
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! No resort fees!
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.

Oasis comfy Suite #1 Location~Heated pool~4 Guests
From our family to yours, we invite you to experience our private Orlando luxury oasis 🙂 Ideally located just minutes from the world’s most iconic attractions, including Disney and Universal Studios, our elegantly designed and fully equipped guest space offers a refined retreat where comfort, privacy, and style come together. Whether you’re unwinding after a day of adventure or enjoying a peaceful escape, we are committed to delivering an exceptional stay, we look forward to welcoming you back.

Cozy Cottage in College Park.
Whether you're coming to Orlando for adventure at one of the theme parks, or a little R&R, the Cozy Cottage is the perfect place. It's charming, quiet and nestled in our back garden with a stock tank pool in College Park, in The city of Orlando. Winter Park, Rollins college, lou gardens, Orlando Science Center, Advent Heath, Orlando health, Dr. Phillips center, Ivanhoe, lake eola, camping world stadium and the Kia center, are all in the immediate area. UCF, Full Sail and Florida Central too.

Maria Luz Studio-Huge Terrace/Universal area.
We are sure that you will fall in love with our STUDIO!! Beautiful, Romantic and incredible lake view Studio!! King side bed and sofabed. Enjoy a LARGE PRIVATE TERRACE. Enjoy the jacuzzi bathtub inside the bathtub. Our Studio is located one block from the famous International Dr. In Orlando City. In the center of everything!! Universal Studio’s area. FREE PARKING. -Universal Studio 8 minutes by car -Disney park’s 10 to 15 minutes by car. Airport 15 minutes by car. -Seaworld Park’s 8 minutes.

Orlando Oasis in the heart of Thornton Park
The perfect Oasis located in the beautiful Historic Thornton Park, one of the safest and quietest neighborhoods in Downtown Orlando, this brand new studio apt is perfect for couples, business travelers, and families of 3. Enjoy custom cozy decor, a super-comfy queen bed, full kitchen amenities, and a private view of the pool & downtown skyline. Easily walk to great parks, restaurants, bars, shopping, and Lake Eola. 20 min to Universal. 25 min to Disney. *VIDEO TOUR* available on YouTube.

Oak Promenade Peaceful Studio with Private Pool
‘The Studio’ is your peaceful retreat steps away from your own sparkling private pool! You’ll be located in an elegant cul-de-sac of a quiet neighborhood - a perfect way to wind down from long, busy days at theme parks. 20 minutes from Disney World 27 minutes from Universal 25 minutes from Sea World If you are traveling with friends and/or family, we also have another studio right next door! airbnb.com/h/thousandoakspeacefulstudio This is a safe space. You are welcome here!

Chic Vibes Comfy King Bed Next to Parks/Food/shops
Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Downtown private pool house. Two blocks from ORMC
Recharge in this private one bedroom, one bath pool house. Relax in the pool after a long day and enjoy a restful night in a very comfortable queen size bed. Walking distance to downtown, ORMC, and the Dr. Phillips Performing Arts Center. Two miles to Kia (Amway) Center for concerts and the Orlando Magic. Two miles to the Orlando City and Pride Soccer stadium. Three miles to Camping World Stadium. Nine miles to Universal Studios. 14 miles to SeaWorld. 15 miles to Disney.

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

5 mins Universal 10 mins Epic park | Rustic LOFT
Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

It's too much like a elegant mini-hotel (5)
It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless friendly and courteous guests from Brazil. We will always welcome you!

LAKEFRONT STUDIO APARTMENT (private entrance)
This studio apartment is located in the lower level of our home and is perfect for one or two people. It has a private entrance, a king bed, overlooks the pool and the lake with views of downtown Orlando. Please note there is no kitchen, but there is a wetbar with microwave and mini fridge. In addition to the indoor shower, there is also a outdoor shower and a dock with canoe. Please also note the inside ceiling height is lower than average at 6'3”.
Popular amenities for Orlando rentals with a pool
House rentals with a pool

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

Cozy House with Private Pool. Kissimmee/Orlando

Villa Resort Club

Harmony Place - W/ Pool - Near Walt Disney

3 bedroom Villa in Kissimmee

Bonheur Ala Maison

Spacious Home with Pool & Hot Tub near Downtown

DisneyWorld 15min!Themed 4 BD home w/private pool!
Apartment rentals with a pool

Lovely Winter Park Home close to Hospitals !

Luxury Condo On I-Drive & One Mile from Universal

tranquil resort, near Disney, no extra fee.208

Disney Oasis by the lake

Suites at Lake Buena Vista close Disney Spring A2

The Point Hotel & Suites - 705H Luxury - Pool View

Modern Lake view Condo 1 mile from Disney

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

Charming Lakeside small House

Epic stay at Vista Cay!

Apartment, 7 Min to Orlando Airport/ Lake Nona

Beautiful cozy private studio !!

Luxury Lake Front Orlando Oasis in College Park!

Amazing New Pool House!

"3BR Luxury Home Steps from Disney"4

Boutique Suite in Orlando
When is the best time to visit Orlando?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 SGD | $179 SGD | $178 SGD | $165 SGD | $158 SGD | $179 SGD | $169 SGD | $152 SGD | $145 SGD | $154 SGD | $179 SGD | $188 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
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Give Kids the World Village
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Old Town
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- Reunion Resort Golf Courses - Palmer & Watson
- Playalinda Beach
- Aquatica
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- Disney's Hollywood Studios
- Island H2O Live!
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