Southwest Florida rentals with pool

We found 35,688 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 Southwest Florida?
Pick one of the 35,688 holiday rentals with a pool in Southwest Florida and splash around when you want. Search for properties in well-known cities like Cape Coral, Fort Myers Beach and Sanibel Captiva Island and get ready 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 Southwest Florida?
It doesn't get better than a holiday rental with a pool, and it doesn't have to be costly with Bookabach. While a range of factors will determine how much you'll pay for your Southwest Florida getaway, our filters will help you find an incredible deal. Set your budget and take advantage of our "Discounts" filter to look for properties that offer savings if you stay longer. With an enticing pool ready and waiting for you, you'll be tempted to visit as long as you can.
When is the best time to book a holiday rental with a pool in Southwest Florida?
January is when most guests splash out on a holiday rental with a pool in Southwest Florida. Expect average temperatures of between 14ºC and 22ºC if you plan your trip at this time of year.
What holiday rentals with a pool in Southwest Florida have nice views?
If you want to make a splash after a busy day, check out our holiday rentals with a pool in Southwest Florida that come with impressive scenery like beach views.
Can I book a cabin with a pool in Southwest Florida?
Choose a cabin with a pool in or near Southwest Florida and add another level of fun to your trip. Welcoming and cosy, our cabins are perfect for families and couples who are seeking a more adventurous experience. Throw in a pool and you can spend your time alternating between exploring nature and mastering your cannonballs!
Are there holiday rentals with a private pool in Southwest Florida?
Pick a holiday rental with a private pool in Southwest Florida and go for a morning swim or late-night dip under the stars — or whenever the mood strikes! You'll be able to keep the kids easily amused, and you won't have to worry about sharing with anyone else. Use our "Private pool" filter to find your ideal holiday home.
What are the top things to do in Southwest Florida?
Venture out and experience everything Southwest Florida has to offer from the comfort of a holiday home rental. It pays to do a bit of research on the things you'd like to see and do, so you can plan the perfect getaway.
Why should I book my holiday rental with a pool with Bookabach?
When you opt for a Bookabach holiday rental with a pool, the only people you have to share your space with are those you take with you. It will just be you and your family with the entire place to yourselves enjoying a splashing good time. Our flexible cancellation policies also mean you can book your rental house with confidence in case your plans change.