Top 10 Anna Maria Island Vacation Rentals with Luxury Pools

One of the most obvious and desired things about going on a relaxing vacation is the ability to spend some time soaking in the sun near or in the water.

Though Anna Maria Island is known for its beautiful beaches and serene waters, sometimes you prefer a well-maintained luxury pool for the convenience.

Anna Maria Vacations can provide you with the perfect rental to have everything you want on your fabulous getaway right from your door or patio steps.

We’ve listed our top 10 Anna Maria Island vacation rentals with luxury pools to fit your every need.

Gulf Front Paradise

Gulf Front Paradise

This massive luxury rental has 4 bedrooms and 4 ½ bathrooms, but the real star of the show is the resort style private heated saltwater pool and spa. The pool is on the gulf side of this home rental and provides a beautiful atmosphere to relax with your whole group. There’s also a dining area on the patio, which allows you to use this space for whatever you desire.

Beachside Bungalow

Beachside Bungalow

A beautiful rental located in Holmes Beach that has 2 bedrooms and 2 bathrooms, this is the perfect selection for your vacation getaway. The private and heated pool will give you a quiet space to relax and really make the most of your trip. The patio area here is also the perfect spot to have an evening drink or a quick snack.

Tropical Oasis

Tropical Oasis

If you have a big group, this is the spot for you. This wonderful vacation home sleeps up to a dozen people. With so many amazing spaces and amenities, you’ll love every inch of this spot—but the tropical private pool is the highlight of the whole thing. Lounge in the sun, or hop in the heated waters of the pool and you’ll feel more relaxed than ever.

Aqua Bay

Aqua Bay

This 4 bedroom 3 bathroom property will have you wanting to stay on Anna Maria Island forever. The heated and private pool has a spa surrounded by some tropical landscaping that will make your vacation feel like a true getaway. The whole backyard will make you feel like this is really your space, and the pool is the cherry on top.

Lobster Key

Lobster Key

With 3 bedrooms and 2 bathrooms, this newly renovated home is fantastic if you love exploring new areas on foot or by bike. Like other luxury rentals, this option has a private, heated pool—but there’s something that sets it apart. A pool-side Tiki bar will make your vacation feel more tropical than you could ever imagine.

Eyes on the Sunset

Eyes on the Sunset

This incredible vacation rental sleeps up to six people and lends itself to the beautiful views of Anna Maria Island. It’s the perfect place to relax and watch the sunset right from the comfort of your home away from home. The community pool at this rental is the one detail that will give you everything you need to relax to the max.

Pelican Villa

Pelican Villa

This gorgeous vacation home sleeps up to 8 people and will provide everything you could ever want in a rental. The private heated pool really sets this spot off from the rest. What makes it even more special is the screened in porch that overlooks the pool. That alone makes this rental the best option for a family trying to keep an eye on the little ones who want to jump in the water.

Bayblue

Bayblue

With 6 bedrooms, this property is great for groups. You are also within walking distance to many of the area’s shopping and parks. You’ll enjoy a private heated pool overlooking the bay waters. Right next to the pool is a stainless steel grill which makes for a convenient option for barbequing on vacation.

Runaway Bay

Runaway Bay

With a 2 minute walk to pristine Gulf beaches, this rental gives the option to relax by the pool if sand isn’t your thing. There are so many amenities included. The heated and shared pool is just one of the many fantastic options.

Mermaids Sunrise

Mermaids Sunrise

This 3 bedroom 2 bathroom rental in Holmes Beach is newly remodeled. There are several amenities including a large heated private pool. This property is a duplex, so if you have a bigger group, book both units and get two pools!

If you have any questions or want to look at other options with pools, check out our online listings or contact us today.