Windsor Hills Resort Vacation Rentals Near Disney World
Explore Windsor Hills Resort, a gated community with a water park, resort pool, and an unbeatable location near Disney World.
Windsor Hills Resort Vacation Rentals Near Disney
Just 2 miles from Walt Disney World, Windsor Hills Resort is one of Orlando's most sought-after vacation rental communities. Enjoy the space, privacy, and comfort of a private home while still having access to incredible resort amenities including waterslides, a lagoon-style pool, playgrounds, sports courts, a movie theater, games room, fitness center, and more.
Whether you're spending your days exploring Disney, relaxing by your private pool, enjoying dinner on the lanai, or making memories with family and friends, our Windsor Hills vacation rentals offer the perfect balance of location, convenience, and family-friendly comfort. With no resort fees, free parking, themed bedrooms, fully equipped kitchens, and owner-managed service, you'll have everything you need for a magical Orlando vacation.
Choose Your Perfect Windsor Hills Stay
Whether you are searching for a cozy Disney-themed townhome or a spacious private pool home for a larger family, our Windsor Hills vacation rentals are designed to make your Disney trip easy, comfortable, and memorable.
Belle’s Villa
A beautifully renovated 3-bedroom Windsor Hills townhome with a private splash pool, Disney-themed kids’ room, smart TVs, baby-friendly amenities, and a short walk to the clubhouse.
Motunui Villa
A spacious 5-bedroom Windsor Hills private pool home with spa, themed bedrooms, a converted game room, no rear neighbors, and plenty of room for larger families.
Windsor Hills Resort Amenities & Clubhouse
Staying inside Windsor Hills Resort means your family can enjoy more than just a place to sleep. From pool days and waterslides to playgrounds, sports courts, movie nights, and quick bites at the Marketplace & Grill, there is plenty to enjoy between Disney park days.
24/7/365 Gated Community
Windsor Hills Resort is a secure 24/7 gated community with a professionally manned gatehouse. Only authorized guests are permitted to enter, giving families peace of mind during their Orlando vacation.
Sir Windsor’s Waterpark & Splash Pad
Make a splash at Sir Windsor’s Aqua Adventure Water Park. Families love the dueling waterslides, smaller kid-friendly slides, and large splash pad — perfect for a fun resort day without leaving Windsor Hills.
Resort Pool & Hot Tub
Relax in the zero-entry lagoon-style resort pool with plenty of space to swim, lounge, and enjoy the Florida sunshine. After a busy Disney day, the hot tub is a favorite place to unwind.
Sports Courts
Shoot hoops, practice your putting, play pickleball, or enjoy time outside together. Windsor Hills Resort offers family-friendly sports courts and activities for kids, teens, and adults.
Games Room
The Windsor Hills games room is perfect for family fun, rainy days, or a break from the parks. Enjoy arcade games, pool tables, air hockey, ping pong, and more.
Movie Theatre
Enjoy family movie time in the Windsor Hills clubhouse theatre. It is a great option for a slower evening, a rainy afternoon, or a relaxing break between Disney park days.
Playgrounds
Windsor Hills Resort has multiple playgrounds throughout the community, giving younger guests even more places to play, climb, explore, and burn off energy.
Fitness Center
The Windsor Hills fitness center makes it easy to keep up with your routine while on vacation, with cardio and strength equipment available inside the clubhouse area.
Marketplace & Grill
The Marketplace & Grill is conveniently located near the clubhouse and pool area, offering made-to-order food, snacks, drinks, and resort essentials during your stay.
Book Direct at Windsor Hills Resort
Skip the cramped hotel room and enjoy a private vacation rental near Disney with more space, your own kitchen, private pool options, free parking, no resort fees, and a host who truly cares about your stay.
Check Dates & Book Direct