Windsor Hills Community in Orlando

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Please note: children under 4 years do not get their own seat on Eurostar. Please call for assistance. For disabled seats on Eurostar please call to make booking.

Please note: children under 4 years do not get their own seat on Eurostar. Please call for assistance. For disabled seats on Eurostar please call to make booking.

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Windsor Hills

Aerial overview of a lagoon-style resort swimming pool, water slides, and multi-story vacation condo buildings under a clear sky.
Ground-level view of a resort pool deck with a stone inlaid WH logo looking toward a large blue swimming pool and background water slides.
Aerial view of a resort water park with a blue splash pad, large green and blue water slides, and a lily pad lake in the background.
A grey and red castle-themed children's playground structure with slides on a wood-chip surface under a blue sky.
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About Windsor Hills Resort

Just 4 miles from Walt Disney World Resort, Windsor Hills Resort is a safe, 24/7 gated community where families can truly relax and have fun together.

Splash in the lagoon pool or waterpark, catch a movie in the 48-seat cinema, challenge each other in the arcade or on the sports courts, and enjoy a meal at The Marketplace & Grill.

With spacious 4 to 6 bedroom villas featuring private pools for up to 12 guests, there’s a perfect home for every family. Get ready for your unforgettable Orlando holiday!

View Windsor Hills Villas

Windsor Hills Facilities

    Sports Facilities
    Children's Pool
    Cinema Room
    Clubhouse
    Resort Pool
    Mini Market
    Fitness Centre
    Gated Community
    Kid's Playground
    Tennis Courts
    Close to Disney (under 10 miles)
    Close to shops
    Games Room/Arcade
    Restaurant onsite
    Water Park

Windsor Hills Top Amenities

Windsor Hills (163) Water Park in Kissimmee

Water Park

Whether you’re looking to cool down or have thrilling water fun, the Windsor Hills water park has something for everyone. Adventure lovers can race down the two large duelling water slides, while younger guests enjoy their own fun on the smaller slides and at the giant splash pad. Meanwhile, the heated and zero-entry lagoon pool invites you to soak up the sunshine all day long. When it’s time to truly unwind, slip into the 10-person hot tub and let the relaxation begin.

Windsor Hills (163) Cinema Room in Kissimmee

Cinema Room

For a perfect movie night without leaving the resort, settle into Windsor Hills’ high-definition movie theatre. With seating for 48 guests in plush, comfortable chairs and three showtimes daily, it’s easy to fit a film into your plans. The weekly schedule features everything from timeless classics like The Wizard of Oz to Disney favourites like Frozen and Encanto, as well as recent hits like Dune: Part Two.

Windsor Hills (163) Games Room/Arcade in Kissimmee

Games Room/Arcade

Feeling competitive, or just in the mood for some light-hearted fun? Head to the Windsor Hills games room. Line up a shot at the pool table, face off at air hockey, sharpen your skills at ping pong, or enjoy a variety of modern arcade games. Open from morning to night, it’s a favourite hangout for all ages and an especially great spot for keeping the fun going on rainy days.

Windsor Hills (163) Sports Facilities in Kissimmee

Sports Facilities

For those who like to stay active, Windsor Hills offers plenty of ways to play. Enjoy a friendly match of tennis, volleyball, basketball, or pickleball, all open daily for your enjoyment. There’s even a putting green where you can practise your golf swing. And if you’ve left your sports gear at home, the Welcome Centre has everything you need to join in the fun.

Windsor Hills (163) The Marketplace & Grill in Kissimmee

The Marketplace & Grill

The Marketplace & Grill is your go-to for easy holiday convenience. Pick up made-to-order favourites like burgers and sandwiches, stock up on groceries and drinks, or grab pool essentials such as sunscreen, hats, and toys. Open daily, it also offers online ordering with pickup or delivery for nights when you’d rather relax than cook.

Windsor Hills (163) Clubhouse Events in Kissimmee

Clubhouse Events

Alongside the resort’s facilities, Windsor Hills runs a full schedule of daily activities for all ages. Children can enjoy hands-on fun such as sand art, glitter tattoos, Lego building, and mini-robots, while adults can join in with events like Wine Wednesday, ceramics, paint-and-sip sessions, and mosaic coaster-making. Activities change weekly, so be sure to check the schedule during your stay.

  • Choose your perfect villa And know exactly where you’ll stay

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  • 24/7 Local Service Team Based in Orlando

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  • Secure, Gated Community Have peace of mind near Orlando's attractions

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  • Facilities for All Ages Fun for all ages, perfect for families and groups

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  • Prime Orlando Location Situated close to Orlando's top attractions

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Map

You’ll love Windsor Hill Resort’s ideal location – just 3 miles from Walt Disney World Resort. Situated on North Old Lake Wilson Road, the Most Magical Place on Earth is a 10-minute drive away, plus you’re close to other world-class attractions and thrilling theme parks.

The exact property address will be shared before your departure

Attractions close to Windsor Hills

  • Walt Disney World Resort - 9 miles (15 mins)
  • Universal Orlando Resort - 16 miles (25 mins)
  • SeaWorld Orlando - 14 miles (22 mins)
  • International Drive - 11 miles (20 mins)
  • Legoland Florida Resort - 30 miles (47 mins)
  • Peppa Pig Theme Park Florida - 33 miles (50 mins)
  • Busch Gardens Tampa Bay - 65 miles (1 hour 6 mins)
  • Clearwater Beach - 89 miles (1 hour 37 mins)

Airports close to Windsor Hills

  • Orlando International Airport - 24 miles (32 mins)
  • Tampa International Airport - 72 miles (1 hour 11 mins)

Book with confidence

Our experts have been to Orlando hundreds of times between them and can help with anything you need to know about an Orlando villa holiday. Call, email or chat with our expert team 7 days a week.

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Advice From an Orlando Expert

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The splash pad within the water park is a good shout for younger children who aren't quite ready for the bigger slides!

If early rope-drop mornings matter more than resort space, Windsor Hills' proximity to Disney makes it the practical choice.

There's a spacious hot tub alongside the water park too, perfect for unwinding together after a full day at the parks.

FAQs for Windsor Hills

Location

  • Where is Windsor Hills Resort located in Florida?

    Windsor Hills Resort is located on North Old Lake Wilson Road in Kissimmee, Central Florida. It’s just 2 miles away from Walt Disney World Resort, making it one of the closest villa communities to Disney in the area! Universal Orlando Resort is approximately 16 miles away, around a 25-minute drive, and Orlando International Airport is roughly 24 miles from the resort.

    With Highway 192 close by, shops, restaurants and everyday essentials are all within easy reach, and the resort’s location makes it a particularly popular choice for guests who’d rather not drive far to reach the parks.

General Information

  • What types of villas are available at Windsor Hills Resort?

    We offer a range of villas, townhouses and condos available to book at Windsor Hills Resort, with 3 to 6 bedrooms available to suit groups of all sizes.

    Groups of up to 6 guests will find 3-bedroom condos conveniently located near the clubhouse and resort pool. Families of up to 8 can enjoy 3-bedroom townhouses. Larger groups of up to 12 can spread out in spacious 4 to 6-bedroom villas.

    Each property comes with a private pool, Wi-Fi included, a complimentary welcome pack, and a mix of contemporary and modern design throughout.

  • How to book a Windsor Hills Resort Villa?

    It’s super straightforward to book a Windsor Hills Resort villa with us at AttractionTickets.com. Browse the full range of villas, townhomes and condos on our main villas page, choose the property that suits your group, and then book securely through our platform.

    Windsor Hills Resort is an extremely popular resort that sells out quickly, so we recommend booking as early as possible to secure your preferred dates.

    Our team of experts is available 7 days a week by phone, email or live chat to help you find the right villa and build your ideal Orlando holiday package!

  • Why book Windsor Hills Resort villas with AttractionTickets.com?

    Windsor Hills Resort is one of Orlando’s most sought-after villa communities, and it sells out fast. Booking with AttractionTickets.com means you benefit from over 20 years of Orlando holiday expertise, with a team that knows the resort and the surrounding parks inside out.

    From choosing the right villa size for your group to adding theme park tickets in the same booking, we make the whole process straightforward and stress-free. With competitive prices, flexible payment options and a UK-based expert team available 7 days a week by phone, email and live chat, you can plan your Windsor Hills holiday with confidence!

Facilities & Amenities

  • Do Windsor Hills Resort villas have private pools?

    Yes - all villas and townhouses at Windsor Hills Resort come with a private pool, giving your group the freedom to cool off and unwind at your own pace. Select properties also include a spa!

    In addition to your private pool, all guests have access to Windsor Hills’ impressive resort pool complex - a lagoon-style pool with two water slides, an interactive children’s splash pad and a 10-person hot tub - all with no resort fee.

  • What activities are available at Windsor Hills Resort?

    Windsor Hills Resort packs an extraordinary range of on-site activities into one community, all with no resort fee. The resort pool complex features a lagoon-style zero-entry pool, two duelling water slides, an interactive children’s splash pad and a 10-person hot tub.

    Beyond the water, you can also enjoy a 40-seat movie theatre with three daily showtimes, a video arcade, a billiards room, a fitness centre, 9-hole mini-golf, tennis, basketball,, volleyball, pickleball courts and a putting green.

    The Marketplace & Grill is open daily for made-to-order food, groceries and pool essentials, with online ordering and delivery available. The resort also runs a full schedule of daily clubhouse events for all ages, from sand art and Lego building for children to paint-and-sip and ceramics sessions for adults, with the programme changing weekly.

  • What extras can I add to my Windsor Hills Resort villa stay?

    Windsor Hills Resort villas are self-catering, but a number of optional extras can be added to make your stay even more comfortable:

    • Families with young children can request a Pack ‘n’ Play travel crib (which comes with bedding) or a high chair, both available for an additional charge.
    • A BBQ can be added to your booking for an extra fee, including one full tank of gas.
    • Wi-Fi is included free of charge in all villas.
    • A professional mid-stay cleaning service can also be arranged for an additional fee.

    To add any extras, simply speak to one of our experts before or after booking, ideally at least one week before your departure date.

Parking

  • Is there parking at Windsor Hills Resort?

    Yes, free parking is available at Windsor Hills Resort. Villas and townhouses include on-site driveway parking, with single-family homes typically offering two spaces and townhomes one. Additional overflow parking is available at the clubhouse and the recreational park.

    A maximum of three vehicles are permitted per property address, and street parking is not allowed. Vehicles must not block sidewalks or be parked on grass. Motor homes, trailers and RVs must use the designated oversized vehicle lot near the Recreation Park. For added peace of mind, the resort gatehouse is manned 24/7.

Rides & Attractions

  • What attractions are near Windsor Hills Resort?

    Windsor Hills Resort’s location in Kissimmee makes it one of the most convenient bases for an Orlando theme park holiday. Walt Disney World is only 2 miles away (around a 10-minute drive) while Universal Orlando Resort is about 16 miles away. SeaWorld Orlando and LEGOLAND Florida are also within easy reach, as are the shops and restaurants of Lake Buena Vista and Celebration.

    It’s worth noting that Windsor Hills Resort doesn’t currently operate a shuttle service to the parks, so we recommend arranging your own transport, such as ride-sharing or a hire car.

Ticket Information

  • Can I book Disney or Universal tickets with Windsor Hills Resort villa?

    Yes! When booking your Windsor Hills Resort villa with us, you can add Walt Disney World and Universal Orlando Resort tickets as part of your package. You can include both, just one, or neither, depending on your plans. Other Orlando attraction tickets can be bought as part of a separate booking.

    Securing your theme park tickets in advance means guaranteed entry on your preferred dates and even more time to enjoy the magic from the moment you arrive. If you need any help putting your package together, our expert team is available 7 days a week!

Windsor Hills (5033) 5-bedroom Villa in Kissimmee