Vacation rentals in Windsor Hills

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.

*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!

Highest Rated Minutes to Disney! -Newly Renovated

• Newest house in the #1 community in the Disney Area, Windsor Hills • Only home with 7 bedrooms in the community (3 KING beds) • Extra privacy: only one side & no rear neighbors • 4 children themed bedrooms (Mickey, Star Wars, Toy Story, & Frozen) • Onsite, driveway parking for 4 vehicles • FREE pool heat + BBQ with all rentals • Fully equipped + stocked kitchen • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1000 Mbps • Property is managed directly by owner

Themed Luxury 6BR Getaway with Resort Amenities Pr

Fully furnished with 6 bedrooms and 4 bathrooms, that sleeps 12 comfortably – this home will allow you to enjoy family time, relax in your own private pool, have fun in the complimentary game room. It resides in the highly acclaimed Windsor Hills Resort Community that boasts world class amenities. Additional Fees: Pool heating, early check in/late checkout. Requirements: Signed Renters agreement & Refundable damage deposit Check in time may vary for last minute (24 hour or less) Bookings

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!

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.

Windsor Hills Resort 5 Bedroom Home with Game Room

Stay at "Marvelous Dream" a Windsor Hills Resort Vacation Home - Includes Resort Clubhouse Amenity Access! Our 5-bedroom, 5-bathroom private vacation home is perfect for families seeking the ultimate home base to experience the very best of Central Florida. Designed with an unparalleled guest experience in mind, our home offers a perfect blend of comfort and fun, featuring a private pool, a relaxing spa, and a game room for your family's enjoyment.

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!

Modern Resort stay +Private Pool

Sleek, modern townhome in Windsor Hills Resort—just 2 miles from Disney! 3 bedrooms (fun kids' bunk room + luxe master), private plunge pool, and 5★ resort perks: water park, pool, spa, bar, kids club, mini golf, and more. Walkable, gated, family-friendly. Steps from Walmart & dining. Your dream Florida stay—without the all-inclusive price tag! Your vacation should feel effortless—and this townhome delivers just that!

Pool and Resort Waterslides 2mi Disney 5BR Villa

Disney-area 5BR built for family vacations, 10 minutes from the parks. Three themed kid spaces in one villa: a Mandalorian bunk room, a Frozen bedroom, and a Mario game room with foosball, arcade basketball, and pool table. Plus a private screened pool and spa, full Windsor Hills resort access, and room for 12. Dog-friendly

Ultimate Family Escape • 6BR Luxury Villa • Minute

Ultimate 6BR Disney getaway just minutes from the parks! FREE pool heat & BBQ, ultra-soft signature blankets, and full resort access with water slides, pool, gym & more. Private, spotless home with easy keyless entry and direct owner support. Designed for families who want comfort, convenience, and a truly memorable stay.