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Condo holiday rentals in Windsor Hills, Four Corners

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Popular amenities for Windsor Hills, Four Corners condo rentals

Weekly condo rentals

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!
Guest favourite
Condo in Kissimmee
4.95 out of 5 average rating, 153 reviews

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

ZachRating, 5 stars2 weeks ago
Surroundings are beautiful and peaceful ! Beds and comfortable !
Top Guest favourite
Condo in Orlando
4.98 out of 5 average rating, 178 reviews

Lakefront Resort Condo near Disney & Universal

KristinaRating, 5 stars1 week ago
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.
Top Guest favourite
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 favourite
Condo in Kissimmee
4.92 out of 5 average rating, 37 reviews

Family Friendly Windsor Hills Resort 2-bedroom

Veronica FernandaRating, 5 stars2 months ago
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
Top Guest favourite
Condo in Kissimmee
5 out of 5 average rating, 32 reviews

Apartment in Kissimmee Florida.

RebeccaRating, 5 stars1 week ago
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.
Superhost
Condo in Kissimmee
4.76 out of 5 average rating, 67 reviews

Close to Disneyworld & theme park!!

MichelleRating, 5 stars1 month ago
Georgia was an awesome host, made me feel like family we will be renting again with them and soon
Guest favourite
Condo in Kissimmee
4.95 out of 5 average rating, 219 reviews

Affordable condo 3 miles from Disney and Golf!

TristaRating, 5 stars3 days ago
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

Superhost
Condo in Kissimmee
4.92 out of 5 average rating, 36 reviews

Family-Friendly Disney Retreat Bunk Beds Waterpark

ChristieRating, 5 stars3 weeks ago
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.
Guest favourite
Condo in Kissimmee
4.94 out of 5 average rating, 116 reviews

3 Bedroom w/large patio on Resort Golf Course

JeannaRating, 5 stars1 month 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 Davenport
4.79 out of 5 average rating, 233 reviews

Brand New AwardWinning Renovated Condo Near Disney

JasonRating, 5 stars3 weeks ago
Loved the condo and the resort. Will definitely rent again when we return to Orlando.
Guest favourite
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 favourite
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!
Guest favourite
Condo in Kissimmee
4.92 out of 5 average rating, 127 reviews

Cozy single story condo near Disney

KartikayeRating, 5 stars1 month ago
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!
Superhost
Condo in Four Corners
4.71 out of 5 average rating, 118 reviews

No BNB fees -Oasis Condo 5 min to Disney

Hannah RoseRating, 5 stars2 weeks ago
Great space! Perfect for our trip! Loved it was a gated area!
Guest favourite
Condo in Davenport
5 out of 5 average rating, 6 reviews

Stunning 3BR Condo Near Disney

GeorgeRating, 5 stars1 week ago
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

Top Guest favourite
Condo in Kissimmee
4.93 out of 5 average rating, 67 reviews

Poolside 3 Bed Vacation Retreat in Windsor Hills

AnthonyRating, 5 stars4 days ago
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.
Guest favourite
Condo in Kissimmee
4.96 out of 5 average rating, 71 reviews

Windsor Hills 3/2 condo w/free water park

RachaelRating, 5 stars4 weeks ago
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.
Guest favourite
Condo in Kissimmee
4.96 out of 5 average rating, 49 reviews

Fully Themed Harry Potter Magical Experience!

SarahRating, 5 stars1 week ago
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!
Top Guest favourite
Condo in Four Corners
5 out of 5 average rating, 23 reviews

Themed 3-Bedroom Condo Near Disney

OmarRating, 5 stars3 days ago
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
Top Guest favourite
Condo 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.
Top Guest favourite
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 favourite
Condo in Kissimmee
4.92 out of 5 average rating, 25 reviews

Mickey's Welcome Inn - Closest Resort to Disney

MandieRating, 5 stars1 month ago
Great value. Safe area. Would stay here again.
Guest favourite
Condo in Four Corners
4.89 out of 5 average rating, 27 reviews

WH1201 - NEW Listing - Windsor Hills

AndresRating, 5 stars1 week ago
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

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