Anna Maria Island rentals with pool

If you’d love to grab a deal on your vacation rental with a pool, our filters can help. After finishing your initial search, narrow your results based on your preferences, including price, location and features and amenities. We’ve got vacation homes in Anna Maria Island to suit any budget, so make the most of our filters to find the perfect stay.

Consider arriving in January, when the mercury ranges from around 57ºF (14ºC) to 66ºF (19ºC). This is the most popular month to splash out on a vacation rental with a pool in Anna Maria Island.

If you want to make your trip to Anna Maria Island extra special, stay in one of Vrbo’s vacation rentals with a pool — and a gorgeous view to boot. Once your initial search is done, use our filters to tailor your results by area and the vistas you want to look out on.

Yes. Search for a cabin with a pool in or around Anna Maria Island and create fun new memories with friends or family. Some may offer a private pool, so you can go for a swim whenever you like, while at others you may have to share. Use our “Pool” or “Private pool” filters to find the right cabin for you.

Book a vacation rental with a private pool in Anna Maria Island and enjoy a refreshing morning swim or late-night dip — or whenever you’re in the mood! You’ll be able to keep the little ones easily occupied, and you won’t have to worry about sharing with anyone else. Use our “Private pool” filter to find your perfect vacation rental.

Venture out and experience all that Anna Maria Island has to offer from the comfort of your vacation home rental. It pays to do a bit of research on what you’d like to see and do, so you can plan the perfect getaway.

When you stay in a Vrbo vacation rental with a pool, the only people you have to share your living space with are the people you bring along. It will just be you and your loved ones with the entire property to yourselves enjoying a splashing good time. Also, with our rewards program, One Key™, you can collect 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 should your plans change. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.