Condo vacation rentals in Windsor Hills, Four Corners

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Popular amenities for Windsor Hills, Four Corners condo rentals

Luxury condo rentals

Superhost
Condo in Orlando
4.75 out of 5 average rating, 16 reviews

Disney Magic Awaits! 2BR Condo + Pools, Lazy River

NancyRating, 5 stars64 months ago
This is our second time staying at Bonnet Creek and we love the resort! We will absolutely stay with Hamilton again. The unit was super clean, updated and so quiet, yet convenient to the entrance and amenities. Fantastic location!
Superhost
Condo in Orlando
5 out of 5 average rating, 3 reviews

Comfortable 1BR Villa w/ Kitchen in Lake Buena Vis

ArmaniRating, 5 stars2 weeks ago
I was very happy with the overall experience and will definitely book in the future. The only disappointment is I purchased food that needed to be baked in an oven. Confirmed with the pictures that there was in deed an oven and when I arrived there wasn’t an oven. Very disappointing experience as I was not able to get any other food but I would suggest updating the pictures.
Superhost
Condo in Orlando
4.92 out of 5 average rating, 13 reviews

4BR/4BA Presidential - On Disney Grounds!

Min SooRating, 5 stars107 months ago
Room was exactly as described. Easy check in and great communication.
Superhost
Condo in Kissimmee
4.58 out of 5 average rating, 83 reviews

Scenic Resort Home Close to Disney and Universal

VincentRating, 5 stars2 weeks ago
We had a pleasant stay! The place is safe, quiet and beautiful. Lots of restaurants within 5min drive. The pool area is lovely.
Top guest favorite
Condo in Four Corners
5 out of 5 average rating, 22 reviews

Themed 3-Bedroom Condo Near Disney

JoshRating, 5 stars4 weeks ago
Whole family had a great time!
Superhost
Condo in Kissimmee
4.76 out of 5 average rating, 25 reviews

Vacation Bliss! 3BR Resort Condo near Disney World

JoanRating, 5 stars3 weeks ago
We stayed for 4 nights 5 days and felt right at home. The apartment was beautiful, would definitely stay again.
Guest favorite
Condo in Kissimmee
4.83 out of 5 average rating, 132 reviews

Sunset every single day /ReserveView 4BR/Elevator

victoriaRating, 5 stars1 month ago
Great location !! Less than 20 minutes to Disney parks. Super clean and spacious. Will totally book again
Superhost
Condo in Celebration

Great for a big family, 3 Bedroom suite!

Weekly condo rentals

Guest favorite
Condo in Kissimmee
4.93 out of 5 average rating, 54 reviews

Spacious 3 bedroom condo near Disney

HernanRating, 5 stars1 month ago
The apartament is perfect! Exactly as shown in the pictures, very comfortable, clean, spacious and everything works perfectly. We enjoyed our stay so much! Can’t wait to come back!
Top guest favorite
Condo in Kissimmee
4.92 out of 5 average rating, 65 reviews

Poolside 3 Bed Vacation Retreat in Windsor Hills

EmmaRating, 5 stars2 weeks ago
Had an amazing stay. Jeff sent over all the info I needed about a week prior to our trip, and it was the perfect home base for our sister Disney world trip. Had everything we needed and super easy access for uber eats and ride share pickup. Easy checkout.
Guest favorite
Condo in Kissimmee
4.92 out of 5 average rating, 25 reviews

Sunny Condo Retreat-Newly Renovated,Top Floor, 3/2

JillRating, 5 stars2 months ago
This place was absolutely wonderful! It's very family friendly and feels safe. The condo was immaculate. It was an excellent location, near the front of the entrance and the pool was right next to the building. It was very quiet. The kitchen was fully stocked with everything you could possibly need to cook. We can't wait to stay here again! We loved it!
Top guest favorite
Condo in Kissimmee
5 out of 5 average rating, 24 reviews

Harry Potter DEAL! 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.
Top guest favorite
Condo in Kissimmee
5 out of 5 average rating, 12 reviews

Your Sun, Fun and Everything Relaxation Retreat!

KimmyRating, 5 stars1 month ago
This 3 bedroom condo was perfect for our family. We visited for a long weekend to go to magic kingdom. The ride was a quick 15 minutes. Would definitely stay again. The pool area was an extra bonus and a nice way to unwind after a long day at the parks.
Guest favorite
Condo in Kissimmee
4.92 out of 5 average rating, 24 reviews

Mickey's Welcome Inn - Closest Resort to Disney

DavidRating, 5 stars1 month ago
Nice place, very clean and well appointed. The location is in an area where traffic is a constant issue when driving to the parks. Overall a nice stay.
Top guest favorite
Condo in Kissimmee
5 out of 5 average rating, 76 reviews

Windsor Hills | Disney | Waterpark |Arcade|Theatre

CatherineRating, 5 stars1 month ago
Hosts were very communicative leading up to and during stay. Place was very clean and included everything we needed to make our experience comfortable. We’re looking forward to booking another stay in the near future!
Guest favorite
Condo in Kissimmee
4.92 out of 5 average rating, 36 reviews

Family Friendly Windsor Hills Resort 2-bedroom

ClaudioRating, 5 stars2 months ago
Great place, great resort, everything was perfect.

Pet-friendly condo rentals

Top guest favorite
Condo in Davenport
4.94 out of 5 average rating, 117 reviews

9 miles from Disney - Bella Piazza spacious condo

AlishaRating, 5 stars4 weeks ago
Condo is located in a great location and is exactly as described. Comfortable and everything you need at home is available ale. Kenneth was very accommodating and responsive to any messages. Would definitely recommend!!
Top guest favorite
Condo in Champions Gate
4.85 out of 5 average rating, 277 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

NicoleRating, 5 stars1 month ago
Everyone was friendly! I’m not one to useless go to the community pool, but needed some time in the sun. It was great to just hang out and talk to people visiting and who lived in the complex. Jarrod was responsive to any questions, condo was clean and welcoming. Would stay there again next year!
Guest favorite
Condo in Kissimmee
4.94 out of 5 average rating, 116 reviews

3 Bedroom w/large patio on Resort Golf Course

JeannaRating, 5 stars3 weeks ago
The villa was absolutely amazing, better than the pictures. The house was super spacious for all 5 adults. Shuttle to the parks was convenient and on time. Host gave us a schedule to help navigate. Each bedroom has its own full bathroom. Living room was large and comfortable. Loved relaxing on the back patio overlooking the golf course. Host were on top of everything and made our stay absolutely perfect!
Superhost
Condo in Kissimmee
4.76 out of 5 average rating, 253 reviews

King Bed Small Studio Disney World Universal

CourtneyRating, 5 stars1 week ago
Laura’s place was wonderful for my husband and I. It was our first time to Kissimmee. It is a very short distance from the parks and attractions. It was also close to quality restaurants and convenient gas stations. Laura’s studio was clean and represented what was expected from the photos. This is a very cozy location with pool and hot tub. Laundry and snacks were easily accessible. Overall, it was a wonderful stay and the price was in our budget!
Superhost
Condo in Davenport
4.79 out of 5 average rating, 233 reviews

Brand New AwardWinning Renovated Condo Near Disney

JasonRating, 5 stars2 weeks ago
Loved the condo and the resort. Will definitely rent again when we return to Orlando.
Guest favorite
Condo in Orlando
4.99 out of 5 average rating, 138 reviews

Serene Lakeview By DisneyWorld -Universal Stds 8mi

CarrieRating, 5 stars1 month ago
Adir's place was fantastic. There were many personal touches that made it feel more cozy, which I've found in Orlando can be a struggle. I loved how there were cozy blankets, bathrobes, and a few treats when we arrived. The location is awesome. Very close to anything you could need, Disney, Universal, and the airport. Dollar Tree, Starbucks, Dunkin, Chick-Fil-A, Walgreens, and many more places are all within walking distance. I loved how peaceful the condo and location felt, despite being surrounded by everything. The view was beautiful to wake up to and my kids enjoyed playing in the pool. We would definitely recommend and be happy to stay again!
Guest favorite
Condo in Celebration
4.9 out of 5 average rating, 111 reviews

Pet Friendly in Orlando Area near Disney.

TaylorRating, 5 stars1 month ago
This exceeding any expectations for taking our kids to Disney for the first time. Eric truly thought of everything to make the condo feel like home away from home and anything you need down to silverware for your our baby and toddler. This was such an exceptional experience and the resort was so much fun for our 1 year old and 3 year old!
Superhost
Condo in Four Corners
4.74 out of 5 average rating, 117 reviews

No BNB fees -Oasis Condo 5 min to Disney

Hannah RoseRating, 5 stars1 week ago
Great space! Perfect for our trip! Loved it was a gated area!

Quick stats about condo rentals in Windsor Hills, Four Corners

  • Total rentals

    60 properties

  • Nightly prices starting at

    G$16,786Ā GYD before taxes and fees

  • Total number of reviews

    60 reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Rentals with a pool

    60 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

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