Anna Maria rentals with pool

Consider one of our 3,787 holiday rentals with a pool and begin planning your trip to Anna Maria. Whether you’re staying in Ilexhurst, Sunny Shores, Palma Sola or another much-visited neighbourhood, you’ll discover the ideal poolside escape on Stayz.

Plunge pool or rooftop pool, two bedrooms or five, busy or quiet season — how much you’ll pay for your Anna Maria stay depends on a wide array of variables. But the one consistent element? Our holiday rentals with a pool are where fun family memories are made. To find a place that fits your budget, narrow your search results by the maximum nightly or total price. You can also use our “Discounts” filter to find holiday rentals that offer long-stay discounts.

If you want to visit Anna Maria at one of its busiest times, plan your escape for January. That’s when average temperatures range from 14ºC to 19ºC, and when most guests stay in a holiday rental with a pool here. Of course, there are other excellent times to travel to this corner of Anna Maria Island, so do some research into which season or month best suits your plans.

Stayz makes it simple to find a stay with great views and access to poolside recreation. You can use our “Location” filter to narrow down the kind of area you prefer to be in, and the vistas you like to surround yourself with, while browsing for holiday rentals with a pool in Anna Maria.

Select a holiday rental with a private pool in Anna Maria and go for a morning swim or late-night dip — or whenever you’re in the mood! You’ll be able to keep your little ones entertained, and you won’t have to worry about sharing with other guests. Use our “Private pool” filter to find your perfect stay.

It’s no surprise why many families love Anna Maria, with top attractions like Fort De Soto Park, Coquina Beach and Anna Maria Beach to explore. Uncover this destination’s wonders together and then return to the comforts of your holiday home rental.

We provide attentive customer support from the minute you book until you’re back home, 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. Another fantastic thing about us? You can use our filters to narrow your search by price, amenities, location and more. Whether you want a pet-friendly property or a countryside getaway for the family, we’ve got holiday rentals with a pool that fit your exact style and needs.