Vacation Rentals
Siesta Key Vacation Rentals
Tropical Sands Accommodations offers a premium selection of Siesta Key beach vacation rentals for weekly, monthly, or even shorter stays. Browse our full availability below!
414 properties available
Enjoy being on the ground floor with the ability to walk out your lanai screen door into the plush beautiful court yard and be right by the large swimming pool. This unit is waiting for you to occupy. It has 2 bedrooms/2 baths, utility room with washer/dryer, beach chairs and all you would need to have an enjoyable vacation. Enjoy a leisure short w
Welcome to Gulf and Bay Club! Enjoy being on the ground floor of the " In-Demad" E building with direct beach access ! This condo affords you the ability to walk out your lanai door and be on the beautiful Siesta Beach within steps ! Our luxurious main Olympic size swimming pool is also conveniently located in " your back yard. " This unit is waiti
Midnight Cove II – Unit 943 - Come Stay with Me!!1100 Cove II Place 943 Siesta Key FL 34242Welcome to Midnight Cove II 943C!This delightful 2-bedroom, 2-bathroom condo is perfectly situated in the heart of Crescent Beach, surrounded by a vibrant community filled with shopping, dining, art, and culture. The primary bedroom features a luxurious king
Jamaica Royale T21 by Tropical Sands AccommodationsWelcome to Jamaica Royale T21, a beautiful Gulf front two-bedroom, two-bath vacation condo located in Tower I at the beachfront Jamaica Royale resort on Siesta Key. This front facing tower unit offers panoramic views of the Gulf of Mexico, allowing guests to enjoy breathtaking sunsets and warm coas
Midnight Cove II – Unit 211 - The view from here1800 Cove II Place #211, Siesta Key FL 34242 -This spectacular bayside condominium complex offers an unbeatable location on Siesta Key, complete with private beach access to the world-famous Crescent Beach, known for its sugar-fine, quartz-white sand. This charming 2-bedroom, 2-bathroom first-floor un
Our House at the Beach C-113 by Tropical Sands AccommodationsWelcome to Our House at the Beach C-113, a beautifully remodeled luxury condominium in the highly sought after Our House at the Beach community on Siesta Key. Completely refreshed with brand new furnishings, appliances, bathrooms, flooring, and modern coastal touches throughout, this two-
Jamaica Royale 304 by Tropical Sands Accommodations Welcome to Jamaica Royale 304, your perfect slice of Siesta! This beautiful 2-bedroom, 2-bathroom condo is an ideal retreat for families looking for a beach getaway. Located just steps from Siesta Key’s renowned beaches and a short distance from local attractions, this unit embodies the comforts o
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
Midnight Cove II – Unit 221 Serene Bayfront Rental!1800 Cove II Place 221, Siesta Key FL 34242Experience the perfect getaway at Midnight Cove II 221 D with this charming 3-bedroom, 2.5-bath townhouse. This stunning bayside condominium complex features a walkway to Crescent Beach Public Access 12 on Siesta Key Beach, known for its world-renowned p
Jamaica Royale 702 by Tropical Sands Accommodations Welcome to Jamaica Royale 702 — a true beach paradise! This 2-bedroom, 2-bathroom condo offers stunning, expansive views of the beach and Gulf of Mexico from a private balcony and comfortable lanai — as well as from almost every room in this well-appointed home-away-from-home. Ideal for families,
Midnight Cove II – Unit 611 - Perfect Poolside Pad!1400 Cove II Place 611 Siesta Key FL 34242Escape the northern chill and experience the ultimate Florida retreat at Midnight Cove II 611F! This 1st-floor condo is perfectly situated in the heart of Crescent Beach on Siesta Key, America’s #1 beach destination. Enjoy easy access with no stairs—just 60
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
