Siesta Key Vacation Rentals with Pool Access
Enjoy the best of Siesta Key with vacation rentals that offer access to a refreshing community pool. Spend your days swimming, lounging in the Florida sunshine, or cooling off after a beach adventure. Whether you're planning a family getaway or a relaxing escape, these Siesta Key vacation rentals offer a convenient way to enjoy poolside fun while staying close to the island’s beautiful beaches, local restaurants, and attractions.
76 properties available
Step into tranquility at this charming 1-bedroom cottage, nestled in the heart of Siesta Key. Just a short walk from the famous powder-soft sands of Siesta Beach, this home offers the perfect blend of convenience and relaxation. Complete with a private kitchen, living room, and an onsite shared pool and hot tub, this cottage is perfect for winding
Step into tranquility at this charming 1-bedroom cottage, nestled in the heart of Siesta Key. Just a short walk from the famous powder-soft sands of Siesta Beach, this home offers the perfect blend of convenience and relaxation. Featuring a king size bed, private kitchen, living room, and an onsite shared pool and hot tub, this cottage is perfect f
Welcome to the enchanting Crystal Sands - Sea La Vie, your perfect beach side retreat in the heart of Siesta Key. This charming two-bedroom villa offers a cozy and inviting space for up to 5 guests and features a full kitchen and spacious living room accompanied by a cozy nook. Guests enjoy access to two heated pools, and a private beach area. Expe
This must-see home on Siesta Key offers a much sought after modern and contemporary design. With plenty of space for the entire family. This unit, located on the 2nd floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 10 guests. Complete with a full kitchen, living, and dining space, make this place your home away from home and
This must-see home on Siesta Key offers a much sought after modern and contemporary design. With plenty of space for the entire family. This unit, located on the 1nd floor above the garage, has 3 bedroom, 2/5 bathrooms and can sleep up to 10 guests. Complete with a full kitchen, living, and dining space, make this place your home away from home and
Beach that offers the whitest and softest sand in the World that is always cool to the touch. Relaxing and making your memories is all that’s required but located just minutes is down town’s rich art and cultural community. In the village of Siesta, you’ll be welcomed to enjoy a cool beverage under the palm trees while listening to live music, take
This luxury 2 Bed, 2.5 Bath townhouse comfortably sleeping up to 4 guests! Complete with a beautiful kitchen, and dining area, a large laundry room, and plenty of space to relax by the pool on your island vacation! Just one block from our world-famous, beautiful Siesta Beach, this home is in the best location for a relaxing get-away. Enjoy beautifu
Browse Bianco Sands Siesta Key vacation rentals for a dreamy Gulf Coast getaway! Bianco Sands features 9 casitas (villas), ranging from 1 to 3 bedrooms, each with a full kitchen, a spacious living room, and dining space. These Siesta Key rentals are perfect for small groups or large groups who want to spend their vacation together, but be able
Walk out your door to enjoy all the Siesta Key white sands have to offer. Enjoy vaulted beamed ceilings throughout, and a fully equipped kitchen conveniently, open to the dining nook and living room areas. Casa Mar's community amenities include 2 sparkling swimming pools, a tennis/pickleball court, beach volleyball, 4 picnic areas with gas BBQs, an
Walk out your door to enjoy all the Siesta Key white sands have to offer. Enjoy vaulted beamed ceilings throughout, and a fully equipped kitchen conveniently, open to the dining nook and living room areas. Casa Mar's community amenities include 2 sparkling swimming pools, a tennis/pickleball court, beach volleyball, 4 picnic areas with gas BBQs, an
Beautiful 2bed/2bath condo at Crescent Arms sleeps up to 6. Located on the 3rd floor of the South Tower, this fully furnished unit offers partial Gulf views, spacious living and dining areas, and a screened lanai accessible from the living room and both bedrooms. Enjoy direct access to Crescent Beach, a heated pool, clubhouse, and easy access to th
Enjoy the island life from this spacious 3-bedroom, 2-bath Siesta Key condo. Featuring an open floor plan and a private balcony, this inviting retreat is perfect for relaxing and taking in the tropical scenery. Guests also have access to a fitness room, outdoor pools, and beach access. Located near Siesta Key’s beautiful beaches, shops, restaurants
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