Florida Keys rentals with pool

Choose one of the 5,796 vacation rentals with a pool around Florida Keys and splash around whenever you please. Check out stays in top cities like Key West, Marathon and Key Largo and get set to explore like a local when you’re not relaxing poolside.

A range of factors will determine how much you pay for a vacation rental with a pool in Florida Keys, such as the size of the property and how long and when you want to stay. All you need to do is enter your vacation dates and preferences to find a house where you can have a splashing great time.

January is when most guests book a vacation rental with a pool in Florida Keys. You can expect average temperatures of between 68ºF (20ºC) and 71ºF (22ºC) if you plan your getaway during this month.

Stays with beach views are just an example of the types of vacation rentals with a pool that guests splash out on in Florida Keys. Whatever vistas you want to stare out at, there’s a place that’ll provide you with views worth remembering.

You can. Search for a cabin with a pool in or near Florida Keys and make unforgettable memories with friends or family. Some may come with a private pool, so you can use it whenever you want, while at other stays it may be shared. Use our “Pool” or “Private pool” filters to find a getaway that checks your boxes.

Morning, midday or evening, enjoy a refreshing swim whenever you please when you book a vacation rental with a private pool in Florida Keys. To search for stays that’ll boost the fun factor during your vacation, use our “Private pool” filter.

With so much to see and do in Florida Keys, you’re bound to have an incredible escape. Not sure where to begin? Check out travel forums or consider booking a knowledgeable guide. After a busy day taking in all the sights, go for a swim or just relax poolside with your favorite people in one of our vacation home rentals.

When you book a vacation rental with a pool with us, you’ll enjoy more than the standard hotel experience — think a private space with a place to chill out by the water. You’re also covered by our Book with Confidence Guarantee. This means we’re here to ensure everything goes off without a hitch throughout your entire getaway. Plus, as a member of our free One Key™ rewards program, you can earn OneKeyCash™* and use it on all eligible bookings on Vrbo, Expedia and Hotels.com. Have an unforeseen change to the itinerary? Check out our cancellation policies to see if you are eligible for a full refund. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.