Here at The Cottages on the Key vacation rentals we understand what makes a luxury vacation home right for you. We make it our business to find a vacation rental that meets all of your needs and goes above and beyond your expectations. By providing the finest in vacation rentals we can ensure that your vacation is a success no matter where you decide to stay.


- BOO at the Beach -
It may be time to experience a different frightfully delightful time on Siesta Key Beach, FL. With discounted rated up to 25% OFF!
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CALL US TODAY 1-800-385-1499 for availability

VOTE Today
Help us make Siesta Key AMERICA'S HAPPIEST SEASIDE TOWN in 2017 (via Coastal Living®) . Select 'Vote Now' below and scroll down the page till you see 'Siesta Key' follow the instructions within that section to complete the process!

Meet our team!
We live & breathe in Siesta Key and the greater Sarasota area and as such we would like to extend a nod, greeting and laugh! If you have stayed with us before or you are interested in an escape, put a face to a name... And while you are visiting, stop by, we are always game for an adventure!

Reduced Seasonal Rates: 
Website rates represent current reductions, additional value is provided based on the exact dates of travel and originating location (GA,FL,AL)
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Planning your next escape but need some assistance...
Our Accommodation Specialists will gather properties that fit your needs and provide insights during a time that works best for you! Schedule A Call provides you with a 3-Step form that provides us with directional information and you the ability to select a day and time* that is best to call you! We live here and are excited to have your come visit! *ALL TIMES ARE IN US EASTERN STANDARD TIME
Visit our Frequently Ask Questions section for answers to many questions our guest have!