Windsor Hills

Our closest Orlando vacation rental resort to Walt Disney World® Resort

Enjoy Windsor Hills – a luxury Orlando vacation home resort boasting stunning rentals just minutes to the gates of Walt Disney World®. Windsor Hills Resort is a beautiful gated community only 1.5 miles (2.5km) from world-famous theme parks.

We are proud to offer the widest selection of vacation rentals in Windsor Hills. Choose from comfortable 2 and 3 bedroom condos and 3 bedroom townhomes in addition to spacious 4, 5 and 6-bedroom pool homes. You’ll find accommodations to suit your every vacation need.

Each Windsor Hills vacation home features a master suite with a king-size bed, flat-screen TV and a master bathroom with a bathtub and separate shower. Additionally, all single-family short term rental homes have a private screened swimming pool with spa. Each townhome has a small pool for your enjoyment. Windsor Hills rentals have a fully equipped kitchen with breakfast area and formal dining area, perfect for sharing meals together.

Each unit has a washer and dryer so packing light is no problem. Free WIFI is also standard in each of the vacation rentals. Homes, located within Windsor Hills Orlando, are available with game rooms that include billiards, table tennis, air hockey and play stations for kids.

The Windsor Hills Resort clubhouse features a huge gradual entry resort pool complete with water slide and hot tub. There are plenty of poolside loungers for relaxing – listen to Caribbean style music while working on that perfect Florida tan.

Windsor Hills Resort offers a variety of recreation & activities for all ages. Amenities include a children’s playground, state-of-the-art fitness center, sand volleyball, basketball and tennis courts, 40-seat movie theatre, video arcade and billiards. There’s even a 9-hole mini-golf course for additional fun!

If you’re on the run or just need a kitchen staple there is no need to run to the grocery store.  The sundry shop, located at the clubhouse, has what you are looking for. In addition, the clubhouse has a food and beverage options for your pleasure. The Windsor Hill community will surpass all your expectations!

Note: A rental deposit and rental fee may be collected for any sport’s equipment rented at the clubhouse. Prices vary. Please request if you want pool heating during your stay.

Resort Map

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