
Holiday rentals with a pool in Orlando
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Orlando

Total holiday rentals
Explore 8,500 holiday rentals in Orlando

Nightly prices starting at
Orlando holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 206,930 verified reviews to help you choose

Family-friendly holiday rentals
4,780 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 1,930 rentals that welcome pets

Rentals with dedicated workspaces
4,740 properties have a dedicated workspace

Wi-Fi availability
8,320 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 Dr. Phillips Center for the Performing Arts
Top-rated rentals with a pool in Orlando
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Private Pool Oasis w/Xbox, Fireplace, Projector
Discover Orlando from this beautifully remodeled home, perfectly located near Disney, Universal Studios, downtown, and prime shopping. Enjoy the serene private pool with stunning day and night lighting. The home features three stylish bedrooms with private TVs, two modern bathrooms, and a cozy fireplace with a dedicated seating area. Offering a blend of comfort and convenience, this home is your ideal base for an unforgettable Orlando experience. Book your stay to create unforgettable memories!

Rustic Barn Retreat
Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractions—just a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

Unique Spacious Home w/ Pool near Downtown Orlando
Nestled on a quiet street, 15 mins from Downtown Orlando. This home has a massive pool, hot tub, water fountain, real outdoor and indoor fire place, outdoor patio area w/seating. The Kitchen is equipped with everything you need to make delicious meals, and there are two living areas to provide ample space for relaxation. There is also a designated office area to take work calls. ☀ College Park – 10 mins ☀ Downtown Orlando – 15 mins ☀ Universal Studios – 28 mins ☀ Walt Disney World – 34 mins

Emerald Grove - Close to Disney
2 Bedroom | 2 Bath | Prime Winter Garden Location | Near Disney & Universal Nestled in the heart of charming Winter Garden, this beautifully designed 2-bedroom, 2-bath apartment offers the perfect blend of modern luxury and small-town charm — just 20 minutes from Walt Disney World and Orlando’s top attractions. Located on the iconic Plant Street, you’ll be steps away from historic downtown Winter Garden, home to popular restaurants, boutiques, coffee shops, and the famous West Orange Trail.

Luxury Villa! /Game Room/ Pool Heater
Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and overflow Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!

Gorgeous 5BR at Encore Resort next to Disney - 305
Modern 3,000sf luxury home, with 5 bedrooms, at world's renowned Encore Resort at Reunion. Featuring 5 bedrooms, 5 1/2 bathrooms, a game room, a beautiful backyard, a private pool and spa. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

Perfect Disney Holiday! Private Pool, Spa
Welcome to Perfect Disney Getaway! This beautiful 5-bedroom 5 bath home is located in the Paradise Palms Resort, a gated community very close to Disney and other parks. Enjoy a dip in your private pool - with no rear-facing neighbors! Have a soak in your spill-over jacuzzi hot tub. With a TV in every room and a movie theater, catch up on your favorite movies and shows. Bring the whole family to this great place with lots of room for fun and enjoy the Perfect Disney Getaway!

Wonderfull home near Disney & FREE Waterpark 2421
STOREY LAKE RESORT. A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

Stunning Orlando Getaway w/Spa & Heated Pool
The whole group will enjoy easy access to everything from this centrally located Orlando location. This 1950s beautifully designed space has all modern amenities with an amazing outdoor living space. Located in College Park situated close to many amenities Orlando has to offer. Only 9 Minutes to downtown Orlando or 15 Minutes to Universal. The Acre & The Cottage Wedding venues are both within Walking Distance. Dubsdread is only 4 Minutes Away.

Exquisite Luxury Home Minutes from All Theme Parks
Luxurious Mid Century Modern decorated and newly renovated stylish home at the heart of Orlando in the famous Dr. Phillips area, just minutes away from all Orlando major theme parks, the famous restaurant row with variety of major chain/award wining restaurants and specialty grocery stores. Perfect for family or group up to 8 people to enjoy a comfortable stay. Enjoy!

Private Pool Home Near Disney | 4BR Sleeps 10
Modern designer home with private pool, perfect for families and groups near Disney. Sleeps 10 in 4 stylish bedrooms and features a chef-style quartz kitchen, elegant dining for 8, spacious living area, and a fun kids’ room. Located in a quiet upscale community just 20–25 minutes from Disney, with easy access to Universal and Orlando’s top attractions.
Popular amenities for Orlando rentals with a pool
House rentals with a pool

Themed Rooms, Pool, Theater & Arcade | Sleeps 22

11BR Brand New | Themed Rooms | Sleeps 24 - 11121

2026 Themed NEW 08 Bedrooms At Solara Resort

5 Bedrooms/5.5 Bathrooms/WindsorWestside (8973 RS)

*Luxe Disney Home* Priv Pool/Spa- 6BR Sleeps 15

Modern Tropical House Heated Salt Pool

The Perfect Home - Heated Pool - Next to Universal

1157 5BD Dream Home Decoration - Champions Gate
Condo rentals with a pool

Coastal Retreat | 15 min to Disney

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Amaranta/Studio beautiful balcony LAKE VIEW 🫶❤️

Cozy space 5/10 universal & epic

Marriott Sabal Palms 2BD Villa

303_To Infinity & the Ocean Breeze Apartment

A luxurious living just 15 min/Disney

Modern Lake view Condo 1 mile from Disney
Other holiday rentals with a pool

Villa w/ Pvt Pool + Summer Kitchen | Intl Drive

Harmony | Heated Pool | 10 min Universal & Epic.

Epic stay at Vista Cay!

Montego Bay Retreat | 15 Min to Disney

Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ

Affordable Disney Family Townhome Pool/BBQ/Gym

Charming King Suite, Near Universal & Pet-Friendly

Dream pool magazine home city center/parks/DT
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $212 AUD | $225 AUD | $223 AUD | $190 AUD | $181 AUD | $206 AUD | $194 AUD | $174 AUD | $167 AUD | $177 AUD | $206 AUD | $216 AUD |
| 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 |
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Daytona International Speedway
- Magic Kingdom Park
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- Epcot
- Universal's Volcano Bay
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- Reunion Resort Golf Courses - Palmer & Watson
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- University of Central Florida
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