Islamorada rentals with pool

We found 1,657 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • 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, 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 Islamorada?
Pick from 1,657 holiday rentals with a pool in Islamorada that have all the privacy, space and amenities you need for a splashing great time. Search for houses in sought-after neighbourhoods such as Matecumbe, Venetian Shores and Seabreeze Trailer Park.
How much does it cost to stay in a holiday rental with a pool in Islamorada?
Exactly where you stay, when you decide to travel and the length of your escape will influence how much you pay for a holiday rental with a pool in Islamorada. Key in your travel dates on Bookabach, then pick the best one for you and get ready to make a splash.
What holiday rentals with a pool in Islamorada have nice views?
From splashing around to poolside cocktail parties, a holiday rental with a pool offers countless hours of fun by the water. Toss in some outstanding views and you won't want your getaway to end. Use our filters to tailor your search for an Islamorada property that has all the conveniences you want and outlooks that heighten the experience.
Are there holiday rentals with a private pool in Islamorada?
Stay in a holiday rental with a private pool in Islamorada and go for a refreshing morning swim or late-night dip — or anytime you want! You can keep the little ones easily occupied, and you'll never have to worry about sharing with other guests. Use our "Private pool" filter to discover your ideal holiday home.
What are the top things to do in Islamorada?
You'll always find something fun to do with the crew when you book into a holiday home rental with a pool in Islamorada. Venture out and explore major sights like Theatre of the Sea, Anne's Beach and Fiesta Key, then return to relax and recharge by the water.
Why should I book my holiday rental with a pool with Bookabach?
When you stay in a Bookabach holiday rental with a pool, the only people you'll share your space with are whoever you bring with you. It'll only be you and the family 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 should your plans change.