
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.

Private Rooftop Suite! The best of the best
Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

Spacious Home with Pool & Hot Tub near Downtown
Nestled in one of the most coveted neighborhoods near Downtown Orlando (Ivanhoe Village), you'll be within a 5-min walk to tons of restaurants, bars, breweries, and boutique shops. Boasting a heated pool, hot tub, tiki bar, patio area w/seating & two living areas -you'll have ample room to play, entertain or relax in your Tropical Oasis! ☀ Harry P. Leu Gardens – 4 mins ☀ Orlando Museum of Art – 4 mins ☀ Universal Studios – 19 mins ☀ Walt Disney World – 24 mins ☀ The Mall at Millenia – 16 mins

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
Aloha Adventurers! Welcome to Faré Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room “story dwelling” adventure from the moment you step thru the door! - Kungaloosh!!

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!

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa
A vacation home that takes your entertainment seriously! That’s our 8-bedroom villa in Emerald Island Resort at 3 miles from Disney… Ready to enjoy themed bedrooms, a premium private movie theater with a 155-inch screen, 4K projector, 5.1 surround sound, and a PS5 for gaming? Relive your favorite films in stunning quality, just like in the best movie theaters. Private Pool and Spa will make your vacation unforgettable! We’re ready for families and groups, to offer fun, comfort, and luxury.

Villa Resort Club
VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

Penthouse With Epic Views
Escape to a stunning, designer-remodeled 2BR/2BA penthouse with breathtaking views of the lake and four theme parks. This luxurious retreat comfortably fits 4 and features a private, wrap-around rooftop terrace, a kitchen, and full access to resort amenities like pools, a gym, and tennis courts. Perfect for a luxury vacation, this premier unit at The Enclave offers an unforgettable experience with high-end finishes and a dedicated workspace, combining comfort with unparalleled style.

Super Mario's Sky Suite - Epic Universe 3 BD SUITE
Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

Downtown Orlando Garden Retreat
This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

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.

Lake House - Downtown Orlando
Welcome to lakefront paradise! This charming residence in Downtown Orlando, offers an oasis of tranquility and comfort for the whole family. Located in a picturesque lakefront setting, this home is the perfect place to enjoy the serenity of the water and create unforgettable memories. With spacious indoor and outdoor areas, there's plenty of room to relax and entertain. - Pool Heather Available upon request(extra charge due to electricity)

Private Country House | 16 Guests | Gatherings
Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.
Popular amenities for Orlando rentals with a pool
House rentals with a pool

Huge pool & Lakeview home | 5 Min Universal

Luxury Disney Vacation Home on Reunion Golf Resort

Gorgeous 5BR at Encore Resort next to Disney - 305

The Ultimate Disney Experience PLUS MORE!

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

7839 6BD Beautiful Family Home in Reunion Resort

5BR Mario& Princess Peach•Pool•Theater•Free Resort

Disney Villa w/ Priv Pool & Lake View-12 Mi Parks
Apartment rentals with a pool

Vista Cay Luxury Vision, Next to EPIC and OCCC

Marriott Sabal Palms 2BD Villa

A luxurious living just 15 min/Disney!

Penthouse Lakeview Minutes to Disney/ Universal

Cozy Condo at Secret Lake near Disney

Modern Lake view Condo 1 mile from Disney

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

Lakefront Resort Condo near Disney and Universal
Other holiday rentals with a pool

Paradise Lake Lodge

4BR Disney & Universal Themed Villa Reunion Resort

Pet-Friendly Pool Home Near Orlando

Modern Condo: 10 Min to Disney + Fireworks Views!

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

Boutique Suite in Orlando

Modern Oasis | King Bed • Pool & Gym • Near Epic U

Modern Luxury Kissimmee Retreat
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 SGD | $196 SGD | $195 SGD | $166 SGD | $158 SGD | $180 SGD | $170 SGD | $152 SGD | $146 SGD | $155 SGD | $180 SGD | $189 SGD |
| 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 8,500 holiday rentals in Orlando

Nightly prices starting at
Orlando holiday rentals start at $13 SGD 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 & child-friendly amenities

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

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

Wifi availability
8,320 of Orlando holiday rentals include wifi 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
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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Magic Kingdom Park
- Orlando / Kissimmee KOA
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Playalinda Beach
- Island H2O Live!
- Southern Dunes Golf and Country Club
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