Vacation Rentals
Siesta Key Vacation Rentals
Tropical Sands Accommodations offers a premium selection of Siesta Key beach vacation rentals for weekly, monthly, or even shorter stays. Browse our full availability below!
416 properties available
Harbor Towers Unit 501 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 501, a beautifully positioned fifth-floor one-bedroom, one-bath condo offering breathtaking water views in one of Siesta Key’s premier gated waterfront communities. Perfect for couples, seasonal guests, and extended stays with a 13-night minimum requirement, this l
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
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
This unit has had a full remodel and is just wonderful. Check out the amazing kitchen! The view out through the courtyard and to the Gulf is breathtaking. The lanai is comfortably set up with table/chairs for dining and a gliding loveseat for enjoying the view. Come and enjoy this unit and you may not want to leave. There is a lot of comfort and ad
Jamaica Royale T63 by Tropical Sands Accommodations Welcome to Jamaica Royale T63, a stunning top-floor condo featuring 2 bedrooms and 2 bathrooms, perfect for families or small groups seeking a memorable beach getaway. Located in the heart of Siesta Key, this beautifully appointed unit offers breathtaking views of the world-famous Siesta Key Beach
Jamaica Royale 069 by Tropical Sands AccommodationsWelcome to Jamaica Royale 069, a beautifully refreshed two-bedroom, two-bath garden view villa located on the stunning shores of Siesta Key. Recently updated with a renovated interior and fresh coastal look as of June 2025, this inviting vacation rental offers a relaxing retreat just moments from t
Midnight Cove II – Unit 220 Count me in on this beauty!1800 Cove II Place 220, Siesta Key FL 34242Midnight Cove II Unit 220D is 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 exceptio
Jamaica Royale 025 by Tropical Sands AccommodationsWelcome to Jamaica Royale 025, a beautifully updated 1-bedroom, 1-bathroom condo located in the heart of Siesta Key. This charming garden-view retreat offers a bright and modern interior, private patio, and easy access to three sparkling community pools and the world-famous quartz sands of Siesta B
Jamaica Royale Penthouse 1 by Tropical Sands AccommodationsWelcome to Jamaica Royale Penthouse 1, the only end-unit penthouse in the Jamaica Royale complex boasting direct Gulf of Mexico views and an expansive two-story layout. This newly renovated one-bedroom, two-bath condo with a bonus room combines space, comfort, and coastal elegance. Perfect
Beautifully updated and furnished property with everything you would expect from a 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 w
Midnight Cove II – Unit 313 - This is the one!1700 Cove II Place 313, Siesta Key FL 34242Unit 313 is a tastefully remodeled 2 bedroom, 1.5 bathroom highly sought after ground floor condo featuring a beautiful kitchen with all new stainless steel appliances. The living room offers a pull out sofa bed for extra space and sleeping arrangements up to
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
