Holiday rentals with a pool in Orlando

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Orlando

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.
Villa in Orlando
4.96 out of 5 average rating, 109 reviews

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

Top Guest favourite
A private, screened-in pool area features a sparkling blue pool with a built-in hot tub on one side. Sunlight reflects off the water, creating a serene environment, while surrounding greenery provides a sense of privacy.
Home in Clermont
4.93 out of 5 average rating, 161 reviews

Stylish Villa Private Pool-SPA Near Parks Disney!

Stylish villa 4 bed/3 bath family home with private facing pool & SPA, living room, family room, kitchen, breakfast bar, dining table, a game room, Wi-Fi, smart TVs, wheelchair accessible, close to the parks, shops, and restaurants, Pool & SPA heater at additional cost, located at Glenbrook community. We have it all and much more to enjoy. The pool & SPA heater fee is $25 (USD) per day. The BBQ grill is an additional $45 (USD) charge for the whole stay, including 1 propane gas and cleaning.

Guest favourite
A modern bedroom features a spacious bed adorned with red and gray textiles. A large circular light installation highlights the textured wall behind. Two floor lamps provide soft illumination, while a desk with a chair is situated nearby. Floor-to-ceiling curtains frame the window.
Condo in Davenport
4.83 out of 5 average rating, 164 reviews

Intense Space-Themed Condo Near Disney

Make this newly renovated luxury condo your launching pad for your next intergalactic adventure! Enjoy custom lighting and artwork inspired by Galaxy's Edge, set in the midst of mature trees, lakes, and wildlife. Between ventures, relax at any of four pools, six hot tubs, and a beach with a fishing dock. Hit a few balls on the tennis and pickleball court or shoot some hoops, then cool off at the splash pad, dine at the Tradewinds restaurant, or rejuvenate at the Cenote spa, all on-site.

Top Guest favourite
The outdoor pool area features a spacious swimming pool with a hot tub adjacent to it. The surrounding screened enclosure provides a clear view of the landscaped yard and neighboring homes. Sunlight reflects off the water, creating a serene atmosphere for relaxation.
Villa in Kissimmee
4.96 out of 5 average rating, 51 reviews

Getaway w/ Game Room + Pvt Pool | Solara

Welcome to our single-family home inside the prestigious Solara Resort in Orlando, the perfect getaway for families and friends seeking both comfort and excitement. This spacious 5-bedroom, 4.5-bathroom retreat features modern décor, a fully equipped kitchen, a cozy living and dining area, and a private pool with SPA for endless fun under the Florida sun. Guests will also enjoy a game room in the garage and a stylish loft with TV, making it an ideal spot to relax after a day at the parks.

Top Guest favourite
A large wooden dining table is surrounded by eight wooden chairs, set against a backdrop of stone-like walls with arched windows. A metal chandelier hangs overhead, while a decorative knight statue stands in the corner, adding character to the atmospheric space.
Villa in Kissimmee
4.87 out of 5 average rating, 567 reviews

Magical 5-Bedroom Villa Near Universal's Wizarding

Ensure an enchanted holiday in Orlando. Inspired by everyone’s favorite castle, this magical home provides an immersive experience with 5 bedrooms, common room with large screen TV with Netflix & Nintendo Switch, dining hall, fully equipped kitchen, swimming pool, patio with grill and laundry room. Located in a quiet residential community, 10 miles to the Wizarding World of Harry Potter, 6 miles to Disney, 5 miles from Celebration, 4 miles from Old Town and 18 miles from downtown Orlando.

Top Guest favourite
A collage of vibrant images showcases the luxurious amenities available, featuring a spacious pool area, themed bedrooms, an arcade room, and outdoor seating. The photos capture a welcoming environment ideal for family gatherings and entertainment, beautifully arranged in a Mickey Mouse shape.
Villa in Kissimmee
4.99 out of 5 average rating, 100 reviews

Cozy Themed Villa 6 BR | Close to Disney

🏖️☀️🏄‍♀️Stay just minutes from Disney in this spacious 6-bedroom home, perfect for a family getaway. It comfortably sleeps up to 14 guests and is designed for both kids and adults to enjoy. Located in Windsor Hills Resort — one of the closest communities to Disney World — you’ll have quick and easy access to the parks. Enjoy themed bedrooms, a game room, and your own private patio and pool — great for relaxing after a fun day at Disney.🌴👙🩳🥽🩴 ❤️❤️We'd love to welcome you here!

Guest favourite
The tranquil pool area is framed by a screened enclosure, featuring plush loungers and a small table. Bubbles float in the water, and a vibrant sunset casts a warm glow over the serene setting, highlighting surrounding greenery.
Home in Kissimmee
4.93 out of 5 average rating, 147 reviews

"Paradise Found" Sensational 6 Bed Home W/Peloton

Discover 'Paradise Found' at Windsor at Westside, a 6-bed fantasy home near Disney. This 3,300 sq ft gem offers an open-plan living space, gourmet kitchen, and a private pool oasis with a BBQ, dining and lounge. Enjoy a king suite with pool access, a fun-filled garage gym/games area, and a vast upstairs lounge with Xbox. Dream in themed children's rooms or one of the three king bedrooms. Perfect for families seeking a magical retreat! Free resort access, pool heat and BBQ.

Top Guest favourite
A vibrant games room is equipped with various arcade machines, including SpongeBob Racing. A massage chair is positioned nearby, while a theater room features plush seating. An outdoor space highlights a screened-in pool area surrounded by palm trees, visible through large windows.
Home in Kissimmee
5 out of 5 average rating, 244 reviews

Windsor Orlando Private Arcades,Theater,Pool-Spa

Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

Guest favourite
Condo in Orlando
4.88 out of 5 average rating, 88 reviews

Pool*Top Floor*Forest Views*Balcony*VistaCay

* Professional Cleaned * Easy Self Check-In * Fantastic Location Near Top Attractions 2 min to OC Convention Center ( 1 mile ) 5 min to International Drive ( restaurants, attractions, shopping ) 10 min to SeaWorld 15 min to Universal Studios 20 min to Disney World Free parking for multiple cars Fast WiFi, PlayStation 4, DISNEY + Resort pools + hot tub Washer + Dryer Guests must be 21 by check-in date.

Top Guest favourite
A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.
Condo in Orlando
4.98 out of 5 average rating, 238 reviews

Lakefront Resort Condo near Disney and Universal

Your magical getaway starts here—just minutes from Disney & Universal Parks ! Relax on your balcony overlooking stunning Lake Bryan, splash in the heated pool, sip at the Tiki bar, and stream your favorite shows with HBO & Netflix. Concierge for park tickets, free parking, 24-hr security. No deposit, no extra fees—just fun, sun, and memories waiting!

Guest favourite
Home in Kissimmee
4.97 out of 5 average rating, 108 reviews

5Bd/ 5 Ba Sleeps 12! Storey Lake (4729 SH)

• Community: Storey Lake • 5 Bedrooms/5 Bathrooms/Sleeps 12 • Disney World® (4.9 miles) SeaWorld (8.7 miles) • Convention Center (9.4 miles) ICON Park (11.0 miles) • Universal Studios (12.1 miles) Epic Universe (11.4 miles) • Location: Sleepy Hollow Drive, Kissimmee FL 34747

Guest favourite
A private pool area with a raised hot tub is enclosed by a screen, offering safety and quality views of the surroundings. The pool is accented by textured stonework and features a basketball hoop. A vibrant sunset casts colorful hues across the sky.
Villa in Davenport
4.93 out of 5 average rating, 166 reviews

Private Villa near Disney & Universal W/Pool & Spa

New Luxury 6 Bedroom 4.5 Bath Villa with private pool and spa with a private view. Located in the Beautiful Solterra Resort, featuring an incredible recreation center fitness center, lazy river, and waterslides. Locates Just Minutes From Disney and Universal Studios.

Popular amenities for Orlando rentals with a pool

When is the best time to visit Orlando?

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Avg. price$231 NZD$240 NZD$238 NZD$221 NZD$211 NZD$240 NZD$226 NZD$202 NZD$194 NZD$206 NZD$240 NZD$251 NZD
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Quick stats about holiday rentals with a pool in Orlando

  • Total holiday rentals

    Explore 8,050 holiday rentals in Orlando

  • Nightly prices starting at

    Orlando holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 201,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    4,710 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 1,880 rentals that welcome pets

  • Rentals with dedicated workspaces

    4,730 properties have a dedicated workspace

  • Wi-Fi availability

    7,930 of Orlando holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Orlando rentals

  • 4.7 Average rating

    Orlando stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Orlando's top spots, include Universal CityWalk, International Drive, and Kia Center

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