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218 properties available
Midnight Cove II – Unit 213 - Wonderful Vacation Rental1800 Cove II Place 213, Siesta Key FL 34242 Welcome to Midnight Cove II 213F! This Siesta Key condo is situated in the heart of Crescent Beach on Siesta Key, where vibrant shopping, dining, art, and culture come together. Enjoy the convenience of the Siesta Key Breeze Trolley, which is free, al
Jamaica Royale PH5 by Tropical Sands AccommodationsWelcome to Jamaica Royale PH5, a beautifully renovated two-story penthouse-style condo located in the desirable garden and Pool #2 area of Jamaica Royale on Siesta Key. This spacious two-bedroom, two-bath retreat offers updated coastal interiors, multiple living levels for added privacy, and easy a
Midnight Cove II – Unit 431 - Bayside 3rd Floor Condo1600 Cove II Place 431 Siesta Key FL 34242Welcome to Midnight Cove II 431! Thank you for considering our charming 3rd-floor condo for your Crescent Beach getaway. This cozy 2-bedroom, 1.5-bathroom unit comfortably sleeps 4 and boasts a lovely balcony view of the canal. You’ll appreciate the short
Midnight Cove II – Unit 612 - Close to the pool!1400 Cove II Place 612 Siesta Key FL 34242Welcome to Midnight Cove II 612! We’re thrilled to have you here and can’t wait for you to experience Crescent Beach on Siesta Key, one of America’s top beach destinations! Our vibrant community is filled with shopping, dining, art, and culture, ensuring there
Jamaica Royale Unit 021 Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 021, a beautifully refreshed one bedroom, one bathroom coastal retreat located in the heart of Siesta Key. Just steps from the world famous powder soft sands of Siesta Beach, this updated garden level condo offers two queen beds, modern conveniences, and easy access
Jamaica Royale Unit 074 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 074, a newly renovated 2-bedroom, 2-bath garden villa located in the sought-after Jamaica Royale community on Siesta Key. Perfectly situated across from Pool #2 and just a short stroll from the award-winning Siesta Beach, this bright ground-level villa offers a s
Jamaica Royale 201 by Tropical Sands Accommodations Welcome to Jamaica Royale 201, a beautiful beachfront condo featuring 2 bedrooms and 2 bathrooms, perfect for young families. With stunning panoramic views of the Gulf of Mexico and the acclaimed #1 beach in the U.S. (2020 rankings), this unit offers an unforgettable coastal experience. Located in
Midnight Cove II – Unit 414 - Look at that lush view!1600 Cove II Place 414 Siesta Key FL 34242Welcome to Midnight Cove II 414F! This beautiful and comfortable 2-bedroom, 1.5-bathroom ground floor condo with a washer and dryer is the perfect escape for families or friends looking to unwind on Crescent Beach on Siesta Key. Enjoy the convenient walkw
Jamaica Royale 605 by Tropical Sands Accommodations Welcome to Jamaica Royale 605, a stylish beachfront condo with breathtaking Gulf views in the gated Jamaica Royale community on Siesta Key. This inviting two-bedroom, two-bath vacation rental offers a perfect blend of comfort and coastal charm, ideal for families and small groups enjoying a 7-nigh
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
Jamaica Royale 803 by Tropical Sands Accommodations Welcome to Jamaica Royale 803, a beautiful beachfront condo in the gated Jamaica Royale community on Siesta Beach. This bright two-bedroom, two-bath retreat offers stunning Gulf views from the private balcony and all the comforts of home for a 7-night minimum stay. Stroll along the private beach p
Jamaica Royale 060 by Tropical Sands AccommodationsWelcome to Jamaica Royale 060, a beautifully renovated one-bedroom, one-bath garden view villa located in the highly sought after Jamaica Royale community on Siesta Key. Nestled along the interior esplanade with lush green surroundings, this refreshed retreat offers a bright coastal design, modern
