Beachfront Rentals


Properties Available 198 properties available
Jamaica Royale 064 by Tropical Sands AccommodationsWelcome to Jamaica Royale 064, a beautifully updated one-bedroom, one-bath garden view villa located in the desirable Jamaica Royale community on Siesta Key. This inviting coastal retreat combines stylish modern updates with a comfortable open layout, all just a short stroll from the powdery white
Jamaica Royale 064
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (2)
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
Gulf and Bay Club- A609
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Jamaica Royale 076 by Tropical Sands AccommodationsWelcome to Jamaica Royale 076, a newly renovated two-bedroom, two-bath garden villa located just steps from Siesta Key Beach, consistently ranked the #1 beach in the USA. Nestled beside Pool #2 within the beautifully landscaped Jamaica Royale complex, this modern coastal retreat features a complete
Jamaica Royale 076
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Jamaica Royale 504 by Tropical Sands AccommodationsWelcome to Jamaica Royale 504, a beautifully updated two-bedroom, two-bathroom beachfront vacation rental in Siesta Key that's perfect for families and friends seeking a relaxing Gulf Coast escape. Perched on the fifth floor of the desirable Jamaica Royale community, this spacious condo offers brea
Jamaica Royale 504
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (7)
Jamaica Royale Unit 502 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 502, a stunning two-bedroom, two-bathroom beachfront condo offering extraordinary Gulf views and luxurious designer updates. Perfectly positioned on Siesta Beach, this beautifully remodeled residence features a private terrace, upgraded interiors, and thoughtful
Jamaica Royale 502
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
Gulf and Bay Club Unit B410 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit B410, a 2-bedroom, 2-bathroom coastal retreat located in the heart of Siesta Key, FL, just steps from the world-famous Siesta Beach. Nestled within the sought-after Gulf and Bay Club community, this 28-night minimum rental is perfect for snowbirds, extende
Gulf and Bay Club- B410
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Jamaica Royale 093 by Tropical Sands AccommodationsWelcome to Jamaica Royale 093, a beautifully remodeled two-bedroom, two-bath garden view villa located in the lushly landscaped Jamaica Royale community on Siesta Key. This updated retreat features a bright, open layout, modern finishes, and a spacious design perfect for families or groups. Just a
Jamaica Royale 093
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4 (1)
Excelsior - 101 by Tropical Sands Accommodations Experience breathtaking Gulf sunsets at Excelsior – 101! This stunning Gulf front condo offers two-bedrooms, two-baths and is located directly on Crescent Beach. With a private back entrance and walk-out patio, this unit offers seamless access to the pool area and Gulf beaches, making it an ideal re
Excelsior - 101
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Jamaica Royale – Unit 048 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 048, a newly renovated ground-floor villa just steps from the quietest pool in the community. This upscale one-bedroom retreat blends modern upgrades with the relaxed charm of Siesta Key, offering the perfect balance of comfort and convenience. From the private
Jamaica Royale 048
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.5 (2)
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
Jamaica Royale 014
Siesta Key
Bathrooms 1 baths
Guests 2 guests
Rating 4 (1)
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
Gulf and Bay Club- F503
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Jamaica Royale T24 by Tropical Sands AccommodationsWelcome to Jamaica Royale T24, a bright and inviting two-bedroom, two-bathroom condo just steps from the white sands of Siesta Key Beach. Ideal for families or friends traveling together, this Siesta Key retreat features a king primary bedroom, a guest bedroom with two full beds, a private balcony,
Jamaica Royale T24
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (3)