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411 properties available
Harbor Towers 125 by Tropical Sands AccommodationsWelcome to Harbor Towers 125, a spacious two-bedroom, two-bath Siesta Key vacation rental located in the gated Harbor Towers Yacht and Racquet Club on Midnight Pass Road. Perfect for extended island getaways with a 13-night minimum stay, this inviting condo offers a bright open layout, private outdo
Jamaica Royale 097 by Tropical Sands AccommodationsWelcome to Jamaica Royale 097, a beautifully renovated two-bedroom, two-bath garden villa located at the popular beachfront Jamaica Royale community on Siesta Key. Recently refreshed in June 2025, this bright and modern condo features updated interiors, stylish coastal decor, and comfortable living
Enjoy being on the ground floor with the ability to walk out your lanai screen door into the plush beautiful court yard and be right by the large swimming pool. This unit is waiting for you to occupy. It has 2 bedrooms/2 baths, utility room with washer/dryer, beach chairs and all you would need to have an enjoyable vacation. Enjoy a leisure short w
Siesta Breeze by Tropical Sands AccommodationsWelcome to Siesta Breeze, a newly updated beachfront condo at Jamaica Royale on world-famous Siesta Key Beach. This two-bedroom, two-bath vacation home offers stunning Gulf views, direct beach access, and the ultimate setting for a peaceful island escape. Whether you’re planning a family getaway or a ro
Sunset Royale – 212 by Tropical Sands Accommodations 711 Beach Rd, Unit 212, Siesta Key, FL 34242 Experience the ultimate Florida coastal lifestyle at Sunset Royale 212, a bright and breezy two-bedroom, two-bathroom condo located directly across from the world famous Siesta Key Beach. This beachfront-access vacation rental is just steps from the
Siesta Beach House #102 by Tropical Sands Accommodations Siesta Beach House #102 by Tropical Sands Accommodations is a ground-level, one bedroom, one bath beach condo offering private beach access just a 2-minute walk away. Perfect for couples or small families, this budget friendly Siesta Key vacation rental delivers comfort, convenience, and isl
Welcome to Midnight Cove II 414F! This beautiful and comfortable 2-bedroom, 1.5-bathroom ground floor condo is the perfect escape for families or friends looking to unwind in Crescent Beach on Siesta Key. Enjoy convenient private deeded beach access to the acclaimed Crescent Beach, famous for its soft white quartz sand, just steps from your door. L
Harbor Towers Unit 528 by Tropical Sands AccommodationsHarbor Towers Unit 528 is a luxuriously appointed three-bedroom, three-bath condominium with an additional den, offering generous space, refined finishes, and Gulf views within the Harbor Towers Yacht and Racquet Club. Designed to comfortably accommodate families or groups of friends, this expa
Amazing beach views and newly remolded 2 bedroom 2 bath condo! Just across the street from the acclaimed #1 Beach in the US. Th This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer, and all the comforts of home. Beautiful large balconies off of both the living room and dining room. Linens and beach towels
Always Siesta Time by Tropical Sands Accommodations 5333 Siesta Court, Siesta Key, FL 34242 Welcome to Always Siesta Time, a newly renovated 3-bedroom, 2-bath Siesta Key home located just 1 mile from Siesta Key Beach and 2 miles from Siesta Key Village. This ground level retreat features a screened in heated pool, a large fenced backyard, and dog f
Welcome to Midnight Cove II 714F! Located in the heart of Crescent Beach on Siesta Key, our community is alive with shopping, dining, art, and culture. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, which eliminates the hassle of parking while you explore. Stroll to our dedicated beach access and treat yourself to the famous sand-in-y
Experience the charm of Midnight Cove II with this inviting 2-bedroom, 2-bathroom condo nestled near the beautiful shores of Crescent Beach on Siesta Key. This delightful bayside property features private beach access to the world-renowned Siesta Key Beach, famous for its sugar-fine quartz sand and breathtaking sunsets. Perfect for families or frie
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