Southwest Florida rentals with pool

Pick one of the 34,910 vacation 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 vacation 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 vacation rental with a pool in Southwest Florida. Expect average temperatures of between 57ºF (14ºC) and 71ºF (22ºC) if you plan your trip at this time of year.

If you want to make a splash after a busy day, check out our vacation 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 cozy, 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 vacation 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 vacation home.

Venture out and experience everything Southwest Florida has to offer from the comfort of a vacation 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.

When you choose a Vrbo vacation rental with a pool, the only people you have to share your living space with are those you take with you. It’ll just be you and your loved ones with the entire property to yourselves splashing around as you like. Also, with our free rewards program, One Key™, you can earn and use OneKeyCash™* on eligible bookings made through Vrbo, Expedia and Hotels.com. Plus, our flexible cancellation policies also mean you can book your rental house with peace of mind if you have to change your plans. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.