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!
413 properties available
Highlights• Private Beach Access • Multiple shared pools• Tennis, pickleball, Racquetball, basketball, and shuffleboard courts• Fitness Center• Community electric vehicle chargers available Gulf and Bay A708 by Tropical Sands Accommodations Gulf and Bay is a fabulous beachfront condominium complex with private beach access to Siesta Key Beach and i
Harbor Towers Unit 415 by Tropical Sands AccommodationsHarbor Towers Unit 415 is a two-bedroom, two-bath condominium offering marina and Intracoastal Waterway views from every room within the Harbor Towers Yacht and Racquet Club. Ideally located between Siesta Key Village and popular south-end dining and nightlife, this inviting residence combines
A wonderful 3 bedroom, 2 bath corner unit with a direct view overlooking the Gulf of Mexico and America’s #1 rated Siesta Beach. If you’re looking for a beach retreat where you can watch the beautiful sunsets over the Gulf from your lanai and fall asleep to the sound of waves hitting the white sandy beach, you’ll find it here! If you’re loo
A wonderful 2-bedroom/2-bath fully appointed condo nestled into 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 waitin
Jamaica Royale Unit 206 by Tropical Sands AccommodationsWelcome to the updated Jamaica Royale Unit 206, a bright and inviting two bedroom, two bathroom condo with a partially enclosed private balcony overlooking the pool and glimpses of the Gulf. Recently refreshed and designed for comfort, this coastal retreat offers modern convenience, easy acces
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 084 by Tropical Sands AccommodationsWelcome to Jamaica Royale 084, a newly renovated two-bedroom, two-bath condo nestled within the Jamaica Royale beachfront complex on world-famous Siesta Key Beach. This bright and stylish retreat offers the perfect combination of comfort, coastal charm, and convenience with private beach access, re
Jamaica Royale Unit 046 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 046, a completely renovated beautifully 1-bedroom, 1-bathroom condo located in paradise. Situated next to the community grills and just a six-minute walk to the crystal sands of Siesta Key Beach, voted the #1 beach in America.This charming garden-view retreat off
Jamaica Royale Unit 065 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 065, a beautifully updated one-bedroom, one-bath garden villa nestled in the heart of Siesta Key. Perfect for couples or small families, this bright and beachy retreat offers easy access to the community’s three heated pools and a private stretch of Siesta Key’s
Jamaica Royale Unit 020 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 020, a beautifully updated one-bedroom, one and a half-bath coastal retreat with a freshly renovated interior. Set within the lush, landscaped grounds of Jamaica Royale and just a short walk to the private Siesta Key Beach access, this ground-floor condo offers c
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
Midnight Cove II – Unit 943 - Come Stay with Me!!1100 Cove II Place 943 Siesta Key FL 34242Welcome to Midnight Cove II 944C! This stylish 2-bedroom, 2-bath condo combines stunning modern comforts with elegant furnishings and delightful beach touches. Spanning 1,400 sq. ft., this inviting fourth-floor unit accommodates up to 4 guests and is easily a
