Siesta Key Rentals with Private Pool
Explore our collection of Siesta Key rentals with a private pool. After a long day exploring all of the best restaurants and shops on Siesta Key, come back, relax, and take a dip in refreshingly cool waters. It's also a perfect alternative for those who don't want to deal with the sand or saltwater. There's nothing like relaxing by the pool while staying in one of our Siesta Key rentals.
4 properties available
Step into tranquility at this charming private home, nestled in the heart of Siesta Key. Just a short walk from the famous powder-soft sands of Siesta Beach, this home offers the perfect blend of convenience and relaxation. Featuring a private kitchen, living room, and an onsite private pool, this cottage is perfect for winding down after a day in
Welcome to Las Palmas! This gorgeous new home on Siesta Key offers luxury around every turn. Stay with up to 16 guests in this 7-bedroom, 7.5-bathroom home, complete with a private pool and spa area, fenced in yard, large full kitchen, dining room, two living spaces with a game room, and much more! Spend time outside by the pool, featuring a kid’s
Peace and Relaxation! Enjoy your vacation in a spacious 5 bedroom 3.5 bathroom home on Siesta Key with a private pool and a fenced in yard. This home features 3 livings rooms, a full kitchen, and plenty of space for the whole family. Perfectly located for a trip to the beach or a short walking into the Siesta Key Village, this lovely vacation home
Experience modern luxury in this stunning Siesta Key retreat with floor-to-ceiling glass showcasing breathtaking Gulf and beach views. Enjoy quartz countertops, premium appliances, a heated private lap pool, and a rooftop deck with an electric grill and spectacular sunsets. Just 0.1 miles from beach access and minutes from Siesta Key Village, you'l
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