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!
416 properties available
Siesta Beach House #312 by Tropical Sands Accommodations Welcome to Siesta Beach House #312, a comfortable two-bedroom, two-bathroom condo located just steps from the white sands of Siesta Key Beach. Set within a quiet complex on a private lane, this inviting condo offers gated beach access, making it easy to enjoy stress free beach days. With shar
Siesta Breeze by Tropical Sands AccommodationsWelcome to Siesta Breeze, a newly updated beachfront condo at Jamaica Royale on world-famous Siesta Key Beach. This two-bedroom, two-bath vacation home offers stunning Gulf views, direct beach access, and the ultimate setting for a peaceful island escape. Whether you’re planning a family getaway or a ro
Jamaica Royale 403 by Tropical Sands Accommodations Welcome to Jamaica Royale 403, an inviting beachfront condo in beautiful Siesta Key, Florida! This spacious 2-bedroom, 2-bathroom unit is perfect for families or friends looking for a relaxing beach getaway. Located just steps from the soft sands of Siesta Key Beach, this condo provides easy acces
Jamaica Royale 083 by Tropical Sands AccommodationsWelcome to Jamaica Royale 083, a beautifully refreshed two-bedroom, two-bath garden view villa located directly on the Gulf at the highly sought after Jamaica Royale resort on Siesta Key. Recently updated with new paint, flooring, and furnishings in June 2025, this inviting vacation rental offers a
Harbor Towers Unit 410 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 410, a bright and inviting two-bedroom, two-bathroom condo in one of Siesta Key’s premier gated waterfront communities. Ideal for seasonal guests and extended stays with a 13-night minimum requirement, this beautifully maintained fourth-floor retreat offers peacefu
Our House at the Beach C-222 by Tropical Sands AccommodationsWelcome to Our House at the Beach C-222, a comfortable and inviting 2-bedroom, 2-bath vacation condo located just across the street from the world famous Siesta Key Beach. Perfect for couples, small families, and snowbirds seeking an extended coastal getaway, this well appointed condo com
Harbor Towers Unit 312 by Tropical Sands AccommodationsHarbor Towers Unit 312 is a freshly remodeled one-bedroom, one-bath condominium offering marina views and modern upgrades throughout within the Harbor Towers Yacht and Racquet Club. This bright residence features new furnishings, flexible sleeping accommodations, and a comfortable layout ideal
Jamaica Royale 012 by Tropical Sands AccommodationsWelcome to Jamaica Royale 012, a beautifully renovated 2-bedroom, 1-bath condo located in the highly sought after Jamaica Royale community on Siesta Key. Freshly updated in 2025 with stylish coastal finishes and modern comforts, this inviting retreat places you just steps from one of three heated p
First floor townhouse, few steps inside and outside, no elevator. Lake house offers a generous bi-level layout that includes separate dining and living rooms spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full-sized appliances, including a dishwasher, microwave and washer and dryer for your convenience. Off
Our House at the Beach C-220 by Tropical Sands AccommodationsWelcome to Our House at the Beach C-220, a spacious two-bedroom, two-bath Siesta Key vacation rental overlooking the community lake and just a five-minute walk from world famous Siesta Beach. This second floor Lake House townhome features a bi-level layout, a private balcony with water vi
Midnight Cove II – Unit 922 Let's Go to the Beach1100 Cove II Place 922 Siesta Key FL 34242Welcome to Midnight Cove II 922C! Crescent Beach on Siesta Key is a stunning island brimming with shopping, dining, art, and culture, making it the ideal vacation destination. Enjoy the convenience of the free Siesta Key Breeze Trolley, eliminating any parkin
Jamaica Royale Unit 050 by Tropical Sands AccommodationsJamaica Royale Unit 050 is a beautifully updated one-bedroom, one-bath beachside condo located in the desirable Jamaica Royale community on Siesta Key. Designed for couples or a relaxing solo escape, this renovated retreat offers a fresh, modern interior, a fully equipped kitchen, and easy acc
