Beaches in Florida can get so undeniably crowded, especially in the high season. A vacation rental allows you to cool off and beat the heat with some privacy and in a more exclusive setting. We have thousands of Florida vacation rentals available with pools, but here’s a list of some of our absolute favorites. Each one is bookable right now, so go for it!

Top Vacation Rentals with Pools in Florida

Davenport Dream House || Davenport

About the rental: This beautiful home has 8 bedrooms and 5 baths and is a perfect rental for a group or family. This rental designed to have a spa-like atmosphere almost feels like you are at a resort. The kitchen has everything you need, including brand new appliances. There are large bedrooms and living spaces, upstairs media room and of course a beautiful private pool! This home also comes with access to the private Oasis Club, which is an exclusive clubhouse with many additional amenities.

Davenport Vacation Rentals 

Penasacola Beachfront || Pensacola

About this rental: This gorgeous beachfront home has 5 bedrooms and 5 ½ bathrooms. The house can accommodate up to 15 guests and is pet friendly. There are beautiful decks to sit on, a covered porch and a perfect pool for relaxing in the sun. The kitchen has all the upgrades including two ovens, two refrigerators and tons of space to prep. Every room is furnished perfectly and each bedroom has its own bathroom! Talk about luxury.

Pensacola Vacation Rentals 

Glenbrook || Clermont

About this rental: This home is located in a great community only 8 miles from Disney. The villa features 8 bedrooms and 4.5 baths. Driving in you will be greeted by palm tree lined streets. This house boasts a lanai, spa-like private pool and access to the club house which has additional amenities including a fitness room, game room and much more. The home has a versatile floor plan and lots of open space. The bedrooms are roomy and comfortable. Everything is clean and well decorated. This is a great villa for a relaxing getaway.

Clermont Vacation Rentals 

Adiago || Santa Rosa Beach

About this rental: This luxury condo has 3 bedrooms and 3 bathrooms. It is on the top floor poolside and has amazing views. There is direct beach access which is less than a two minute walk away. The interior is clean, comfortable and spacious. This condo has an ideal location, amazing views and community amenities that make it a perfect rental for a great vacation.

Santa Rosa Beach Vacation Rentals 

The Crystal Beach House || Destin

About this rental: This beautiful house has 6 bedrooms and 5 bathrooms. The house has an open floor plan and large gorgeous private pool and spa. They also offer a concierge beach service! This means that when you get to the beach there will be 6 beach chairs and 3 umbrellas already set up and waiting for you. Now that is luxury! The house was decorated by an award-winning designer and recently updated. This house is flawless and should definitely be on your list for your next Florida vacation rental! 

Destin Vacation Rentals 

Fort Myers Beach House || Fort Myers Beach

About this rental:  This wonderful property has 3 bedrooms and 2 bathrooms. It has a fully screened in private pool and lanai to relax the day away. It also has a large 2nd floor deck that overlooks the Gulf and the pool. The home is a five minute walk to the beach and has private access. There is also public parking. They offer many amenities including 2 bikes, beach chairs, beach cart, beach towels and much more! The house is also near shopping and the marina, which has restaurants etc. So leave your worries behind and check out this rental!

Fort Myers Vacation Rentals 

Author

Hi, I'm Paul, I'm a travel writer and I love everything about the salt life. I grew up in the northeast, but we visited family in Florida often ... and I was hooked! I've been writing about the Sunshine State for two decades. I enjoy helping travelers find the best places to stay, to eat, and to play in Florida.

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