Book with confidence
Most trips qualify for free 48 hour cancellation. Add dates for more information.
Most trips qualify for free 48 hour cancellation. Add dates for more information.
Themed Rooms | 2,468 Sq Ft | Private Pool | Resort Perks
Tropical Kissimmee is calling, so book this 6-bedroom, 3.5-bath family home! At Windsor Hills Resort, you'll enjoy the exclusivity of staying in the closest gated community to Disney, giving you easy access to your favorite parks. On-site, be sure to visit the amazing resort pool and waterpark, game rooms, or 48-seat theater! As the day winds down, gather for a meal on the patio or one last dip in the spa.
- Dining, shopping & golfing nearby
- 2 miles to Mystic Dunes Golf Club
- 3 miles to Walt Disney World
- 7 miles to Epcot
- 16 miles to Universal Studios Florida
- 23 miles to Orlando International Airport
We had an absolutely wonderful stay at Windsor Hills Resort! From the moment we arrived, everything exceeded our expectations. The house was spotless, beautifully decorated, spacious, and incredibly comfortable for our entire family. Every detail was thoughtfully prepared, making us feel right at home right away.
A very special thank you to the landlord, who truly did an amazing job. Their communication was excellent, they were attentive, kind, and clearly care deeply about providing a great experience for their guests. It’s rare to find someone so dedicated and professional.
The home itself was absolutely amazing — comfortable beds, great amenities, a perfect layout for families, and such a welcoming atmosphere. The location was also fantastic, close to everything while still feeling peaceful and relaxing.
Our kids had an incredible time, and we created beautiful memories during our stay. We truly appreciated the care and effort put into making this home such a special place. We would gladly stay here again and highly recommend it to anyone looking for a perfect vacation home near Disney! ⭐⭐⭐⭐⭐
Thank you so much for your incredibly kind and thoughtful review! We are absolutely thrilled to hear that you and your family had such a wonderful stay at Whimsey of Windsor Hills and that the home exceeded your expectations.
It truly means a great deal to us to know that you felt comfortable, welcomed, and at home from the moment you arrived. We put a lot of care into preparing the property and creating a relaxing space where families can make special memories together, so your feedback is especially rewarding to receive.
Thank you as well for your generous comments about our communication and hosting. It was genuinely a pleasure hosting you and your family, and we’re so happy to hear the kids had such an incredible time during your vacation.
We would be honored to welcome you back anytime, and we sincerely appreciate your recommendation to future guests. Wishing you and your family many more wonderful travels and memories ahead!
Warm regards,
Brad and Andrea
Our family had a great time and the house was perfect. Close to Disney but in a nice quiet neighborhood! Carol was very responsive during coordinating the trip and check in. Thank you Carol, we enjoyed our stay at your house! Ken
Response from VrboOwner on Jun 27, 2023
Thank you, Ken, for being such great guests! So glad you enjoyed your stay 🙂
Great home for the family. The kids loved the pool. The check in and out process was great.
We had a great experience staying at this house for a family trip. Carol was very helpful and responsive, there were a few minor issues that she was able to resolve promptly. We would recommend this house to anyone looking to stay in the area!
Response from VrboOwner on Jun 27, 2023
Thank you, Andrea, for being such great guests! It was a pleasure hosting you.
This house worked out great for our Disney trip! It was super convenient to the parks and we enjoyed the pool and game room as well as the community playground and water park on our rest days. The kids loved the themed bedrooms, toys and karaoke machine! Carol was extremely responsive and great to work with. We would definitely stay in this house again for a future trip!
Response from VrboOwner on Jun 27, 2023
Erica, so glad you enjoyed your stay! We would love to welcome you back anytime.
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