Siesta Key
442 properties available
Midnight Cove II – Unit 514 - Love being close to the pool!1500 Cove II Place 514 Siesta Key FL 34242Welcome to Midnight Cove II 514D! Nestled in Crescent Beach on Siesta Key, our community is bursting with shopping, dining, art, and culture. Enjoy the convenience of the free Siesta Key Breeze Trolley, easing your travels without the hassle of park
Jamaica Royale – Unit T43 by Tropical Sands AccommodationsEscape to the shores of Siesta Key and enjoy a beachfront getaway at Jamaica Royale – Unit T43. This beautifully maintained two-bedroom, two-bath condo features updated kitchen cabinets, bright coastal decor, and relaxing views of the Gulf of Mexico from your private balcony. With a 7-night
Penthouse Paradise by Siesta Key Luxury Rental Properties Penthouse Paradise is a spacious three-bedroom, three-and-a-half-bathroom penthouse condo perched on the 6th floor of a premier building in the heart of Siesta Key. Located just a short walk from the world-renowned white sands of Siesta Key Beach, this upscale residence offers panoramic balc
Harbor Towers Unit 221 by Tropical Sands AccommodationsHarbor Towers Unit 221 is a renovated two-bedroom, two-bath condominium offering a comfortable and polished island retreat within the Harbor Towers Yacht and Racquet Club. With updated interiors, a fully equipped kitchen, and a welcoming layout that sleeps up to five guests, this residence is w
Jamaica Royale T62 by Tropical Sands Accommodations Discover your romantic retreat at Jamaica Royale T62, a unique top-floor unit featuring 2 bedrooms and 2 bathrooms, ideal for couples seeking a memorable beach escape. This exceptional beachfront property offers breathtaking views of Siesta Beach from every room and is just steps away from the sof
Jamaica Royale Unit 033 Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 033, a newly refreshed two bedroom, one bathroom coastal villa located in the lush garden and pool area of the beloved Jamaica Royale community on Siesta Key. Just steps from a sparkling heated pool and a short walk to the world renowned Siesta Beach, this ground le
Jamaica Royale PH5 by Tropical Sands AccommodationsWelcome to Jamaica Royale PH5, a beautifully renovated two-story penthouse-style condo located in the desirable garden and Pool #2 area of Jamaica Royale on Siesta Key. This spacious two-bedroom, two-bath retreat offers updated coastal interiors, multiple living levels for added privacy, and easy a
A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is wait
The Hideaway by Siesta Key Luxury Rental Properties Welcome to The Hideaway, a luxurious private gated retreat featuring four bedrooms and five bathrooms, located less than a 5-minute walk to Siesta Key Beach. This beautifully designed home offers the perfect blend of upscale comfort and relaxed island living, complete with a screened in pool, spac
Dos Casitas Retreat by Siesta Key Luxury Rental PropertiesWelcome to Dos Casitas Retreat, a charming four-bedroom, two-bath duplex tucked along beautiful Siesta Key. Ideal for families or friends traveling together, this coastal hideaway offers the perfect balance of comfort and convenience with two side by side homes. With Casita East and Casita W
Harbor Towers Unit 330 by Tropical Sands AccommodationsHarbor Towers Unit 330 is a comfortable two-bedroom, two-bath condo situated on the much coveted, serene and well landscaped pool side of the complex; with wonderful panoramic sunrises. This condo is located within the gated waterfront Harbor Towers community on Midnight Pass Road in Siesta Key
Jamaica Royale 017 by Tropical Sands AccommodationsWelcome to Jamaica Royale 017, a beautifully updated one-bedroom, one-bath garden view villa located in the desirable Jamaica Royale community on Siesta Key. Just a short walk from the world famous Siesta Key Beach, this comfortable coastal retreat offers modern updates, a spacious layout, and easy
