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 - BBQ Grill- 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 & Putting Green - Newly renovated Marketplace Bar&Grill, Games Room, Convenience Store

Cinderella's HolidayVilla-Minutes from Disney-NEW!

• 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 FULLY REMODELED in Sept 2022!

*Plumeria Place* Minutes to Disney+Free Resort!

Closest FREE resort to Disney Parks! Plumeria Place is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in March 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 & 9' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

The Manatee Manor | 5 BR•Windsor Hills•Game Room

Welcome To The Manatee Manor - A 5 bedroom, 5 bath home located in Windsor Hills, right in the heart of Kissimmee's tourist area, and mere minutes to the gates of Disney! With a feel of 'Better than home', you'll never want to leave. Outfitted with all the standards that you come to expect (Pool, Hot Tub, plenty of space, and serene décor), in addition to themed rooms, big screen smart TVs, and complimentary pool/hot tub heat - life doesn't get any better than when you stay at "The Manor"!

Fantastic home just 3 miles from Disney World!

Wishes and Dreams Villa is the perfect Disney area retreat - thoughtfully decorated, spacious, and packed with family-friendly amenities. Come home from the parks to your own private heated pool and spa, then challenge the kids to a round of pool in the villa's game room. Every detail is designed to help your family and friends relax, reconnect, and make unforgettable memories. This isn't just a place to sleep between park days. It's the part of the trip your kids will talk about for years.

Themed Villa:10 min to Disney: Pool, Gameroom, BBQ

Welcome to Colorful Haven, a vibrant family getaway near Disney and other top attractions. Enjoy an exceptional experience as you splash in a private pool, play fun games, enjoy outdoor dining, and relax in rooms with an amazing theme. Plus, enjoy access to resort amenities including the waterpark, sports courts, fitness center, and clubhouse. Disney World - 8 min drive Old Town - 14 min drive Universal Studios - 30 min drive Book For Unforgettable Memories In Kissimmee—See Details Below!

Magic and Marvel Manor 15 Min to Disney

Welcome to Heroes & Princesses Hideaway! Just 15 minutes from Disney, this magical retreat features immersive Marvel, Disney, Moana, and Frozen-themed rooms the whole family will love. After a day at the parks, relax in spacious living areas, enjoy family fun, and create unforgettable memories. Perfect for families seeking comfort, adventure, and a little Disney magic close to all the attractions!Bring the whole family to this great place with lots of room for fun.

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.

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.

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.

Fully Renovated w Heated pool, 3 miles from Disney

Located 3 miles from Disney, Infinity Blue Villa is a fully renovated 5BD/5BR rental property located at Windsor Hills Resort, a secure gated and quiet community The villa sleeps 10 guests. All 5 bedrooms have ensuite bathrooms. The game room is equipped with an air hockey table, a foosball table, a dual shot basketball game, an arcade and a PS5 console.