Key West rentals with pool

We found 1,907 rentals with pool — enter your dates for availability

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Key West?
You can choose from 1,907 holiday 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 neighbourhoods such as Downtown Key West, Key West Historic District and Historic Seaport.
How much does it cost to stay in a holiday rental with a pool in Key West?
It doesn't get much better than a holiday rental with a pool, and it doesn't have to cost a fortune with Bookabach. 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 holiday rentals with a pool in Key West have nice views?
Houses with beach views are just one of the types of holiday 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 Bookabach.
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 holiday rentals with a private pool in Key West?
Pick a holiday 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 holiday 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 holiday rental with a pool with Bookabach?
When you choose a Bookabach holiday 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.