Florida Keys rentals with pool

We found 5,799 rentals with pool — enter your dates for availability

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, 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 Florida Keys?
Choose one of the 5,799 holiday 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.
How much does it cost to stay in a holiday rental with a pool in Florida Keys?
A range of factors will determine how much you pay for a holiday 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 holiday dates and preferences to find a house where you can have a splashing great time.
When is the best time to book a holiday rental with a pool in Florida Keys?
January is when most guests book a holiday rental with a pool in Florida Keys. You can expect average temperatures of between 20ºC (68ºF) and 22ºC (72ºF) if you plan your getaway during this month.
What holiday rentals with a pool in Florida Keys have nice views?
Stays with beach views are just an example of the types of holiday 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.
Can I book a cabin with a pool in Florida Keys?
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.
Are there holiday rentals with a private pool in Florida Keys?
Morning, midday or evening, enjoy a refreshing swim whenever you please when you book a holiday rental with a private pool in Florida Keys. To search for stays that’ll boost the fun factor during your holiday, use our “Private pool” filter.
What are the top things to do in Florida Keys?
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 favourite people in one of our holiday home rentals.
Why should I book my holiday rental with a pool with Vrbo?
When you book a holiday rental with a pool with Vrbo, you’ll get more than the typical 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 guarantee a stress-free stay throughout the duration of your getaway. Plus, when you join our free One Key™ rewards programme, you can earn OneKeyCash™* and spend it on all eligible bookings on Vrbo. Have an unforeseen change of plans? 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 Vrbo.

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