Peppertree Bay welcomes guests to enjoy the vibrant paradise of Siesta Key. Dig your toes into our award-winning white sand beaches and soak up the sun with us!
Making a reservation? Call today to learn how you can save up to 20% off your stay! *offer valid through November 30

About Us

Located on beautiful Siesta Key, Peppertree Bay can offer all the luxurious amenities you’ve come to expect from a vacation! Need help to plan your month-long 4-week vacation? Read our blog article for help: How to Plan Your Very Own Sensational 4-Week Beach Vacation.

Peppertree Bay is located on the island of Siesta Key. We are right next to our own private Crescent Beach just south of Siesta Key Beach. Our monthly rental properties have a minimum stay of 28 days and our units are fully equipped with a modern kitchen and your own private lanai.

Peppertree Bay is a family-oriented vacation rental resort that has lasted through generations of families who have been returning to Siesta Key for decades. We provide luncheons and game nights, which include card games such as Bridge and Mahjong. We also have two heated pools, tennis courts, BBQ grills, a fitness center, and two clubhouses. Some of the guests will rent out one of the clubhouses and have parties for friends and family.

Our guests say that Peppertree Bay has a quiet, resort-like feel that you can’t find anywhere else on the island. Want to find out more? Check out our F.A.Q. page.

Our properties include spacious two-story townhomes, garden units, and exquisite high-rise condominiums. We have Bayside condos, Gulfside condos, and even have condos for sale.

Contact Us

Peppertree Bay Realty Inc
6056 Midnight Pass Road
Sarasota, Florida USA 34242

T 941.349.7777
F 941.346.0371


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