Entire home

Welcome to The Windsor Dream!

Photo gallery for Welcome to The Windsor Dream!

A large swimming pool surrounded by palm trees and a gazebo. - Welcome to The Windsor Dream! (Kissimmee)
A modern kitchen with stainless steel appliances, a microwave, and a built-in oven. - Welcome to The Windsor Dream! (Kissimmee)
A stone archway with a pathway leading through it, surrounded by greenery and a statue. - Welcome to The Windsor Dream! (Kissimmee)
A living room with a leather sectional sofa, a glass coffee table, and a view of a golf course through large windows. - Welcome to The Windsor Dream! (Kissimmee)
A covered outdoor area with a pool, dining table set for four, and two ceiling fans. - Welcome to The Windsor Dream! (Kissimmee)
Located close to Mystic Dunes Golf Club, Welcome to The Windsor Dream! provides golfing on site, a garden, and an arcade/game room. For some rest and relaxation, visit the hot tub. Stay connected with free in-room WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices), and guests can find other amenities such as laundry facilities and a gym.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 12260 sq m

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Add dates for prices

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.

    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! ***

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • TV with cable/satellite channels
  • Video games
  • Video library

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Golf
  • Gym
  • Heated pool
  • Kayak
  • Tennis
  • Golfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Property located in a resort
  • Unit size: 2,800 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 23

Check-out

Check-out before 10:00 AM

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

Rules

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
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 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
Property Registration Number DWE5914079

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Windsor Hills, a neighborhood 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®. Traveling with kids? Make time for Disney's Blizzard Beach Water Park, or check out an event or a game at ESPN Wide World of Sports Complex. Spend some time exploring the area's activities, including golfing. Visit our Kissimmee travel guide
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Map
Kissimmee, FL

What's nearby

  • A golf course with sand bunkers, trees, and a flagstick.
    Mystic Dunes Golf Club
    3 min drive - 1.7 km
  • Bonanza Golf & Gifts
    4 min drive - 3.4 km
  • Mighty Jungle Golf
    4 min drive - 3.7 km
  • Island H2O Live!
    6 min drive - 4.1 km
  • Orange Lake Golf
    7 min drive - 7.1 km

Getting around

  • Kissimmee Station
    37 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    31 min drive

Restaurants

  • Wawa
    5 min drive
  • McDonald's
    3 min drive
  • Chick-fil-A
    5 min drive
  • Starbucks
    3 min drive
  • 7-Eleven
    4 min drive

Frequently asked questions

Does Welcome to The Windsor Dream! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Welcome to The Windsor Dream! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the 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!?

Check-out 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 Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and Old Town are also within 6 mi (10 km).

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