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354 properties available
Harbor Towers Unit 601 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 601, a beautifully updated sixth-floor one-bedroom, one-bathroom condo offering sweeping panoramic views in one of Siesta Key’s most desirable gated waterfront communities. Perfect for couples and extended stays with a 13-night minimum requirement, this elevated re
Jamaica Royale 082 by Tropical Sands AccommodationsWelcome to Jamaica Royale 082, a recently renovated two-bedroom, two-bath condo offering a comfortable and stylish retreat just steps from the world famous Siesta Key Beach. Located within the beautifully maintained Jamaica Royale community, this inviting villa features modern updates, spacious liv
Harbor Towers Unit 409 by Tropical Sands AccommodationsHarbor Towers Unit 409 is a renovated two-bedroom, two-bath condominium located on the north side of the building with marina views within the Harbor Towers Yacht and Racquet Club. Designed with privacy in mind, the bedrooms are positioned on opposite sides of the main living space, making this
Midnight Cove II 324D by Tropical Sands Accommodations Welcome to Midnight Cove II 324D, a spacious two story Siesta Key vacation rental near the white quartz sands of Crescent Beach. Featuring three bedrooms, two and a half bathrooms, multiple outdoor spaces. This Doveplum townhouse offers plenty of room for families and groups to unwind. Guests c
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
Harbor Tower unit 105 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 105, a beautifully updated ground-floor two-bedroom, two-bathroom waterfront condo located within the desirable Harbor Towers community on Siesta Key. This residence features a private patio with Intracoastal Waterway views, easy access to community amenities, and t
First floor townhouse, few steps inside and outside, no elevator. Lake house offers a generous bi-level layout that includes separate dining and living rooms spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full-sized appliances, including a dishwasher, microwave and washer and dryer for your convenience. Off
Midnight Cove II – Unit 820- Classy and Comfortable Bayside Condo1200 Cove II Place 820 Siesta Key FL 34242Welcome to Midnight Cove II 820F! We're delighted that you’re considering us for your next beach getaway! Nestled in the heart of Crescent Beach on Siesta Key, our vibrant community is rich with shopping, dining, art, and culture. Take advanta
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
Completed renovated unit as of July 2025! ABSOLUTELY STUNNING UNIT 59! Completely remodeled in 2025! This sun-filled garden unit is steps to world renowned #1 Siesta Key Beach. One of the QUIETEST units at JR with all Hurricane safe windows and doors, including a separate key for the front and rear patio doors. Designer kitchen with stainless steel
Midnight Cove II – Unit 312 - Ready for My Vacation!1700 Cove II Place 312, Siesta Key FL 34242Midnight 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 cozy and well maintained space features stunning views of the canal and lush landscaping
Jamaica Royale 014 by Tropical Sands AccommodationsWelcome to Jamaica Royale 014, a beautifully renovated studio villa located in the desirable garden and poolside area of the Jamaica Royale community on Siesta Key. Updated in 2025 with a fresh coastal design, this thoughtfully upgraded retreat offers modern finishes, a private lanai, and close pro
