Holiday houses in Windsor Hills

Disney Family Fun Villa

Windsor Hills - NEW Fully Renovated 6Bed&4Bath Villa with FREE pool heat - Private South Facing Pool and Spa - Smart TVs in every room - Free WIFI - Fully renovated & equipped kitchen with granite countertops & new appliances - 1.5 Miles to Disney - Close to Universal Studios, Shopping,Restaurants,Waterparks - Gated Community - Free Clubhouse Access with New Waterpark, Basketball, Tennis & Volleyball Courts & Putting Green - Newly renovated Marketplace Bar & Grill, Games Room & Convenience Store

*Brand New!* Minutes to Disney + Free Resort!

Closest FREE resort to Disney Parks! Hibiscus Hideaway is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in October 2022! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! * New Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

Resort Home 3.5 miles to Disney with home theater

We welcome you to stay in our home located in the Windsor Hills community with a water park, slides, theatre and so much more! The house is just 3.5 miles from Disney’s Animal Kingdom. Our home has 6 large bedrooms including laundry in the home, an 8 seat home theatre, TVs in every room, a large swimming pool & spa with a large patio cover, plus a large kitchen fully equipped with everything you need for your stay. Please message us if you have any questions, we look forward to hosting you!

Cozy Themed Villa 6 BR | Close to Disney

🏖️☀️🏄‍♀️Stay just minutes from Disney in this spacious 6-bedroom home, perfect for a family getaway. It comfortably sleeps up to 14 guests and is designed for both kids and adults to enjoy. Located in Windsor Hills Resort — one of the closest communities to Disney World — you’ll have quick and easy access to the parks. Enjoy themed bedrooms, a game room, and your own private patio and pool — great for relaxing after a fun day at Disney.🌴👙🩳🥽🩴 ❤️❤️We'd love to welcome you here!

Mr. Clean's Cozy Disney Home w/ Luxury Finishes

• Newest house in the #1 resort community in the Disney Area, Windsor Hills • ALL Mattresses & Pillows are encased in waterproof SANITIZED covers. • 2 FUN children themed rooms (Star Wars, & Frozen) • Onsite, driveway parking for 3 vehicles • FREE pool heat + BBQ with ALL rentals • Fully equipped + stocked kitchen; including Keurig machine • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1,000 Mbps!! • Property is managed directly by owner

Windsor Orlando Private Arcades,Theater,Pool-Spa

Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

Villa | Game Room & Summer Kitchen | 8 min Disney

Welcome to your dream Orlando getaway! Perfectly located just minutes from Disney, this beautiful 6-bedroom home is designed for families and groups seeking both comfort and fun. Enjoy a private pool with spa and summer kitchen, spacious living areas, and a fully equipped kitchen for family meals. Everyone will love can gather in the game room for entertainment. The clubhouse with resort-style amenities is just a short walk away for even more vacation fun.

Hibiscus Villa w/ themed rooms, game room and pool

Welcome to your luxurious single story 4-bedroom getaway in the heart of a gated resort just 2.6 miles from the magic of Disney World! This meticulously designed vacation home offers not only comfort and convenience but also an array of resort amenities that promise an unforgettable stay. Your dream vacation home is not just a place to stay; it's a gateway to a world of enchantment and relaxation. Book your stay now and let the magic begin!

Arcade + Pool Villa • 2.5 Miles to Disney

📍 Windsor Hills Resort • 0.3 miles to clubhouse 🎮 Mario themed arcade 👑 Princess room + slide 🚀 Toy Story room + slide 👗 Dress-up corner 🟢 Toy Story ball pit 🏊 Private pool 🌊 Resort pool + slides 💪 Gym + Pickleball 🎾 Tennis + Basketball 📍 ~2.5 miles to Disney 👶 Stroller + pack ’n play 🚗 No resort fees 🔥 Pool heat available (fee) 🚧 Gated resort 🚗 Free parking.

Themed Rooms • Private Pool • Family Dream Stay

Step into a fully themed, design-forward escape just minutes from Walt Disney World®, where every room tells a story and every detail is curated for unforgettable stays. Whether you're here for family fun or a magical getaway, this home blends comfort, style, and experience in one place. Unwind in your private pool and spa overlooking the tranquil Windsor Hills lake—where sunset swims and quiet mornings become part of the memory.

Villa del Sole at Windsor Hills Resorts

Welcome to Villa Del Sole at Windsor Hills Resort! If you're planning a vacation to Florida, look no further than our luxurious 5-bedroom, 5-bathroom villa at Windsor Hills Resort. Designed to impress guests of all ages with its 2 kid-themed bedrooms and extensive amenities, Villa Del Sole promises a memorable stay. Make some memories at this unique and family-friendly place.

3 miles to Disney! Heated Saltwater Pool Spa & PS5

3 Miles to Disney | Free Pool & Spa Heat | Windsor Hills Resort | Star Wars Game Room | Themed Rooms | Tastefully Decorated Escape the chaos and make unforgettable memories at Central Breeze Villa—a stylish, fun-filled 6BR/4BA private pool home in the highly sought-after Windsor Hills Resort, just 3 miles from Disney World!