Vacation Rentals
411 properties available
Jamaica Royale 401 by Tropical Sands Accommodations Welcome to Jamaica Royale 401, a beautiful two-bedroom, two-bath beachfront condo perfectly positioned along Siesta Key Beach, one of the most famous stretches of white sand in the world. This spacious fourth-floor retreat offers spectacular Gulf views, private beach access, and resort-style ameni
Jamaica Royale 404 by Tropical Sands Accommodations Welcome to Jamaica Royale 404, a beautiful two-bedroom, two-bath beachfront condo located on the fourth floor of the highly sought-after Jamaica Royale complex on Siesta Key. Featuring modern coastal decor, breathtaking Gulf views, and private beach access, this updated condo offers the perfect bl
Experience coastal living at Our House at the Beach C-111, a beautifully furnished two-bedroom, two-bath condo just steps from the stunning Siesta Key Beach, Florida. This renovated unit received an update in 2024/25 featuring brighter colors, new furnishings, fans and lighting, and all HDTV's. Furnishing updates include all new mattresses with p
Jamaica Royale 801 by Tropical Sands AccommodationsWelcome to Jamaica Royale 801, a top-floor beachfront condo offering breathtaking panoramic views of the Gulf of Mexico. Perfect for couples or small groups, this two-bedroom, two-bath vacation home combines coastal comfort, modern finishes, and the convenience of being just steps from the soft whi
Beautifully updated and furnished property with everything you would expect from a resort on Siesta Key. Enjoy the finest beach in America, visit one on the 3 swimming pools on site, get in a workout at state of the art fitness facility, play a game of tennis or pickleball or just relax in this beautifully appointed condo. This unit is situated on
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
Harbor Towers Unit 303 by Tropical Sands AccommodationsHarbor Towers Unit 303 is a two-bedroom, two-bath condominium offering southern facing views of the pools and landscaped gardens from newly installed windows. Located within the Harbor Towers Yacht and Racquet Club, this inviting residence features comfortable furnishings, thoughtful details, a
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, 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 facilities include a hea
Jamaica Royale Unit 092 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 092, a beautifully renovated two bedroom, two bathroom garden view condo located just steps from world famous Siesta Beach. Updated in June 2025 with fresh interiors and modern conveniences, this ground level retreat offers an effortless beach vacation with a kin
Harbor Towers 628 by Tropical Sands AccommodationsWelcome to Harbor Towers 628, a beautifully appointed three-bedroom, three-bathroom Siesta Key vacation rental located on Midnight Pass Road. Perfect for extended stay guests with a 13-night minimum, this spacious condo offers comfortable coastal living just minutes from world famous Siesta Key Beac
At unit D101 you can walk out the lanai door and just be steps away from a stroll around the grounds, the beach and the "C" pool. So convenient! An end unit makes for a brighter interior as you have the benefit of side windows in the kitchen and living room. Updated decor, flat panel TV's with Wi-Fi. Perfect place for your "R & R"! And not only
Jamaica Royale Unit 107 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 107, a beautifully remodeled two-bedroom, two-bathroom ground floor condo located in the lush, re-landscaped garden area of this beloved Siesta Key community. With a redesigned open concept kitchen, modern updates throughout, and an easy walk to award winning Sie
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