Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks and near a water park. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Old Town. Travelling with kids? Make time for Disney's Animal Kingdom® Theme Park, or head to an event or a match at ESPN Wide World of Sports Complex. Kayaking, power boating and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding nearby.
Disney's Animal Kingdom® Theme Park - 9 min drive - 5.5 km
Disney Springs™ - 13 min drive - 15.7 km
Magic Kingdom® Park - 14 min drive - 15.7 km
Universal Studios Florida - 24 min drive - 31.9 km
Getting around
Brightline Orlando Station - 29 min drive
Kissimmee, FL (ISM-Kissimmee Gateway) - 29 min drive
Restaurants
McDonald's - 3 min drive
Starbucks - 3 min drive
El Cafetal Bakery & Restaurant - 3 min drive
Del Taco - 3 min drive
IHOP - 3 min drive
Frequently asked questions
Does 2 Miles to Disney! Windsor Hills Resort+Toy Story Room+Pool+Steps To Clubhouse have a pool?
Yes, this property has a pool.
How much does it cost to stay at 2 Miles to Disney! Windsor Hills Resort+Toy Story Room+Pool+Steps To Clubhouse?
As of 23 Oct, 2026, prices found for a 1-night stay for 2 adults at 2 Miles to Disney! Windsor Hills Resort+Toy Story Room+Pool+Steps To Clubhouse on 16 Nov, 2026 start from S$728, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is 2 Miles to Disney! Windsor Hills Resort+Toy Story Room+Pool+Steps To Clubhouse pet-friendly?
No, pets are not allowed at this property.
How much is parking at 2 Miles to Disney! Windsor Hills Resort+Toy Story Room+Pool+Steps To Clubhouse?
On-site parking is available at the property.
What time is check-in at 2 Miles to Disney! Windsor Hills Resort+Toy Story Room+Pool+Steps To Clubhouse?
Check-in begins at 4:00 PM.
What time is check-out at 2 Miles to Disney! Windsor Hills Resort+Toy Story Room+Pool+Steps To Clubhouse?
Checkout is at 10:00 AM.
Where is 2 Miles to Disney! Windsor Hills Resort+Toy Story Room+Pool+Steps To Clubhouse located?
This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and Old Town are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Property was clean, and close to amusement parks. Host was very responsive, and my family had a wonderful vacation at this property.
Stayed 5 nights in Jan 2025
Response from VrboOwner on 5 Feb, 2025
Thank you Jennifer! We are so happy to hear you enjoyed your stay at Fairytale Roundup. It was a pleasure hosting your family. You’re welcome back anytime!
Excellent place to stay! We’ve stayed at several VRBO’s in the Orlando area and this was one of the best. Host was very responsive to messages. House was clean with no issues. Great location. Would definitely stay again.
Stayed 7 nights in Nov 2025
Response from VrboOwner on 10 Nov, 2025
Thank you Timothy! You guys were a true pleasure. Let us know when you are back in the area. You’re welcome back anytime!
We had an excellent stay at this property. The rental was well stocked and exceeded our expectations. The pool was a great way to relax in the evenings and all the amenities were amazing. The host was very informative, easily accessible,and made everything a breeze. Highly recommend this property and would absolutely stay again.
Stayed 2 nights in Apr 2025
Response from VrboOwner on 19 Apr, 2025
Dustin, you guys were to pleasure to host. You are welcome back anytime!
Wonderful stay for a weekend at Disney! Proximity to stores (Starbucks, Walmart) and the theme parks was great. Beware of rush-hour traffic leaving the theme parks, though! The property was clean, recently updated and beautifully decorated, and the custom Toy Story bunk room was a hit with the kids. The mini-crib in the Master bedroom walk-in worked out perfectly for our 20mo old, and all the extra kid stuff was much appreciated (stroller, sheets, PnP, dishes, etc). The community pool and amenities were also great, and all the staff we interacted with were very friendly! Highly recommend this property for a family vacation.
Stayed 2 nights in Apr 2026
Response from VrboOwner on 2 Jun, 2026
Thanks for the great review Alison! So glad you had a magical time.
This was our first large family trip with our young children and this property was incredible. Our boys absolutely LOVED the children’s room and kept them entertained. The home was exactly as pictured; everything was clean, neat, and clearly labeled. The beds were also very comfortable! In addition, the location was perfect walking distance to the club house which was very convenient for our kids. Would absolutely recommend for anyone of all ages. We would definitely return!
Stayed 6 nights in Mar 2025
Response from VrboOwner on 15 Mar, 2025
Thank you so much for your kind words Adam! Your family was a true pleasure to host. Please let us know when you’re back in the area. We’d love to have you stay with us again!
I honestly cannot say enough good things about our stay! From the moment we arrived, everything exceeded our expectations. The property was spotless, beautifully decorated, and exactly as described. It had every amenity we could have hoped for. The details were impeccable, even the utensils for the little ones was extremely thoughtful. The kids could not stop raving about the Toy Story themed bedroom! The location was ideal too, peaceful and quiet, yet within close proximity to everything.DeLynne was exceptional. Communication was easy, check-in was seamless, and we felt completely cared for throughout our stay.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 7 Jul, 2025
We are thrilled to hear of your magical stay! Those special memories are what it’s ALL about. Let us know when you are back in the area. We’d love to have you again!
We could not have loved Fairytale Roundup more! It was just as beautiful as in the photos. The host was excellent and communication was great. The host has thought through everything that guests might need for there stay, with plentiful towels (including pool towel), a few toys, hand soap and dish soap, noodles for the pool and a tea and coffee station. The toy story bedroom especially is amazing and my daughter absolutely loved it! The location as well was perfect for Disney especially but we also weren't far from universal. We only had time to use the lovely communal pool once but the facilities are amazing - we wished we could have stayed longer! If we are lucky enough to come back to Florida we would certainly pick this property again!
Stayed 14 nights in Aug 2025
Response from VrboOwner on 31 Aug, 2025
You were a true pleasure Emily! I’m so happy you had a magical time. Thank you for the lovely review and being great guests!
We had a fantastic stay at this spacious and spotless townhouse in Windsor Hills! The home is beautifully renovated and decorated with great attention to detail. The bunk room, which features four beds (not clearly shown in the listing photos), was perfect for our kids. The beds were very comfortable, and the house was fully stocked with everything we needed. The host was very responsive. We also enjoyed the small pool, which we opted to have heated for an extra fee - well worth it for our family! While the pool isn’t south-facing, it didn’t impact our experience at all. Overall, this place checked off all the boxes, and we would definitely stay here again! Highly recommend!
Stayed 6 nights in Feb 2025
Response from VrboOwner on 22 Feb, 2025
We are so happy you had a magical stay! Please let us know when you are coming back to the area. We’d love to host you again!