15 Phenomenal Orlando Vacation Rentals with a Private Pool

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On the hunt for Orlando vacation rentals with a private pool? If one thing is certain, a vacation to Florida is not complete without soaking in the sunshine and relaxing poolside! No matter the time of year, having a private pool steps away from where you’re staying provides an extra amenity for your family or group to enjoy. Our lavish homes range between an average of $99 and $200 per night, making for an affordable place to stay in Orlando for your next getaway!

Kid playing in vacation rental private pool

Where can I find vacation home rentals with a private pool?

There are numerous resort communities where you can find a vacation home with a private pool close to all of the theme parks! You’ll find properties listed below in Solterra Resort, Aviana Resort, and a few other resort-style communities in the greater Orlando region. If you don’t see a property that fits your needs or budget, feel free to contact our team directly! We’re more than happy to help guide you to the perfect place to stay for you and your family. And, don’t forget about all the Villakey Amenities that come with your rental.

Let’s dive in! Keep scrolling to take a look at 15 of our top Orlando vacation rentals with a private pool or click below to search through all of our Orlando vacation rental homes. 

Solterra Resort Vacation Homes with Private Pool

Solterra Resort is a luxury community about a 10-minute drive from Walt Disney World theme parks and a short drive to Universal, SeaWorld, and all the other popular attractions in Orlando. Every one of the homes within this community has its own private pool, and you’ll also have access to the community areas — a large shared swimming pool, water park area featuring a lazy river, a poolside cafe with full menu, and a gorgeous clubhouse with complimentary wireless internet.

Orlando Vacation Rentals with Private Pool - Solterra Resort - Brand New Villa and Star Wars

Brand New Villa with Water Views, 4 King Bedrooms, and a Lively Game Room
7 bedrooms | 5.5 bathrooms | Sleeps 14

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Orlando Vacation Rentals with Private Pool - Solterra Resort - Short Walk to Clubhouse

Wonderful Pool Villa with Short Walk to Clubhouse and Vibrant Game Room
6 bedrooms | 5 bathrooms | Sleeps 12

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Championsgate Orlando Vacation Rentals with Private Pool

ChampionsGate Resort stands as a premier destination for Orlando vacation rentals, offering exquisite accommodations with private pools. This upscale resort is conveniently located just minutes away from the vibrant heart of Orlando and a short drive from world-renowned theme parks like Walt Disney World.

Immerse yourself in the warm hospitality of the clubhouse, where you can enjoy the theater, game room, and office center. Delight in delectable meals at the Oasis Grill Restaurant. Unwind by the resort-style pool, complete with cabanas, a water slide, and a lazy river. Stay active with a range of fitness options including a gym, volleyball court, and tennis courts. And, golf enthusiasts will appreciate the opportunity to play on two 18-hole courses meticulously designed by Greg Norman.

Extravagant Orlando Vacation Rental with Private Pool - Championsgate

Themed Enchantment with Extravagant Themed Bedrooms and Game Room
9 bedrooms | 5 bathrooms | Sleeps 24

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Newly Decorated Orlando Vacation Home with Private Pool

Updated Vacation Home with Private Pool, Themed Rooms & Game Room
9 bedrooms | 5 bathrooms | Sleeps 18

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Perfect Vacation Home with Private Pool Themed Rooms Game Room and Theatre

Championsgate Home with Private Pool Themed Rooms, Game Room & Theater
8 bedrooms | 5 bathrooms | Sleeps 16

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Comfort and Luxury at Championsgate Vacation Rental

Comfort & Luxury: Private Pool, No Rear Neighbors, and Entertainment Loft
6 bedrooms | 6 bathrooms | Sleeps 12

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Modern Affordable Townhome with Private Pool in Orlando

Modern Townhome Rental with Private Pool, High-end Finishes, and More
5 bedrooms | 4 bathrooms | Sleeps 15

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Championsgate Vacation Rental with Private Pool and Themed Bedrooms

Frozen, Spiderman & Mickey Themed Rooms with Private Pool and More
5 bedrooms | 4 bathrooms | Sleeps 12

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Windsor at Westside Vacation Homes in Orlando with Private Pools

At Westside Resort, prepare yourself for an extraordinary stay filled with an abundance of amenities that will leave a lasting impression! All guests have access to the expansive 10,000 square foot clubhouse, where you’ll discover a massive zero-entry resort-style pool, kids splash park with waterslide, lazy river, and a lake with dock. When hunger strikes, satisfy your cravings at Tu Casa, the on-site restaurant offering superb dining just steps away from your vacation home with private pool. You may never want to leave!

But, when you’re ready for an adventure, you’re only minutes away from the theme parks, attractions, and amenities in Orlando.

Spectacular Orlando Vacation Home with Private Pool - Twilight

Spectacular Orlando Vacation Home with Themed Bedrooms, Game Room, and Private Theater
9 bedrooms | 6 bathrooms | Sleeps 20

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Windsor at Westside - South Facing Private Pool and Game Room

South Facing Pool with Private View, Game Room, and Themed Bedrooms
8 bedrooms | 6 bathrooms | Sleeps 20

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Colorful Vacation Rental in Orlando with Private Pool

Colorful Windsor at Westside Vacation Home with Themed Rooms & Game Room
7 bedrooms | 6 bathrooms | Sleeps 14

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Steps from Windsor at Westside - Vacation Home with Pool

Just Steps to the Clubhouse with Huge Pool, Themed Rooms, Game Room & Theater
6 bedrooms | 4.5 bathrooms | Sleeps 13

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Luxury Villa with Private View and Themed Rooms

Affordable Luxury Villa with Private Conservation View, Themed Rooms & More
5 bedrooms | 4 bathrooms | Sleeps 10

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Steps from Windsor at Westside - Vacation Home with Pool

Just Steps to the Clubhouse with Huge Pool, Themed Rooms, Game Room & Theater
6 bedrooms | 4.5 bathrooms | Sleeps 13

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Luxury Villa with Private View and Themed Rooms

Affordable Luxury Villa with Private Conservation View, Themed Rooms & More
5 bedrooms | 4 bathrooms | Sleeps 10

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Lake View Orlando Vacation Rental with Pool - Sunset

Lavish Home with Breathtaking Lake View, Private Pool, and Gorgeous Interior Design
5 bedrooms | 4.5 bathrooms | Sleeps 10

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Amazing Anime Themed Vacation Rental with Pool

Anime Dream Home! Vibrant Themed Rooms Throughout, Game Room, and Private Pool
5 bedrooms | 4 bathrooms | Sleeps 10

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Need help finding the perfect Orlando vacation rental?

These properties are just the beginning of what’s available! If you need assistance choosing a home or have questions, give us a ring or send us an email. We’re available 24/7 to help you with all of your vacation planning needs. And, you can also browse through our Villakey Curated Collections:

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