Siesta Key
500 properties available
Midnight Cove II 312F is a serene 1st-floor Midnight Cove II unit that boasts 2 bedrooms and 1.5 baths, ideal for families or couples seeking a tranquil getaway. This sunny and meticulously maintained space features stunning views of the canal and lush landscaping, perfect for enjoying mornings in its newly remodeled kitchen. The comfy indoor livin
Siesta Beach House #205 – Tropical Sands Accommodations Enjoy relaxed coastal living just steps from the soft white sands of Siesta Key Beach at Siesta Beach House #205, a bright and beautifully updated 2-bedroom, 2-bathroom condo that comfortably sleeps up to six guests. This inviting Siesta Key vacation rental is ideal for families and couples se
Harbor Towers Unit 304 by Tropical Sands AccommodationsHarbor Towers Unit 304 is a welcoming two-bedroom, two-bath condo located in the gated waterfront Harbor Towers community on Midnight Pass Road in Siesta Key. Recently refreshed and thoughtfully furnished, this condo is ideal for couples, friends, or small families planning a relaxing extended
Coastal Living at it’s best! Beautifully decorated condo was fully renovated in 2021 and features 2 bedrooms, 2 baths with 1445 square feet of living space. This 2nd floor unit has beautiful views of the gulf, as well as the lakes and beautiful manicured grounds. Crown moldings, recessed lighting, plantation shutters and custom cabinetry throughout
Jamaica Royale Unit 603 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 603, a beautifully appointed two-bedroom, two-bathroom Gulf view condo located on the sixth floor of the sought after Jamaica Royale community on Siesta Key. With rare expansive balconies, gorgeous water views from multiple rooms, and thoughtfully updated spaces,
Gulf and Bay Club Unit B410 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit B410, a 2-bedroom, 2-bathroom coastal retreat located in the heart of Siesta Key, FL, just steps from the world-famous Siesta Beach. Nestled within the sought-after Gulf and Bay Club community, this 28-night minimum rental is perfect for snowbirds, extende
Jamaica Royale Unit 061 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 061, a newly refreshed one-bedroom retreat featuring two queen beds, a queen sleeper sofa, and stylish upgrades completed in June 2025. Located in the peaceful garden and pool area of the Jamaica Royale community, this spacious ground level condo offers a bright,
Harbor Towers Unit 525 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 525, a spacious two-bedroom, two-bathroom condo in one of Siesta Key’s most desirable gated waterfront communities. Ideal for extended stays with a 13-night minimum requirement, this inviting retreat offers tropical garden views, comfortable living spaces, and acce
Aloft on Canal by Siesta Key Luxury Rental Properties Welcome to Aloft on Canal, an upscale eight bedroom, six and a half bath Siesta Key luxury rental designed for effortless coastal living and memorable group getaways. Located just a four-minute walk to Siesta Key Beach and directly across from the canal with dock access, this refined beach house
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
Midnight Cove II Unit 220D fis ready for your upcoming getaway! This stunning three-bedroom condo offers the perfect blend of relaxation and adventure, located in the heart of Crescent Beach on Siesta Key, where the local community thrives with exceptional shopping, dining, art, and culture. Enjoy the convenience of the FREE Siesta Key Breeze Troll
Highlights • Private beach access • Screened-in balcony • Washer and dryer • Community pool • Two Tennis Courts Our House at the Beach W-203 by Tropical Sands Accommodations 1001 Beach Rd, Unit W-203 Siesta Key, Florida Welcome to Our House at the Beach W-203! This charming two-bedroom, two-bath condo offers all the comforts of home. Inside, you'll
Highlights • Private beach access • Screened-in balcony • Washer and dryer • Community pool • Two Tennis Courts Our House at the Beach W-203 by Tropical Sands Accommodations 1001 Beach Rd, Unit W-203 Siesta Key, Florida Welcome to Our House at the Beach W-203! This charming two-bedroom, two-bath condo offers all the comforts of home. Inside, you'll
Highlights • Private beach access • Screened-in balcony • Washer and dryer • Community pool • Two Tennis Courts Our House at the Beach W-203 by Tropical Sands Accommodations 1001 Beach Rd, Unit W-203 Siesta Key, Florida Welcome to Our House at the Beach W-203! This charming two-bedroom, two-bath condo offers all the comforts of home. Inside, you'll
Highlights • Private beach access • Screened-in balcony • Washer and dryer • Community pool • Two Tennis Courts Our House at the Beach W-203 by Tropical Sands Accommodations 1001 Beach Rd, Unit W-203 Siesta Key, Florida Welcome to Our House at the Beach W-203! This charming two-bedroom, two-bath condo offers all the comforts of home. Inside, you'll
Highlights • Private beach access • Screened-in balcony • Washer and dryer • Community pool • Two Tennis Courts Our House at the Beach W-203 by Tropical Sands Accommodations 1001 Beach Rd, Unit W-203 Siesta Key, Florida Welcome to Our House at the Beach W-203! This charming two-bedroom, two-bath condo offers all the comforts of home. Inside, you'll
Highlights • Private beach access • Screened-in balcony • Washer and dryer • Community pool • Two Tennis Courts Our House at the Beach W-203 by Tropical Sands Accommodations 1001 Beach Rd, Unit W-203 Siesta Key, Florida Welcome to Our House at the Beach W-203! This charming two-bedroom, two-bath condo offers all the comforts of home. Inside, you'll
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