The Ideal Guide to Windsor Hills in 2025
Planning your next Disney vacation? Choosing the right place to stay is one of the most crucial aspects of making your trip unforgettable. If you’re heading to Orlando and want comfort, convenience, and fun all in one spot, look no further than Windsor Hills Resort in Kissimmee, Florida.
Known as one of the most popular gated communities near Walt Disney World, Windsor Hills is a favorite among families, couples, and groups visiting Orlando’s world-famous attractions. Whether you’re a first-time visitor to Disney World or someone who knows the parks inside out, this community provides the perfect mix of location, amenities, and family-friendly vibes.
The Perfect Location Near Disney
When visiting Orlando, location makes all the difference. That’s what sets Windsor Hills apart. This resort community is located just 2 miles from the entrance to Walt Disney World, which means you’ll spend less time in traffic and more time making magical memories with your loved ones.
But the proximity to Disney is only part of the story. Staying at Windsor Hills also puts you close to other major Orlando attractions, including:
- Universal Studios Orlando
- SeaWorld Orlando
- International Drive
- Orlando Premium Outlets
- ESPN Wide World of Sports Complex
Thanks to its central location, Windsor Hills is a perfect base for exploring everything Central Florida has to offer, whether it’s theme parks, shopping, dining, or entertainment.
Safe, Family-Friendly Community
It’s not just the location that makes Windsor Hills so popular, families love the sense of security and community here. The neighborhood offers:
- 24/7 gated security
- Beautiful, palm-lined streets
- Well-maintained homes and public areas
- A peaceful, quiet atmosphere
For parents traveling with young children, knowing your accommodation is safe and secure brings peace of mind. The combination of convenience, safety, and a welcoming environment makes Windsor Hills an ideal destination for families, groups, and couples seeking a relaxing stay near Disney.
Resort-Style Amenities to Keep Everyone Entertained
One of the biggest reasons travelers choose Windsor Hills is the resort-style amenities designed to make your vacation fun, relaxing, and convenient. Whether you’re taking a break from the parks or enjoying a full day at the resort, there’s something for everyone:
- Massive Lagoon-Style Pool: Perfect for cooling off in the Florida sun, complete with a large water slide and zero-entry access for younger kids.
- Splash Pad & Water Park: Keeps little ones entertained for hours with water features and fun play areas.
- Fitness Center: Fully equipped to help you stay active during your stay.
- Tennis, Basketball, and Volleyball Courts: Great for some friendly competition or keeping active as a family.
- Clubhouse: Features a convenience store, game room, and private movie theater showing family-friendly films.
For families with children, the playgrounds and recreation areas offer ample space to run, play, and expend energy. After a long day at the theme parks, it’s great to come back to a community where you can relax or keep the fun going without having to drive anywhere.
Why Private Pool Homes Near Disney Are the Best Option
Hotels near Disney are convenient, but they often lack space, privacy, and the comforts of home. That’s why many travelers choose Windsor Hills’ private pool homes near Disney, offering the best of both worlds.
These luxury short-term rentals include:
- Private swimming pools
- Spacious living rooms
- Fully equipped kitchens
- Game rooms and entertainment spaces
- High-speed Wi-Fi
- Themed bedrooms for kids
If you’re traveling with young children, teens, extended family, or a group of friends, staying in a private home gives you the space to spread out and enjoy your vacation comfortably. You’ll have the option to cook meals, relax by your private pool, and enjoy downtime without feeling cramped in a hotel room.
Discover Chillax Inn – Your Home Inside Windsor Hills
If you’re looking for the ultimate home away from home, Chillax Inn is the perfect choice. Located right inside Windsor Hills, this beautifully furnished vacation rental has everything you need for a stress-free, comfortable stay:
- Private swimming pool for your exclusive use
- Fully equipped modern kitchen
- Game room with entertainment for all ages
- Multiple bedrooms for families or groups
- High-speed internet and flat-screen TVs
- Premium linens, towels, and household essentials
Chillax Inn offers all the benefits of a private pool home with the added convenience of being steps from the resort’s world-class amenities.
Imagine unwinding by your pool after a magical day at Disney World, letting the kids enjoy their entertainment space, or gathering for a movie night in the spacious living room — Chillax Inn makes it possible.
Convenience at Your Fingertips
Vacation is meant to be stress-free, and staying at Windsor Hills makes that easy. Just a short drive away, you’ll find:
- Grocery stores
- Restaurants and takeout options
- Shopping centers and outlet malls
- Souvenir shops
- Pharmacies and essentials
Having everything nearby means less hassle, fewer errands, and more time enjoying your vacation. Plus, after a long day of exploring, it’s a relief to return to a peaceful community away from the theme park crowds.
Many guests rave about the quiet, relaxing atmosphere of Windsor Hills, making it feel like a true retreat, despite its proximity to Orlando’s action.
Why Windsor Hills is Perfect for Families
Families traveling to Orlando want more than just a place to sleep—they want convenience, safety, and space. Windsor Hills offers all of that:
- Kid-friendly splash pads and playgrounds
- Spacious homes with private pools
- Secure, gated entry 24/7
- Proximity to theme parks and attractions
Having a fully stocked kitchen is another bonus. You can enjoy breakfast together before heading to the parks, prepare snacks for your adventures, or cook dinner to save on dining out expenses. It adds comfort and flexibility to your stay.
The Chillax Inn Difference
At Chillax Inn, we know what families and groups need for a great vacation: space, comfort, convenience, and privacy. That’s why our home is designed with your needs in mind. From flexible check-in times to modern amenities and cozy furnishings, everything is ready to make your stay easy and enjoyable.
Whether you’re relaxing by the private pool, having a movie night, or exploring the nearby attractions, Chillax Inn provides the perfect space to recharge.
Ready to Book Your Windsor Hills Getaway?
It’s easy to see why Windsor Hills is one of the most desirable communities near Disney World. With its unbeatable location, resort-style amenities, family-friendly environment, and private pool homes, it’s the perfect choice for your next Orlando vacation.
Chillax Inn gives you the best of both worlds: resort amenities and the comfort of your own private space.
Book your stay at Chillax Inn today and discover why so many families choose Windsor Hills Resort for their Disney getaway. Your private pool home, exceptional amenities, and unforgettable vacation await.
