Southwest Florida rentals with pool

Pick one of the 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.

It doesn’t get better than a holiday rental with a pool, and it doesn’t have to be costly with Vrbo. 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.

January is when most guests splash out on a holiday rental with a pool in Southwest Florida. Expect average temperatures of between 14ºC (57ºF) and 22ºC (72ºF) if you plan your trip at this time of year.

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.

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!

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.

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.

We promise attentive customer support from the second you book until your adventure is done, so every aspect of your holiday is enjoyable and stress-free. It’s all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Plus, with our rewards programme, One Key™, you’ll be able to earn OneKeyCash™* on any eligible bookings on Vrbo. Whether you want a pet-friendly pad or a beachside getaway for the family, we’ve got holiday rentals with a pool that fit your exact needs and style. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo.