Located in Windsor Hills within 2 miles (3 km) of Mystic Dunes Golf Club, this vacation home is within a few miles (5 km) of Island H2O Live!. The vacation home includes a private pool, a kitchen, and a patio.
Walt Disney World® Resort - 5 min drive - 2.8 miles
Disney Springs™ - 11 min drive - 8.1 miles
Getting around
Kissimmee Station - 38 min drive
Kissimmee, FL (ISM-Kissimmee Gateway) - 31 min drive
Restaurants
McDonald's - 3 min drive
Starbucks - 2 min drive
Del Taco - 3 min drive
Drafts Sports Bar & Grill - 13 min walk
Sickies Garage Burgers & Brews - 3 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Once Upon a Dream Villa in Windsor Hills Resort
Welcome to Once Upon A dream, a beautifully decorated 6 bedroom / 4 bathroom private villa in the extremely popular Windsor Hills Resort, and it comes with a lot of extras! We are delighted to offer a great selection of privately owned homes and condos here, each designed with your vacation enjoyment in mind, and Once Upon A dream is a great example of that.
Why Once Upon A Dream
Pool, spa, and games room
2 sitting areas for the larger family
Queen bedroom on first floor
2 King size Master bedrooms
Flatscreen TV in every room
Free high speed Wi-Fi and upgraded cable package
Full size washer and dryer
Gated resort style community manned 24 hours a day
All resort amenities are included in the price
All towels, linens and crockery provided
Shops and restaurants in walking distance
Located less than a 2 minute drive, or 5 minute walk, from the main resort clubhouse and water park, this extremely popular home is very well equipped as you will see. Once Upon A Dream sleeps 14 people comfortably, the bedrooms consisting of 2 King size Master bedrooms, with full en-suite facilities, 1 Queen size bedroom located on the first floor, 2 twin over full with twin trundle themed rooms and 1 twin themed room.
Family vacations are often memorable affairs and finding the right home is so important. Once Upon A dream takes much of the guesswork out of that because not only does it have almost everything you might be looking for, it comes at an extremely affordable price given all that if offers. The main features of this wonderful home include a spacious kitchen, open living room, a games room with pool, shuffleboard and game console station, and a very spacious second sitting area which also houses the main dining area with seating for 8. There is also a laundry room with a full size washer and dryer.
We like our guests to feel that any home they reserve with us is actually their home too, a home away from home, and this villa certainly feels that way. The main living area boasts mahogany furniture and a 55 inch flat screen television, along with an upgraded cable service that allows you to connect effortlessly to your Netflix account if you choose to. Watching a family movie here is so easy given the 2812 sq ft of living space that the home offers.
Right next to the main living area is a Queen bedroom, and next to that is a full bathroom. This has been one of the most popular features of this floor plan especially for those guests that have difficulty negotiating stairs. The full size washer and dryer are on the first floor too, as is the second sitting area which has additional seating for up to 6 people, and the main dining area. Please note too that in the kitchen area there is an additional breakfast table that seats a further 4 people, just proving yet again the room available for the whole family.
*Once Upon A Dream Villa also has high speed wireless internet access as well, which is offered complimentary to all our guests.
After enjoying a memorable day at the theme parks everyone will surely appreciate the well stocked kitchen with a dishwasher, microwave, full size refrigerator and freezer, stove, coffee machine, toaster, waste disposal on offer as well as all the hand held appliances you would expect. With all kitchen utensils and crockery provided too, and a dining area with ample seating for 6, everything is there for you to both prepare, and enjoy, a home cooked family meal.
On the second floor there are a further 5 bedrooms, including the 2 King Master suites, a beautifully themed twin room, and 2 bunk bed rooms, each set of bunk beds featuring a Full size lower bed. These bedrooms have been professionally designed and decorated, and are quite stunning to see. The twin room has a Frozen theme, while one of the bunk beds is themed with Avengers, the other one entitled 'Surfs Up'. These bedrooms are sure to be a big hit with all members of the family, and do elevate this home in to the luxury category. All the bedrooms have flat screen TV's too, and upgraded cable packages. Note too that all towels and linens are provided for your stay.
A patio door from the living area leads onto a large patio furnished with loungers, tables and chairs, and facing South East, you can enjoy the setting sun well into the late afternoon from here, perhaps even enjoy a traditional family BBQ as you plan your next adventure!. This relaxed setting also houses the pool and spa. *Please note that as with most vacation homes there is an extra charge to heat the pool and hot tub. Ordering in advance means it will be turned on for your arrival and get your vacation off to a great start.
As if all that isn't enough, another great feature of this fabulous villa, and one that all guests really seem to enjoy, is the games room which is located in the garage. In here, you can enjoy the shuffleboard table, and take advantage of the pool table too, or play video games on the large wall mounted flatscreen TV.
Once Upon A Dream really does have it all, and the thousands of guest who have stayed here over the years have shared their happy memories with us and made this home one of the most popular we have ever had.
As a company we are active in only the best resorts and Once Upon A Dream Villa is very typical of not only the quality of homes on offer but the standards that we look to maintain, and our thousands of clients over the last 19 years will testify to that.
Much of our business is actually repeat business, and many of our new customers come through referrals, for which we are very grateful. We welcome many guests back to this home year after year and as it is constantly upgraded, as it has been in the last few months, we do believe that it will continue to provide great family vacations for years to come.
With upgraded furnishings, professionally decorated rooms throughout, a spacious floor plan, a pool, spa and games room, flatscreen TV's in every room, a very sunny corner location and being situated in the best resort in town, this is a fantastic property that caters for the whole family and really does have something for everyone.
We thank you for looking at our Once Upon A Dream Villa, and we truly hope you will consider it for your next vacation! Your family will certainly thank you for it, and so will we!
*Don't forget we offer a whole host of extra services including recommendations for attraction tickets, barbecues, baby equipment and much more to help you get the most from your Evergreen stay!
Windsor Hills Resort
Windsor Hills is a beautiful, family-friendly, gated resort community in Kissimmee, Florida (south of Orlando). Situated only two miles from Walt Disney World® Resort, it’s located within easy reach of most of Orlando's top attractions. The Windsor Hills villas each have private, screened-in pools in addition to the fabulous community pool and kids’ water park. This secure, 24/7 guarded community has everything and more for your family vacation.
Some of Windsor Hills’ notable features include a luxurious zero-entry pool, water park with fountains and water slides, a hot tub/spa, and a toddler splash pad. There are plenty of recreational areas, including tennis, basketball, and volleyball courts for everyone. There’s even a putting green! Windsor Hills also features multiple playgrounds for the children, including a large castle-style playground.
The enormous Windsor Hills clubhouse overlooks the double Olympic-sized swimming pool and houses billiards tables, a video game area, a marketplace with grill, a fitness room with top of the line fitness equipment, a high definition surround sound movie theater, and other outdoor recreational activities. It’s a relaxing, playful atmosphere for the entire family!
No other private vacation home rental community in this area has what Windsor Hills has to offer, which is why it is the number one resort for many visitors. The facilities are as good as anywhere in the Orlando/Disney area, and you won't have to break the bank to enjoy them.
All Windsor Hills vacation rentals are located less than 10 minutes from Walt Disney World, just one mile from the attraction-packed Highway 192, less than a mile from a Walmart Supercenter and gas station, about 2.5 miles from I-4, and 10 minutes from Celebration, the community designed and built by Disney. There are plenty of dining and shopping options nearby.
Universal Orlando Resort is about 21 minutes away, and Sea World about 19 minutes, traffic permitting. Kennedy Space Center at Cape Canaveral is just over an hour away. In the other direction, Clearwater Beach is about an hour and a half drive.
There are several golf courses within easy reach, including Mystic Dunes, a 72-par public course designed by Champions Tour Player and NBC Golf Analyst Gary Koch. It’s literally a five minute walk away. Legends course at Orange Lake (5 minute drive) and the beautiful course at Celebration (15 minute drive) are also nearby.
The Windsor Hills resort is home to approximately 320 condos, 210 townhomes, and 470 single-family homes spread across a beautifully maintained and landscaped community. Their 24 hour manned gates and computerized security system track every guest, visitor, and delivery that enters the community, providing a safe and secure environment for your family vacation.
Distance to Popular Orlando Area Attractions
Walt Disney World® Resort: 7 minutes (2.6 miles)
Universal Orlando Resort: 21 minutes (15.4 miles)
SeaWorld Orlando: 19 minutes (11.6 miles)
Orlando International Airport (MCO): 27 minutes (23.4 miles)
ESPN Wide World of Sports Complex: 9 minutes (4.7 miles)
Downtown Orlando: 27 minutes (23.4 miles)
Cape Canaveral: 64 minutes (66.7 miles)
Clearwater Beach: 85 minutes (88.2 miles)
Frequently asked questions.
* Check in time is 4.00pm. Check out time is 10.00am.
Early check in and late check out may be available for an additional fee if the home allows. Please ask for further details.
* We take a 25% deposit at the time of booking, with the balance due 30 days prior to arrival. If you are planning to stay within the next 30 days then full payment will be due at the time of booking to secure the home.
* Guests are not required to check in at our office in Celebration. You will be going straight to the property on arrival, and using a unique access code to gain entry. Your arrival pack, sent 5-7 days prior to arrival will have all this information, as well as the address, telephone number, and internet password for the property.
* Like all vacation homes our homes are classed as self catering accommodation. We do provide starter supplies of soap, toilet tissue, shampoo, detergent and dishwasher tablets, but guests are expected to replenish them during their stay.
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a patio. There's space to spread out with 6 bedrooms and a dining area. Guests can expect to find free WiFi and a Smart TV with a DVD player. Other standard amenities include a private pool, a washing machine, and a coffee maker. Housekeeping is available on request.
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6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
At least 80% lighting from LEDs
Housekeeping (on request)
Property located in a resort
Unit size: 2,812 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21
Check-out
Check-out before 10:00 AM
Contactless check-out available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
This property accepts cash
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 21
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts cash.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.
Additional information about polices, regulations, and more:
Long-term renters welcome.
Property is also known as
519709
Frequently asked questions
What's there to see around this vacation home?
This vacation home is situated in Windsor Hills, close to Disney's Animal Kingdom® Theme Park, ESPN Wide World of Sports Complex, and Disney's Hollywood Studios®. You'll also find Walt Disney World® Resort and Mystic Dunes Golf Club within a short drive.
Is parking available on site at this vacation home?
Yes, there is a garage.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, this vacation home doesn't have an indoor pool; however, there is a hot tub.
Is Once Upon a Dream Villa in Windsor Hills Resort a good place to stay for couples?
Amenities that appeal to couples at this vacation home include a private pool, a kitchen, and a smart TV.
Are there hot tubs at Once Upon a Dream Villa in Windsor Hills Resort?
Yes, guests can enjoy a spa tub at this vacation home.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay free of charge?
No, pets aren't allowed at this vacation home.
Does this vacation home have connecting rooms?
No, there aren't connecting rooms at this vacation home.
Where is the closest airport to this vacation home?
The closest major airport to this vacation home is Kissimmee, FL (ISM-Kissimmee Gateway), which is 12.5 mi away (31 minutes by car). Another top airport is Orlando Intl. Airport (MCO), which is located 28.7 mi away (39-minute drive).
Are there rooms with balconies that I can book at Once Upon a Dream Villa in Windsor Hills Resort?
Yes, every accommodation at Once Upon a Dream Villa in Windsor Hills Resort comes with a deck.
Once Upon a Dream Villa in Windsor Hills Resort Reviews
Reviews
9.2
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 68 out of 111 reviews
10 - Excellent
68
Rating 8 - Good. 35 out of 111 reviews
8 - Good
35
Rating 6 - Okay. 7 out of 111 reviews
6 - Okay
7
Rating 4 - Poor. 1 out of 111 reviews
4 - Poor
1
Rating 2 - Terrible. 0 out of 111 reviews
2 - Terrible
0
8.4/10
Cleanliness
Reviews
10/10 Excellent
Debbie G.
Nov 11, 2025
Liked: Cleanliness
Great communication with host. House worked well for our family. Nice pool and hot tub. Close to Disney.
Debbie G.
Stayed 6 nights in Nov 2025
10/10 Excellent
Susan M.
Oct 4, 2025
Liked: Cleanliness
It was really nice! Had a few issues but maintenance took care of promptly! Nice location & we really enjoyed!!
Susan M.
Stayed 6 nights in Sep 2025
6/10 Okay
Nikky P.
Sep 7, 2025
Nikky P.
Stayed 7 nights in Aug 2025
10/10 Excellent
Michael B.
Aug 4, 2025
Liked: Cleanliness
felt like home!
This was our first experience with a VRBO. We have always stayed in hotels in the past. It was nice to have the option to have our granddaughter stay in the Frozen room one of the nights. What a treat! I was more than impressed with the maintenance during our stay. We did have a hiccup and they corrected the issue in no time. We loved having the pool right there for our convenience and the ability to cook a great breakfast before heading out for the day. All in all, I would suggest staying in this villa and having the feeling of being at home!
Michael B.
Stayed 7 nights in Jul 2025
6/10 Okay
Tina D., Bluffton, SC
Jul 13, 2025
Liked: Cleanliness
Baseball Trip
The home itself was nice—definitely on the older side and could use some updating, but that didn’t bother us. What did frustrate me was that there wasn’t a single backup toilet paper roll in any of the bathrooms. We travel often for baseball and usually expect at least one extra roll in each bathroom. We ran out and were surprised to find any available. I was also a bit surprised the kitchen didn’t have even basic staples like salt and pepper, which most places usually include. That said, the amenities were nice overall, and I would stay here again.
Tina D.
Stayed 7 nights in Jul 2025
8/10 Good
Larry P.
Jul 8, 2025
Liked: Cleanliness
Larry P.
Stayed 9 nights in May 2025
10/10 Excellent
Belusa United VBC D.
Jul 7, 2025
Liked: Cleanliness
Team Stay
I had two of my volleyball teams stay in the house over two weeks. Both teams had a great time in the house! The house has basic appliances and overall all you need to start your trip. We had a small issue with the dryer that was fixed during our stay.
Belusa United VBC D.
Stayed 5 nights in Jun 2025
6/10 Okay
Jessica D.
Jul 6, 2025
Disliked: Cleanliness
Needs maintenance
Not as great as we had hoped. Upon arrival the trash on the porch was full. The first few minutes of walking around the house looking around my wife stepped on a tac strip between the master bedroom and bathroom because there was no transition strip. We paid for pool heat and our first time in the pool did not seem heated at all but they did send someone out and the next days the pool was heated. The tv in 1 bedroom didnt work. The blow dryers didnt work. My daughter knocked a couch cushion off and there was so much nasty food under it that we ended up having to remove all cushions and vacuum it. Overall, i give the house an okay. The kids enjoyed the themes rooms and space, the beds were comfortable, and the location worked well for us.
Jessica D.
Stayed 6 nights in Jun 2025
8/10 Good
Roddie L.
May 27, 2025
Liked: Cleanliness
Perfect location
Location was first class for Disney, pool area first class
Roddie L.
Stayed 14 nights in May 2025
8/10 Good
Debra C., California
May 6, 2025
Liked: Cleanliness
Summit 2025
Great time! Fast response! Exactly as described
Debra C.
Stayed 7 nights in Apr 2025
8/10 Good
JESSICA O.
Apr 27, 2025
Liked: Cleanliness
My Stay
Overall the property was in great shape! Good location to get to all the Disney properties. We did have trouble checking in with gate security once we got there because our names had not been given to them ahead of time like they were supposed to be. Security had to call the owner of the house for us to give us permission to enter. The code on the front door stopped working for us on the second day and I called the number given to us for any house issues and left two messages and also sent a message with no response. We had to leave the backdoor unlocked so we could get back inside the house for two days. On the third day the code worked again and I can only assume someone came out and fixed it while we were gone, but I never received a return phone call or message.
JESSICA O.
Stayed 7 nights in Apr 2025
8/10 Good
Mandy D.
Apr 4, 2025
Liked: Cleanliness
Great Place for multiple Generations to Stay near Disney
Great house for our family vacation! Grandma enjoyed having bedroom on the first floor without having to do stairs everyday. We had a small problem with a tripped breaker, so we did not have the pool heat the first day of our stay, but problem was addressed same day we reported it and we received a refund for the pool heat for the two days we paid for and it was off. The carpet could use a little TLC and some of the appliances are a little outdated, but it was a good value for what you get and we would stay here again.
Mandy D.
Stayed 9 nights in Mar 2025
10/10 Excellent
William G.
Mar 16, 2025
Liked: Cleanliness
Perfect vacation house
This was our second time staying at this house and it continues to exceed expectations. Perfect for large families, has all the amenities, close to restaurants, theme parks, shopping. Highly recommended!
William G.
Stayed 7 nights in Mar 2025
6/10 Okay
Jeff S.
Mar 8, 2025
Upkeep/Updating Required
The amenities & Windsor Hills facilties were great & my children & grandkids had a wonderful time. Biut basic upkeep & cleanliness issues have been ignored, bake sheets were used put away, duct tape holding a drawer in place,ac vents were dirty 15 the vacuum to use it,lot of grout & replacement caulking required . What was illustrated was not quite accurate. Would I stay here again, if it was cleaned up & maintained maybe.We had a great time but basic home upkeep & updating is needed.I would say its was acceotable mins uncloggivacuum
Jeff S.
Stayed 8 nights in Feb 2025
10/10 Excellent
Emily J.
Feb 8, 2025
Liked: Cleanliness
Home away from home
We had a wonderful stay at Once Upon a Dream Villa. The house and resort was as described with everything you need. It was clean, had lots of towels, kitchen supplies, etc. There were a few items of the home that were dated but that didn’t hinder our stay or alter our experience at all. The staff was great to deal with and very period as well. The resort amenities were also thoroughly enjoyed by our crew. We had a wonderful stay and have already discussed returning again!
Emily J.
Stayed 6 nights in Feb 2025
8/10 Good
Elizabeth K.
Jan 13, 2025
Liked: Cleanliness
Great stay, nice house
This is our 4th time staying at Windsor Hills, but our first time at this house. The stay and communication went smoothly. Comparing this house to the others we stayed at, this one was mediocre. The kitchen didn't have as many/as nice of fully loaded as others. It was the bare necessities, but we did get by. Not curtains in all of the rooms. Rug was looking a little tattered. Clean, but old and not as refreshed as some of the other we stayed at. The marvel room had peeling off wall stickers. If we had nothing to compare it to, probably would have given it 5 stars, but after seeing so many others a bit nicer, that is the reason for my scores.
Elizabeth K.
Stayed 6 nights in Dec 2024
10/10 Excellent
Cristy C., Porum,Ok
Jan 9, 2025
Liked: Cleanliness
Magical
Everything was as described. Grandkids really enjoyed the pool even though the weather was cold during our stay. Glad I opted for the pool heat. I would highly recommend this property to others. Very close to everything we wanted to do.
Cristy C.
Stayed 7 nights in Jan 2025
10/10 Excellent
Heather S.
Nov 17, 2024
Liked: Cleanliness
Nice house
The property manager was very responsive when I sent messages with minor concerns. There was damage from the last hurricane that caused the screens around the pool to be damaged. I sent a message to let the property manager know, we were okay with it but they had someone out to fix them during our stay. We enjoyed ourstay and will
Heather S.
Stayed 7 nights in Nov 2024
10/10 Excellent
Daniel F., West Jordan
Sep 23, 2024
Location, location, location…
This place was located in a great area. Minutes away from grocery stores, restaurants and best of all super close to Disney World. On average it took us less than 15 minutes to get to the parks and it was very close to I4. The house was very spacious and the beds were very comfortable.
For our stay, we traveled as a group of 6 adults and the house was spacious enough where we all had our private rooms and spaces. With 4 bathrooms it made it easy for all of us to stay comfortably.
The only one downside was cleanliness, when arrived the house could have used a better cleaning., it wasn’t bad, but is wasn’t great.
Overall we enjoyed our stay and I 100% recommend this property. It’s a gated community so we felt safe and comfortable the whole time.
I would definitely stay agai.
Daniel F.
Stayed 7 nights in Sep 2024
10/10 Excellent
Indira T.
Aug 27, 2024
Indira T.
Stayed 5 nights in Jul 2024
10/10 Excellent
Cristina M.
Aug 6, 2024
Liked: Cleanliness
Family Vacation
Stress free stay!
Cristina M.
Stayed 5 nights in Aug 2024
10/10 Excellent
Jennifer B.
Jun 29, 2024
Liked: Cleanliness
Great for team travel!
This was a great place for us to stay for AAU Volleyball Nationals. Close enough to all the fun stuff but far enough that it was quiet and away from traffic. Would definitely stay again!
Jennifer B.
Stayed 7 nights in Jun 2024
10/10 Excellent
William G.
Mar 17, 2024
Liked: Cleanliness
Perfect Vacation Home
House is in a great location and very comfortable with all the amenities. Pool ia clean and warm, games room was great for kids and adults. We plan on returning next year
William G.
Stayed 6 nights in Mar 2024
10/10 Excellent
Carl S.
Feb 14, 2024
Liked: Cleanliness
Cheer Nationals
Great place to stay. Convenient location, seamless check-in, property was as advertised. Great place to come back to and unwind for the day.
Carl S.
Stayed 5 nights in Feb 2024
8/10 Good
Brandi C.
Jul 1, 2023
Close to everything
The house was good. Beds were comfortable. House could use a good deep cleaning and a grill. Kitchen could use a full set of pots and pans to service 12 people. Pool and hottub motors were not working but maintenance was aware and had pool company out to check it.