Beaches in Florida can just get so darn crowded. It’s nice to cool off sometimes in the private pool at your vacation rental. 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: Designed with the resort traveler in mind, this 8 bed, 5 bath vacation home is the perfect way for you to enjoy your time in Central, FL. Experience the thrills of local Orlando parks and then relax in style with this spa-like property.

Fully equipped with brand new appliances, your home’s kitchen includes all the essentials you need for cooking on vacation. The modern living spaces are furnished with cozy couches and includes a large TV, perfect for entertaining the young ones. After a long day outside, retreat to the bedrooms. Each room comes with ample storage space and the comfortable pillow top mattresses are sure to put you to rest as soon as your head touches it. Enjoy all that the homes offers like an upstairs media room for the kids, and a private pool in the back yard, complete with spa!

The fun doesn’t stop there! You have access to Oasis Club, an exclusive clubhouse where you can swim in resort-style pools, eat at a premier restaurant, play in an indoor arcade and more! Orlando is calling, your home is waiting for you here.

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Penasacola Beachfront || Pensacola

About this rental: Waterfront… Pier… Pool… this gorgeous 5 bedroom 5 1/2 bath home has it all! This Sound-front home accommodates up to 15 guests and welcomes small to medium size pets. This home was professionally decorated and offers exceptional indoor and outdoor spaces. The kitchen is a chef’s dream with two ovens, two refrigerators and great work spaces. The living and dining areas are beautifully furnished with lots of seating for the entire family. Each bedroom has a private bath plus a 1/2 bath for the living area. The spacious covered deck overlooks the large granite, heated pool which can be enjoyed 9 months out of the year. The Sound is just 20 feet beyond the pools edge. Located on the east end of Pensacola Beach within walking distance to the Gulf (assuming you would ever want to leave this Sound-front oasis).

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Glenbrook || Clermont

About this rental: Glenbrook, situated just 8 miles from Disney and close to all the major attractions, has to be the most relaxing way of vacationing in Orlando. This prestigious community, with attractive palm tree lined roads, offers a complimentary recreation area with a children’s playground, designer swimming pool, a Club House with an exercise fitness room (the fitness room opens 24 hours a day and 7 days a week), a game room, a media room with TV, entertainment system, PCs giving free internet access and WiFi hot spot, plus tennis and beach volleyball courts. A perfect destination for DISNEY WORLD (10 minutes away), golf, and relaxing and celebrating with family and friends.

This spacious villa features 3224 sq. There are 8 bedrooms and 5 bathrooms, plus a sofa bed and two roll away beds that can comfortably accommodate 16-20 people.

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Adiago || Santa Rosa Beach

About this rental: Premium, 1800 square foot private, luxury, top floor CORNER poolside condo with superb view from the fourth floor with extra windows – lots of natural light. Friendly on-site property manager available 7 days a week to meet all your needs. Direct beach access with ideal location on south side of 30A with less than a 2 minute walk to the best beaches in US – no roads to cross! Adagio is the perfect place to gather with family and friends. The comfortable beach decor and beautiful beach setting will guarantee a vacation you will never forget!

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The Crystal Beach House || Destin

About this rental: We are very excited to announce that The Crystal Beach House now offers beach concierge service with your rental. All our guests will now have access to 6 luxury beach chairs and 3 beach umbrellas, preset and waiting for your day at the beach. From 1 March – 31 October as a guest of The Crystal Beach House, you will never have to lug beach chairs or umbrellas and no fighting to find a place for your group to put your towels. Whether you get to the beach early enough to watch sunrise or sleep in and go to the beach after lunch. You will always have a dedicated spot waiting for you. We heard your feedback and responded as we continue to strive to provide the absolute best customer service and a home that will allow you to focus on each other and the beautiful Emerald Coast.

Enjoy the very best of Destin coastal living in the beautifully designed Crystal Beach House. Decorated by an award winning designer and recently updated to include new sofas throughout, new kitchen appliances, new bedding, freshly painted interior/exterior, and refinished heart pine floors.

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Fort Myers Beach House || Fort Myers Beach

About this rental: Leave your worries at home and spend the winter, a month, or a week at our beach house in beautiful Ft. Myers Beach, Florida and relax in the heated pool and spa. The 30′ x 30′ lanai and pool area is completely screened to provide relaxation and comfort. If you are planning a spring or summer get-away take advantage of the reduced rates at Palmetto Palms during the off season. Our beach house is located one block from the beach and has a direct public beach access at the end of the street.

It is literally a five minute or less walk to beach access #16. Public parking is also available if you prefer to drive. Our home has a partial ocean view from the sun deck. There are 3 King beds plus a queen sofa couch in the den. It is located in a safe and quiet neighborhood. The pool, deck, and approximately 600 square feet lanai provide lots of outside living area for you to enjoy the outdoors. The lanai includes plenty of seating and tables. Lounges are also provided around the pool. Our house is conveniently located in the middle of the island about a mile from the Publix grocery store and a mile from Santini Plaza and marina, which has several shops, restaurants, bars, an ice cream shop, post office, and boat rentals.

Amenities include sun decks on the front and back (east & west views), gas grill, floaties for the pool, sand chairs, beach cart, 2 bikes, ceiling fans in every room, wireless internet access, all bedding, towels (including beach towels), dinnerware and utensils. A full size washer and dryer are included in the house. A Keuric coffee maker, and a refrigerator with water and ice-maker in the lanai area next to the pool. The AC/Heating system was replaced in July 2014.

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