Welcome to The Windsor Fantasy!

Kissimmee, Florida
$357 avg/night Minimum Stay 2 Nights
Bed 5

Bed

Bath 5

Bath

Home Villa

Property Type

Sleep 12

Max Sleeps

Night 2 nights

Min Stay

In addition to looking at our Five Star reviews for The Windsor Fantasy, we invite all families considering our home to look at our reviews for our properties right next door at VRBO listing #2548198, #93534, and #2064414. 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 Fantasy. 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 FOUR HOMES side-by-side in Windsor Hills - The Windsor Fantasy, The Windsor Magic, The Windsor Dream, and The Windsor Wonder 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.

Our game room is air conditioned, and offers a professional size pool/billiards table, and a full-size classic arcade game offering PacMan, Frogger, Galaga, and more!

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 property management company 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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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2800 Sq Ft (260 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Garden Patio
  • POOL/SPA

    Heated Pool Hot Tub Private Pool Shared/communal Pool
  • BATHROOMS

    5 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • THINGS TO DO

    Basketball Nearby Bicycle On Site Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Center Fitness Facilities Nearby Golfing On Site Hiking Nearby Hiking/biking Trails Nearby Kayak On Site Kayaking Nearby Swimming Nearby Tennis On Site Theme Parks Nearby
  • ENTERTAINMENT

    Arcade/game Room Games Pool Or Billiards Table Video Games Video Library TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair Travel Crib
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Rates & Availability

Review Review

  • Stephanie M.

    Submitted Feb 16, 2026

    Stayed Feb 7, 2026

    Everything about our stay was so wonderful. Not only are the owners amazing to work with, we were so impressed by all the details that they shared. We have rented a lot of homes and have never seen owners go out of their way to make sure you know all the details of the house. The house was perfect for us, had more than enough room to spread out, it was clean, the pool and hot tub were perfect after long days at the park. The kitchen was fully stocked, and I mean fully stocked. Most listings will say that and they have next to nothing in the kitchen. Not the case here, you have more than enough to make your meals at the house. The beds are comfortable, though I will say the king bed is firm, while the queen beds were soft. I like to share that detail because I am always looking to see if someone mentions the beds. While we didn't use the game room, it would have been great for a rainy day. There are dual washing machines and dryers, which is fantastic, even for a family of four. It made doing laundry so much quicker! Now, on to my favorite thing in the house, the couch!! It was so incredibly comfortable that once I sat down I did not want to get back up again, lol. Would highly recommend this home! We will definitely be renting from them again!

  • Stephen W.

    Submitted Oct 27, 2025

    Stayed Oct 15, 2025

    There were 10 of us, 6 adults, 4 children and 3 generations. The house was perfect. Fantastic location on the site.

  • Andrew B.

    Submitted Oct 2, 2025

    Stayed Sep 23, 2025

    Very much enjoyed our stay. The host was helpful with any questions. House was clean and in a great location to walk to the clubhouse and the playground. Not far from food or any of the parks. Overall it was a very nice home and we would stay again

  • Kristin Y.

    Submitted Aug 22, 2025

    Stayed Aug 3, 2025

    Great location for Disney trip. Great layout amenities for the house itself. We comfortably fit 2 families. Loved having the pool and neighborhood attractions on our rest days from the park. House was well stocked with things like laundry baskets and pool floats other rentals don't always include. Great hosts were very communicative and easy to reach. They provide lots of information about the house and local recommendations for things to do and restaurants.

  • Julian N.

    Submitted Jul 27, 2025

    Stayed Jul 13, 2025

    This is our second stay with one of Bill and Dona's properties. You will not find better hosts. The house is in a great location and has everything you need for a relaxing holiday. Highly recommend and would definitely stay at one of their properties again.

  • Waylon R.

    Submitted Jun 11, 2025

    Stayed May 26, 2025

    Great property. Host was great. They emailed us all types of recommendations. We already had a full schedule of plans but the recommendations were nice to have had we not already had a full schedule. House was in great shape and very nice accommodations.

  • Derek N.

    Submitted Jun 8, 2025

    Stayed Feb 27, 2025

    We were a family of five that stayed at this wonderful home during a trip to Disney and Universal. Firstly, the communication with the owners was top notch. Bill and Donna were super responsive and provided us with plenty of information to make our stay great. The home is large and incredibly clean. There was plenty of space for all of us to enjoy, including the game room. Furniture was super comfortable, and the kitchen was well stocked. There was also plenty of towels provided. The pool and hot tub were fantastic and there was nothing like sitting out on the patio in the morning with a cup of coffee enjoying the sunrise. The community amenities were great. We have stayed in Windsor Hills many times, usually staying in one of the townhomes. However, after enjoying Bill and Donna's place, it will be hard to not want to come back here instead. Thanks for a wonderful vacation experience.

  • Thorgeir E.

    Submitted Apr 20, 2025

    Stayed Mar 29, 2025

    We had the pleasure of visiting the gated Windsor Hill's community again for 14 days in April having stayed there several times before. Frequently renting one of Bill and Donna properties. This time the Windsor Fantasy. Wonderful property with all amenities. Bill responds quickly to any inquiry and is very helpful. In addition to his comprehensive and detailed information email he provides access to a helpful app with information about the house, restaurants, shopping etc. The Wifi in the house is fast and it is convenient to have a charging box for phone, tablet etc. on every nightstand. Bill's houses are within short walking distance to the community pool but as the house has ample space for loungers at the south facing pool we spent our free time on the patio. Bill's houses borders a small valley with no houses on the pool side so there is ample privacy.

  • Jennifer D.

    Submitted Apr 7, 2025

    Stayed Mar 26, 2025

    We had a wonderful stay at Windsor Fantasy! The communication was AMAZING from Bill and the house was exactly as described! We would definitely stay again!

  • M N.

    Submitted Dec 28, 2024

    Stayed Dec 20, 2024

    Clean, spacious and well equipped house.

  • Sue C.

    Submitted Nov 26, 2024

    Stayed Dec 31, 1969

    From the moment Bill and Donna connected with us after we made an enquiry about their villa, we just knew our stay was going to be amazing. They were the perfect hosts — so attentive and always ready to help. No question was ever too much trouble, and they responded to our enquiries quickly. The Windsor Fantasy villa is stunning and ideally located for easy access to all the parks. Plus, it was just a short 2-minute walk to the lovely communal pool, which was perfect for relaxing on our rest days. The villa was spotless, and we had everything we could possibly need. We also had access to an app with all the information we needed about the villa. We ate at the villa most nights courtesy of the lovely kitchen and huge Walmart close by, but managed to visit 3 restaurants whilst we were there and they were all really close by. Our favourite was the Olive Garden Italian. Beautiful and really good value for money!!! Thank you so much, Bill and Donna! xx

  • Brian R.

    Submitted Nov 25, 2024

    Stayed Nov 17, 2024

    House was in a great location for our Disney trip. Was also very close to the clubhouse and resort pool, which we value. Host was great communicator and very friendly.

  • Matthew C.

    Submitted Aug 31, 2024

    Stayed Aug 26, 2024

    great host, great property!!

  • Donald G.

    Submitted Jul 10, 2024

    Stayed Jul 1, 2024

    House was perfect for our 2 families. Pool at the house was refreshing everyday and community pool was only a 2 minute walk down road. All theme parks were just minutes away. Bill and Donna were great with communications and info from the moment we booked it. If we decide to go back would definitely book one if their homes again.

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Total

Includes taxes and fees
$357+
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