Florida Keys Vacation Rentals With Pool

Our Florida Keys vacation rentals with pool are made for long days outdoors, with selected retreats featuring private pools overlooking canals, private beaches and sparkling coastal water. Swim with a view, stretch out on a sun terrace or relax in your poolside tiki bar, as boats pass by. Enjoy this all and more, from your dream Florida Keys retreat!

Many of our Florida Keys vacation rentals turn the pool area into the heart of the home, with loungers, shaded seating, outdoor dining spaces and wide waterfront views. Selected vacation rentals also pair private pools with hot tubs, balconies and boat docks, so you can move easily from a morning swim to an afternoon on the water and back again.

From Key Largo and Islamorada to Marathon and Key West, a Florida Keys vacation rental with pool gives you the freedom to enjoy the islands at your own pace. Spend the day snorkeling, fishing, boating or exploring nearby beaches, then return for a sunset swim with the water and palm-lined scenery right in front of you.