
Vacation 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.

Shadow Bay Luxe / Private Pool Near Universal
Guests will feel truly pampered during their stay. Indulge in the ultimate sleep experience with luxurious mattresses, plush pillows, and exquisite linens; every detail has been considered to provide a lavish and relaxing experience. Conveniently located just two minutes drive from two large shopping plazas, guests will find a variety of amenities at their fingertips, including a grocery store (Publix), the best BBQ in town, Starbucks, Chick-fil-A, Burger, Asian, Mexican restaurants, and more.

Comfort Home with BBQ, Private Pool & Hot tub
Step into our inviting single home where coziness eagerly awaits you! This beautiful Villa is nestled in the prestigious, award-winning Terra Verde Resort, a guard-gated community in Kissimmee, just 30 feet from the clubhouse and a mere 10 minutes from Disney. BBQ grill & Pool Heating are optional and must be requested at least one day before arrival. Terra Verde Resort HOA requirement: Upon check-in, guests must purchase a $25 non-refundable gate card for each vehicle entering the community.

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.

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.
Popular amenities for Orlando rentals with a pool
House rentals with a pool

Disney World Epic Luxury Marvel Superhero Haven

“Casa Del Sol”

Disney Orlando vacation home with private pool 3

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

Dream Vacation | Sleeps 18 | Themed Arcade & Rooms

Spacious Resort Villa Near Disney w/ Pool & Spa!

Resort Water Park Home with Private Pool

Mi Casita Near Disney/Universal
Condo rentals with a pool

Lakeside Resort Condo minutes to Disney, Universal

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Stylish Condo 20 mins to Disney/King Bed

Resort Style Sunshine Oasis near Theme Parks

Private Rooftop Suite! No resort fees!

Westgate Palace Resort 2 bedroom

Modern Condo with Lake View Near Disney 3151

A 3BR Resort Style Divine Getaway Near Theme Parks
Other vacation rentals with a pool

5419 Oakgrain

Relaxed 4BR villa w/ game room & pool

Luxury 8BD Theater Game Pool Golf Firepit - Disney

Hakuna Matata

The Sandy Gator

5 BD/ 4.5 BA Sleeps 11! Encore At Reunion (7434MA)

Family Resort/Waterslides/Close 2 Disney

Beautiful 2BR Condo with Great Views on Resort
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ503 | ﺩ.ﺇ521 | ﺩ.ﺇ518 | ﺩ.ﺇ481 | ﺩ.ﺇ459 | ﺩ.ﺇ521 | ﺩ.ﺇ492 | ﺩ.ﺇ441 | ﺩ.ﺇ422 | ﺩ.ﺇ448 | ﺩ.ﺇ521 | ﺩ.ﺇ547 |
| 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 vacation rentals with a pool in Orlando

Total vacation rentals
Explore 8,050 vacation rentals in Orlando

Nightly prices starting at
Orlando vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 201,210 verified reviews to help you choose

Family-friendly vacation rentals
4,710 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
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 vacation 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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