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Welcome to the Windsor Hills Resort, the Closest Community to the Disney Parks!
Since 2003 helping guests find their dreamed vacation home!

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16 RetroRetreat | Windsor Hills | Your 1950s Vacation
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 3 Baths
The perfect vacation spot! Newly renovated • Enhanced cleaning protocols • Private Lanai and plunge pool to make the most of Florida’s warm weather • Whether you come for the parks, or just to take a break from the everyday, this is the place to stay. Windsor Hills Resort offers unparallel...

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Category: 3 Bedrooms Homes
17 MY MICKEY HOUSE...Fantastic VIP Passes
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 3 Baths
We would like to invite you and your family to come create magical memories to last a lifetime in our newly/updated 3 Bedroom/ 3 Bath Town home. Rent with us during your next trip and make our home your home. Our bright and airy Living/Dining Room opens out to your own private splash pool which...

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Category: 3 Bedrooms Homes
18 3 bed/3bath townhouse with WiFi, X-box, private pool
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 3 Baths
The townhouse can house 6 people with ease and if you wish you can sleep up to 8 by making use of the double sofa-bed in the living room. It is only a 2 minute walk from the Windsor Hills Resort centre The garden is west facing and has a sun-terrace and splash pool. The pool is 12' by 10' and...

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Category: 3 Bedrooms Homes
19 Important...We can match anyone's price with the same standards as our homes. So we guarantee you that you book with the best price.
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 3 Baths
Disney Decor + Private pool, your kids will love it :-) Only 20 second walk to the clubhouse we have the best location. Story Time Disney Vacation Homes are the most popular rentals at Windsor Hills. Look for our specials. click here -> ->

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Category: 3 Bedrooms Homes
20 Windsor Hills Townhouse
Orlando Vacation Home

  • guests
  • |
  • 3 Beds
  • |
  • 3 Baths
Stay a 5 minute drive from Disney in our 3 Bedrm.,3Bath Townhouse with private heated pool and 50" TV. Enjoy the security and luxury of Windsor Hills huge beach style pool, billard room, theater, sundries shop, bus to the parks and gated entrance.

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Category: 3 Bedrooms Homes
21 Dreaming Place newly updated townhome
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 3 Baths
Dreaming Place is located just a few minutes from the Walt Disney World Resort and provides a relaxing place for you to return to after a busy day in the parks. Our three bedrooms have private attached baths and are furnished to make you feel at home. The private pool outside your back door will ...

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Category: 3 Bedrooms Homes
22 Updated, Tech-Filled, 100% 5-Star Reviews
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 3 Baths
Are you looking for a fully renovated vacation home with a private heated pool, bunk room complete with Playstation 4 gaming system (with games, sound bar, and gaming chair!), in Windsor Hills Resort with its water park, and is very close to Disney World? This is it . . . Home Highlights: Tech...

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Category: 3 Bedrooms Homes
23 Newly Renovated Townhome
Orlando Vacation Home

  • guests
  • |
  • 3 Beds
  • |
  • 3 Baths
Newly Renovated *Newly painted - Entire Home *New wall mounted flatscreen TV's in Bedrooms *New 52 inch Flat screen TV in Family room *New 600 TC linens *Updated bathrooms *Disney Themed Kid's Room *Washer/Dryer *King Size Bed (pillowtop) *Queen Size Bed (pillowtop) *2 Twin beds *Sle...

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Category: 3 Bedrooms Homes

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This site advertises rentals located in the Windsor Hills Resort in Kissimmee, Florida. This site is not run by Windsor Hills and has no official affiliation with the Windsor Hills Resort. No comments or information presented on this site is represented by the Windsor Hills Resort, its staff or any of its Home Owners Associations.

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