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Windsor Hills Vacation Rentals

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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.

Inviting Interior Accommodations

We are proud to offer the widest selection of Windsor Hills Rentals. 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 of our Windsor Hills Vacation Rentals 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. While the Orlando area is known and loved for its wide variety of restaurants featuring everything from local Floridian to global-inspired fare, guests who book with Windsor Hills will always have the option between dining out and dining in depending on what works best in their vacation schedule. Those that enjoy traveling and cooking in tandem will love the full kitchens on-site at this resort which are spacious, modern, and come complete with the cookware needed to make the most of a savory moment. Whether you’re serving up breakfast, lunch, or dinner for your traveling crew, it’s easier than ever to plan for a delicious meal. When you’re not seated at the dining room table, take your dinner outside to the patio or deck and make it an alfresco moment with the family that you won’t soon forget!

Furnishings are incorporated into Windsor Hills homes to be both comforting and wonderfully stylish too. Guests will enjoy a range of welcoming features from sofas and loveseats to armchairs, area rugs, coffee tables, wall art, and more. Indulge in those home-inspired comforts you crave while traveling and savor the upscale extras that take your Florida getaway to the next level of fun. Many of the color palettes and patterns used in Windsor Hills homes reflect the eye-catching hues that have long defined Florida.

Each of our Windsor Hills Orlando Rentals has a washer and dryer so packing light is no problem. Free WIFI is also standard in each of the vacation rentals. While many guests head this direction to relax, unwind and focus on the Florida fun, having options to connect when you want to can be key to an amazing stay. Make the most of access to Wi-Fi or high-speed services while you’re here by keeping up with social media, checking in on the headlines, sending vacation photos to friends and family back home, or simply taking time to stream a movie on a large flat-screen television on a quiet night in. Homes, located within Windsor Hills Orlando, are available with game rooms that include billiards, table tennis, air hockey and play stations for kids.

Fantastic Resort Features in our Windsor Hills Rentals

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!

On-Site Conveniences

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!

Nearby Attractions to Enjoy

While a stay in Windsor Hills keeps you close to Disney, in Orlando, there’s even more to explore. Expand on your itinerary by taking time to visit the Harry P. Leu Gardens when you’re in the mood to indulge in the fantastic plant life that make up the Florida terrain. Wander through gardens, take photos or simply savor a tranquil moment surrounded by vibrant colors while you’re here! Featuring over 50 acres of land, the Harry Leu Gardens are a great place to wander trails, admire ponds or settle under a towering shade tree.

Book our Windsor Rentals Today!

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.

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Windsor Hills Vacation Rentals