Windsor Hills Resort Orlando

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Resort Information


If you’re planning a getaway to Kissimmee in the Orlando area of Central Florida, home of Walt Disney World, and are hoping to rent a beautiful vacation home at an extraordinary rate, then Windsor Hills Resort is the spot for you! Perfect for families with children, there is so much to see and do in the area. The parents will love relaxing poolside in the Florida sun whilst the kids play in the pool and water slides. Windsor Hills is well established as one of the most popular resorts in the Orlando area, as it is one of the closest to the Magic of Disney! There is a variety of property types to meet all needs and budgets. From 2-3 bedroom condos, townhomes with splash pool and 4, 5, 6 bedroom villas with private pools.

Windsor Hills Resort Amenities

  • Closest Community to Disney World®
  • Gated Community with 24 Hour Manned Security
  • A Large Clubhouse
  • Tennis Courts
  • Basketball Courts
  • Fitness Center
  • Sand Volleyball Court
  • A Large climate-controlled Resort-style Pool with Fountains and Spa
  • Putting & Chipping Green
  • Table Tennis (Ping Pong)
  • pool tables
  • Arcade Game Room
  • Sundries Shop & Snack Bar
  • New Water Park with spiral water slides and splash zone
  • On-Site 48 seat Movie Theater
  • Several Playgrounds
  • On-Site DVD rentals and ATM

Windsor Hills Gallery

Designed for Family Fun

You will find Kissimmee vacation homes that have been designed with families in mind. Almost every property has bright, fun bedrooms for young children to enjoy. Browse our inventory and pick out your favorite. All of the Windsor Hills villa rentals offer great value for money that you just can’t beat. The gated resort community with a manned gate is very safe with excellent security. There are around 1,000 privately-owned vacation rentals within the resort, so you will find a great selection for all budgets.

The amenities in Windsor Hills were upgraded in 2019, with the addition of fantastic new water slides and splash playground the kids will love. These additions complement the existing resort pool, where you will find a clubhouse with market place & grill for poolside drinks and snacks.

Windsor Hills Fitness Center

Stay in shape during your vacation with a fitness center at the resort helping you keep your routine in check.

Windsor Hills Arcade

Score some points in-between moments. Keep track. Who in your party will leave as the ultimate winner at the end of your stay?

Relax and enjoy a movie! 800+ movie titles to choose from. DVD rentals and ATM available at the Clubhouse with access from the arcade room.

Directions: Windsor Hills Resort is situated in Kissimmee, Florida, only 2 miles from the passage to the Walt Disney World Resort! Located in the Kissimmee area with nearby access to Orlando’s theme parks, shopping, and dining. Its located just 30 miles from the Orlando international airport, Apart from the amenities, you will see the breathtaking views and locations!

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Windsor Hills Location

Windsor Hills Resort is in close proximity to Disney World and a short drive to the other world-class attractions that Orlando is known for. Our office is also located in the area, enabling our team to be on the grounds and provide quick service to our guests.

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