Welcome to The Windsor Dream!

  • Our villa offers one of the few TRUE South Facing Pools in Windsor Hills.
    Our villa offers one of the few TRUE South Facing Pools in Windsor Hills.
  • Enjoy breakfast each morning in our covered lanai.
    Enjoy breakfast each morning in our covered lanai.
  • Our amazing game room includes a full-size arcade game, Xbox, and pool table.
    Our amazing game room includes a full-size arcade game, Xbox, and pool table.
  • Our home offers dual washers and dual dryers - perfect for large families.
    Our home offers dual washers and dual dryers - perfect for large families.
  • Dual Washers and Dryers make the laundry duties go by much more quickly.
    Dual Washers and Dryers make the laundry duties go by much more quickly.
  • All new leather sectional seating
    All new leather sectional seating
  • Enjoy our 70" SMART TV as you relax with the family.
    Enjoy our 70" SMART TV as you relax with the family.
  • We have both a Keurig machine and a traditional coffee maker.
    We have both a Keurig machine and a traditional coffee maker.
  • New granite counter tops in the kitchen and all stainless steel appliances.
    New granite counter tops in the kitchen and all stainless steel appliances.
  • All stainless steel appliances
    All stainless steel appliances
  • Breakfast nook with great pool views.
    Breakfast nook with great pool views.
  • Elegant table with seating for 8, plus seating for 4 in the breakfast nook.
    Elegant table with seating for 8, plus seating for 4 in the breakfast nook.
  • First floor master king suite
    First floor master king suite
  • Ceiling fans in all bedrooms.
    Ceiling fans in all bedrooms.
  • 50" flat panel TV in the first floor king master suite.
    50" flat panel TV in the first floor king master suite.
  • First floor king master en-suite bathroom with large walk-in shower.
    First floor king master en-suite bathroom with large walk-in shower.
  • Second floor king master suite.
    Second floor king master suite.
  • Flat panel TV and DVD player in all bedrooms.
    Flat panel TV and DVD player in all bedrooms.
  • First floor queen suite.
    First floor queen suite.
  • En-suite bathroom for the first floor queen suite.
    En-suite bathroom for the first floor queen suite.
  • Minions, Minions, Minions!  First floor twin suite with pullout trundle bed.
    Minions, Minions, Minions! First floor twin suite with pullout trundle bed.
  • Minions bathroom.
    Minions bathroom.
  • Second floor twin suite - The Avengers!  Also with a pullout trundle bed.
    Second floor twin suite - The Avengers! Also with a pullout trundle bed.
  • Custom murals and artwork throughout the children's rooms.
    Custom murals and artwork throughout the children's rooms.
  • Avengers bathroom with custom murals.
    Avengers bathroom with custom murals.
  • The fully-equipped fitness center is a 2 minute walk away from our home.
    The fully-equipped fitness center is a 2 minute walk away from our home.
  • Access to the fitness center is provided free for our guests.
    Access to the fitness center is provided free for our guests.
  • Putting green open to all guests
    Putting green open to all guests
  • Enter the Castle Playground
    Enter the Castle Playground
  • Castle Playground across the street from our home
    Castle Playground across the street from our home
  • Chess anyone?  This great game is right across the street from our home.
    Chess anyone? This great game is right across the street from our home.
  • On-site movie theater for our guests at the Windsor Hills clubhouse.
    On-site movie theater for our guests at the Windsor Hills clubhouse.
  • The arcade at the clubhouse is a great place for teens to meet and have fun.
    The arcade at the clubhouse is a great place for teens to meet and have fun.
  • Plenty of arcade games at the clubhouse
    Plenty of arcade games at the clubhouse
  • Relax in the clubhouse breezeway
    Relax in the clubhouse breezeway
  • Ping Pong anyone?
    Ping Pong anyone?
  • Tennis anyone?
    Tennis anyone?
  • 24 hour security post - not just a gate - makes Windsor Hills the safest choice
    24 hour security post - not just a gate - makes Windsor Hills the safest choice
  • Amazing community pool
    Amazing community pool
  • Aerial view of the water park
    Aerial view of the water park
  • Dual Slides
    Dual Slides
  • Weeeeeeeeee!!!!
    Weeeeeeeeee!!!!
  • Splash Zone for the Kids
    Splash Zone for the Kids
  • Windsor Hills awarded "Secure Resort" badge
    Windsor Hills awarded "Secure Resort" badge
$259-1,103/night
5 Bedrooms • 5 Baths • Sleeps 7-12
Internet Firewood Provided Private Pool Hot Tub (more...)

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 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.

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.

Kissimmee, Florida

Our home offers TWO independent Air Conditioning systems - one for each floor - to ensure our guest's maximum comfort. We also have a separate air conditioning system in the game room.

Our home has TWO hot water tanks. One servicing the three bedrooms on the first floor, and a second tank dedicated to the two bedrooms on the second floor, so there is always enough hot water when large families are getting ready in the morning.

The Windsor Dream is a non-smoking property, and pets are not allowed.

Property Type House
Check-In A keypad is available 24 hours a day to provide entry for guests
House Rules
  • Maximum occupancy: 12
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Limited accessibility
  • Minimum age of primary renter: 23
  • Pets not allowed
Setting & View
  • Resort
  • Resort View
  • Resort Access
General
  • Internet
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Fitness Room/Equipment
  • Hair Dryer
  • Iron & Board
  • Firewood Provided
  • Wifi
  • Ceiling Fans
  • Laptop Friendly Workspace
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Lock On Bedroom Door
  • Free Internet
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Pots & Pans
  • Kitchen Island
  • Dining Table
Dining
  • Child's Highchair
Bathrooms 5 Baths
  • Bathroom 5 – Shower, Toilet
  • Bathroom 4 – Shower, Toilet
  • Bathroom 3 – Combination Tub/Shower, Toilet
  • Bathroom 1 – Combination Tub/Shower, Toilet
  • Bathroom 2 – Combination Tub/Shower, Toilet
Each bedroom has its own private bathroom - perfect for large families.
Sleeping Arrangements 5 Bedrooms, sleeps 7-12
  • Bedroom 1 – 1 King bed
  • Bedroom 2 – 1 King bed
  • Bedroom 3 – 1 Queen bed
  • Bedroom 4 – 2 Twin beds
  • Bedroom 5 – 2 Twin beds

The 5 new bedroom suites are all finished with custom window treatments, soft furnishings, and 'top of the line” pillow topped mattresses for your maximum comfort.

Each bedroom has its own private bathroom - perfect for large families.

The home has been completely redecorated, and furnished to an exacting standard, with individually chosen designer furnishings and draperies.

Entertainment
  • Television
  • Satellite/Cable
  • Video Library
  • Video Games
  • Games/Board Games
  • Game Room
  • Pool Table
  • Gym
Family
  • Pack N Play/Travel Crib
Outdoor
  • Outdoor Grill
  • Deck/Patio (uncovered)
  • Lawn/Garden
  • Bicycles
  • Tennis
  • Walkable to Golf
  • Kayak/Canoe
  • Veranda
  • Walkable to Park/Playground
Pool/Spa
  • Communal Pool
  • Private Pool
  • Hot Tub
  • Heated Pool
  • Jacuzzi
Vehicles
  • Free Parking
  • Free Parking On Premises
Theme
  • Adventure
  • Family
  • Romantic
  • Tourist Attractions
Safety
  • Carbon Monoxide Detector
  • Deadbolt Lock
  • Fire Emergency Contact
  • Fire Extinguisher
  • Exterior Lighting
  • Police Emergency Contact
  • Smoke Detector
  • Enhanced Cleaning Practices
  • Cleaning Disinfection
  • Common Surface Disinfectant Cleaned
  • Linens High Temp Wash
Registration Number
DWE5914835
Registration Expiration Date
Apr 1, 2024

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Cancellation Policy: One hundred percent (100.00%) of the total booking charges will be refunded if the cancellation is made more than 60 days prior to the arrival date of the reservation. Fifty percent (50.00%) of the total booking charges will be refunded if the cancellation is made more than 45 days prior to the arrival date of the reservation. Twenty-five percent (25.00%) of the total booking charges will be refunded if the cancellation is made more than 30 days prior to the arrival date of the reservation. For cancellations made within 30 days prior to the arrival date, no refund will be issued.

CANCELLATION POLICY: We actually have two cancellation policies: The "normal" policy and the "best efforts" policy. The normal policy offers a 100% cash refund if the cancellation is made at least 60 days before your arrival date, a 50% cash refund (minus any VRBO or travel site service fees) for cancellations made up to 45 days before arrival, and a 25% cash refund (minus any VRBO or travel site service fees) for cancellations made up to 30 days before arrival. There are no refunds for cancellations made less than 30 days in advance, although we may be able to provide a credit for future travel dates if we can get those nights re-rented under our “best efforts” policy below. While this is the "official" policy, we have five children ourselves, and we know how plans can change with kids. We are happy to report that we have never had to hold anyone to the "official" policy. The reason being is that our goal is to make guests happy in the hope that they will return to our home year-after-year, and not to add to their stress levels. This is why we also have a "best efforts" policy as follows: In the few instances where a guest has needed to cancel, or the guest had to adjust their number of nights, if we are able to re-rent those particular nights at the same rate, then we are able to apply all or the majority of their payments to a future stay. If we are unable to re-rent those nights, then the payment would be lost. In the few instances this has happened we work closely with the families to try to find a solution that will work, and with the exception of cancellations that are very close to the travel dates, we usually have some level of success getting the nights re-rented. COVID-19: Of course, if dates need to be changed due to travel ban restrictions, then we can allow guests to reschedule their dates even if we are unable to get your nights re-rented. We are very flexible. TRAVEL INSURANCE: We recommend that all guests purchase a travel insurance policy to cover any unexpected medical, work, natural disasters, or travel delays. We own just three vacation homes, and we incur all of the normal expenses of home ownership just as you do. We are not a large hotel chain, so we can’t take on the risk of refunding guests outside of our published cancellation policies. Travelers can’t rely on us to act as your “insurance”. Popular insurance choices are Play Travel Protection offered by Nationwide Insurance or policies offered by Allianz Travel Insurance. Travel insurance will typically not cover cancelations for guests who are nervous or afraid to travel due to COVID-19 or weather related issues (such as a potential hurricane), unless they have purchased Cancel For Any Reason (CFAR) coverage. GUEST REGISTRATION FORM: Once your reservation is confirmed, we will forward to you our Guest Registration Form where you can provide your guest list for the Windsor Hills security gate.