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

Gulfside Condos

Monthly Vacation Condos on the Gulf of Mexico Side of Siesta Key

Traveling to Siesta Key, where the sand is white and the ocean is blue? Spending a four-week vacation on the island of Siesta Key, south of Tampa and north of Fort Myers will provide you with the downtime you’ve been craving.

Explore these 60+ Gulfside condos of the Peppertree Bay resort. We’re sure you’ll find one that speaks to your heart. Go ahead… take a look around! Our Gulfside condos are the most popular rentals we have on Siesta Key.

All three varieties of our monthly rentals are available on the Gulfside: Garden Villa Condos, Townhouses, and Mid-Rise Units. All our beachfront condos are also on the Gulfside.