
Condo holiday rentals in Windsor Hills, Four Corners
Find and book unique condos on Airbnb
Top-rated condo rentals in Windsor Hills, Four Corners
Guests agree: These condos 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 condo rentals
Weekly condo rentals

King Bed Small Studio Disney World Universal
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!

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools
Surroundings are beautiful and peaceful ! Beds and comfortable !

Lakefront Resort Condo near Disney & Universal
We had an amazing stay! The place was perfect in every way; perfect location and easy to get to…as we used Uber a lot. Close to all the Disney parks and Disney Springs….less than 15 min Uber. There is a Starbucks next to the building which was awesome. Nicoleta is a fantastic host, replies right away and gave us wonderful restaurant suggestions. Communication was great and she is very attentive. Again, very impressed with the place. All the amenities you need and very comfortable and clean. Was also a huge bonus to have 2 bathrooms.

Windsor Hills | Disney | Waterpark |Arcade|Theatre
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!

Family Friendly Windsor Hills Resort 2-bedroom
The apartment is just like the photos, it has all the equipment you could need and more. The only strange thing is that there are few cups and the dishes a lot of color, one of each game, apart from that both the condo and the department are a ten

Apartment in Kissimmee Florida.
We love Windsor Hills and we really enjoyed this rental. The unit was very clean; we generally go barefoot and our feet were clean walking on the floor. The furniture was comfortable and the kitchen had enough. We would absolutely stay here again.

Close to Disneyworld & theme park!!
Georgia was an awesome host, made me feel like family we will be renting again with them and soon

Affordable condo 3 miles from Disney and Golf!
We came to Orlando to go to Disney for a few days. This was in a perfect place not very far away. I was very impressed with the location and was kind of sad that we couldn’t enjoy the place more since we spent most of our time at Disney. If staying offsite it is a good place with two sitting areas with one having a pull out. Would definitely recommend and would want to stay here again if came back to the area. We had absolutely no problems.
Pet-friendly condo rentals

Family-Friendly Disney Retreat Bunk Beds Waterpark
This was our second time staying at Jamie’s place, and we highly recommend it. This year, we were able to fully enjoy everything the property has to offer. With our toddler in tow, we spent a lot of time at the pool and splash park—he absolutely loved it! Jamie thoughtfully provides a pack and play as well as a stroller, which made our stay even more convenient. Her place is perfect for a family vacation. Jamie is a responsive and gracious host. Located very close to Disney. We plan to stay here every year we visit.

3 Bedroom w/large patio on Resort Golf Course
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!

Brand New AwardWinning Renovated Condo Near Disney
Loved the condo and the resort. Will definitely rent again when we return to Orlando.

Serene Lakeview By DisneyWorld -Universal Stds 8mi
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!

Pet Friendly in Orlando Area near Disney.
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!

Cozy single story condo near Disney
I had an absolutely fantastic experience staying at this Airbnb! The place was exactly as described - clean, comfortable, and beautifully decorated. Omar and Lucy were incredibly welcoming and responsive, ensuring we had everything we needed for a smooth stay. The location was perfect, close to great restaurants, shops, and public transport. I especially appreciated the small touches like fresh towels, a well-stocked kitchen, and fast Wi-Fi. I would definitely book this place again and recommend it to anyone visiting the area!

No BNB fees -Oasis Condo 5 min to Disney
Great space! Perfect for our trip! Loved it was a gated area!

Stunning 3BR Condo Near Disney
Great property and great community. The just did a good job communicating as well. We really enjoyed the resort and the pools. Great restaurants nearby
Condo rentals with a pool

Poolside 3 Bed Vacation Retreat in Windsor Hills
Really great space. Well decorated, nice amenities. Furniture all in very good condition. Very close to the Disney parks. I’m not sure you can’t get closer without being on site. It was nice to be able to quickly come home for a mod day break before heading back to the parks. Very close to the pool which also includes the only negative I have about this home. From at 8am to 10pm they are playing music at the pool plus general pool noise. So while I can sleep through anything others struggled to sneak in a nap. I still gave it five stars. We would all stay here again happily. One of the better STRs we’ve stayed at.

Windsor Hills 3/2 condo w/free water park
This is a wonderful place to stay! Sparkling clean, safe, and very comfortable. The balcony is screened in which I really liked. My family came here on a Disney trip and the proximity to the parks was fantastic. 2 miles to Animal Kingdom, 3 miles to Hollywood Studios, 4 to Epcot, 6 to Magic Kingdom. Drive in and out was a breeze. There’s a Walmart about two minutes away which we love since we like to cook on vacations. Resort area is clean, beautiful, and very secure. We loved the heated pool! The condo was spotless and very quiet. It had plenty of room for our family of four here, we absolutely loved the place. Would 100% stay here again without any hesitation.

Fully Themed Harry Potter Magical Experience!
Such a great place!! Highly recommend. Also, the amenities here are incredible. The staff at the pool were so amazing with my children. I can’t wait to visit again. Thanks for having us!

Themed 3-Bedroom Condo Near Disney
The apartment it’s really good, location 15 minutes driving to Disney World, you can find a Walmart at 5 minutes driving, pretty nice pool area, Definitely recommend

Harry Potter Summer! Windsor Hills - Near Disney!
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.

Your Sun, Fun and Everything Relaxation Retreat!
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.

Mickey's Welcome Inn - Closest Resort to Disney
Great value. Safe area. Would stay here again.

WH1201 - NEW Listing - Windsor Hills
Communication was phenomenal with Larissa and Rosely. Quick to respond and were proactive with check in and check out directions. Gate entry was super quick and efficient. Will stay again.
Quick stats about condo rentals in Windsor Hills, Four Corners
Total rentals
60 properties
Nightly prices starting at
$123 AUD 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
- Apartment rentals Windsor Hills
- Villa rentals Windsor Hills
- Family-friendly rentals Windsor Hills
- Rentals with outdoor seating Windsor Hills
- Rentals with a patio Windsor Hills
- Rentals with a hot tub Windsor Hills
- Rentals with a washing machine and dryer Windsor Hills
- Serviced apartment rentals Windsor Hills
- Fitness-friendly rentals Windsor Hills
- Pet-friendly rentals Windsor Hills
- Rentals with pools Windsor Hills
- Rentals with a home theatre Windsor Hills
- House rentals Windsor Hills
- Rentals with an EV charger Windsor Hills
- Kid-friendly rentals Windsor Hills
- Condo rentals Four Corners
- Condo rentals Osceola County
- Condo rentals Florida
- 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
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- SeaWorld Orlando
- Universal Orlando Resort
- Disney Springs
- ESPN Wide World of Sports
- Amway Center
- Epcot
- Reunion West
- Magic Kingdom Park
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Island H2O Water Park
- Walt Disney World Resort Golf
- Blue Spring State Park
- ICON Park
- Streamsong Resort