
Family-friendly holiday rentals in Windsor Hills, Four Corners
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Windsor Hills, Four Corners
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Windsor Hills, Four Corners family-friendly rentals
Family-friendly home rentals with a hot tub

Resort Living 4 Bed 3.5 Bath Townhome
great place to stay super walkable to old town which offers a lot to do also very close to the pools which is a bonus, communicative and responsive. clean and organized

Comfy Lake View Jacuzzi Terra Verde Resort
The house is very good, exactly as in the listing. The location is also good, has a nearby Wallmart and is not far from the Disney parks. Communication with the owner was good, always responding very quickly.

Private Jacuzzi-Resort Amenities-BBQ-7 mls Disney
Great house with comfortable furniture and beds. We all slept well. Very clean and exactly like the photos. Hot tub was amazing after long days at the parks. Would definitely come back for another stay.

Disney 3 bed 2 bath pool hot tub RR
We thoroughly enjoyed your lovely home. It was perfect for our needs. Everything was very well-kept and clean. We especially enjoyed the hot tub after long days walking through the Disney and Universal parks! It saved our aching feet. We felt right at home immediately!

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY
Ben’s place is perfect for families and is super close to all Disney’s activities. This is our second time staying here and wouldn’t hesitate to stay a third time if the opportunity comes up. I highly recommend Ben’s house.

The Shire -Private Pool & Hot Tub, Close to parks!
This is the best Airbnb we have stayed in! We absolutely loved this house, Monica has thought of everything you could need to make this a comfortable family home. The pool is incredible and we loved watching wildlife out the back. Everything you could need is a drivable distance and the area is lovely. Everything was clean and instructions were clear. We really didn't want to leave, thanks Monica!

Luxurious Private Retreat w/Spa & Saltwater Pool
We have a family of 5, one being a 10 month old baby, a 7yo and a 9yo and we couldn’t have asked for a better place to call home away from Home for a week! The house was perfect and accommodating to all of us! The pool and hot tub were clean and perfect! The beds weren’t uncomfortable which was a pleasant surprise because most places don’t tend to care too much about that! I love how the kitchen is set up and labeled so we didn’t have to remember exactly where things went! And Carrie was prepared for us having a baby! Not having to travel with pack n play, high chair and even a stroller is so nice (even though we brought a stroller, she has one there!) I love the alarm system being in place, and the neighborhood was nice! 10/10 recommend this house to anyone! Especially families with children, ours loved the game room!

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*
Super stay. Incredibly convenient for the Disney Parks. Very well appointed place in a nice quiet location that was nice to come back to. All immaculately clean and as described. Highly recommended.
Family- and pet-friendly home rentals

Compass Bay 5164 AD - Beautiful and Near Disney
The house was clean and inviting, the neighborhood was quiet, and it was great being so close to Disney! The hosts were quick to respond. All in all, we had a wonderful stay!

5 Stars Vacation Home with Private Pool/Jacuzzi
We booked this airbnb with 5 guests. The home has plenty of space, in a very welcoming and peaceful neighborhood. The house was spotless, and check in was a breeze. Tons to do around the house with a little games room in the garage, and a beautiful backyard with a pool, netted to keep the bugs away. Great communication with the host. Will definitely be coming back.

5 bedroom villa close to Disney
House is beautiful, my family and I enjoyed a lot the pool and the bbq . Definitely recommend . Host was super friendly, great communication.

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
We enjoyed our stay and had a great time. Rebecca was very fast at responding to all questions we had, excellent communication, house was clean, loved the pool, game room, nice and quiet neighborhood. Thank you to Rebecca for the accommodation!

Fantastic Award Winning Renovated 2+2 Near Disney
I have amazing time. The units are very nice very clean very comfortable I highly recommend these place love it .

Private Pool Villa near Disney & Orlando sleeps 12
The home looked exactly as described on the listing. Sam was very responsive and gave detailed instructions in advanced. Everything felt very clean and beautiful

View the Disney fireworks from your pool!
This is the second time I've stayed at Mrs. Judy's and both times have been wonderful. I can't say enough good things about the house or our hosts. I plan on staying here every time I'm in the area. I would highly recommend this place to anyone traveling to the Kissimmee Orlando area. Plus you can't beat hosts like Mrs Judy and Mr Harlan.

Westgate Vaction Villas - 1 Bedroom
Eddie was extremely responsive, the place was “as advertised,” and our family enjoyed the stay.
Family-friendly home rentals with a pool

Hidden Treasure Pool Home - Sleeps 6 Very Comfy!
Wonderful place to stay!! Neighborhood was quiet, house was just as pictured. Pool heat worked out very well for our stay. Property management team stopped by to make sure the trash made it to the road, had the pleasure of speaking with him for a while he seemed to take real pride in the property all the way around a great home for a wonderful price wouldn’t mind to stay again at all!!

Welcoming fully equipped villa in Davenport
We have rented Jane and Brian’s villa now for several years in a row and it is our home away from home! The villa is always clean and welcoming! Although the villa is self serving, it also comes with an abundance of items to start you off and keep you comfortable during your stay. The beds are comfortable, and there are plenty of seating options inside and out. The lanai and pool area is always clean and very spacious. The location is perfect in a quaint neighborhood with access to everything you can think of. Communications with the hosts are quick and pleasant! Once again we have no complaints and can’t wait to return next year. Thank you Jane and Brian for sharing your villa with us!

Majorca Paradise: Townhome Near Magic Disney
Beautiful location, felt safe, plenty of space and the kids enjoyed the pool

Remy's Refuge: Stylish 4BR - 10 min to Disney!
We really enjoyed our stay! The house had plenty of room for all of us. The view was amazing outback. It was peaceful and quiet. Amanda and Trevor were very quick to answer any questions.

Fantastic Vacation Hideaway - 4 bdrm 3ba, Pool/Spa
Excellent stay! Great villa! Will definitely look up Mark’s villa on our next visit to Disney and Universal Parks. Mark was excellent in communication when our plans were delayed.

Spacious home with private pool in gated resort
We loves the space but didn't realize that we have to pay extra to use the grill.

Beautiful 5 Bed Home With Rear Conservation Views
The home was as described in the listing. Home's location makes for easy access to all central FL attractions. Quiet development which made walks and runs enjoyable. We stayed for almost a month and had no complaints. The only suggestion would be to install a hand rail to get into the hot tub. Thanks

Amazing family home with pool near Disney
This was our 2nd time and will sure return again. Wonderful place, great location and safe in every way. The house is even better than described and Päivi is simply the best.
Quick stats about holiday rentals that are family-friendly in Windsor Hills, Four Corners
Total rentals
610 properties
Nightly prices starting at
£53 before taxes and fees
Total number of reviews
12K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
600 properties have a pool
Rentals with dedicated workspaces
350 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- SeaWorld Orlando
- Disney Springs
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Aquatica
- Blue Spring State Park
- Island H2O Water Park
- ICON Park
- Streamsong Resort