Entire home
Welcome to The Windsor Dream!
Photo gallery for Welcome to The Windsor Dream!





Reviews
10 out of 10
Exceptional
5 bedrooms5 bathroomsSleeps 12260.1 sq m
Popular amenities
Explore the area

Kissimmee, FL
- Place, Mystic Dunes Golf Club20 min walk
- Place, Bonanza Golf & Gifts3 min drive
- Place, Walt Disney World® Resort6 min drive
- Airport, Orlando, FL (MCO-Orlando Intl.)34 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Bedroom 4
2 Single Beds
Bedroom 5
2 Single Beds
5 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Bathtub or shower · Toilet
Bathroom 3
Bathtub or shower · Toilet
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Garden
About this property
Welcome to The Windsor Dream!
Welcome to The Windsor Dream! We recently upgraded our game room to a professional arcade room. We have game rooms in some of our other homes. In this home it is a professional arcade with games you might find at Dave & Busters or Chuck-E-Cheese. We have an NBA basketball shooting game, Skee-Ball like you may have played at a seaside boardwalk arcade, and two Super Bike motorcycle racing games. You can play individually or go head-to-head in two player mode. We have an immersive Transformers game where two players sit inside the gaming cabinet to defeat the Decepticons together. We have a multi-cade system that has all of the classic arcade games from the 1980s on one machine, such as Pac-Man, Ms Pac-Man, Galaga, Donkey Kong, Frogger, Space Invaders, and more. Finally, we have an 8 foot long professional air hockey table. The best part? All of these games are set to "free play" for our guests - no quarters needed! Our arcade room has been completely finished and insulated, and the garage doors removed, so it is a true "room". It also has its own dedicated air conditioning system, making it quite cool - even in the warmer months.
In addition to looking at our Five Star reviews for The Windsor Dream, we invite all families considering our home to look at our reviews for our properties right next door at VRBO listing #840075, #93534, and #2548198. We are blessed to have received over 550 Five Star reviews across our homes, more than any other owner in Windsor Hills.
Discover Windsor Hills at The Windsor Dream. Bill and Donna's luxury villa at Windsor Hills, featuring a true south-facing private pool and hot-tub, with no rear neighbors. We are one of the closest homes to the amazing Windsor Hills Water Park and Clubhouse, about a 2 minute stroll away.
We own FIVE HOMES in Windsor Hills – Four of them are side-by-side: The Windsor Dream, The Windsor Magic, The Windsor Fantasy, and The Windsor Wonder, plus another home around the corner – The Windsor Treasure - so if you are traveling with friends or extended family please just let us know.
* Private South-Facing Pool, with No Rear Neighbors. Corner lot for even more privacy.
* South-Facing Pools get the most sun all day.
* Only 2.5 miles away from Disney. The closest resort that is not an actual Disney hotel.
* One of the closest homes to the amazing Windsor Hills water park - just a 2 minute stroll away.
* NO FEES for our guests to utilize the water park.
* Enhanced COVID-19 cleaning procedures in place.
* Contactless check-in via a personalized code for our electronic lock.
There are NO FEES for our guests to utilize the Water Park or Community Pool. We will provide the names of your family members to the Windsor Hills staff so there will be no cost for you. For all non-registered guests, the wristbands cost $10 per person per day, but again that will be waived for your family.
The most important feature of our family retreat is that we offer one of the few south-facing pool homes in Windsor Hills that also has no rear neighbors. Spend a moment viewing the Windsor Hills development on an aerial map. Most of the south-facing homes back right up to another property. Most of the other homes with no rear neighbors face north, east, or west – limiting the amount of sun the pool area will receive. If you select a home that has rear neighbors, the neighbors pool will be approximately 10 feet from your pool – not my idea of relaxing! Take a look at the view from our pool area and you will see the difference.
Our home has 5 bedrooms, each with a private en-suite bathroom. Every bedroom has its own flat-panel television.
You will also have access to all of the amenities at Windsor Hills for no additional cost. Windsor Hills has an amazing zero-entry community pool, a large water park for the children, a basketball court, tennis courts, volleyball court, ping pong tables and a putting green. We also provide our guests access to the Windsor Hills Fitness Center, which offers multiple cardio machines as well as weight/resistance training.
Windsor Hills is the closest resort to Disney that is not an actual Disney hotel. Our home is only 2.5 miles from the main Disney gates, so it takes us about 6 minutes to get from our home to the Animal Kingdom. We are also right next door to the award winning Mystic Dunes Golf Course. Some resorts advertise that they are just "miles to Disney", but that can still be a very long drive. We are only 2.5 miles away, but it still takes 6 minutes to get to Disney. For resorts that are 10 miles away, it can sometimes take 30-40 minutes (each way) depending on the Orlando traffic on that particular day.
We are available by both phone and e-mail during your stay, and we have a local caretaker who lives 15 minutes away available 7 days a week should you need any assistance during your stay.
Please note: The Windsor Hills waterpark will be closed for renovations between January 5th, 2026 and February 6, 2026 (approximate dates). The community pool and hot tub will remain open.
*** Any data or information below this line has been auto-generated by the listing website and may not be accurate. Please ask us if you have any questions. Thank you! ***
In addition to looking at our Five Star reviews for The Windsor Dream, we invite all families considering our home to look at our reviews for our properties right next door at VRBO listing #840075, #93534, and #2548198. We are blessed to have received over 550 Five Star reviews across our homes, more than any other owner in Windsor Hills.
Discover Windsor Hills at The Windsor Dream. Bill and Donna's luxury villa at Windsor Hills, featuring a true south-facing private pool and hot-tub, with no rear neighbors. We are one of the closest homes to the amazing Windsor Hills Water Park and Clubhouse, about a 2 minute stroll away.
We own FIVE HOMES in Windsor Hills – Four of them are side-by-side: The Windsor Dream, The Windsor Magic, The Windsor Fantasy, and The Windsor Wonder, plus another home around the corner – The Windsor Treasure - so if you are traveling with friends or extended family please just let us know.
* Private South-Facing Pool, with No Rear Neighbors. Corner lot for even more privacy.
* South-Facing Pools get the most sun all day.
* Only 2.5 miles away from Disney. The closest resort that is not an actual Disney hotel.
* One of the closest homes to the amazing Windsor Hills water park - just a 2 minute stroll away.
* NO FEES for our guests to utilize the water park.
* Enhanced COVID-19 cleaning procedures in place.
* Contactless check-in via a personalized code for our electronic lock.
There are NO FEES for our guests to utilize the Water Park or Community Pool. We will provide the names of your family members to the Windsor Hills staff so there will be no cost for you. For all non-registered guests, the wristbands cost $10 per person per day, but again that will be waived for your family.
The most important feature of our family retreat is that we offer one of the few south-facing pool homes in Windsor Hills that also has no rear neighbors. Spend a moment viewing the Windsor Hills development on an aerial map. Most of the south-facing homes back right up to another property. Most of the other homes with no rear neighbors face north, east, or west – limiting the amount of sun the pool area will receive. If you select a home that has rear neighbors, the neighbors pool will be approximately 10 feet from your pool – not my idea of relaxing! Take a look at the view from our pool area and you will see the difference.
Our home has 5 bedrooms, each with a private en-suite bathroom. Every bedroom has its own flat-panel television.
You will also have access to all of the amenities at Windsor Hills for no additional cost. Windsor Hills has an amazing zero-entry community pool, a large water park for the children, a basketball court, tennis courts, volleyball court, ping pong tables and a putting green. We also provide our guests access to the Windsor Hills Fitness Center, which offers multiple cardio machines as well as weight/resistance training.
Windsor Hills is the closest resort to Disney that is not an actual Disney hotel. Our home is only 2.5 miles from the main Disney gates, so it takes us about 6 minutes to get from our home to the Animal Kingdom. We are also right next door to the award winning Mystic Dunes Golf Course. Some resorts advertise that they are just "miles to Disney", but that can still be a very long drive. We are only 2.5 miles away, but it still takes 6 minutes to get to Disney. For resorts that are 10 miles away, it can sometimes take 30-40 minutes (each way) depending on the Orlando traffic on that particular day.
We are available by both phone and e-mail during your stay, and we have a local caretaker who lives 15 minutes away available 7 days a week should you need any assistance during your stay.
Please note: The Windsor Hills waterpark will be closed for renovations between January 5th, 2026 and February 6, 2026 (approximate dates). The community pool and hot tub will remain open.
*** Any data or information below this line has been auto-generated by the listing website and may not be accurate. Please ask us if you have any questions. Thank you! ***
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Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 23
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
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 deadlock
Property Registration Number DWE5914079
We should mention
A car is recommended for transport to and from this property
About the area
Kissimmee
Windsor Hills, a neighbourhood in Kissimmee, is home to this villa. 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 Hollywood Studios®. Travelling with kids? Make time for Disney's Blizzard Beach Water Park, or head to an event or a match at ESPN Wide World of Sports Complex. Spend some time exploring the area's activities, including golfing.

Kissimmee, FL
What's nearby
- Mystic Dunes Golf Club - 20 min walk - 1.7 km
- Bonanza Golf & Gifts - 3 min drive - 2.8 km
- Walt Disney World® Resort - 6 min drive - 4.8 km
- Disney's Animal Kingdom® Theme Park - 8 min drive - 4.5 km
- Disney Springs™ - 12 min drive - 13.8 km
Getting around
Restaurants
- McDonald's - 3 min drive
- Starbucks - 3 min drive
- Del Taco - 3 min drive
- Osaka Bay Buffet - 3 min drive
- Sickies Garage Burgers & Brews - 3 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
26 Feb 2026
Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 7 nights in Jan 2026
Verified
10/10 Excellent
Kristen B.
11 Dec 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kristen B.
Stayed 6 nights in Nov 2025
Verified
10/10 Excellent
Jason T.
10 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jason T.
Stayed 7 nights in Aug 2025
Verified
10/10 Excellent
Derek T.
4 Jan 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Derek T.
Stayed 5 nights in Dec 2025
Verified
10/10 Excellent
Mark R.
7 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great vacation home
Mark R.
Stayed 7 nights in Jun 2025
Verified
10/10 Excellent
Lisa S.
18 Dec 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lisa S.
Stayed 7 nights in Nov 2025
Verified
10/10 Excellent
Craig B.
28 Dec 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Craig B.
Stayed 5 nights in Dec 2025
Verified
10/10 Excellent
Jennifer A.
30 Oct 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Stay
Jennifer A.
Stayed 15 nights in Oct 2022
Verified
10/10 Excellent
David N.
1 July 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Home!!
David N.
Stayed 3 nights in Jun 2019
Verified
10/10 Excellent
Ashley E.
25 Jan 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for families
Ashley E.
Stayed 6 nights in Jan 2022
From a partner site
10/10 Excellent
Kym S.
8 June 2025
We had a great time!
Kym S.
Verified
10/10 Excellent
Mom c.
14 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Home Away From Home!
Mom c.
Stayed 6 nights in Jun 2023
Verified
10/10 Excellent
Vitaliyd12 D.
22 Feb 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Best Orlando vacation house
Vitaliyd12 D.
Stayed 6 nights in Feb 2025
Verified
10/10 Excellent
Kyle R.
2 Mar 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay!
Kyle R.
Stayed 6 nights in Feb 2023
Verified
10/10 Excellent
Victoria S.
28 Feb 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful home and owners!
Victoria S.
Stayed 4 nights in Feb 2022
Verified
10/10 Excellent
Chris A.
23 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Disney Magic
Chris A.
Stayed 4 nights in Apr 2025
Verified
10/10 Excellent
Christie L.
4 Feb 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Christie L.
Stayed 7 nights in Jan 2022
Verified
10/10 Excellent
Ken D.
16 June 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place for our family vacation!
Ken D.
Stayed 7 nights in Jun 2021
Archival
10/10 Excellent
Linda T.
8 Jan 2017
Very Nice Home Convenient to Disney
Linda T.
Stayed 5 nights in Jan 2017
Verified
10/10 Excellent
Tiffannie C.
22 Dec 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent
Tiffannie C.
Stayed 3 nights in Dec 2019
Verified
10/10 Excellent
Mari-Elena B.
2 Nov 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great long weekend with friends!
Mari-Elena B.
Stayed 4 nights in Oct 2021
Verified
10/10 Excellent
JAY P.
17 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Orlando 2023
JAY P.
Stayed 8 nights in Jul 2023
Verified
10/10 Excellent
Edmund O.
31 May 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome place, delightful spot!
Edmund O.
Stayed 4 nights in May 2021
Verified
10/10 Excellent
Shanecia C.
24 Mar 2019
Very nice
Shanecia C.
Stayed 3 nights in Mar 2019
Verified
10/10 Excellent
Danielle R.
19 Sept 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Close to everything
Danielle R.
Stayed 7 nights in Aug 2022
About the host
Hosted by Bill and Donna
Donna and I have been married for 30 years, and we have been blessed with 5 children, so we have many years left to enjoy the magic of Disney!
We fell in love with Windsor Hills since we are only 2.5 miles away from Disney, and very close to Universal Studios too. We also take time to travel to either coast to swim in the ocean as a day trip (just 1-2 hours away). We just love our location.
We fell in love with Windsor Hills since we are only 2.5 miles away from Disney, and very close to Universal Studios too. We also take time to travel to either coast to swim in the ocean as a day trip (just 1-2 hours away). We just love our location.
Why they chose this property
We rented many homes in Windsor Hills before purchasing our home. Our home backs up to the green conservation area, where no new homes can be built. This means when we are relaxing in our private pool, there are no other families behind us looking into our pool area. If you look at photos of other homes, you will see how close together the homes are - all back-to-back. In addition, since our home is on the end of our "row", the neighbors to the side are also a greater distance away. In our opinion our home is the most private in all of Windsor Hills.
What makes this property unique
Spend a moment viewing the Windsor Hills development on an aerial map. Most of the homes face north, east, or west – limiting the amount of sun the pool area will receive. When you view the aerial map, you'll see many of those pool areas covered in shade - even during the middle of the day. With our south-facing pool, the sun is always on our pool area.
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