beach—just a five-minute walk away. After a swim in the warm Gulf waters, wander into Siesta Key Village for brunch, boutique shopping, or a daiquiri on the patio. Spend lazy afternoons back at Low Tide: curl up on the screened lanai with a good book, fire up the grill in the shared backyard, or take a dip in the pool. As evening falls, you’ll love walking into the Village for seafood and ice cream before returning home to your cozy retreat under the stars.  🛌 Where You’ll Sleep • Bedroom 1: King Bed (1), Ensuite Bathroom with Walk-In Shower, TV • Bedroom 2: Twin Beds (2), Access to Shared Hall Bathroom with Shower/Tub Combo, TV  • Living Room: Full Sleeper Sofa (1)  📍 Explore the Area Low Tide is located just 0.2 miles from Siesta Beach and 0.1 miles from Siesta Key Village, placing you within effortless reach of the area’s best dining, live music, beach bars, and coastal activities. Rent bikes, kayaks, or paddle boards nearby—or take a short drive to explore downtown Sarasota (about 7 miles), where The Ringling Museum, or Selby Gardens await.  📝 Book Your Stay at Low Tide Today! Low Tide delivers that local Siesta Key vibe with the comforts of home. From beach days to breezy evenings on the lanai, every detail has been considered to make your getaway easy and enjoyable. When you arrive, you’ll find fresh linens, clean spaces, and everything ready for your relaxing stay.  Please Note: This unit is part of a two (2) Unit Separate Duplex with no access to each other. This is the lower unit. This home being a part of a duplex unit, means that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with the other unit. When renting this unit, you will have access to the shared backyard along with the side of the building, shared pool and yard area with barbecue. This pool is heated from November 15th to April 15th. Your furry friend is welcome! This property is dog-friendly for dogs under 25 lbs with an additional $250 pet fee. Breed restrictions apply. Please notify us in advance if you'll be bringing a pet. Contact us directly for more information regarding any shared space for this vacation home. Starter packs of kitchen and toiletry essentials are provided. Washer/dryer in-unit.

Welcome to Low Tide – Your Siesta Key Retreat

This centrally located Siesta Key condo rental is just steps from Siesta Key Village and beautiful Siesta Key Beach! Enjoy time with the family by the heated community pool or catch some sun at the beach just 1 block away. This 2 bedroom 2 bath condo is a great space for you with a king bed in the master room an en-suite bath and two twin beds in the second room with separate bath across the hallway. Stairs must be navigated to enter this condo. The bedrooms are on a split level. The space Master Bedroom is a KING and the bath attached Second Bedroom is TWO TWINS and a Hallway bath Both bedrooms on second level. Stairs NO ELEVATOR Living and dining areas with a patio off on the first level above the garage Beach equipment supplied in the garage area. The Condo Pool is heated

Villa Marina (1 Block from beach with heated pool)

🦩Exclusive Amenities Include: • Private Heated Pool • 3 Minute Walk to Siesta Key Village • 1 Minute Walk to Siesta Key Beach • Outdoor Lounge Area • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs, Cooler, & Caddy • Gas Grill • Enhanced cleaning protocols by our CottageClean Team • Island Shuttle Transportation Available • Dog Friendly (1 dog up to 25 lbs with an additional fee) The space 🌴 Toes In The Sand | Charming Siesta Key Cottage, Heated Pool, 1-Min Walk to Beach & Village Vibes  💖 Why You’ll Love This Home This vintage-inspired Siesta Key cottage puts you just 1 minute from the famous white sands of Siesta Beach. With a private heated pool, charming interiors, and walkable access to both the beach and Siesta Village, Toes In The Sand offers the best of Florida’s coast wrapped in old-Florida charm.  👨‍👩‍👧 Perfect For Couples, small families, and laid-back beach lovers seeking a private retreat just steps from the shore and Siesta Key’s vibrant village life.  🎞️ Imagine This You wake up to the sound of swaying palms and distant waves. Slip on your flip flops, grab the beach caddy, and in under 60 seconds you’re sinking your feet into Siesta Key’s award-winning powder-white sand. After sun-filled adventures, return home to cool off in your private pool, pour a chilled drink, and settle into the Florida room as golden hour lights up the palms. At sunset, stroll to the Village for live music, fresh seafood, and tropical cocktails—all without needing a car. This is beach life, simplified and elevated.  🛌 Where You’ll Sleep • Bedroom 1: Queen Bed, Ensuite Bath, TV • Bedroom 2: Queen Bed, Hall Bath, TV • Florida Room: Full Futon  📍 Explore the Area Located directly on Beach Road • 0.1 Miles (1-Minute Walk) to Siesta Key Beach Main Entrance • 0.3 Miles to Siesta Key Village: Restaurants, Bars, Shops & Ice Cream • Walk to Siesta Key Village for Live Music, Waterfront Dining & Nightlife • Surrounded by a Bike-friendly, Pedestrian-friendly Coastal Community  ⌛ Don’t wait—homes this close to the beach book quickly. Your stay includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point post-stay inspection. Reserve your beach escape today and arrive at a home that feels brand new.  🔎 Need to Know: This pool is heated from November 15th to April 15th.

Toes In The Sand | Private Pool, Walk to Beach!

🦩 Exclusive Amenities Include: • Located Directly In Siesta Key Village • Shared Heated Pool • Short Stays Welcome! • 3 Minute Walk to Siesta Key Beach • 1 unit of Duplex Property • 2 Bedrooms, 2 Full Bath • 2 King Beds, 1 Queen Sleeper Sofa (Sleeps 6) with Linens Provided • Screened-In Balcony • Beach Towels, Chairs, Cooler, & Caddy Provided • Island Shuttle Transportation Available

Plumbago | Just Steps From Siesta Key Village!

Welcome to Lulu's Key House Leatherback! The space The condo is only a couple of blocks away from the beach and rests in Siesta Key Village where you will find lots of great dining, amazing shops, coffee houses and more, all a short walk away. New furnishing! LOCATION HIGHLIGHTS: - Just a couple of blocks to Siesta Key Beach and Gulf waters - Steps to restaurants, shops, coffee houses, and nightlife - No car needed to enjoy the village and beach PROPERTY FEATURES: - 2 bedroom/ 2 bathroom ground floor unit (851 sq ft) - Crown molding, solid stone counters, stainless kitchen appliances, porcelain wide plank tiles, plantation shutters - Shared stackable washers/dryers in building - Heated communal pool on-site with loungers and umbrella, outdoor shower - Front porch with swing LIVING ROOM: - Large Smart TV with cable and Frontier service - Free WiFi and USB charging port - Spacious seating area for family and guests KITCHEN AND DINING: - Modern kitchen with quartz countertops and tiled floors - New stainless steel appliances including dishwasher and microwave - Fully stocked with dishes, utensils, and small appliances - Dining table seats 6 BEDROOMS AND BATHROOMS: - Master bedroom: king bed with memory foam mattresses, flat screen and closet space - Master ensuite bathroom: vanity and walk-in shower - Guest bedroom: king bed with TV and cable - Guest bathroom: vanity, tub/shower combo EXTRA PERKS: - Complimentary beach items provided: beach chairs, beach cart, umbrella, and beach towels LOCAL FAVORITES: - Steps to Siesta Key Village for shopping, dining, bars, and coffee shops - Short walk to Siesta Key Beach and Gulf waters - Perfect location for a car-free vacation IMPORTANT INFO: - Two assigned parking spots marked “Leatherback” - Option to rent multiple units or the entire 4-plex for private group stay - Confirm approval for special vehicles including boats, motorcycles, trailers, jet skis, kayaks, golf carts, or oversized/commercial vehicles - Flexible dates of stay DON'T WAIT - MAKE THIS TRIP YOURS! Xplorie Activities and Airport Transportation -One complimentary activity per day: bike rental, kayak rental, dolphin cruise tour, or Ringling Museum admission -Limited to one person per day; additional guests can join for a fee -Round-trip airport transportation included for up to 3 passengers from SRQ or TPA with advance reservation (driver tip appreciated) -Activities subject to availability and change; non-cumulative and non-transferable -Not available for stays of 25 nights or longer 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.

LuLu's Leatherback on Siesta, Walk to Beach, Pool

Welcome to Lulu's Key House Loggerhead! The space The condo is only a couple of blocks away from famous Siesta Key beach access #5 and rests in Siesta Key Village where you will find lots of great dining, amazing shops, coffee houses and more, all a short walk away. LOCATION HIGHLIGHTS: - Just a couple of blocks to famous Siesta Key Beach access #5 - Steps to restaurants, shops, coffee houses, and nightlife - No car needed to enjoy the village and beach - Heated communal pool on-site with loungers and umbrella, outdoor shower PROPERTY FEATURES: - 2 bedroom/ 2 bathroom 2nd floor unit, accessible by stairs (851 sq ft) - Crown molding, solid stone counters, stainless kitchen appliances, plantation shutters, wide plank porcelain tiles, outdoor shower - Two sets of shared washers/dryers in building at no cost - Free WiFi and cable - Access to open patio and swing LIVING ROOM: - Large Smart TV with cable - Open concept - Sofa is a queen sofa sleeper for unexpected guests KITCHEN AND DINING: - Modern kitchen with quartz countertops and tiled floors - New stainless steel appliances including dishwasher and microwave - Dining table seats 6 right off the kitchen BEDROOMS AND BATHROOMS: - Master bedroom: queen bed, with TV and closet space - Master ensuite bathroom: walk-in shower with glass doors - Guest bedroom: king bed with closet space, TV - Guest bathroom: walk in shower with glass doors, vanity EXTRA PERKS: - Complimentary beach items provided: beach cart, beach chairs, umbrella, and beach towels - Exterior camera pointed to parking lot for security LOCAL FAVORITES: - Steps to Siesta Key Village for shopping, dining, coffee, and nightlife - Short walk to Siesta Key Beach and Gulf waters IMPORTANT INFO: - Two assigned parking spots marked “Loggerhead” - No smoking inside the unit or building - No pets allowed - Option to book all 4 units for full private group stay - Confirm approval for special vehicles including boats, motorcycles, trailers, jet skis, kayaks, golf carts, or oversized/commercial vehicles - Flexible dates of stay BOOK YOUR BEACH ESCAPE BEFORE DATES FILL UP! Xplorie Activities and Airport Transportation -One complimentary activity per day: bike rental, kayak rental, dolphin cruise tour, or Ringling Museum admission -Limited to one person per day; additional guests can join for a fee -Round-trip airport transportation included for up to 3 passengers from SRQ or TPA with advance reservation (driver tip appreciated) -Activities subject to availability and change; non-cumulative and non-transferable -Not available for stays of 25 nights or longer 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.

Lulu’s Loggerhead, Heated Pool, Walk to Village

Welcome to The Dockside Getaway on Siesta Key! The space A sun-filled, high-end retreat that combines indoor elegance with outdoor bliss. This upscale, canal-access property is perfect for families, seasonal visitors, or couples looking to experience Sarasota’s most iconic island in laid-back luxury. LOCATION HIGHLIGHTS: - Minutes to Siesta Key Village for restaurants, shops, and bars - Short distance to Siesta Key Beach with powder-soft white sand and turquoise water - Quiet residential neighborhood for peaceful escapes - Easy access to canal for boating, paddleboarding, or kayaking PROPERTY FEATURES: - 2 bedroom/ 2-bath canal-access retreat (1300 sq ft) - Private, heated pool with sun shelf and lounge seating, partially fenced yard (note: Pool Heat is extra) - Pet friendly: 1 small dog allowed with prior approval and fee - Covered outdoor lounge with dining, seating, and smart TV - Front patio shaded for coffee or cocktails - Private dock across the street - Washer and dryer - Ring doorbell for added security LIVING ROOM: - Indoor elegant space with high-end furnishings, couch doubles as a sofa bed - Open layout connecting to outdoor lounge - Smart TV and streaming capabilities (just need your log in), dedicated wifi KITCHEN AND DINING: - Fully equipped kitchen with modern appliances - Dining table seats 4 plus 1 more seat at the bar - Access to outdoor dining in covered lounge, seats 6 BEDROOMS AND BATHROOMS: - Master bedroom: king bed, wall-mounted TV and ensuite bathroom - Master ensuite bathroom: walk-in shower and updated vanity - Guest bedroom: queen bed, with work desk - Guest bathroom: walk-in shower, vanity with big mirror EXTRA PERKS: - Complimentary beach items provided: a couple of beach chairs, a beach wagon, beach umbrella and beach towels LOCAL FAVORITES: - Siesta Key Village with shops, bars, and dining - Siesta Key Beach - Nearby outdoor activities like boating, paddleboarding, and kayaking IMPORTANT INFO: - No smoking anywhere on property - No parties or events, please respect the quiet residential neighborhood - Pool heat optional at an extra cost MAKE MEMORIES THAT LAST A LIFETIME ON SIESTA KEY. BOOK YOUR PERFECT VACATION TODAY! 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.

Outdoor Coastal Living: Pool, Hot Tub, Patio, Dock

Pinkie Flamingo Welcomes You to Tequila Sunrise! King / Queen / 2 Twin Sleep Chairs / Queen Sleeper Sofa It's NOT just another tequila sunrise Starin' slowly 'cross the sky This one is special… The space Pinkie Flamingo Welcomes You to Tequila Sunrise! King / Queen / 2 Twin Sleep Chairs / Queen Sleeper Sofa  It's NOT just another tequila sunrise Starin' slowly 'cross the sky This one is special…  If the truth be known, Pinkie Flamingo was a big fan of sunrise. After all …”the early bird gets the worm!” Never actually having eaten a worm in her life, Pinkie did appreciate the concept. As a curator of vacation rentals along Florida’s Gulf Coast, it was Pinkie’s sworn duty to seek out the best “guest nests” she could find and serve them up to those who could truly appreciate the finer things in life….like tequila, sunrises and sunsets.  With a primo corner ground floor location in the popular Midnight Cove II community on Siesta Key, this spacious 2-bedroom slice of heaven is the perfect backdrop on which to paint the best vacation memories of your life! Renowned for it world class amenities, Midnight Cove II delivers the ultimate guest experience starting with your own private Siesta Key Beach access. Seasonally heated swimming pool, fitness center, tennis and basketball, BBQ area and protected, private marina make this destination hard to resist.  “I heard the owner has been making a lot of updates here” said Pinkie as she made the short drive from the Stickney Point Bridge on the southern end of Siesta Key to the entrance of Midnight Cove II. “I can’t wait to see!”  Let’s All Take a Peek Inside  The newly painted interior was refreshing, crisp and clean. “I love the cool color!” said Pinkie as she strolled through the 1700 sq ft plus condo. Well-appointed with everything needed for a wonderful guest experience, Tequila Sunrise will prove to be your favorite vacation go to! Extras around every turn including an air-conditioned entertainment porch overlooking the idyllic lawn leading out to the cove, where small pleasure craft bobbed happily in the gentle water. A dedicated workspace featuring desk, printer and two fold-out sleep chairs served to expand the functional space and add to the sleep count at the same time.  Highlights at a Glance Ground Floor Corner Unit Fully-Equipped Granite & Stainless Kitchen Keurig & Reg Drip Coffee-Maker Comfy Living Area with Fold-Out Queen Sleeper Sofa Dining Table Seat 6 Plus 4 Bar Stools Luxurious Master Suite Master Bath Remodel Fall 2023 Walk-In Shower & Separate Water Closet Private Queen Guest Bedroom Hall Bathroom with Tub/Shower Combo Full-Size Laundry Room Lots of Closets Dedicated Office Area with Printer Marina/Water Views Fully-Stocked Beach Gear Closet… 8 Chairs/Wagon/2 Umbrellas/Toys/Fishing Gear/Coolers/Pop-Up Tent  Let’s Head to the Beach!  Consistently ranked in the top beaches in America, Siesta Key enjoys a year-round appeal with everything a tourist might want close at hand…shopping, dining, beaches and fun! Consistently ranked The #1 Beach in America, Siesta Key achieves its lofty position in the beach rankings among some fierce competition. While no beach can ever be considered a bad beach…(I mean it’s a beach right?) This 8-mile barrier island delivers on every level imaginable! Public beach access points are frequent including the large Siesta Key Park, with dining, restroom facilities, lifeguards and lots of parking. “This is as world-class as it gets!” says Pinkie, who can often be spotted soaking up the sun on a sunny afternoon. A total beach snob of sorts, Pinkie is quick to highlight the exceptionally fine snow white crunchy sand and wide walkable beaches. With a shallow shelf that extends far out in the Gulf, the turquoise sparkling water is almost always the right temperature for a dip. A free trolley carries patrons up and down the island…often with the ultimate destination of Siesta Key Village. The heart and soul of the island, “The Village” is the hub of activity with beach bars, restaurants and touristy shops.   Come To Florida…For The Fun of it!  All of Pinkie’s Properties Have A Few Things In Common •	Must Be 25 To Book •	No Smoking  •	Cancellation OK 30 Days Prior To Check-In •	Sheets & Bath Towels Included…BYO Beach Towels •	All Kitchens Fully-Equipped With Cooking/Eating Utensils… BYO Spices & Food •	Basic Essentials Starter Set Only…TP, Paper Towels, Trash Bags, Soaps, Etc …Depending on Length of Stay You May Need More

Waterfront Condo~Tequila Sunrise on Siesta Key

Amazing Beach Cottage, Less than 1 Block to Beach!

Exclusive Amenities Include: • Semi Private, HOA Maintained, Heated Pool & Spa • Multiple Balcony Views • Located In Siesta Key Village • A Quick 3 Minute Walk to Siesta Key Beach • 2 Bedrooms, 2 Full Baths • 1 King Bed & 1 Queen Bed, 1 Sleeper Sofa • 3 Balconies With Dining & Lounge Areas • Poolside Dining & Lounge Space • Private Garage & Gated Entrance • Free WiFi & HDTV’s • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided The space Escape to Paradise at Oasis at the Beach Experience the epitome of Siesta Key living at Oasis at the Beach, a luxurious two-bedroom, two-bath villa located just across the street from the world-renowned Siesta Key beach. A Symphony of Sun and Sand: Three spacious, covered balconies invite you to embrace the island lifestyle. Step outside and feel the invigorating ocean breeze as you sip your morning coffee or savor the magic of a Siesta Key sunset with a glass of wine in hand. Indulge in Coastal Luxury: Inside, an open floor plan seamlessly connects the living, dining, and modern kitchen areas, creating a spacious and inviting atmosphere. The master suite, boasting a luxurious en-suite bath and a private terrace overlooking the tranquil pool, promises ultimate relaxation. The second bedroom, with its own private balcony and captivating views, offers a peaceful haven for guests. Unwind in a Tropical Oasis: Step outside to discover a meticulously maintained heated pool and spa, surrounded by lush tropical landscaping. Lounge on comfortable chaise lounges, soak up the sun, and let the stresses of everyday life melt away. Experience the Best of Siesta Key: Beachfront Bliss: Located steps from beach access 5 and the iconic Siesta Key Beach, with its pristine powder white sands and crystal-clear waters. Island Living: Explore the vibrant Siesta Key Village, with its charming boutiques, delectable dining options, and lively nightlife. Unparalleled Comfort: Enjoy the spaciousness and luxury of this beautifully appointed villa. Unforgettable Memories: Create lasting memories with loved ones in this idyllic coastal retreat. Oasis at the Beach Villas can accommodate up to 6 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) – Sleeps: 2 • Bedroom # 2: Queen Bed (1) - Sleeps: 2 • Common Space: Queen Sofa Sleeper (1) – Sleeps: 2 NEED TO KNOW: This home is a 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 and 2nd floors of the building, 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. 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 affects to your experience. • 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. 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 affects to your experience. • 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.

Oasis at Beach Villa in the heart of Siesta Key

3-minutes from 𝗦𝗶𝗲𝘀𝘁𝗮 𝗞𝗲𝘆 𝗕𝗲𝗮𝗰𝗵 — voted #1 in the country. Key West Villa is the flagship of Siesta Retreats: 8 privately managed villas, one heated pool, no resort crowds. One king, one queen, and a sofa bed. Two bathrooms. Two private balconies. Private in-unit laundry. Sleeps 6 — at the best address on the island. Beach wagon and towels ready. Self-check-in. Pets welcome. The space Cozy 2-bedroom Siesta Key villa just a 3-minute walk to the beach and steps from Village dining and nightlife. Perfect for couples, families, or small groups, it features a fully equipped kitchen, modern bathroom, fast Wi-Fi and a private deck for relaxing mornings or sunset views. <𝗯> 𝗪𝗵𝗮𝘁 𝗺𝗮𝗸𝗲 𝘁𝗵𝗶𝘀 𝗩𝗶𝗹𝗹𝗮 𝘀𝗽𝗲𝗰𝗶𝗮𝗹: </𝗯> 𝗣𝗿𝗶𝗺𝗲 𝗹𝗼𝗰𝗮𝘁𝗶𝗼𝗻:A leisurely 3‑minute walk to Siesta Key’s powder‑white quartz sand and minutes from Village shops, cafes and restaurants. 𝗣𝗿𝗶𝘃𝗮𝘁𝗲 𝘂𝗽𝗽𝗲𝗿 𝗱𝗲𝗰𝗸: Outdoor dining and lounge furniture create a tranquil spot to soak up the Florida air. 𝗚𝘂𝗲𝘀𝘁-𝗼𝗻𝗹𝘆 𝗵𝗲𝗮𝘁𝗲𝗱 𝗽𝗼𝗼𝗹: Relax year‑round in a lush, tropical pool setting. 𝗕𝗲𝗮𝗰𝗵-𝗿𝗲𝗮𝗱𝘆 𝗲𝘀𝘀𝗲𝗻𝘁𝗶𝗮𝗹𝘀: Wagon, chairs and towels provided for effortless beach days. 𝗖𝗼𝗺𝗳𝗼𝗿𝘁 𝗮𝗻𝗱 𝗰𝗼𝗻𝘃𝗲𝗻𝗶𝗲𝗻𝗰𝗲: Fully equipped kitchen, 55‑inch Smart HDTV, high‑speed Wi‑Fi and premium toiletries. 𝗣𝗿𝗮𝗰𝘁𝗶𝗰𝗮𝗹 𝗽𝗲𝗿𝗸𝘀: Free off‑street parking and full, private access to the entire villa. Bright living area with a 55” Smart HDTV and comfortable seating, a cozy bedroom with quality linens, and a modern bathroom with premium toiletries. The kitchen is fully equipped with modern appliances for easy meal prep. Enjoy an upper deck with relaxing canal or Village views, extending your living space outdoors. <𝗯>𝗪𝗵𝘆 𝗯𝗼𝗼𝗸 𝘁𝗵𝗶𝘀 𝗞𝗲𝘆 𝗪𝗲𝘀𝘁 𝗩𝗶𝗹𝗹𝗮:<𝗯> ☀ Walk to the beach and Village without the hassle of driving. ☀ Private outdoor space for quiet mornings and relaxed evenings. ☀ Thoughtful amenities for stress‑free beach days and comfortable stays. ☀ Ideal for couples, solo travelers or small families seeking a convenient coastal escape. Reserve your dates: to enjoy the perfect combination of comfort, convenience and island charm in Siesta Key, FL. <𝗯>★☆𝗚𝘂𝗲𝘀𝘁 𝗔𝘁𝘁𝗿𝗮𝗰𝘁𝗶𝗼𝗻𝘀 𝗡𝗲𝗮𝗿𝗯𝘆:</𝗯> ☀ Sarasota Beach: 4 min walk ☀ Siesta Key Craft Festival: 7 min walk ☀ Sunset Beach: 10 min walk ☀ Point Of Rocks: 9 min drive ☀ Red Bug Slough Preserve: 15 min drive ☀ Saint Armonds Circle: 15 min drive ☀ Sarasota Art Museum: 15 min drive ☀ TPC Prestancia (Golf Club): 20 min drive ☀ Bayfront Park: 21 min drive ☀ Quick Point Nature Preserve: 19–24 min drive ☀ The John and Mable Ringling Museum of Art: 25 min drive ☀ Ted Sperling Park Nature Trail: 25 min drive ☀ South Lido County Park: 26 min drive ☀ Ca' d'Zan (Historical Museum): 27 min drive ☀ South Lido Key Beach Park on the Gulf: 28 min drive ☀ Manatee Village Historical Park: 39 min drive ☀ Palma Sola Botanical Park: 52 min drive <𝗯>★☆𝗥𝗲𝘀𝘁𝗮𝘂𝗿𝗮𝗻𝘁𝘀 𝗡𝗲𝗮𝗿𝗯𝘆:</𝗯> ☀ Gilligan's Island Bar & Grill: 5 min walk ☀Summer House Restaurant: 5 min walk ☀ Lobster Pot Restaurant: 6 min walk ☀ Siesta Key Oyster Bar: 6 min walk ☀ The Cottage: 6 min walk ☀ Another Broken Egg Café: 7 min walk ☀ Sun Garden Café: 7 min walk ☀ The Old Salty Dog Siesta Key: 10 min walk ☀ Daiquiri Deck Siesta Key Village: 2 min drive ☀ Cafe Gabbiano: 2 min drive ☀ Clayton's Siesta Grille: 8 min drive ☀ SPEARFISH GRILLE: 8 min drive ☀ The Toasted Yolk Café: 11 min drive ☀ Florence & The Spice Boys: 12 min drive ☀ Casa Masa - The Landings: 13 min drive <𝗯>★☆𝗛𝗼𝘀𝗽𝗶𝘁𝗮𝗹𝘀 𝗡𝗲𝗮𝗿𝗯𝘆:</𝗯> ☀ SMH Urgent Care Center at Stickney Point Rd — 8 min drive ☀ Sarasota Memorial Hospital — 12 min drive ☀ HCA Florida Sarasota Doctors Hospital — 12 min drive ☀ Sunshine Medical Center LLC — 12 min drive ☀ HCA Florida Sarasota Doctors Hospital Emergency Room — 19 min drive ☀ Encompass Health Rehabilitation Hospital of Sarasota — 21 min drive ☀ Sarasota Memorial ER at Lakewood Ranch — 29 min drive <𝗯>★☆𝗕𝘂𝘀 𝗦𝘁𝗼𝗽𝘀 𝗡𝗲𝗮𝗿𝗯𝘆:</𝗯> ☀ Beach Rd @ Calle De La Siesta: 3 min walk ☀ Ocean Blvd @ Calle Miramar NB: 4 min walk ☀ Ocean Blvd @ Canal Rd SB: 6 min walk ☀ Enjoy free rides to all major island attractions with two hop-on hop-off services: 77 Siesta Islander and Bay Runner Trolley. ☀ Travel easily with Breeze, the local bus service, connecting Downtown Sarasota and Siesta Key. <𝗯>★☆𝗔𝗶𝗿𝗽𝗼𝗿𝘁𝘀 𝗡𝗲𝗮𝗿𝗯𝘆:</𝗯> ☀ Sarasota Bradenton International Airport: 26 min drive ☀ Venice Municipal Airport: 32 min drive ☀ Hidden River Airport-22FA: 47 min drive <𝗯>★☆𝗨𝗽𝗰𝗼𝗺𝗶𝗻𝗴 𝗘𝘃𝗲𝗻𝘁𝘀 𝗶𝗻 𝗦𝗶𝗲𝘀𝘁𝗮 𝗞𝗲𝘆 𝗕𝗲𝗮𝗰𝗵:</𝗯> ☀ 2026 Modern Works Festival — September 23–27, 2026 ☀ Sarasota Opera Food & Wine Festival — September 26, 2026 ☀ Siesta Key Safe Treats — October 30, 2026 ☀ Mini Kiss – Live at Beach Club Siesta Key — October 10, 2026 ☀ Siesta Key Crystal Classic Sandsculpting Festival — November 13–16, 2026 <𝗯>★☆𝗚𝘂𝗲𝘀𝘁 𝗮𝗰𝗰𝗲𝘀𝘀 𝗮𝗻𝗱 𝗲𝘅𝘁𝗿𝗮𝘀:</𝗯> Guests have exclusive access to the villa and the guest‑only heated pool. We provide beach gear and an outdoor shower so you can rinse off after the beach. Free parking makes arrivals and day trips easy. Guest access Guests have exclusive access to the villa and the guest‑only heated pool. We provide beach gear and an outdoor shower so you can rinse off after the beach. Free parking makes arrivals and day trips easy. Other things to note ☀ Siesta Retreats is an intimate compound of 8 privately managed villas — never a large complex, never a resort crowd. Amenities are shared among a small group of neighbors, not a hundred strangers. ☀ The heated pool is shared across all 8 villas. In practice it always feels private — lounge chairs available, BBQ grill ready, no wait. ☀ Laundry is in-unit and private — exclusive to Key West Villa. No shared machines, no scheduling. ☀ Pool is gated for guest safety. Carbon monoxide and smoke alarms are installed. Exact address provided after booking confirmation. ☀ As part of our commitment to low-impact hosting, single-use plastics are actively eliminated throughout the compound. Coffee is by classic percolator — better for the environment, and better coffee.

Key West Villa 3 min to #1 Beach • Pool • BBQ

How far from the Beach? 150 steps or barely a 2 minute walk and you're on the Beach! Short walk to Siesta Village loaded with restaurants, bars, shopping, clubs and more! Welcome to Convenience on Siesta Key - Wonderful, Clean & Cozy 2 bedroom, 2 full bathroom, single-level Villa that comfortably sleeps 6 adults. Enjoy 1000 sf of living space with roomy living room, comfy couches, TVs in all rooms w/ eat-in kitchen. Nice Large backyard and Large parking space on a concrete driveway. The space Enjoy Siesta Key in this historic and simple (and very clean) single-level home. Location is wonderful with the area very safe and quiet. Self Check-in/check-out. This home can accommodate up to 6 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) • Bedroom # 2: Queen Bed (1) • Living Room: Sofa Bed (1) Approx. drive times to airport and major attraction cities: 5 to 15 min - beaches, theater, restaurants, shopping, and more 20 min - SRQ Airport 30 min - Outlet mall 50 min - St Pete 60 min - TPA Airport/Port of Tampa 2hr - Disney World Starter Supplies Provided To help you get settled, we provide a limited supply of essential starter items upon arrival. These are intended to get you through the first few days and may not last for the duration of your stay,. Kitchen & Laundry Paper towels Dishwashing liquid All-purpose cleaning spray Dishwasher tablets (if a dishwasher is available) Trash bags (a few provided in each trash can) Laundry detergent for one load (if the property has a washer) Bathrooms Toilet paper Small bottle of shampoo & Conditioner Bar soap at each sink Guests are responsible for purchasing any additional supplies needed during their stay. Guest access - All areas available for access. Laundry room is just outside in neighboring unit. - We provide beach chairs Other things to note Rental age restrictions: -This property has a minimum primary renter age requirement of 25. - Pets are welcome, however, we do charge a $150 non-refundable fee per pet*. *Due to online booking policies, some payments may need to be submitted after the booking is reserved and confirmed. Please let us know if you have questions about the policies prior to booking. - Upon booking, a signed rental agreement and government-issued photo identification are required prior to receiving an electronic access code to the property. - This property has a maximum parking allowance of two vehicles. -Stays in excess of three weeks or longer MAY incur an additional cleaning fee.

Steps to the Beach, Short Walk to the Village

Welcome to Tivoli by the Sea! Experience the best of Siesta Key with ocean views, stunning sun sets, and direct beach access. This 2-bedroom, 2-bathroom condo comes complete with a spacious living room, full kitchen, breakfast nook, dining area, and a large private balcony! The space As a Tivoli guest, you will have access to all property amenities, such as the year-round pool. Tennis courts, and grilling area. Located within walking distance to Siesta Key’s Village and directly in front of Siesta Beach, this Tivoli is perfect for exploring the local area! Master Bedroom: King Bedroom 2: 2 Fulls Shared Property Amenities: Outdoor Pool Tennis/Pickleball Court Grilling and Picnic Area Putting Green Common Room Foosball Ping Pong Table Beach Access Other things to note Added Amenities Included in Your Stay: Complimentary Bicycles Rentals, One Complimentary Parking Space, Wifi, Beach Chairs, Beach Towels, Beach Cooler, Partner Property Pool/Hot tub Access, Siesta Key Trolley - Free-Rides Around Siesta Key! *Minimum age requirement from February 1st through April 15th for all Tivoli by the Sea Units is 27 years of age*

Tivoli by the Sea! Beach View Condo! Unit 207

Condo #101 ** 20% Off rental rate August - Sept.- Oct** The space **20% Off Rental Rate August Sept Oct. ** ** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26 and April/10/27 through December/10/27** Your vacation awaits you in this lovely two bedroom, two bath condo directly across from the world famous Siesta Key Beach. Unit 101 is a large first floor corner unit with all new stainless steel appliances in 2025, 2 King beds and a queen pullout sofa in the living room 75" TV, decorated in a bright beachy theme. Relax with a cup of coffee or a glass of wine on your private lanai, if you are traveling with little ones, the condo has a baby stroller and pack and play for your convenience. Lively Siesta Key Village is located 1 mile away. Complimentary trolly service is available right outside your Unit. Enjoy the wonderful restaurants, stores and entertainment 7 days a week. IMPORTANT *IF BOOKING BETWEEN THE DATES OF DECEMBER18, 2026 TO JANUARY 2, 2027 THE FOLLOWING RESTRICTIONS APPLY* RESERVATIONS MAY NOT BE MORE THAN 7 NIGHTS PER BOOKING, THE PRIMARY RENTER MUST BE 25 YRS OF AGE, 4 ADULT MAXIMUM (18YRS +) PER RESERVATION. Start your vacation in paradise now!

La Siesta Beach 2 Bedroom/2 Bath Condo #101

The Hamiton Ave Siesta Key Beach House is a cozy two-bedroom, two-bathroo getaway with a bunk bed patio. The updated property is near beaches, marinas, and playgrounds. Enjoy a backyard heated pool and enjoy grilling under the Florida sun. Explore Siesta Key by walking, biking, or taking the free Siesta trolley. An on-demand pick-up service is also available for $1.25 in front of the house. This home does not have hurricane damage. Vacation Rental Certificate of Registration Number - VR22-00133 The space 2.4 miles to Siesta Village 3.3 miles to Siesta Key Beach 3.7 miles to Main Street 6.2 miles to Marina Jacks 6.2 miles to St. Armands Circle The home has a fenced in backyard for dogs to roam around. Guest access Corner lot property on Hamilton Ave and Siesta Drive. Park under the carport or driveway. The front door has a keypad smart lock. Other things to note Front door has a keypad lock to entry home. As well there is a doorbell cam installed.

Siesta Key Pool Home

Welcome to Tivoli by the Sea! Experience the best of Siesta Key with ocean views, stunning sun sets, and direct beach access. This 2-bedroom, 2-bathroom condo comes complete with a spacious living room, full kitchen, breakfast nook, dining area, and a large private balcony! The space As a Tivoli guest, you will have access to all property amenities, such as the year-round pool. Tennis courts, and grilling area. Located within walking distance to Siesta Key’s Village and directly in front of Siesta Beach, this Tivoli is perfect for exploring the local area! Master Bedroom: King Bedroom 2: Full and Twin with Twin Trundle Shared Property Amenities: Outdoor Pool Tennis/Pickleball Court Grilling and Picnic Area Putting Green Common Room Foosball Ping Pong Table Beach Access Other things to note Added Amenities Included in Your Stay: Complimentary Bicycles Rentals, One Complimentary Parking Space, Wifi, Beach Chairs, Beach Towels, Beach Cooler, Partner Property Pool/Hot tub Access, Siesta Key Trolley - Free-Rides Around Siesta Key! *Minimum age requirement from February 1st through April 15th for all Tivoli by the Sea Units is 27 years of age*

Tivoli by the Sea! Beach View Condo! Unit 604

This secluded beachfront property offers panoramic 180-degree views of the beach and the gulf from this newly renovated top floor condo, ideally located an easy 5-minute walk from Siesta Key Village. This spacious 2 bedroom 2 bath is filled with light and stocked with everything you need for an amazing stay at America's best beach. Savor the sunrises and sunsets on the wrap-around porch while you watch dolphins, turtles, and diverse bird life on the quietest most natural part of Siesta Beach.

Beachfront 180-Degree View, Walk to Village!

Welcome to Tivoli by the Sea! Experience the best of Siesta Key with ocean views, stunning sun sets, and direct beach access. This 2-bedroom, 2-bathroom condo comes complete with a spacious living room, full kitchen, breakfast nook, dining area, and a large private balcony! The space As a Tivoli guest, you will have access to all property amenities, such as the year-round pool. Tennis courts, and grilling area. Located within walking distance to Siesta Key’s Village and directly in front of Siesta Beach, this Tivoli is perfect for exploring the local area! Master Bedroom: Queen Bedroom 2: 2 Twins Living Room: Queen Sleeper Sofa Shared Property Amenities: Outdoor Pool Tennis/Pickleball Court Grilling and Picnic Area Putting Green Common Room Foosball Ping Pong Table Beach Access Other things to note Added Amenities Included in Your Stay: Complimentary Bicycles Rentals, One Complimentary Parking Space, Wifi, Beach Chairs, Beach Towels, Beach Cooler, Partner Property Pool/Hot tub Access, Siesta Key Trolley - Free-Rides Around Siesta Key! *Minimum age requirement from February 1st through April 15th for all Tivoli by the Sea Units is 27 years of age*

Tivoli by the Sea! Beach View Condo! Unit 603

Condo #412 Large 2 bedroom with updated open kitchen and spectacular Gulf of America views The space Unit 412 is freshly updated, has a great view of the Gulf of America and offers free private wireless internet service. This Two Bedroom, Two Bath Condo is directly across from famous Siesta Key Beach, always included the world's top ten best beaches. The apartment also offers you easy access to Siesta Village which has numerous restaurants, speciality shops, night life and other attractions. With a queen bed in the master bedroom, two twin beds in the guest room and sleeper sofa in the living room this unit sleeps up to five people. The dining room and full kitchen are convenient for enjoying a night in and the unit is turnkey furnished with all the amenities you need to make your stay fun and relaxing. The screened in lanai is perfect for enjoying your breakfast outside or taking in the incredible sunsets. Come and sink your toes into the powdery, white, sugar sand just steps from your own front door here at La Siesta Condominiums.

Across the street from Siesta Key Beach Condo 412

Brand New Listing! Direct beach front! This unique property is directly on the beach! Walk out to watch the sunset! This property is equipped for your relaxing vacation. No elevators needed to enjoy relaxing beach activities. Very large balcony facing the Gulf of Mexico on Siesta Key. The pool is right next to the unit and has under cover parking. Walk to Siesta Village for shopping and dining. The space This spacious property is right on the beach, easy access. No elevators, simply walk down the steps down to the beach. There is covered parking under the property. Other things to note The unit requires stairs to climb. Parking is under the unit (covered).

A New Listing - Siesta Key Beach Front!

Ditch the crowded resorts and immerse yourself in the vibrant energy of Siesta Key Village! This charming beach escape boasts an unbeatable location – just steps from the world-famous shoreline and the eclectic shops and restaurants of Siesta Key Village. Unwind on the sugar-white sand during the day, then savor fresh seafood and lively entertainment by night, all within a carefree stroll from your doorstep. The space You've found the perfect getaway! This charming, classic home offers a cozy and inviting atmosphere for your stay. Despite not being brand new, it's lovingly maintained and full of character, ensuring a delightful and comfortable experience. This delightful abode caters to family fun and unforgettable memories. Challenge your crew to a hilarious game of Cards Against Humanity, strategize your way to victory in a Jenga tower, or get active with a classic game of cornhole. After a day of adventure, gather around the smart TV for movie night, or unwind with a refreshing beverage on the porch bathed in the warm glow of cafe string lights. We've even got beach chairs ready for you to sink your toes into the sand, along with water bottles to keep you hydrated under the Florida sunshine. This 2-bedroom, 2-bathroom haven comfortably accommodates up to 6 guests, making it ideal for families or groups of friends. Unwind after a day of adventure on the balcony and witness incredible sunset views that will leave you breathless. The best part? The beach is just across the street, inviting you to spend endless hours soaking up the sun and turquoise waters. We've also included high-speed 1000mbps Wi-Fi to keep you connected, a fully furnished kitchen for whipping up culinary creations, and a shared BBQ area perfect for cookouts. The convenient locking system ensures peace of mind. Please note, there is neighborhood construction happening next door between 7 AM and 5 PM. A special thank you to our active military personnel and their families! Enjoy a 10% discount on your stay. Just let us know when booking. Of course, feel free to communicate with us anytime you need – we're here to ensure your Siesta Key getaway is nothing short of exceptional! Ready to create lasting beach memories? Book your stay today and experience the magic of Siesta Key!

Beachside Escape on Siesta Key

Welcome to Tivoli by the Sea! Experience the best of Siesta Key with ocean views, stunning sun sets, and direct beach access. Perfect for an island get-away, this condo features a full kitchen, dining space, private beach-view balcony and a spacious living area! Enjoy year-round resort style amenities such as a heated pool, tennis courts, and grilling area. Perfectly located for exploring the local area, shops, restaurants, and live entertainment! The space Master Bedroom - King Bedroom 2 - 2 Full Living Room, Kitchen, Dining Area, Beach View Balcony Shared Property Amenities: Outdoor Pool Tennis/Pickleball Court Grilling and Picnic Area Putting Green Common Room Foosball Ping Pong Table Beach Access Other things to note - Private Beach Access - Pool on Site - 0.2 Miles to Siesta Key Public Beach. - 0.6 Miles to Siesta Key Village - 2.0 Miles to Crescent Village - Less than 500 Feet 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! Added Amenities Included in Your Stay: - Free Wifi - Beach Chairs, Beach Towels, and Beach Cooler, - Partner Property Pool/Hot tub Access, - Complimentary Bicycles Rentals located at Partner Property, - Management on site 5 days a week with after-hours support!

Tivoli by the Sea! Beach View Condo! Unit 407

Welcome to Tivoli by the Sea! Experience the best of Siesta Key with ocean views, stunning sun sets, and direct beach access. This 2-bedroom, 2-bathroom condo comes complete with a spacious living room, full kitchen, breakfast nook, dining area, and a large private balcony! The space As a Tivoli guest, you will have access to all property amenities, such as the year-round pool. Tennis courts, and grilling area. Located within walking distance to Siesta Key’s Village and directly in front of Siesta Beach, this Tivoli is perfect for exploring the local area! Master Bedroom: King Bedroom 2: 2 Queens Shared Property Amenities: Outdoor Pool Tennis/Pickleball Court Grilling and Picnic Area Putting Green Common Room Foosball Ping Pong Table Beach Access Other things to note Added Amenities Included in Your Stay: Complimentary Bicycles Rentals, One Complimentary Parking Space, Wifi, Beach Chairs, Beach Towels, Beach Cooler, Partner Property Pool/Hot tub Access, Siesta Key Trolley - Free-Rides Around Siesta Key! *Minimum age requirement from February 1st through April 15th for all Tivoli by the Sea Units is 27 years of age*

Tivoli by the Sea! Beach View condos! Unit 201

Welcome to our condo. Unit 503 at Tivoli by the Sea. Experience the best of Siesta Key with stunning gulf views, sunsets, and direct private beach access. You can enjoy the quiet private beach area in front of Tivoli. Or, walk down the beach a few hundred feet to the public beach, Siesta Beach. Trip Advisor's 2025 #1 beach in the US. The space This 2-bedroom, 2-bathroom condo comes complete with walk-in closets, a spacious living room with a 75" TV, full kitchen, breakfast nook, dining area, a desk and a large private balcony! There are coolers, beach bags, beach towels, toys, balls, frisbees and many other beach items in the condo. Beach chairs and carts are kept on the ground floor for your use. We've stocked the condo with many paper and plastic items so that you don't have to buy them. As a Tivoli guest, you will have access to all property amenities, such as the year-round pool, tennis courts and a grilling area. Tivoli is within walking distance of Siesta Village. Tivoli is closer to Siesta Village than most condo complexes on Siesta Key. That combined with our quiet private beach area or the public beach area a few hundred feet down the beach makes Tivoli a great vacation destination. Master Bedroom: King Bedroom 2: 2 Full Shared Property Amenities: Outdoor Pool Tennis/Pickleball Court Grilling and Picnic Area Putting Green Common Room Foosball Ping Pong Table Beach Access Other things to note Added Amenities Included in Your Stay: Complimentary Bicycles Rentals, One Complimentary Parking Space, Wifi, Beach Chairs, Beach Towels, Beach Cooler, Partner Property Pool/Hot tub Access, Siesta Key Trolley - Free-Rides Around Siesta Key! *Minimum age requirement from February 1st through April 15th for all Tivoli by the Sea Units is 27 years of age*

Tivoli by the Sea! Beach View Condo! Unit 503

Welcome to Tivoli by the Sea! Experience the best of Siesta Key with ocean views, stunning sun sets, and direct beach access. This 2-bedroom, 2-bathroom condo comes complete with a spacious living room, full kitchen, breakfast nook, dining area, and a large private balcony! The space As a Tivoli guest, you will have access to all property amenities, such as the year-round pool. Tennis courts, and grilling area. Located within walking distance to Siesta Key’s Village and directly in front of Siesta Beach, this Tivoli is perfect for exploring the local area! Master Bedroom: King Bedroom 2: 2 Fulls Living Room: Sleeper Sofa Shared Property Amenities: Outdoor Pool Tennis/Pickleball Court Grilling and Picnic Area Putting Green Common Room Foosball Ping Pong Table Beach Access Other things to note Added Amenities Included in Your Stay: Complimentary Bicycles Rentals, One Complimentary Parking Space, Wifi, Beach Chairs, Beach Towels, Beach Cooler, Partner Property Pool/Hot tub Access, Siesta Key Trolley - Free-Rides Around Siesta Key! *Minimum age requirement from February 1st through April 15th for all Tivoli by the Sea Units is 27 years of age*

Tivoli by the Sea! Beach View Condo! Unit 204

Welcome to Tivoli by the Sea! Experience the best of Siesta Key with ocean views, stunning sun sets, and direct beach access. This 2-bedroom, 2-bathroom condo comes complete with a spacious living room, full kitchen, breakfast nook, dining area, and a large private balcony! The space As a Tivoli guest, you will have access to all property amenities, such as the year-round pool. Tennis courts, and grilling area. Located within walking distance to Siesta Key’s Village and directly in front of Siesta Beach, this Tivoli is perfect for exploring the local area! Master Bedroom: King Bedroom 2: Full and Full with Twin Trundle Shared Property Amenities: Outdoor Pool Tennis/Pickleball Court Grilling and Picnic Area Putting Green Common Room Foosball Ping Pong Table Beach Access Other things to note Added Amenities Included in Your Stay: Complimentary Bicycles Rentals, One Complimentary Parking Space, Wifi, Beach Chairs, Beach Towels, Beach Cooler, Partner Property Pool/Hot tub Access, Siesta Key Trolley - Free-Rides Around Siesta Key! *Minimum age requirement from February 1st through April 15th for all Tivoli by the Sea Units is 27 years of age*

Tivoli by the Sea! Beach View Condo! Unit 307

Live the Siesta Key Dream- luxury comforts just steps from the #1 beach in the USA! Amazing view from the Penthouse apartment! Enjoy TV's in every room, fast wifi, Aveda toiletries, bidets, and resort perks-pool, 3 grills, and 2 outdoor tv's. Walk to dining & shops, relax in style and comfort.

Siesta Key Luxury Penthouse, walk to Beach&Village

Welcome to Tivoli by the Sea! Experience the best of Siesta Key with ocean views, stunning sun sets, and direct beach access. This 2-bedroom, 2-bathroom condo comes complete with a spacious living room, full kitchen, breakfast nook, dining area, and a large private balcony! The space As a Tivoli guest, you will have access to all property amenities, such as the year-round pool. Tennis courts, and grilling area. Located within walking distance to Siesta Key’s Village and directly in front of Siesta Beach, this Tivoli is perfect for exploring the local area! Master Bedroom: King Bedroom 2: 2 Full Shared Property Amenities: Outdoor Pool Tennis/Pickleball Court Grilling and Picnic Area Putting Green Common Room Foosball Ping Pong Table Beach Access Other things to note Added Amenities Included in Your Stay: Complimentary Bicycles Rentals, One Complimentary Parking Space, Wifi, Beach Chairs, Beach Towels, Beach Cooler, Partner Property Pool/Hot tub Access, Siesta Key Trolley - Free-Rides Around Siesta Key! *Minimum age requirement from February 1st through April 15th for all Tivoli by the Sea Units is 27 years of age*

Tivoli by the Sea! Beach View Condo! Unit 502

Tivoli by the Sea! Beach View Condo! Unit 601

A sunny Siesta Key adventure is made even better for those who book a stay in beautiful Beach Road. This welcoming 2-bed, 2-bath home away from home offers up enough space to accommodate 6 guests at a time making it an ideal property for a group of friends or a family getaway. Beach Road enjoys a prime location directly across the street from Siesta Key Beach and is only mere blocks from exciting stops like Siesta Key Village. The space Exterior Features to Enjoy  Those who book a stay in Beach Road are in for an experience they won’t soon forget. In this property, you never have to go far to find the fun or the views you’ve been craving. Simply step outside when you’re hoping to catch some rays, make the most of stargazing, or pick out your perfect spot for later on the sandy shorelines of Siesta Key Beach!   Interior Amenities  Beach Road is a spacious and well-designed home away from home that showcases an open concept floor plan paired with large windows throughout. The main living space in this rental enjoys a plush sofa and armchair settled around a convenient coffee table and a large flat-screen television. The living room opens up seamlessly to the dining room and kitchen, making for easy transitions from socializing to enjoying a meal during a stay. The table in the dining space is fit for 4 guests while the kitchen features everything from stainless steel appliances and spacious counters to sleek white cabinetry and a decorative stone backsplash to bring it all together.  When it’s time to rest up after a day of Siesta Key fun, each of the two bedrooms in Beach Road is an inviting place to get a good night’s sleep. The master suite enjoys a king bed and ensuite bath complete with vanity and a stall shower. The second bedroom host a queen bedroom set and its very own ensuite bath as well! For extra guests a comfortable queen Murphy bed is located in the front living area of the unit.  Book Your Getaway Today  When a Siesta Key adventure is calling, the team at Rent Siesta Key has the accommodations you need to make it a memorable getaway. Reach out today to learn more about our many property options in the area or to book your stay in Beach Road the next time you’re in town.  Parking: Space is available for two cars Guest access Guests can access check-in instructions through the airbnb app prior to arrival.

Beachside getaway, steps to the main beach

The Siesta Village Beach House is a private 2 bedroom 1 bath apartment in large house with private pool and hot tub. Only a short walk to Siesta Village and beach. . King bed in master and queen bed in second bedroom. All high end appliances, large screen 70" 4K television in living room, and television in each bedroom. Bathroom is accessible by hall and master bedroom. Washer/dryer in hall closet. The space The Siesta Village Beach House is a PRIVATE 2 bedroom 1 bath APARTMENT in a large house with an extra outdoor shower (enclosed with a fence) and private room with toilet and sink (the outside bathroom is accessible by the pool adjacent to the outdoor shower). The apartment is the main portion of the house where I used to live, and the other portion of house is rented to annual tenants who have NO access to the pool or hot tub. Private parking in front of house easily fits 2 cars/SUVs. Annual tenants have their own parking on the side of the house. The annual tenant's units are on the side and back of house. The bedrooms and bathrooms do not share any walls with the tenant's units. Couch in living room can be used to sleep an additional person. King bed in master and queen bed in second bedroom. All high end appliances, large screen 70" 4K television in living room, television in each bedroom, private large lap pool with jacuzzi (heated salt water), out door shower and bathroom by the pool and laundry facilities. Just a short walk to Siesta Key Village and beach. Beach access 2 is a short 1/2 mile walk that takes you through Siesta Village to the beach. A beach cart, umbrellas and floats are available for renters to use. 2 older bikes are also available for use. Lounge chairs surround the private pool (POOL IS NOT SHARED). Large walk in shower with various shower heads in house with access from master bedroom and hallway. Hard wood floors in main living area. Italian porcelain in bathroom. The property has security cameras in the pool area and front entrance. There are absolutely no cameras in the house. Owner purchased home in 1998 and did major renovations in 2011 adding the pool and hot tub. Owner lived in home until 2015 when it was listed as a vacation rental. The owner lives next door to the property, and is available to accommodate guests should any issues arise. It is advisable to get trip insurance to protect against financial loss within the no cancelation period, especially during hurricane season. Guest access By code Other things to note The house features a king bed in master and queen bed in second bedroom. All high end appliances, large screen 70" 4K television in living room, television in each bedroom, private large lap pool with jacuzzi (heated salt water), out door shower and bathroom by the pool and laundry facilities. Just a short walk to Siesta Key Village and beach. Beach access 2 is a short 1/2 mile walk that takes you through Siesta Village to the beach. A beach cart, umbrellas and floats are available for renters to use. 2 older bikes are also available for use. Lounge chairs surround the private pool (POOL IS NOT SHARED). Large walk in shower with various shower heads in house with access from master bedroom and hallway. Hard wood floors in main living area. Italian porcelain in bathroom.

Walk to Beach and Village, Large Pool with Hot Tub

Indulge in a beach retreat at our 2-bed, 2-bath condo, just 1 minute walking to Siesta Beach. Enjoy partial ocean view from relax room and the convenience of crossing the street for white sands, tennis/pickleball court and playground. Less than a mile from Siesta village with dining, bars, and shopping. Newly renovated in 2024 with modern decor and new furniture, it features a well-equipped kitchen and foosball table, plus BBQ grill and washer/dryer on site. Your perfect beach escape awaits! The space This condo spans approximately 1000 square feet. Upon entry, find a spacious area with a dining table for six, a living room, and a relax room with a foosball table. To the right is a vibrantly decorated bedroom featuring a queen-size bed and a convenient pull-out trundle with a full-size mattress. Opposite is a newly renovated bathroom with a walk-in shower. The master bedroom boasts a king-size bed, a walk-in closet, and an ensuite bathroom with a bathtub. External storage, at the right corner of our condo, holds beach chairs and toys for your beach excursions. The BBQ grill, situated in the common area, is available for your use. Each floor has a laundry room next to an elevator (coin operated). Cross the street to reach Siesta Key beach. Head left for the playground, pickleball, and tennis court. A 5-minute drive takes you to downtown Siesta Key, offering excellent restaurants, bars, and shopping. Guest access Guests have full access to the entire house, including the external storage situated on the right corner outside of the condo. Other things to note Guests must be 25 and older to book the house. We allow up to 2 extra guests with extra fee of $50/person/night. No more than 8 people can occupied the house. Please no smoking inside the house. $250 fee will be charged for smoking inside. Early check in/check out is base on availability. Please contact us to inquire about that. We have exterior cameras at the front door for security and insurance purposes.

Siesta Oceanview Retreat-1 min walking to beach

Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views. The space This condo is perfect for families. King size bed in the master bedroom and a queen over queen bunk bed, with stairs, in the guest bedroom. Guest access Crescent Royale amenities include heated outdoor swimming pool with patio and lounging areas right outside condo entrance, and state of the art fitness room. Game room with pool table, lending book library. Private car port with dedicated parking space right at condo entrance. Elevator. Shuffleboard. Tennis courts and playground minutes from complex. Other things to note Beach towels, chairs, toys and a cooler are provided.


Toes In The Sand \| Private Pool, Walk to Beach!	$541,355	$1,497	67%	2	3	6	2	1	$2,952	✅	❌	✅	Yes / Yes	❌	⭐️ 4.93 (30)	Profile
In Siesta Village, Heated Pool, Walk to Beach	$177,521	$530	80%	2	3	6	2	3	$250	✅	❌	✅	Yes / Yes	❌	⭐️ 4.9 (31)	Profile
Plumbago \| Just Steps From Siesta Key Village!	$140,982	$1,482	33%	2	3	6	2	1	$956	❌	❌	❌	Yes / Yes	❌	⭐️ 5 (4)	Profile
Oasis at Beach Villa in the heart of Siesta Key	$134,941	$445	82%	2	3	6	2	4	$67	✅	✅	❌	Yes / Yes	❌	⭐️ 4.92 (13)	Profile
Beachside getaway, steps to the main beach	$125,065	$376	80%	2	3	6	2	3	$160	❌	❌	❌	Yes / Yes	❌	⭐️ 4.63 (82)	Profile

4532 Ocean Blvd Sarasota, Florida

$96,914

Annual Revenue

Investment Value Over Time