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

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 …

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.

Book your stay at Siesta Beach House #205 in Siesta Key, FL – a 2-bedroom, 2-bath condo with beach access, Gulf views, beach access, and room to sleep up to 6 guests

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

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