Key West rentals with pool

You can choose from 1,958 vacation rentals with a pool in Key West that offer all the space, privacy and amenities you need for a splashing great time. Search for houses in well-known neighborhoods such as Downtown Key West, Key West Historic District and Historic Seaport.

It doesn’t get much better than a vacation rental with a pool, and it doesn’t have to cost a fortune with Vrbo. While a range of things will impact how much you’ll pay for your Key West escape, our filters will help you find a great deal. Choose your budget and use our “Discounts” filter to look for properties that offer savings for longer stays. With an enticing pool ready for you to dive into, you’ll probably want to visit as long as you can.

Houses with beach views are just one of the types of vacation rentals with a pool available to book in Key West. If you’re looking for stays that promise a splashing great time on top of outlooks worth writing home about, you’ll discover them on Vrbo.

Grab your swimming gear and look forward to some splashing good times during your trip to Key West. Choosing a cabin with a pool will add another level of fun to your next break, whether it’s private or shared, indoor or outdoor. Select our “Pool” filter to find stays that come with this amenity.

Pick a vacation rental with a private pool in Key West and enjoy a morning swim or midnight soak — or whenever you please! You can keep your little ones easily occupied, and you won’t have to worry about sharing with other guests. Use our “Private pool” filter to discover your perfect stay.

You’ll always find something cool to do with the crew when you stay at a vacation home rental with a pool in Key West. Head out and visit major sights like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Smathers Beach, then come back to unwind and recharge poolside.

When you choose a Vrbo vacation rental with a pool, the only people you’ll share your living space with are the people you bring along. It’s only you and your nearest and dearest with the whole place to yourselves splashing around as you like. Our flexible cancellation policies also mean you can book your rental house with peace of mind if your plans change.