Vacation rentals in Windsor Hills, Four Corners

4.86 out of 5 average rating, 7 reviews

10 Min to Disney |Themed | Sauna | Pool | Golf Sim

This 6BR dream villa is just minutes from Disney and fully redesigned for comfort and fun! 3 elegant bedrooms plus 3 themed rooms: Minions, Avatar, and Guardians of the Galaxy—plus a hidden Mario-themed speakeasy game room. A brand-new kitchen, bathrooms, and living spaces complete this magical escape. Recently completed down-to-the-studs renovation—every detail thoughtfully curated with luxury, comfort, and style in mind. Be among the first to experience it! Book now for an unforgettable stay!

4.99 out of 5 average rating, 132 reviews

Game & Theater Room, Castle Bunks, Pool & Spa

Vacation at Windsor’s Best located in Windsor Hills Resort just 2 miles from Walt Disney World. This one-story 4 bed, 4 bath vacation villa has everything you need for a wonderful getaway with family or friends. Situated on an elevated corner lot, this spacious villa with it's private pool and spillover spa offers a beautiful view overlooking the resort community. Plus, guests have access to the family-friendly Windsor Hills Resort amenities, including the water park, playgrounds, gym and more.

4.97 out of 5 average rating, 126 reviews

Villa in Kissimmee

*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!

4.9 out of 5 average rating, 20 reviews

Themed home 10min from Disney|Pool,Resort,Free BBQ

Welcome to The Colorful Cove—your vibrant family getaway near Disney! Kids will love the themed bedrooms with bunk beds and an exciting Mario themed game room packed with arcades and lots of fun games. Adults can enjoy sleek modern furnishings throughout and unwind in upgraded bathrooms. This spacious villa offers a private heated pool, movie nights, bbq grilling, and endless fun in a peaceful neighborhood. With colorful decor and attractions for all ages, it’s the ultimate Orlando retreat!

4.95 out of 5 average rating, 38 reviews

4 bed/ 4 bath Windsor Hills

Closest homes with pools to Disney 10-15 minutes drive. Walmart groceries, Starbucks 5 minutes very near. amenities liquor, pharmacies, smoke shops, restaurants, gas. Highway 192 close by.. 5 - 10 minutes in car. the full cancellation is meant for hurricanes, pandemics, etc. other exigencies. please don't book the house and tie up the calendar for many months only to cancel 10 days prior - it makes it harder to book last minute and cover mortgage and expenses on our side, etc.

4.95 out of 5 average rating, 41 reviews

ReDesigned | Windsor Hills | Location | Water Park

Discover the enchantment of our 6-bedroom Villa located in the vibrant Windsor Hills community, a stone's throw from Disney. Revel in our heated pool, or splash around in the community water park. Each room has been designed with guests in mind for an immersive experience. Embark on an adventure in our game room and relax in the comforting ambiance of our cozy sitting area. This home sleeps up to 14 people and is ideal for families desiring a magical and engaging retreat.

4.96 out of 5 average rating, 137 reviews

Villa in Kissimmee

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

5 out of 5 average rating, 230 reviews

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.

4.76 out of 5 average rating, 49 reviews

Villa in Kissimmee

PVT Pool, Summer Kitchen, Game Room & more

Welcome to our stunning single-family villa in the prestigious Windsor Hills Resort, just 3 miles away from the Walt Disney World gate. With 6 spacious bedrooms and 4 bathrooms, this is the perfect retreat for your family vacation. Step outside to your private oasis and take a dip in the refreshing pool. Enjoy the Florida sunshine while cooking up a storm in the summer kitchen. It's the ideal spot for relaxation and quality time with your loved ones.

5 out of 5 average rating, 12 reviews

Star Wars, Frozen, and Moana Escape! August open!

Ask me about Deena Fairy Godmother's services to make your stay magical! Unbeatable Location and 5-Star Comfort Just Minutes from Disney World! Welcome to your perfect vacation retreat—a 4-bedroom, 4-bathroom haven nestled in the luxurious, gated Windsor Hills Resort! Imagine being just a few miles from Disney World, with an entire water park, an Olympic-sized pool, playgrounds, a gym, a video arcade, and so much more at your fingertips.

4.84 out of 5 average rating, 128 reviews

7754 - 6 Bedrooms w/ Pool & Water Park Included

🌟 Welcome to your ultimate vacation escape in the heart of Windsor Hills Resort! 🌟 This newly renovated 6-bedroom beauty is the perfect blend of luxury and fun, designed for families looking to unwind and create unforgettable memories. Just a stone’s throw from Disney World and surrounded by world-class dining, top-notch shopping, and Orlando’s hottest attractions, you’ll have everything you need for an amazing getaway.