Entire home

Welcome to The Windsor Dream!

Photo gallery for Welcome to The Windsor Dream!

Our villa offers one of the few TRUE South Facing Pools in Windsor Hills.
Enjoy breakfast each morning in our covered lanai.
Property grounds
Dining
Pool
Reviews
10

Exceptional

5 bedrooms5 bathroomsSleeps 12260 sq m

Popular amenities

  • PoolPoolPool
  • Hot tubHot tubHot tub
  • Free WiFiFree WiFiFree WiFi
  • Air conditioningAir conditioningAir conditioning
  • WasherWasherWasher
  • DryerDryerDryer

Enjoy the area

Map
Kissimmee, FL
  • Popular LocationMystic Dunes Golf Club7 min drive
  • Popular LocationDisney's Hollywood Studios®12 min drive
  • Popular LocationDisney's Animal Kingdom® Theme Park19 min drive
  • AirportOrlando, FL (MCO-Orlando Intl.)30 min drive

Most relevant reviews

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!

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 FOUR HOMES side-by-side in Windsor Hills - The Windsor Dream, The Windsor Magic, The Windsor Fantasy, 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 an X-Box 360 with Kinnect controller, 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.

*** 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! ***

Property manager

Bill and Donna
Premier Host
Premier Host

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

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
Once your reservation has been confirmed we will forward to you a copy of our Guest Registration Form for your electronic signature.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

We should mention

A car is recommended for transport to and from this property

About the area

Kissimmee

This villa is located in Windsor Hills, a neighbourhood in Kissimmee. Old Town and Disney Springs™ 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.
Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 7 min drive
  • ESPN Wide World of Sports - 12 min drive
  • Disney's Hollywood Studios® - 12 min drive
  • Disney's Animal Kingdom® Theme Park - 19 min drive
  • Epcot® - 19 min drive

Getting around

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 22 min drive

Restaurants

  • McDonald's - 3 min drive
  • Starbucks - 3 min drive
  • IHOP - 3 min drive
  • Taco Bell - 4 min drive
  • Sickies Garage - 3 min drive

Frequently asked questions

Is Welcome to The Windsor Dream! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Welcome to The Windsor Dream!?

Check-in begins at 4:00 PM.

What time is check-out at Welcome to The Windsor Dream!?

Checkout is at 10:00 AM.

Where is Welcome to The Windsor Dream! located?

This family-friendly Kissimmee villa is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 149 out of 152 reviews" "
Rating 8 - Good. 2 out of 152 reviews" "
Rating 6 - Okay. 1 out of 152 reviews" "
Rating 4 - Poor. 0 out of 152 reviews" "
Rating 2 - Terrible. 0 out of 152 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Ryan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
So nice
Our family had a great time relaxing in the pool and hot tub. We loved the location. Very close to many restaurants and stores. We also went to Disney which was about 20 minute drive in traffic. It’s close distance wise, a little under 8 miles. Bill and Donna are in constant communication and really make you feel welcome in their beautiful home. Our younger boys loved the themed bedrooms and arcade room, and our teenage daughter loved the king bed in her room up stairs. Our family would love to stay at one of their properties for future trips to Orlando.
Stayed 4 nights in Mar 2024

10/10 Excellent

Stacee K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring Break Getaway
We enjoyed a nice week at Windsor Hills. Everything as described and pictured. Pool area was the shining star of the house. Our kids ages 11-2 loved the house pool, but also the “big pool” that the resort offers. Both pools were so warm—-we loved it! Bill was so easy to communicate with. Very responsive, and took time to send thoughtful ideas about local attractions and food suggestions we might want to check out. It was clearly communicated that there was no extra supplies, just a starter supply, but In stays at other venues, we have had a “seasoning/spice cupboard” as we do quite a bit of cooking/grilling. Or at least salt/pepper…I’m sure this is for sanitation/health reasons, but we missed having these on hand. This is more of a heads up to other guest who may be wondering, not a complaint. Also no “cleaners” on hand to spray on counters/etc. This was okay as we used dish soap, but just a side note. Honestly, it was a perfect vacation, and we could not have been more pleased with our stay. Thank you for all of your thoughtful planning, we especially appreciated the virtual “guestbook” that we referenced many times during our stay. We had zero issues with codes, checking in, getting our wristbands for resort, everything was seamless. Thank you!
Stayed 6 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Guy B.

A bit of paradise!
My husband and I spent six nights at Windsor Dream, together with our 3 grandsons and daughter. It truly was a dream! The home was extremely well kept and the boys couldn’t get enough of the heated pool! The kitchen had everything you need if cooking is your preference and it really felt like home! Owners Bill and Donna were wonderful hosts and saw to our every need. We would highly recommend this rental!!!

10/10 Excellent

Dan D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place, excellent location
Communication with the property owners was great. If anything, it was maybe a bit too much! Lots of emails beforehand letting us know the process for getting to the house and through the security gate. Everything went smoothly though once we arrived. Location is excellent for Disney and ESPN fields. Walmart is extremely close for supplies. Kitchen very well stocked with utensils, pots and pans, and tupperware. Garbage bags were the only thing pretty lacking - we only got 1 for a 4 night stay with 7 people. Plenty of towels, blankets, pillows. Beds all very comfortable. House itself is nicely decorated for a rental. Game room was pretty dark and items in it were all well worn, but to be expected for a game room. Pool and hot tub are really nice. Temperature was pretty cool while we were there, but the pool was nice and warm, and the hot tub can actually be cranked up to real hot tub temps! We didn’t use it much because of the cool weather, but we did check out the community pool / area, and it seemed very nice as well. Overall, we really enjoyed our stay and would return.
Stayed 4 nights in Jan 2024

10/10 Excellent

Shaniqua J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful
Our stay was exactly what we were looking for! Bill and Donna were awesome from start to finish with the entire process. This was my family first time using a VRBO and I don’t think I would ever chose anything different in the future. The property and home was beautiful/clean, which made for an easy/relaxing Christmas vacation. I have already planned to rent two of their units for next year! If you are looking for great owners, beautiful property/home and an at ease worry free vacation….BINGO!!!
Stayed 5 nights in Dec 2023

About the host

Hosted by Bill and Donna

Host profile image
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.

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.

Premier Host

Premier Host
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