Weekly Stays
217 properties available
Welcome to Midnight Cove II 810F! Thank you for considering us for your next vacation. Our community in Crescent Beach on Siesta Key is bursting with shopping, dining, art, and culture, making it the perfect destination for your getaway. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, allowing you to explore without worrying about park
Jamaica Royale 301 by Tropical Sands Accommodations Welcome to Jamaica Royale 301, a beautiful beachfront condo with 2 bedrooms and 2 bathrooms, perfect for families or couples seeking a relaxing getaway. Located in gorgeous Siesta Key, this third-floor unit boasts panoramic Gulf of Mexico views. Enjoy easy access to nearby attractions like Siesta
Midnight Cove II – Unit 822- Bayside Classic1200 Cove II Place 822 Siesta Key FL 34242Welcome to Midnight Cove II 822F! Crescent Beach and our charming community are overflowing with shopping, dining, art, and culture. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, so you can explore without the hassle of finding parking. Take a leisu
Jamaica Royale 010 by Tropical Sands AccommodationsWelcome to Jamaica Royale 010, a beautifully renovated two-bedroom, two-bath poolfront villa offering true beachside bliss on Siesta Key. This ground floor retreat combines modern coastal design with unbeatable proximity to both the pool and the powdery white sands of Siesta Key Beach. Thoughtfully
Jamaica Royale – Unit T64 by Tropical Sands AccommodationsWelcome to Jamaica Royale – Unit T64, a bright and airy two-bedroom, two-bathroom beachfront penthouse located on world-renowned Siesta Key Beach. This stunning condo offers panoramic Gulf views, updated interiors, and an open layout perfect for families and couples seeking a relaxing island
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
Discover the beauty of this 1st floor Midnight Cove II 214F unit, featuring 2 bedrooms and 2 bathrooms with stunning views of the canal and lush tropical landscaping. Located just minutes from the world-famous Crescent Beach, this inviting condo is ideal for families or couples seeking a relaxing getaway.Here at Midnight Cove II, we pride ourselves
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
Midnight Cove II – Unit 833- Bayside Marina View1200 Cove II Place 833 Siesta Key FL 34242Welcome to Midnight Cove II 833! Our charming beach community in Crescent Beach on Siesta Key is filled with delightful shopping, dining, art, and cultural experiences. With the convenient and complimentary Siesta Key Breeze Trolley, you can explore the villag
Midnight Cove II – Unit 733- Bayside Drea1300 Cove II Place 733 Siesta Key FL 34242Welcome to Your Private Oasis at Midnight Cove II 733F! This beautifully remodeled third-floor bayside condo offers exceptional privacy and a serene escape, featuring unobstructed views of the stunning lagoon and our family-friendly heated pool. Enjoy the beautiful l
Jamaica Royale 052 by Tropical Sands AccommodationsWelcome to Jamaica Royale 052, a casually elegant one-bedroom, one-bath villa fully remodeled in 2025 and ideally located just a short walk from the powdery white sands of Siesta Key Beach. Nestled within the beautifully landscaped Jamaica Royale community, this ground floor retreat offers modern u
Gulf Holiday Unit 11 by Tropical Sands Accommodations Welcome to Gulf Holiday Unit 11, a newly renovated 1 bedroom, 1 bath second floor condo ideal for a romantic and friendly Siesta Key getaway. Just a 2-minute walk to Siesta Beach and steps from Siesta Key Village’s restaurants, shops, and nightlife, this charming retreat blends cozy comfort with
