For your next trip to Florida, consider staying in one of our rentals with a pool on Siesta Key! Sure, you’re probably planning to spend lots of time on the beach when you’re in town, but sometimes, you just don’t want to leave the comfort of your own home. But when you stay in one of the numerous rentals with a pool on Siesta Key, you can have your very own slice of paradise right in your backyard! Imagine having a fun pool party with your family in the evening after a long day of sightseeing or taking a refreshing dip in the water after spending all day in the hot sun. It just doesn’t get much better than that! In addition to having your very own pool, our Siesta Key home rentals have plenty more incredible amenities for you and your loved ones to enjoy. Check them out and book your favorite today!
Feel free to reach out to our property management team if you have any questions regarding rentals with a pool in Siesta Key. They are eager to help you find your perfect vacation match!
Check availability for Siesta Key Vacation Rentals with a Pool
No units are available based on your search criteria.
*Estimated pricing displayed excludes taxes, fees and optional services.
Things to Do in Siesta Key
Once you convince yourself to get out of the pool and head into town, you’ll find plenty of fun things to do with your family in Siesta Key. Head down to the shores of Siesta Beach or Crescent Beach to enjoy water sports like kayaking, parasailing, and boating, or relax on the shore to soak up the sun. You can also experience nature by riding your bike or walking through town. Siesta Key is also full of unique shops where you can pick up a fun souvenir or a new item for your wardrobe, or if you want to treat yourself, head to a local spa! When it’s time to eat, enjoy delicious fresh seafood at the Siesta Key Oyster Bar or head to Miguel’s for unique French continental cuisine. If you somehow run out of things to do on Siesta Key, there are tons of fun day trips that you can take! Head into Sarasota to experience the Mote Marine Aquarium or the John and Mable Ringling Museum of Art, or visit Venice to check out Caspersen Beach or Historic Downtown Venice. It’s so easy to make your vacation your own!
Book Your Siesta Key Rental with Cottages on the Key
When you’re searching for rentals with a pool on Siesta Key, we would be honored if you would consider staying here with us at The Cottages on the Key. We take pride in offering affordable Siesta Key home rentals for groups big and small, ranging anywhere from one to eight bedrooms. Whether you want to be by the beach or get pet-friendly accommodation, we can make it happen! Our staff is dedicated to ensuring your stay is as relaxing as possible; if you have a question about your rental or want a recommendation for your next activity, we’re always here to help! Contact us today to start planning your dream getaway to Siesta Key.
