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Holiday rentals in Windsor Hills, Four Corners

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Popular amenities for Windsor Hills, Four Corners holiday rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great holiday rentals in Windsor Hills, Four Corners

Guest favourite
Villa in Kissimmee
4.86 out of 5 average rating, 29 reviews

3 Miles from Disney 5/5 Pool home-free pool heat

SarahRating, 5 stars1 month ago
Chai’s place exceeded our expectations and the photos do not do it justice. A beautiful villa in a superb and safe location, near to all the parks and attractions. Heated pool is complimentary, beds are super comfortable, the high ceilings give a real airy feel and the sofa is the comfiest one I’ve ever sat on. I really cannot fault anything. Can’t wait to come back next year!
Guest favourite
Villa in Kissimmee
4.81 out of 5 average rating, 140 reviews

Villa with private Pool and Spa. Close to Disney.

KarissaRating, 5 stars2 weeks ago
Our family had a great stay at the Villa. We stayed for 7 days. Our trip was purely a Disney world vacation. House is close to all Disney parks. It’s in a great location to get to other outings. Our 2 teens loved the themed Disney rooms. Host is responsive and welcoming and gave clear instructions. The house and pool is beautiful.. Our only regret is that we didn’t book it for longer, we didn’t want to leave. Thank you Michel, our family had such a memorable family vacation.
Top guest favourite
Townhouse in Kissimmee
4.95 out of 5 average rating, 19 reviews

Modern Stay Minutes to Disney – En Suite Bedrooms

KatrinaRating, 5 stars2 months ago
Brandi’s place was very nice. I was impressed with the things that she does that others do not. There were plenty of products like soap, paper towel, and toilet paper provided. In fact, I purchased some of these things in my grocery pick up order before seeing the place and ended up not needing them. I was able to leave them behind for others though. There were also some other things that stood out that we didn’t use but I still noticed like a fan, ponchos, and hair dryers! The bedding was comfortable and there were plenty of pillows! The home was clean and check-in and out was a breeze. I would not hesitate to rent from Brandi again!
Guest favourite
Townhouse in Kissimmee
5 out of 5 average rating, 19 reviews

4miles to Disney/ Free Waterpark/ Private Pool

JohnRating, 5 stars4 days ago
Aya's place was perfect for our family. 3 bedrooms each with their own bathroom was what caught our eye. The place was very clean and modern. The grandchildren loved the pool and small water park. We would stay here again if we return to Orlando. Thank you Aya.
Top guest favourite
Home in Kissimmee
4.95 out of 5 average rating, 56 reviews

Disney Pool Villa | Windsor Hills | Sleeps 8

SarahRating, 5 stars5 days ago
We had a fantastic stay at this property! The place was spotless, comfortable, and had a very welcoming vibe. The location was ideal—close to restaurants, shops, and easy access to all things Orlando! One of the highlights was the pool area—it was beautiful, clean, and well-maintained, with plenty of lounge chairs and shaded spots to relax. I really appreciated the clear communication from the host and how easy the check-in process was. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing and convenient place to stay!
Guest favourite
Home in Kissimmee
4.94 out of 5 average rating, 52 reviews

*NEW*Theater, FREE Resort, 3 Kings, 2 mi WDW

MoniqueRating, 5 stars3 weeks ago
Laura was wonderful to deal with! Very responsive whenever I contacted her. I would stay here again. My daughter even asked for Laura's listing page so she could book her next stay in one of Laura's homes!
Top guest favourite
Apartment in Kissimmee
5 out of 5 average rating, 24 reviews

Harry Potter Summer! Windsor Hills - Near Disney!

JenniferRating, 5 stars1 month ago
We really enjoyed our stay at Hogwarts Haven! Windsor Hills is great, with lots to do for the kids, and close to all the action at Disney! The beds were very comfortable, the kitchen had everything we needed, and everything was super clean. Emery was very responsive to messages which made the whole process easy.
Superhost
Home in Kissimmee
4.81 out of 5 average rating, 16 reviews

Windsor Hills 5 bedroom home with private pool

GaryRating, 5 stars2 months ago
It was just as advertised: 5 well-appointed bedrooms with 4 en-suite baths, with the 3 junior Master bedrooms on the first floor. We appreciated the heated pool (March is still cool), the large game room in the garage, laundry facilities, and enough linens for everyone. The digital centralized heating-cooling system was also efficient and eco-friendly. Kitchen was fully stocked with utensils and dishware, along with a helpful dishwasher, toaster, and induction cooker. The child-safe pool fencing was easy to handle, as was the digital lock at the entrance—fuss-free check-in and check-out. And although we were initially disappointed about the 3-car limit of the community. We would recommend anyone to stay there who needs a nice place to relax, in-between tough days at the theme parks
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Quick stats about holiday rentals in Windsor Hills, Four Corners

  • Total rentals

    680 properties

  • Nightly prices starting at

    $64 SGD 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 a pool

    670 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Four Corners
  6. Windsor Hills