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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!

Request a Free Quote!
1 Directly Across From Windsor Hills Clubhouse and Pool - Completely Remodeled Private End Unit Townhome
Orlando Vacation Home

  • 7 guests
  • |
  • 3 Beds
  • |
  • 3 Baths
Welcome to Happys Hangout! Located on the best lot in Windsor Hills. This 3 bed/3 bath end unit town home has everything you could dream of for the perfect central Florida Vacation. Your villa has all the convenience of being just steps from the clubhouse and resort pool, yet the backyard is com...

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Category: 3 Bedrooms Homes
2 My Magic Home near Disney with Free Internet the administrator of this site personally verified the ownership of this property
Orlando Vacation Home

  • 6 guests
  • |
  • 2 Beds
  • |
  • 2 Baths
This two-bedroom condo will be your magic home while you are visiting Mickey, Donald, Pluto, the Princesses and the rest of the Disney family. A comfortable apartment, located on the third floor (serviced by elevators), that offers FREE wireless and wired internet access, FREE long distance call...

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Category: 2 Bedrooms Condos
3 Dreamcation by A3G the administrator of this site personally verified the ownership of this property
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 3 Baths
Your dream getaway, starts In this 3beds 2 baths vacation home away from home! Located in the amazing 5 stars resort at WINDSOR HILLS, only 3 miles away from all the wonders and magic of Disney. The property beautifully decorated offers 2 masters bedrooms with king sized beds and a 2 twins wit...

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Category: 3 Bedrooms Homes
4 5Mins2Disney "Wishes" - Incredible 3Br/3Ba townhome + pool! the administrator of this site personally verified the ownership of this property
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 3 Baths
Our beautifully furnished 3BR/3BA townhome with pool is now accepting reservations, just 5 minutes from Disney World! The home is a gorgeous end unit & decorated with top of the line furniture, bedding, electronics, tile, soft pale yellow paint throughout, and is one of the very best homes you w...

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Category: 3 Bedrooms Homes
5 "Flagstone Villa" 6 Bed Ultra Luxury Pool Home
Orlando Vacation Home

  • 12 guests
  • |
  • 6 Beds
  • |
  • 4 Baths
Great deals for 2021 and Covid refund policy. Flagstone is a luxury villa fully furnished with high quality furniture. GENUINE SOUTH facing private pool with spa with no property backing onto pool deck. Rattan Pool Furniture and Dining set. The pool deck area backs onto the perimeter due south...

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Category: 6 Bedrooms Homes
6 Royal Ascot - 5 Bedroom Villa w Games Room the administrator of this site personally verified the ownership of this property
Orlando Vacation Home

  • 10 guests
  • |
  • 5 Beds
  • |
  • 5 Baths
** FREE pool heating for any 7 night stay or longer between November and April ** Royal Ascot has everything that you and your family could possibly need for the most magical vacation to Disney and the attractions of Kissimmee and Orlando, Florida. Royal Ascot villa has a bright and spacious fa...

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Category: 5 Bedrooms Homes
7 Disney Discount Condo 3Brdrm/2bath
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 2 Baths
Not only will you find great savings, but you will be vacationing in luxury at our Windsor Hills Resort Condominium! Located less than 2 miles from Disney World, this 3bdrm/2bath luxury unit is decorated with a warm Florida Palm Tree Atmosphere. With King size beds in two bedrooms, the third is ...

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Category: 3 Bedrooms Condos
8 Very Reasonable Rate the administrator of this site personally verified the ownership of this property
Orlando Vacation Home

  • 6 guests
  • |
  • 2 Beds
  • |
  • 2 Baths
Windsor Hills is a 5 star luxury condo rental resort located 2 miles from Disney World. We have a professionaly decorated 2 bd./2ba first floor condo (1112 sq ft.) located in building 1 next to the sport area with tennis courts, basketball, volleyball, and a 3 minute walk to the clubhouse. Why ...

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Category: 2 Bedrooms Condos
9 Mickey's Condo ~ Disney themed vacation condo the administrator of this site personally verified the ownership of this property
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 2 Baths
Mickey's Condo will accommodate up to 8 guests. Our accommodations feature a King sized bed, Queen sized bed, two (2) twin beds. The entire unit has been decorated with Mickey Mouse throughout! Mickey's Condo is fully air-conditioned. In addition, all rooms have ceiling fans including the balcon...

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Category: 3 Bedrooms Condos
10 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

  • 15 guests
  • |
  • 6 Beds
  • |
  • 4 Baths
Disney Theme Rooms, Large Private Pool, Game Room. We have great discounts ...save $$$....Story Time Disney Vacation Homes are the most popular rentals at Windsor Hills. click here

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Category: 6 Bedrooms Homes
11 Luxury Disney Vacation Villa
Orlando Vacation Home

  • 14 guests
  • |
  • 6 Beds
  • |
  • 4 Baths
Our six bedroom and four full bathroom luxury vacation house is located in the # 1 overall rated Vacation Resort of Windsor Hills, which is situated in the Orlando Kissimmee area. Windsor Hills Resort was built in 2005 and is considered by many guests and travelers to be the best overall vacation...

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Category: 6 Bedrooms Homes
12 Fun at Disney
Orlando Vacation Home

  • guests
  • |
  • 3 Beds
  • |
  • 2 Baths
Beautiful 3 bedroom/2bth condo in the highly sought after Windsor Hills Resort Community. Come create some lasting memories at this beautiful resort. All the comforts of home are here. Whether you choose to parkhop or sit by the pool with a book, Windsor Hills is the place to go. Close enough ...

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Category: 3 Bedrooms Condos
13 Luxurious Lakeside Florida Villa - 5 bed/5baths the administrator of this site personally verified the ownership of this property
Orlando Vacation Home

  • 10 guests
  • |
  • 5 Beds
  • |
  • 5 Baths
Welcome to our amazing Florida Villa situated on a lovely lot overlooking the lake area at Windsor Hills Resort and around 5 - 6 minutes walk from the Clubhouse and Resort facilities. Beautifully furnished throughout, our 5bedroom/5bathroom homes offers you a home from home atmosphere and with a...

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Category: 5 Bedrooms Homes
14 No longer available the administrator of this site personally verified the ownership of this property
Orlando Vacation Home

  • 8 (plus infant) guests
  • |
  • 4 Beds
  • |
  • 5 Baths
15 Wishing Place-Great location, free pool heat Oct.- May
Orlando Vacation Home

  • 8 guests
  • |
  • 3 Beds
  • |
  • 3 Baths
Welcome to the Wishing Place! Our newly furnished townhome is ready to welcome you to your Florida vacation. This three bedroom home is designed for relaxation. The private pool out back will be waiting for you after a long day of park-hopping. The top notch electronics will have you feeli...

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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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