Pool Rentals
376 properties available
Gorgeous updated unit with fabulous sunset views of the Gulf right from the lanai. Walk down the stairs and step right out onto beautiful Siesta Key beach. New furnishings and remodeled kitchen. Colorful, beachy decor that will please all. Hardwood floors in the living/dining area with carpeting in the bedrooms. You also have a beautiful view of th
Just across the street from the acclaimed #1 Beach in the US. This beautiful 2 bedroom/2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen including an air fryer, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The f
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
Our House at the Beach C-114 by Tropical Sands AccommodationsWelcome to Our House at the Beach C-114, a comfortable two bedroom, two bathroom townhouse style vacation rental located directly across from the world famous Crescent Beach on Siesta Key. Situated within the well loved Our House at the Beach community, this inviting condo offers a relaxe
Jamaica Royale 081 by Tropical Sands AccommodationsWelcome to Jamaica Royale 081, a newly renovated two-bedroom, two-bath garden-view villa located within the serene Pool #2 area of the Jamaica Royale beachfront complex on Siesta Key. This bright and inviting retreat combines fresh modern updates with coastal charm, offering easy access to the priv
Harbor Towers Unit 721 by Tropical Sands AccommodationsHarbor Towers Unit 721 is a recently refreshed two-bedroom, two-bath condo located within the gated waterfront Harbor Towers community on Midnight Pass Road in Siesta Key. Positioned on a higher floor, this inviting retreat offers a bright, open layout with a private screened lanai and convenie
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
Jamaica Royale T53 by Tropical Sands AccommodationsWelcome to Jamaica Royale T53, a beautifully renovated two-bedroom, two-bath Gulf view condo located in the highly sought after Jamaica Royale community on Siesta Key. Positioned in Tower I on the 5th floor with convenient elevator access, this bright and spacious vacation rental offers stunning be
Jamaica Royale Unit PH2 Tropical Sands AccommodationsWelcome to Jamaica Royale Unit PH2, a beautifully updated two bedroom, two bathroom townhouse located just steps from the world renowned Siesta Beach on Sarasota’s Gulf Coast. Recently refreshed with a coastal modern look, this spacious two story retreat features flexible sleeping arrangements wi
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
Harbor Towers Unit 322 by Tropical Sands AccommodationsHarbor Towers Unit 322 is a welcoming two-bedroom, two-bath condo located within the gated waterfront Harbor Towers community on Midnight Pass Road in Siesta Key. Thoughtfully designed for couples, friends, or small families, this recently refreshed retreat features a bright open layout and a p
Siesta Beach House #207 by Tropical Sands Accommodations Welcome to Siesta Beach House #207, a cozy and budget friendly 2-bedroom, 1.5 bath condo just a 2-minute walk from the white sands of Siesta Key Beach. Set in a relaxed community with private beach access, this comfortable retreat is ideal for families, small groups, and couples looking to en
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