Browse 450+ Siesta Key beach condos and vacation homes. Find the perfect rental, enjoy 24/7 guest services, and explore top local attractions.

Learn about Siesta Key’s vacation rental program—studio to 9-bedroom homes, AAA-approved standards and expert management for a seamless stay.

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Book your stay at Talk To The Sand in Siesta Key, FL – a 7-bedroom, 7.5-bath condo with beach access, Gulf views, beach access, and room to sleep up to 14 guests

Find the best rentals in Siesta Key for bikes, boats, scooters, kayaks, and more—all you need for adventure and exploring the island in style.

Located just a quick walk from the stunning shores of Siesta Key Beach and only steps away from the vibrant Siesta Key Village, this vacation home is the ultimate destination for unforgettable …

Book your stay at Siesta Beach House #303 in Siesta Key, FL – a 2-bedroom, 1.5-bath condo with beach access, Gulf views, beach access, and room to sleep up to 6 guests

Now offering full Association Property Management (CAM) including on-site rental offices and individual vacation rentals through-out Siesta Key. Here are a few of the unique services we …

Maximize rental income with full-service vacation property management tailored to individual units—marketing, guest support, and maintenance.

Siesta Key Rentals furnished by Remax Siesta Key including vacation rentals, real estate, resorts, homes, and condos