
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.

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!

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.

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.

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.

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.

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!

"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.

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.

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.

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!

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

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
House rentals with a pool

3BR / 2BR Heated Pool Home 7 Min to Disney |

The Disney House • Immersive Rooms • Gaming Lounge

Dluxx Dream Vacation 8 miles from Disney 8877

(Discounted Rates) Vacation Home (4 Miles Disney)

Lakefront 4 BR Retreat w/ pool & Jacuzzi Sleeps 12

3 bedrooms (4 beds) near UCF/Oviedo

2026 NEW 06 Bedrooms at Solara Resort/Game Room

Amazing Pool-Jacuzzi/ 8 Universal/ 15 Disney
Condo rentals with a pool

Luxury Condo On I-Drive & One Mile from Universal

Vista Cay Luxury Vision, Next to EPIC and OCCC

Lakeside Resort Condo minutes to Disney, Universal

Contemporary apartment near Disney with WIFI

202_Magical and Cozy 2BR minutes from Disney

Private Rooftop Suite! No resort fees!

Westgate Palace Resort 2 bedroom

Beautiful Waterfront w/ Fireworks★Near Disney★2BDR
Other holiday rentals with a pool

Luxury Stay in Lucaya - Pool, Gym & More

4 Bd/ 3 Ba Private Pool! Paradise Palms (8969 BP)

Disney Pool Home / GameRoom / Free Water Park

Relax in Ultimate Comfort with Pool & BBQ Area

Casa Lucia Lakeview condo @vista Cay Close to OCC

Think Pink 2BR • Pool, Free Park, Priv Patio, Gym

3BR Presidential-Bonnet Creek-On Disney Grounds!

Beautiful lakeview home mins to Disney!
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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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