
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.

PentHouse Suite with 2X View
Located at the gates of Walt Disney World, this Awesome PentHouse Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Amazing Restaurants, Shopping and many more. Best of all wonderful views with 2 Large Balcony's, 1 for Sunrise @ East Side and 1 for Sunset @ West side overlooking Disney World with amazing fireworks every night, Enjoy! **Security camera for safety @ Entry door only!

Mills Cottage
Beautiful private upstairs cottage with deck overlooking the lake. It’s near other lakes and dog friendly parks are close. Comfort was the number one reason when choosing furniture and mattresses. Kitchen fully equipped: coffee maker, toaster, microwave, cook top oven, refrigerator, washer/dryer, iron & flat screen TV. Wifi, cable tv, Amazon & Netflix. A dedicated professional work space and desk. Includes light breakfast and snacks. Please note there is an additional charge to use the pool.

Near Disney Gated LakeView Pvt Heated Pool
LIMITED PROMOTION! FREE CLEANING FOR BOOKING 2 WKS OR MORE! LOWEST CLEANING FEE! Military dscnts. New Pool Heatr, Dolby ATMOS, 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing dock. Fully furnished, sparkling clean w/ 5 bds - 1 King, 2 Qns, 2 Twin beds w/ 3 baths, kitchen & lndry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

Lakeside Paradise, 15 min Disney + Saltwater Pool
Welcome to Lakeside Paradise – Discover the perfect blend of tranquility and excitement at Lakeside Paradise. Enjoy the serenity of our lakeside retreat, just moments from Central Florida’s top attractions: Disney Parks – 8 miles (15 mins) Universal Studios – 16 miles (25 mins) SeaWorld – 13 miles (20 mins) ESPN Sports Complex – 6 miles (10 mins) Margaritaville/Island H2O – 3 miles (10 mins) Walmart/Target – 6 miles (10 mins) Optional heated pool and spa available for an added fee of $40/day

Airbnb's Choice- Best at Blue Heron- Stunning View
"Airbnb's Choice" - When it was time for Airbnb to select a home to feature in their Instagram ad campaign, of the hundreds of homes in the Orlando area, they selected this one. "Shouldn't it be your choice as well?" Tastefully and professionally decorated - This is a spacious one-bedroom, two-bath lakefront condominium located at the Blue Heron Beach Resort. It's conveniently located just two blocks off I-4 and just 1 mile from the entrance to Disney with breathtaking views of Lake Bryan.

Bird’s-Eye View! 2bd/2 King/2Bath Disney Area
2 KING/ 2 BATH/ 2 BALCONY condo for an ideal getaway. Condo located within 10 min. from Disney, 15 min. for Universal, 25 min. to Downtown Orlando, and 1 hr to the beach. From the 12th floor unit, you can enjoy the sunrise over Lake Bryan in the morning and sunset - book the extra day, you’re gonna wish you did. Yep, that's right - your view is SKY HIGH, the best in Central Florida. Unit is fully equipped and very luxurious. Parking included in price and there are NO ADDITIONAL RESORT FEES.

Gorgeous 5BR @ Encore 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*

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.

Lovely Winter Park Home close to Hospitals !
Lovely Condo close to Full Sail, Rollins College, Valencia College, UCF and Advent Health Winter Park Hospital. Close to Park Avenue - Winter Park’s shopping, dining and cultural gem – boasts more than 140 boutiques, sidewalk cafes, and museums, all in the shadow of oak-canopied Central Park. In addition to the shops, dining and cultural offerings, you can plan a trip around special events that include seasonal art shows, concerts and fashion events.

❤️THE❤️ ADVENTURE❤️ HOUSE❤️ (3BD/2BA/4 SmartTV/Lakefront)
⚠️ BOOKING REQUIREMENTS: (please do not book if you dont meet or do not agree with the requirements) ✔️Minimum age of 25 yo is required to book this unit and be ready to present photo ID when requested. Must attend the trip. ✔️Be one single family living outside Orlando area and visiting parks. ✔️Be kind, clean, and well-organized. ✔️Must carefully read and agree with (1) listing description, (2) house rules and (3) checkout instructions.

Private Pool 4/2 Waterfront Oasis Weekly Discounts
Newly remodeled 4/2 waterfront home with private pool and relaxing dock, single family house located in East Orlando Florida, close to Siemens, Lockheed Martin, the University of Central Florida (UCF), Rollins College, Full Sail University, Valencia Community College, Winter Park, Central Florida Research Park and Quadrangle and major attractions Walt Disney World and Universal Studios, highways and beaches.

Premium 6BR | Theater, Games & Heated Pool
Welcome to your 3,400 sq ft luxury escape just minutes from Disney World! Perfect for families and friends, our villa sleeps 12 with ensuite bathrooms in every bedroom. Enjoy the home theater, game room, and a fully equipped kitchen—plenty of space to gather or relax. Close to shopping, dining, and all the Orlando magic. Book now for unforgettable memories in your private Disney-area villa.
Popular amenities for Orlando rentals with a pool
House rentals with a pool

Shadow Bay Luxe / Private Pool Near Universal

Resort TH 2b/2.5b With Private Hot Tub near Disney

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms

Home, Private Pool, 10 min to Disney, 3 BR/2 Baths

Resort Water Park Home with Private Pool

Spacious House/By Parks/4 Bd/3bath+Pool&Game Room

Themed Villa w Arcade & Pool/Spa 1 Block to Resort

The Eights House by Disney. Themed Island Dream
Apartment rentals with a pool

Lakeside Resort Condo minutes to Disney, Universal

Stylish Condo 20 mins to Disney/King Bed

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Resort Style Sunshine Oasis near Theme Parks

Private Rooftop Suite! No resort fees!

Westgate Palace Resort 2 bedroom

Magically Close to Disney- Serene LakeView Condo

Modern Condo with Lake View Near Disney 3151
Other holiday rentals with a pool

Cozy 4 Suites Villa 5 Min to Disney

2 BR home with in balcony and panoramic views

Disney World Epic Luxury Marvel Superhero Haven

The Cozy Nook

Cozy 3bdrm/2bath unit Just Minutes to Disney World

Peaceful 5 BR Home w/Private Pool/Spa & Game Room!

Spacious Resort Villa Near Disney w/ Pool & Spa!

WaterView 4 miles to Disney 3Br 2Ba Pool Home
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $176 SGD | $182 SGD | $181 SGD | $168 SGD | $160 SGD | $182 SGD | $172 SGD | $154 SGD | $147 SGD | $156 SGD | $182 SGD | $191 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 8,050 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 201,210 verified reviews to help you choose

Family-friendly holiday rentals
4,710 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 1,880 rentals that welcome pets

Rentals with dedicated workspaces
4,730 properties have a dedicated workspace

Wifi availability
7,930 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 Kia Center
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Panama City Beach Holiday rentals
- Apartment rentals Orlando
- Rentals with a cinema Orlando
- Ski-in/ski-out rentals Orlando
- Aparthotel rentals Orlando
- Smoking-friendly rentals Orlando
- Rentals with a washing machine and dryer Orlando
- Mansion rentals Orlando
- Serviced apartment rentals Orlando
- Rentals with beach access Orlando
- Rentals with a sauna Orlando
- Loft rentals Orlando
- Rentals with breakfast Orlando
- Beach apartment rentals Orlando
- Hotel rooms Orlando
- Private suite rentals Orlando
- Holiday home rentals Orlando
- Family-friendly rentals Orlando
- Cabin rentals Orlando
- Villa rentals Orlando
- House rentals Orlando
- Rentals with a fireplace Orlando
- Boutique hotels Orlando
- Rentals with a firepit Orlando
- Townhouse rentals Orlando
- Bed and breakfasts Orlando
- Lakehouse rentals Orlando
- Cottage rentals Orlando
- Rentals with lake access Orlando
- Resort rentals Orlando
- Beachfront rentals Orlando
- Guest house rentals Orlando
- Pet-friendly rentals Orlando
- Rentals with outdoor seating Orlando
- Rentals with an EV charger Orlando
- Rentals with an accessible-height toilet Orlando
- Flat rentals Orlando
- Rentals with a patio Orlando
- Rentals with a hot tub Orlando
- Rentals with a kayak Orlando
- Rentals with an accessible-height bed Orlando
- Tiny house rentals Orlando
- Waterfront rentals Orlando
- Fitness-friendly rentals Orlando
- Beach house rentals Orlando
- Motorhome rentals Orlando
- Rentals with pools Orange County
- Rentals with pools Florida
- Rentals with pools United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Give Kids the World Village
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Playalinda Beach
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
- Things to do Orlando
- Nature and outdoors Orlando
- Sports activities Orlando
- Food and drink Orlando
- Art and culture Orlando
- Things to do Orange County
- Nature and outdoors Orange County
- Sports activities Orange County
- Food and drink Orange County
- Art and culture Orange County
- Things to do Florida
- Food and drink Florida
- Tours Florida
- Wellness Florida
- Nature and outdoors Florida
- Entertainment Florida
- Sightseeing Florida
- Sports activities Florida
- Art and culture Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Wellness United States
- Sightseeing United States
- Sports activities United States
- Entertainment United States
- Art and culture United States
- Nature and outdoors United States






