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Top 13 Orlando Vacation Rentals with Private Pools

While there is a long list of resorts and hotels in Orlando with swimming pools to enjoy, that often means battling it out for a lounge chair and some room to swim in the pool. When you book a private vacation rental with a pool, it’s usually all yours. Plus, you’ll have a kitchen for making some of your own meals and probably a wide range of other amenities too. To help you narrow down your choices, these are some of the best vacation rentals with private pools you’ll find in Orlando and the surrounding area, whether you’re looking to be close to Disney and the many theme parks or in the heart of downtown.

2,500-Square-Foot Historic Home with Pool near Downtown 2,500-Square-Foot Historic Home with Pool near Downtown
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2,500-Square-Foot Historic Home with Pool near Downtown

This gorgeous 1920s Spanish Mission home is located in Orlando’s Delaney Park neighborhood just south of downtown, surrounded by ancient oak trees, walkable parks, and lakes. It accommodates up to six guests in two bedrooms, with the highlight being its beautiful pool and hot tub. Just imagine coming back for a nighttime swim or soak after a long day of exploring. Guests also rave about the dream kitchen and comfortable beds. Other notable features include central air conditioning, Wi-Fi, a record player, a TV, and a washer/dryer.

Orlando Vacation Pool Home in the Blue Ridge Subdivision of Southchase Orlando Vacation Pool Home in the Blue Ridge Subdivision of Southchase
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Orlando Vacation Pool Home in the Blue Ridge Subdivision of Southchase

Located in the Southchase neighborhood and close to the area’s popular theme parks that lie south of downtown Orlando, this three-bedroom home accommodates up to six. It sits at the end of a quiet cul-de-sac, ensuring a peaceful place to relax after a day of play. The pool area is especially inviting, complete with deck chairs and loungers for relaxing with a view of a large pond. You’ll have multiple TVs, a full kitchen with everything you need to make your own meals, a spacious living room, and a washer/dryer.

13-Bedroom Great Escape Lakeside on 10 Acres - Sleeps 43 13-Bedroom Great Escape Lakeside on 10 Acres - Sleeps 43
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13-Bedroom Great Escape Lakeside on 10 Acres - Sleeps 43

One of the most incredible Airbnbs with a private pool in Orlando, this 13-bedroom rental is truly one-of-a-kind. The estate not only includes a pool but a lazy river, a hot tub, and two waterslides. And that’s not all. The list of luxuries is practically endless. It sits along a lake where you’ll find a dock, two kayaks, a three-person canoe, and a five-person paddleboat. Just a few of the other highlights include human bowling, a laser maze, giant Scrabble, a Jumanji movie theater, an all-teak wooden chessboard floor, commercial arcade machines, pinball machines, and Plinko. You’ll have all the essentials, too, with TVs in every bedroom, and as many as 43 guests can be accommodated here for an epic getaway.

Lakefront Pool Home with Paddleboard, Kayak, and Game Room Lakefront Pool Home with Paddleboard, Kayak, and Game Room
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Lakefront Pool Home with Paddleboard, Kayak, and Game Room

This four-bedroom home is located in a quiet residential family community, providing accommodation for up to eight. Look forward to a ton of fun both in and on the water with a stay here. It comes with a private pool, spectacular lake views, and opportunities for watersports, complete with two complimentary kayaks and two complimentary paddleboards. A cornhole set has been provided for more outdoor entertainment, and for indoor entertainment, you’ll have a 70″ TV, a foosball table, and shuffleboard. The kitchen is another highlight, complete with a coffee bar with a coffeemaker, cappuccino, and espresso.

Stylish Home with Galactic-Themed Bedroom at Encore Stylish Home with Galactic-Themed Bedroom at Encore
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Stylish Home with Galactic-Themed Bedroom at Encore

An excellent option for a large group, including family reunions, this six-bedroom home sleeps up to 12 and is located just a 10-minute drive from Disney World. It offers perks for all ages, including a private heated swimming pool, a patio table for alfresco dining, and a half-dozen sun loungers. One of the coolest themed Orlando vacation rentals, the kids might fight over the bedrooms, including one that’s Star Wars-themed and another inspired by the Frozen movies. All bedrooms have their own flat-screen TVs, and there is a large flat-screen TV with a PS4 video game console in both living areas.

Upscale Contemporary Waterfront 3/2 Heated Pool Upscale Contemporary Waterfront 3/2 Heated Pool
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Upscale Contemporary Waterfront 3/2 Heated Pool

This gorgeous lakefront home has a private screened-in pool and offers magnificent views of colorful sunsets over the water, as well as firework displays on New Year’s Eve and the 4th of July. While hanging out and enjoying it all, you can listen to your favorite tunes, thanks to the Alexa Echo Dot. Inside, you’ll have multiple 4K LED TVs, including a 55″ in the master bedroom and a 70″ in the living room, along with essentials like a full kitchen and laundry facilities. The master bedroom is a spa-like retreat with a luxurious king-size dual adjustable sleep number bed with a built-in vibrating massage.

Downtown Orlando Garden Retreat Downtown Orlando Garden Retreat
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Downtown Orlando Garden Retreat

If you want to be right in Downtown Orlando and close to all of the fun things to do there, this mother-in-law suite accommodates two and has its own private entrance and a private pool and hot tub. You can also look forward to fabulous sunset views of the lake and opportunities for paddling with a complimentary double kayak and paddleboards included too. When it’s time to relax, enjoy a nap in the hammock hung between the trees by the lake. The suite itself includes all of the comforts of home, like a full kitchen, TV, Wi-Fi, and a washer/dryer.

Four-Bedroom Home with Heated Pool Four-Bedroom Home with Heated Pool
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Four-Bedroom Home with Heated Pool

This Orlando vacation rental near Universal Studios allows you to be able to enjoy the theme park and then return to relax in the private fenced backyard. It has a swimming pool, comfortable patio furniture, including a sectional couch and table for alfresco dining, two large umbrellas, and a professional Weber grill for cookouts. You’re unlikely to find anything closer to Universal than this, and with this level of amenities. The house can accommodate up to eight, with a high chair and travel crib included for the little ones too.

4-Bed Home with Private Fenced-In Pool in Indian Creek and 3 Miles to Disney 4-Bed Home with Private Fenced-In Pool in Indian Creek and 3 Miles to Disney
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4-Bed Home with Private Fenced-In Pool in Indian Creek and 3 Miles to Disney

This family-friendly rental near Disney, Universal Studios, Epcot, and many other attractions has four bedrooms that can sleep as many as eight guests. It includes many extra items for the tiny tots, like a high chair and small crib, along with kid-size eating utensils, plates, and bowls. Of course, the highlight is the pool which can even be lit up at night. Plus, it’s pet-friendly, so you don’t have to leave your four-legged friends at home. Up to two dogs weighing less than 50 pounds each are allowed.

5-Bedroom Vacation House with Private Pool, Sleeps 10 5-Bedroom Vacation House with Private Pool, Sleeps 10
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5-Bedroom Vacation House with Private Pool, Sleeps 10

This is a five-bedroom vacation rental near Disney World, Universal Studios, and other theme parks, as well as outlet malls and a wide range of dining options. The screened-in pool and hot tub are the perfect places to unwind after enjoying any of the above. There’s a grill for cookouts, a full kitchen, and lots of entertainment indoors, too, including a pool table and a 50″ HDTV with Roku.

Eco-Friendly Backyard Bungalow with Pool, Walkable to Downtown Eco-Friendly Backyard Bungalow with Pool, Walkable to Downtown
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Eco-Friendly Backyard Bungalow with Pool, Walkable to Downtown

Located in downtown Orlando’s historic Thornton Park, known for its large shady oak trees draped with Spanish moss, this one-bedroom bungalow for up to three has a fabulous backyard oasis with a private outdoor pool and a patio with Adirondack chairs for relaxing with a refreshing drink. You’ll have easy access to all the downtown attractions, including many bars and eateries, while Lake Eola is just a short walk away. You’ll have a full kitchen, a Smart TV, and a record player to help set the mood.

7-Bed Home with Themed Rooms, Movie Theater, Swingset, and SplashPad 7-Bed Home with Themed Rooms, Movie Theater, Swing Set, and SplashPad
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7-Bed Home with Themed Rooms, Movie Theater, Swingset, and SplashPad

Just three miles from Disney World, this seven-bedroom home in Formosa Gardens Estates is located southwest of Orlando. It provides an ideal option for large groups, given its ability to accommodate up to 16. Its pool is heated and uniquely shaped like a fish, plus it has a zero-entry shallow area for the little ones. The kids will love the adjacent splash pad with water features, while the adults can enjoy relaxing soaks in the spa. Two of the bedrooms are themed, including the Under the Sea room designed to make you feel like you’re under the sea, and the Princess room with two twin beds built into castles. Plus, there’s a movie theater, a full kitchen, laundry facilities, and flat-screen TVs throughout the house.

13-Bedroom Mansion with Outdoor Pool and Game Room 13-Bedroom Mansion with Outdoor Pool and Game Room
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13-Bedroom Mansion with Outdoor Pool and Game Room

This Orlando vacation rental with a game room offers magnificent views from the inside and out, along with an outdoor pool surrounded by sun beds, grass play areas, and a BBQ grill. The game room is the highlight inside, with a big-screen TV that includes Netflix and YouTube, a state-of-the-art Play Station 5, two gaming chairs, and a 3-in-1 sports table that includes Ping Pong, air hockey, and billiards.

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