Key West rentals with pool

We found 1,834 rentals with pool — enter your dates for availability

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Frequently asked questions

Are there any vacation rentals with a pool in Key West?
You can choose from 1,834 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.
How much does it cost to stay in a vacation rental with a pool in Key West?
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.
What vacation rentals with a pool in Key West have nice views?
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.
Can I book a cabin with a pool in Key West?
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.
Are there vacation rentals with a private pool in Key West?
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.
What are the top things to do in Key West?
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.
Why should I book my vacation rental with a pool with Vrbo?
When you select a Vrbo vacation rental with a pool, the only people you have to share your space with are the people you bring along. It'll just be you and your nearest and dearest with the whole property to yourselves enjoying a splashing good time. Also, with our rewards program, One Key™, you can earn and spend OneKeyCash™* on eligible bookings made through Vrbo, Expedia and Hotels.com. Plus, our flexible cancellation policies also mean you can book your rental house with peace of mind if you have to change your plans. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.

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