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Holiday Villas in Windsor Hills Resort

Windsor Hills Florida villas to rent. Luxury Orlando holiday villas on the Windsor Hills Resort, located just off HWY192 in Kissimmee and only 3 miles from Disneys main gate this is the ideal spot for your dream holiday. We have a selection of 4 to 6 bedroom Florida villas all with private pools and some with spas. The Windsor Hills Resort has a large clubhouse with guests facilities that include a cinema, gym, large pool with slides, games area with pool tables and arcade machines for the kids. Windsor Hills has a gated entrance with 24hr a day security giving you that secure resort feeling. To book please contact the owners direct to check prices, availability and see a 360 Virtual Tour.

Featured Holiday Rental Villas in Windsor Hills Resort

View all 4 featured holiday villas in Windsor Hills Resort
31 properties, sort by:
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Windsor Hills Resort - Luxury 3 Bedroom 3 Bath Town House

Windsor Hills Resort - Luxury 3 Bedrowith FREE High Speed Internet, FREE International Calls, Cable TV in ALL Bedrooms, Mickey Themed Twin Room and Pool

Windsor Hills Resort - Luxury 3 Bedroom 3 Bath Town House
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  • Town House in Windsor Hills Resort
  • 3 bedrooms (sleeps 6)
  • 3 bathrooms (3 en-suites)
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Windsor Hills Resort - Executive 4 Bed woodland view villa

with 4 master bedrooms, a south facing pool & spa and a great games room

Windsor Hills Resort - Executive 4 Bed woodland view villa
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  • Villa in Windsor Hills Resort
  • 4 bedrooms (sleeps 8)
  • 4 bathrooms (4 en-suites)
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Windsor Hills - Luxury Kissimmee 4 Bedroom 4 Bath Villa

All Bedrooms Have 32" TV and Own Ensuite, Disney and Tinkerbell Themed Twin Rooms, Pool, Spa and Gamesroom featuring Wii System, Plus Wireless Internet Access

Windsor Hills - Luxury Kissimmee 4 Bedroom 4 Bath Villa
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  • Villa in Windsor Hills Resort
  • 4 bedrooms (sleeps 8)
  • 4 bathrooms (4 en-suites)
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Windsor Hills 4 Bed 4 Bath Villa in Kissimmee, near Disney

All Bedrooms Have 32" TV and Own Ensuite, Disney and Tinkerbell Themed Twin Rooms, Pool, Spa and Gamesroom featuring Wii System, Plus Wireless Internet Access

Windsor Hills 4 Bed 4 Bath Villa in Kissimmee, near Disney
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  • Villa in Windsor Hills Resort
  • 4 bedrooms (sleeps 8)
  • 4 bathrooms (4 en-suites)
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Windsor Hills Resort - Luxury 4 Bedroom 4 Bath Florida Villa

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Windsor Hills Resort - Luxury 4 Bedroom 4 Bath Florida Villa
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  • Villa in Windsor Hills Resort
  • 4 bedrooms (sleeps 8)
  • 4 bathrooms (4 en-suites)
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Windsor Hills Stunning 5Bd/5Ba $50k Remodel Private South Pool

Stunning, $50k Remodel, Luxury Designer Furnishings, Closest Resort to Disney! Conservation Views from Private South Facing Pool & Spa

Windsor Hills Stunning 5Bd/5Ba $50k Remodel Private South Pool
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  • Villa in Windsor Hills Resort
  • 5 bedrooms (sleeps 10)
  • 5 bathrooms (5 en-suites)
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Windsor Hills Resort - Luxury 5 Bedroom 5 Bath Florida Villa

with Pool

Windsor Hills Resort - Luxury 5 Bedroom 5 Bath Florida Villa
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  • Villa in Windsor Hills Resort
  • 5 bedrooms (sleeps 10)
  • 4 bathrooms (3 en-suites)
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Windsor Hills - Luxury 5 Bed 5 Bath Villa on Disney's Doorstep!

with Childrens Jungle and Mickey Themed Twin Rooms, Pool and Spa with open outlook and Gamesroom - Plus FREE Wireless Internet

Windsor Hills - Luxury 5 Bed 5 Bath Villa on Disney's Doorstep!
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  • Villa in Windsor Hills Resort
  • 5 bedrooms (sleeps 10)
  • 5 bathrooms (5 en-suites)
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Windsor Hills Resort - Luxury 5 Bedroom 5 Bath Orlando Villa

only minutes from Disney World

Windsor Hills Resort - Luxury 5 Bedroom 5 Bath Orlando Villa
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  • Villa in Windsor Hills Resort
  • 5 bedrooms (sleeps 10)
  • 5 bathrooms (5 en-suites)
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Windsor Hills Resort - Luxury 5 Bedroom 5 Bath Villa

Woodland Conservation View

Windsor Hills Resort - Luxury 5 Bedroom 5 Bath Villa
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  • Villa in Windsor Hills Resort
  • 5 bedrooms (sleeps 11)
  • 5 bathrooms (5 en-suites)
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Windsor Hills Resort - 5 Bedroom 5 Bath Florida Holiday Villa

with Pool and Gamesroom only minutes from Disney World

Windsor Hills Resort - 5 Bedroom 5 Bath Florida Holiday Villa
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  • Villa in Windsor Hills Resort
  • 5 bedrooms (sleeps 10)
  • 5 bathrooms (5 en-suites)
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Windsor Hills Resort 5 Bedroom 5 Bath Luxury Holiday Rental

Less than 5 minutes to Disney's main gate, Windsor Hills is a great place to stay.

Windsor Hills Resort 5 Bedroom 5 Bath Luxury Holiday Rental
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  • Villa in Windsor Hills Resort
  • 5 bedrooms (sleeps 10)
  • 5 bathrooms (5 en-suites)
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Windsor Hills Resort - Luxury 5 Bedroom 5 Bath Vacation Villa

Computer with Internet Access

Windsor Hills Resort - Luxury 5 Bedroom 5 Bath Vacation Villa
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  • Villa in Windsor Hills Resort
  • 5 bedrooms (sleeps 10)
  • 5 bathrooms (5 en-suites)
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Windsor Hills Resort - Luxury 5 Bedroom 5 Bath Florida Villa

Computer with Internet Access

Windsor Hills Resort - Luxury 5 Bedroom 5 Bath Florida Villa
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  • Villa in Windsor Hills Resort
  • 5 bedrooms (sleeps 10)
  • 5 bathrooms (5 en-suites)
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Windsor Hills 6 Bedroom 4 Bath Villa near Disney, Orlando

with 2 Sitting Areas, 2 Dining Areas, Master Bed Suite with Four Poster, Disney Themed Twin Room, Pool, Spa and Gamesroom

Windsor Hills 6 Bedroom 4 Bath Villa near Disney, Orlando
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  • Villa in Windsor Hills Resort
  • 6 bedrooms (sleeps 12)
  • 4 bathrooms (2 en-suites)
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Windsor Hills Resort - Brand New Luxury 6 Bedroom 4 Bath Orlando

near Disney World Orlando

Windsor Hills Resort - Brand New Luxury 6 Bedroom 4 Bath Orlando
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  • Villa in Windsor Hills Resort
  • 6 bedrooms (sleeps 12)
  • 4 bathrooms (2 en-suites)
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Windsor Hills Resort - Luxury 6 Bedroom 4 Bath Orlando Villa

Excellant Games room, with Darts, Playstation area, Pool Table and Hockey table

Windsor Hills Resort - Luxury 6 Bedroom 4 Bath Orlando Villa
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  • Villa in Windsor Hills Resort
  • 6 bedrooms (sleeps 12)
  • 4 bathrooms (2 en-suites)
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Windsor Hills - Luxury 6 Bedroom 4 Bath Florida Villa

Close to Disney with 2 Sitting Areas, 2 Dining Areas, King Master Bed Suite, Pool, Spa and Gamesroom

Windsor Hills - Luxury 6 Bedroom 4 Bath Florida Villa
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  • Villa in Windsor Hills Resort
  • 6 bedrooms (sleeps 12)
  • 4 bathrooms (2 en-suites)
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Windsor Hills - Luxury 6 Bedroom 4 Bath Orlando Rental Villa

with 2 Sitting Areas, 2 Dining Areas, Disney and Tinkerbell Themed Twin Rooms, Pool, Spa and Gamesroom featuring Wii System, Plus Wireless Internet Access

Windsor Hills - Luxury 6 Bedroom 4 Bath Orlando Rental Villa
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  • Villa in Windsor Hills Resort
  • 6 bedrooms (sleeps 12)
  • 4 bathrooms (2 en-suites)
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Windsor Hills Resort - Luxury 6 Bedroom 4 Bath Villa

SOUTH WEST Facing Pool & Lanai Area

Windsor Hills Resort - Luxury 6 Bedroom 4 Bath Villa
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  • Villa in Windsor Hills Resort
  • 6 bedrooms (sleeps 12)
  • 4 bathrooms (2 en-suites)
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