
Holiday rentals with a pool in Windsor Hills, Four Corners
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Windsor Hills, Four Corners
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor Hills, Four Corners rentals with a pool
House rentals with a pool

The Shire -Private Pool & Hot Tub, Close to parks!
This home has such a great layout. Monica was a wonderful and attentive host. This location is close to everything Orlando has to offer. The pool and hot tub were lovely. This home looked even better in person. The beds and pillows were so comfortable. We cannot wait to come back.

Disney Beautiful Home Pool and Spa
Mariela replied to any questions within 10 minutes or less. A spacious home with 4 bathrooms. What really is telling of a good host is how they respond to an issue you are experiencing with your stay. Mariela responded back to us within minutes and continued to communicate with us until the issue was solved with a positive outcome. That to me is a super host!

Casa El Paraiso pool house w| 5 bedrooms.
This place was absolutely fantastic... I would definitely stay again. The hosts were very responsive when needed... Amazing place to stay and enjoy... we had a family of 9 and still had more then enough room. Place was very very nice!!!!

Stylish Villa Private Pool-SPA Near Parks Disney!
Guillermo was an amazing host with a beautiful location. 10/10 would visit again.

Pool House in Kissimmee
this my second year in a row at the Florida classic and I love this air bnb..I'm getting it again next year...it's safe and peaceful.. and the price is amazing..next year will make the 3rd time i stayed there i love it

4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled
We were very satisfied with our stay. We were here for 1 month in January. Tatyana was always very responsive and considerate. One night the smoke alarms went off for some reason. The fire department was called and they suspected that the system was too old. Tatyana immediately had a handyman come in the next day and replace them all. Anyone’s house may need some minor maintenance from time to time. Tatyana has a regular routine of maintenance that she adheres to strictly. We felt very much at home. The property was clean. The provisions were more than adequate. Thank you Tatyana!

New Pet-Friendly Heated Pool Mini Golf Disney
Tubanur was a great host. Responded to questions quickly and accurately described the house. House was clean and well appointed. Pool table, pin pong table and pool were a hit for our whole family. That we could bring our furry baby was real bonus😊 and made our short Florida trip much easier to manage on short notice. I will miss the heated pool the most! Thank you for a great place to stay!

Exclusive Private Stylish Paradise!
my entire family was happen with the location and how cleanednit was. I will happily come back and rent their property. my family and I are loyal customers.
Condo rentals with a pool

LUXURY RESORT & GOLF CONDO MIN CLOSE TO DISNEY
I love this place. The view was amazing. The host made me and my family feel so welcomed. The host checked on us everyday to make we were good and didn’t need anything. I really appreciate it

Pool View Family Condo Disney Universal Orlando
Great stay around Disney Parks. Quiet community and a heated pool that kids had fun! Definitely recommend this location!

Condo Minutes from Disney - No Hidden Fees
The apartment is very comfortable, it has everything you need for a good stay with the family and is located in a quiet area with easy access to everything. It is close to Disney parks and close to all kinds of shops, supermarkets and restaurants. Gary is very diligent, offers clear instructions, and was on the lookout for us to have no issues on arrival.

Minutes from Disney! Beautiful 3 bedroom Poolside
Host cancelled last second, but was responsive and helped us through the process of working with Airbnb to book a new place.

Condo near Disney Orlando 3 Bdr
Great place, super close to Disney and other amenities! Highly recommend!

Caribe Condo- Near Disney & FREE Resort Amenities
Condo was so pretty, clean and easy to find! Kayla was super responsive, nice and receptive! Looked just like advertised! Will definitely come back here next time i visit the area!

Lovely 3-BR Condo With Pool 5.7mi from Disney!
We have 3 children and this place was great for our family. It had everything we needed and more, location was great, and hosts communicated well. Highly recommend this place!

Lovely 3BR 2BA condo, great amenities and location
Great place to stay clean and very welcoming
Home rentals with a private pool

Airy, Stylish Home with Pool Heat Included in Davenport
Had a great stay at Phil’s place! The pictures matched the space and it was so cozy! The kitchen had everything you could think of needing to cook. The heated pool was the best ending to our days out in the golf course and the parks. The bed was so comfy! Close to many golf courses and just a short drive to parks. Phil was responsive anytime I reached out. We had no hot water the 2nd day in and it was fixed within the hour! We will definitely bookmark for next time!

Visit Disney World from a Sunny Home with a Pool
Very clean and comfortable furniture. Found kitchen short on utensils and only 2 wine glasses so had to buy a few more. Tv in one of bedrooms not working. To be fair we reported it and someone was to come but we were out that day and subsequent days so wasn’t a big deal. I liked that they would donate any unopened foods we left and we didn’t have to discard. Nice touch. We would definitely come back

Family Retreat Near Disney with Pool & Hot Tub!
Amazing vacation . The children loved the themed rooms and the games. The pool was warm. They thought of everything to make a unique and fun family vacation. Loved it!

Sleeps 20! Near Disney w/ Pool | Twice-as-Nice
Every aspect of the stay completely surpassed expectations. Thank you for having us!

Luxury Disney Dreams Home Pool Spa Game Room
Great stay! Highly recommend!

Amazing Dream Solterra Villa -Disney/club/pool/spa
They house is exactly like described and had a lot of room. The cleaning could be a bit better, but they apparently had a very short turn-around. Be prepared to have parties going on around you. They do not enforce the noise ordinance at midnight like they should. We were not their to party, so this did have an affect on some of our guests. Overall, it was a pleasant stay. Edward is a super host for a reason. He always returned my emails and texts. When we needed something he was sure to get it to us. He made us feel comfortable about this purchase from the very beginning.

Vacation Resort Home Right Outside of Disney World
We evacuated our coastal home ahead of a hurricane and found this pet-friendly rental to be exactly what we needed. The house was fun, which helped lift our spirits during a difficult time. However, the real highlight was the hosts, who were incredibly accommodating and gracious, making an extremely stressful situation much easier to manage.
Quick stats about holiday rentals with a pool in Windsor Hills, Four Corners
Total rentals
670 properties
Nightly prices starting at
$63 AUD before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
610 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
380 properties have a dedicated workspace
Destinations to explore
- Serviced apartment rentals Windsor Hills
- Kid-friendly rentals Windsor Hills
- Condo rentals Windsor Hills
- Apartment rentals Windsor Hills
- Pet-friendly rentals Windsor Hills
- Rentals with outdoor seating Windsor Hills
- House rentals Windsor Hills
- Rentals with a patio Windsor Hills
- Family-friendly rentals Windsor Hills
- Rentals with a home theatre Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Villa rentals Windsor Hills
- Rentals with a washing machine and dryer Windsor Hills
- Rentals with a hot tub Windsor Hills
- Rentals with pools Four Corners
- Rentals with pools Osceola County
- Rentals with pools Florida
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Old Town Kissimmee
- Universal's Volcano Bay
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Discovery Cove
- Disney Springs
- SeaWorld Orlando
- ESPN Wide World of Sports
- Reunion West
- Amway Center
- ChampionsGate Golf Club
- Universal Orlando Resort
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Epcot
- Ventura Country Club
- Disney's Hollywood Studios
- Blue Spring State Park
- Magic Kingdom Park
- Harry Potter and the Escape from Gringotts™
- ICON Park
- Universal CityWalk