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.
-- THE PROPERTY --
SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds - Bedroom 5: 1 twin bunk bed - Bedroom 6: 1 king bed - Additional Sleeping: 4 portable cribs
COMMUNITY AMENITIES - Resort pool, waterpark, splash pad - Fitness center, sports courts, clubhouse - Game rooms, movie theater, playgrounds - On-site dining & marketplace
INDOOR LIVING - Smart TVs, board games, books - Group-friendly dining table, breakfast bar - Game room w/ pool table, air hockey & foosball - Updated interior - 2 high chairs - 4 total strollers (2 double strollers, 1 umbrella stroller & 1 single stroller)
OUTDOOR LIVING - Private heated pool & spa, lanai - Covered patio, outdoor couches & dining area - Gas grill, lounge chairs
GENERAL - Free WiFi (fiber-optic), keyless entry - Central A/C & heating, ceiling fans - Washer & dryer, iron & board - Linens & towels - Complimentary toiletries, hair dryer, hangers - Starter package of trash bags, paper towels & toilet paper - Starter set of small shampoos & soaps (1 per bathroom)
FAQ - 2 exterior security cameras (facing out) - Optional nightly pool heat fee (paid pre-trip, applied to entire stay)
ACCESSIBILITY - 1 step required for access - 2-story home - 3 bedrooms/2.5 bathrooms on 1st floor - 3 bedroom, 1 bathroom on 2nd floor
PARKING - Driveway (3 vehicles)
-- THE LOCATION --
- 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
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in
ADDITIONAL INFORMATION - This 2-story home requires 1 step to enter - There is an optional pool heat fee of $25/night (+ fees & taxes, paid pre-trip, applied to entire stay) - Your safety matters. This property features 2 exterior security cameras. These cameras are outward facing and do not look into any interior spaces. Camera 1 is a Ring doorbell device on the front door facing the front entry. Camera 2 is located on the lanai facing the pool equipment. These cameras record video and audio when motion is detected and will be turned on during your stay
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Take a look at the reviews! Great value! An awesome place!!! Sleeps up to 16.
Windsor Hills
Take a look at the reviews! Great value! An awesome place!!! Sleeps up to 16.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Kissimmee
Windsor Hills, a neighbourhood in Kissimmee, is home to this holiday home. Old Town and Flamingo Crossings Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Blizzard Beach Water Park. Travelling with kids? Don't miss Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios®. Spend some time exploring the area's activities, including golfing.
Disney's Animal Kingdom® Theme Park - 8 min drive - 4.8 km
Disney Springs™ - 12 min drive - 14.1 km
Getting around
Kissimmee Station - 38 min drive
Kissimmee, FL (ISM-Kissimmee Gateway) - 31 min drive
Restaurants
McDonald's - 4 min drive
Starbucks - 3 min drive
Del Taco - 4 min drive
Osaka Bay Buffet - 4 min drive
Sickies Garage Burgers & Brews - 4 min drive
Frequently asked questions
Does 3 Mi to Disney: Family-Friendly Home! have a pool?
Yes, this property has a pool.
How much does it cost to stay at 3 Mi to Disney: Family-Friendly Home!?
As of 13 Apr 2026, prices found for a 1-night stay for 2 adults at 3 Mi to Disney: Family-Friendly Home! on 3 May 2026 start from AU$425, 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 3 Mi to Disney: Family-Friendly Home! pet-friendly?
No, pets are not allowed at this property.
How much is parking at 3 Mi to Disney: Family-Friendly Home!?
On-site parking is available at the property.
What time is check-in at 3 Mi to Disney: Family-Friendly Home!?
Check-in begins at 4:00 PM.
What time is check-out at 3 Mi to Disney: Family-Friendly Home!?
Checkout is at 10:00 AM.
Where is 3 Mi to Disney: Family-Friendly Home! located?
This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Mystic Dunes Golf Club, Bonanza Golf & Gifts and Island H2O Live!. Walt Disney World® Resort and Old Town are also within 6 miles (10 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Overall great stay! The property was clean and had all the amenities necessary including a basketball court in the neighborhood. The children enjoyed the themed bedrooms and toys.
Such comfortable accommodations! Perfect for families- we had 3 generations. We loved the pool and the location was excellent for shops and Disney. Wish we could stay longer and will certainly visit again! Owner was always responsive and helpful!
Kelli W.
Stayed 4 nights in Jul 2021
Response from VrboOwner on 27 June 2023
We love to host extended families, so glad you enjoyed your stay Kelli! We look forward to welcoming you home again to Whimsey!
This house had everything and then some! The owners were so accommodating and dedicated to ensuring we had a great stay! I would definitely recommend and we will be booking again!
Kristyl J.
Stayed 4 nights in Dec 2022
Response from VrboOwner on 27 June 2023
Kristyl, we look forward to welcoming you back to Whimsey anytime!
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!
Andrea D.
Stayed 6 nights in Mar 2023
Response from VrboOwner on 27 June 2023
Thank you, Andrea, for being such great guests! It was a pleasure hosting you.
We were very comfortable. The location was great with a Walmart nearby for supplies. We used the game room almost every night. The clubhouse was also very cool.
Chuck M.
Stayed 7 nights in Sep 2020
Response from VrboOwner on 27 June 2023
Thank you Chuck for the 5 star review! We are honored that you chose Whimsey for your family getaway. We would love to welcome you all back again sometime!
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!
Erica S.
Stayed 8 nights in Apr 2023
Response from VrboOwner on 27 June 2023
Erica, so glad you enjoyed your stay! We would love to welcome you back anytime.
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
Kenneth S.
Stayed 4 nights in Dec 2022
Response from VrboOwner on 27 June 2023
Thank you, Ken, for being such great guests! So glad you enjoyed your stay 🙂
Whimsey of Windsor Hills is an amazing choice for a family trip. There is plenty of space for the whole family and everything you need from towels to dishes to strollers and toys for the kids. The house is conveniently located near a playground and close to the clubhouse/pool. Carol is very responsive and helpful. Would definitely stay here again!
Natasha C.
Stayed 7 nights in Nov 2021
Response from VrboOwner on 27 June 2023
Thank you, Natasha! We love sharing Whimsey with other families. We enjoy the proximity to the playground, pool and waterpark as well. Looking forward to welcoming you back again any time!
This was a great property. We were also so grateful for the quick booking and registration as we had to find a place to stay at the last minute. Our previous house was unacceptable and not safe during a pandemic. This property was the complete opposite of that.
dawn s.
Stayed 5 nights in Apr 2021
Response from VrboOwner on 27 June 2023
Thank you Dawn, hosting you and your family was a pleasure. So glad we were able to accommodate! Would love to welcome you back again anytime.
Beautiful home just minutes from Disney. Carol is very responsive to any questions, home is very clean, beautiful pool and hot tub! We spent many hours either in the pool or sitting on the shaded patio. The home is close to many restaurants and of course Disney is just a few minutes from here! Would recommend this home to anyone looking for a great spot for your family vacation.
Brian B.
Stayed 7 nights in Apr 2022
Response from VrboOwner on 27 June 2023
Thank you, Brian for the 5 star review. Please know you are appreciated!
We stayed at Carol's property for part of our hoilday to Florida from the UK. The location is excellent, being extremely close to the Disney parks and a 30min drive to Universal.
The property itself was very good, accommodating two families with ease. The pool provided much fun when not in the parks and the communal pool area also very good. The gated community is lovely - meticulously clean, very secure and a pleasure to stay in.
All in all, I can thoroughly recommend the property for those would be travellers looking for a place to stay when visiting Orlando.
Matt B.
Stayed 12 nights in Aug 2022
Response from VrboOwner on 27 June 2023
Thank you, Matt for the kind review. We are thrilled to be welcoming our UK guests once again!
I looked and looked for what seems like forever and kept returning to this property. I'm so glad we chose it! Carol was amazing to always respond right away, everything was super clean, so spacious, the pool was awesome, and just overall a great place! We went to a few theme parks for my son's 5th birthday and we all kept saying we couldn't wait to get back to this awesome house! The pool was our favorite part of the house, it was just a great home and we would definitely stay again!
Shawna S.
Stayed 4 nights in Jun 2021
Response from VrboOwner on 27 June 2023
We are so glad you chose Whimsey as well! We love hearing your family enjoyed it as much as we always do. We will always consider you part of our Whimsical Family, and look forward to welcoming you back again!
We planned a family trip for a week to enjoy Disney World. This property was the PERFECT choice for the needs of 6 adults and 2 boys (6 and 8 years old). Getting to and from the parks was an absolute breeze! On the days we took off from the Disney experience we enjoyed the gigantic community pool with the splash pad, water slides, and concession stand. The villa itself was perfect for us as well, enough space for the adults and kids to enjoy each other but also enjoy time apart (sometimes it is nice when the kids can just play in the playroom or watch TV while the adults were able to catch up and enjoy some quiet time!)!
Swani S.
Stayed 7 nights in May 2023
Response from VrboOwner on 27 June 2023
Swani, thank you for being such great guests. So glad you chose us for your Windsor Hills holiday!
Where to start...It was a perfect setting for our vacation. We had no issues with cleanliness, layout, check in and communication with the owner. Our expectations were tremendously exceeded. The pool was obligatory as it was unseasonably hot. It did not disappoint.
All amenities were above and beyond and my girls will always remember their Frozen themed home for the week!
Trash was picked up practically every day. The clubhouse rivaled most private country clubs.
All in all we looked forward to returning to this home, even after a day of magic with the mouse.
We would stay here again in a heartbeat!
Kelly L.
Stayed 10 nights in Oct 2020
Response from VrboOwner on 27 June 2023
How wonderful to hear your family enjoyed their stay and that the girls have happy "Frozen" memories! We've just added some new fun things so that next time you come there will be surprises 😊? Thank you Kelly for the kind review, you will always be a part of our Whimsical Family!
We arrived to Whimsey of Windsor Hills for an extended family vacation with 3 families. It was beautiful, clean, and had everything we would want inside and out!
The cousins bunked together in the two themed kids rooms and loved it! Toys were provided to match the theming, so when they woke up in the morning things stayed quiet for a while. All the grown-ups had their own private spaces too.
There were several strollers to choose from for our park days, and several appliances to try out in the kitchen for the days we decided to stay home. The backyard pool was perfect for quick swims or lazy days at home! I was glad for the removable fence that blocked it off so that kids wouldn't have access without an adult. There were a number of floats and pool toys to play with.
carol V.
Stayed 6 nights in Aug 2023
Response from VrboOwner on 29 Aug 2023
Carol, thank you for choosing Whimsey of Windor Hills for your extended family holiday. We love to be there with our whole family as well, nothing better!
We have rented many houses over the years on VRBO and this house is perfect for a family vacation! It's close all the Disney parks! It truely takes 10 mins to get to the gates. This is our second time renting this house and we have never done that before. The owner Carol is wonderful to communiate with! She is very attentive and was beyond amazing when we had to switch our weeks due to hurricane Milton. The pictures show how nice each and every room is. The house is immaculte! It is well stocked with whatever you may need from cooking utenisls, night lights and toys for children to play with!
We enjoyed the game room with pool, air hockey and foosball tables. The lanai, pool and hot tub were delightful to gather around and swim. The gated community is very safe and the playground and community pool are excellent. I would highly recommend this property and will be booking our next vacation stay here again!
We really enjoyed Whimsey home in Windsor Hills; everything was great, and the pictures and description were accurately described. Our granddaughters enjoyed both the themed bedrooms and the toys to play with. It was a dream to have 3 king sized beds to accommodate the 3 sets of adults. We all slept well. The kitchen was well stocked with a variety of appliances. We spent time in the pool, cooling off after the hot sunny days in the parks, and eating dinner outside while the girls played. In addition, we had fun playing the various games in the game room, which easily accommodated our group of 8, all on different games. The resort pool/hot tub/splash zone were enjoyed particularly by our 7 & 9 yo granddaughters. The Disney parks were so close and easily accessible, heading out early we encountered no traffic or parking hassles. Of course, we had a grand time in all 4 parks, but we all wished we had one more day to relax and enjoy your fantastic home and community. Thank you for sharing your home with us.
Thank you, Carol, for your prompt responses to our questions. We appreciate your time and attention to your guests.
Marie G E.
Stayed 7 nights in May 2024
Response from VrboOwner on 5 June 2024
Thank you, Marie, for the kind comments. It was a joy to host you. I'm so glad you were comfortable and slept well, I know we always do!
Verified
2/10 Terrible
maximo h.
2 Nov 2021
Liked: Check-in, location
Disliked: Listing accuracy
Not enough room here to say everything I want to say
The place is hot at night you cannot do anything because the thermostat is set to 74 degrees even though it feels like 80° we went ahead and pay extra money $25 a day for them to keep the pool warmer on so we had warm water in the pool it did not warm up one bit we have stayed in that community and other houses before never had this problem we knew we were going to end up paying for the total amount to stay but we’ve decided to leave prior to the finish day because we were not comfortable
Also we were not aware that there is cameras not inside the house but outside so they can see you when you go and when you come back
maximo h.
Stayed 5 nights in Oct 2021
Response from VrboOwner on 27 June 2023
A little cordial two-way conversation goes a long way. At the end of your stay, as you are walking out the door, suddenly you are extremely unhappy. We have a great boots on the ground property manager, who does a wonderful job, but we need to know there's a problem, such as the temp of the pool. We are easily able to adjust the thermostat in the house if you let us know there is a need. Yes, for security purposes we have a Ring door bell, the fact of which is fully disclosed. Over the last year and a half many, many families have enjoyed our home and blessed us with their kind comments and feed back. I am sorry you feel differently.