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Windsor Hills

June 6, 2025 by Florida Premier Rentals

 🏰 Windsor Hills Resort – Family-Friendly Luxury Just Minutes from Disney


🏡 Welcome to Windsor Hills Resort

Windsor Hills is one of the closest vacation home communities to Walt Disney World—just 5 minutes from the magic! Known for its unbeatable location, family-friendly atmosphere, and gated security, this resort is a favorite for travelers looking for both convenience and comfort.

Whether you’re traveling with little ones or a large group, Windsor Hills offers a relaxed, upscale environment with all the amenities you need.


🌟 Why Stay at Windsor Hills?

With beautifully maintained grounds, top-tier amenities, and spacious homes, Windsor Hills stands out for:

  • Prime location just 2 miles from Disney’s main gates

  • Gated community with 24/7 security

  • Stunning villas and condos (2 to 6 bedrooms)

  • Huge lagoon-style pool with a waterslide

  • Clubhouse, fitness center, cinema, and sports courts

  • Ideal for families with young children

It’s one of the most trusted and established vacation resorts in Central Florida.


💦 Resort Amenities

Windsor Hills offers everything you’d expect from a high-end resort community:

  • Lagoon-style pool with zero-entry access and large waterslide

  • Splash pad for toddlers and younger kids

  • Hot tub and sun deck with loungers

  • Clubhouse with a movie theater, game room, and fitness center

  • Tennis, basketball, and volleyball courts

  • Putting green and playgrounds

  • Market & grill for snacks, drinks, and essentials

All amenities are included in your stay—no resort fees!


🏘 Vacation Homes at Windsor Hills

This resort features a variety of vacation accommodations, including:

  • 2–3 bedroom condos – Great for couples or smaller families

  • 3–5 bedroom townhomes – Often include splash pools

  • 4–6 bedroom villas – Private screened pools, game rooms, and themed bedrooms

All homes include:

  • Fully equipped kitchens

  • Washer/dryer

  • Smart TVs & free WiFi

  • Towels, linens, and starter toiletries

  • Driveway parking

Many homes offer themed rooms for kids, game areas, and poolside BBQs.


🍽 Dining & Shopping Nearby

Windsor Hills is just a short drive from everything you need:

  • Walmart Supercenter – Less than 2 minutes away

  • Publix & Target nearby

  • Restaurants – Chick-fil-A, Olive Garden, LongHorn Steakhouse, Applebee’s & more

  • Island Grove Wine Company at Formosa Gardens for a unique local experience

You can also arrange grocery delivery or have meals prepared by a private chef.


🚗 Getting Around

  • 5 minutes to Walt Disney World

  • 20 minutes to Universal Studios & SeaWorld

  • 30 minutes to Orlando International Airport

  • Shopping and restaurants within 2–5 minutes

Private parking is available at all homes. Car rentals or rideshares are the easiest way to explore the area.


📍 Location

Located off Old Lake Wilson Road near US-192, Windsor Hills is in the heart of Kissimmee’s vacation corridor. It offers quick access to I-4, making it easy to reach all of Orlando’s best attractions.


✨ Stay Close to the Magic

With its unbeatable location, family-friendly features, and luxury homes, Windsor Hills is the perfect resort for guests who want to be close to Disney without sacrificing space, privacy, or fun.

👉 Browse Windsor Hills Villas at Florida Premier Rentals


Customer Reviews

Florida Premier Rentals

Customer Reviews

Marcy Allison 01/19/2026

Absolutely wonderful stay! The house was perfect for our family. It was clean and offered so many fun options for the whole family - pool, game room, media room. Could not recommend it more!! We will definitely book again if we return to the area.

Gregory Sather 01/19/2026

Fantastic house! Pool, hot tub, games room were all additional amenities not found everywhere. Host was extremely responsive to our needs and made sure we were satisfied with our stay. Parking for more than 3 vehicles was easily accessed just a few feet away and the location was still close enough to the parks, bars, restaurants. Plenty of beds and baths for large groups/families. Very enjoyable stay!

Marilyn Kelly 12/01/2026

The place was immaculately clean, it was so quiet and peaceful and relaxing. I really love sitting out on the lanai and catching some afternoon Sun.

Ron Jean-Louis 29/12/2025

Great accommodations! Super clean, and well organized. Host responded quickly to our questions and requests.

Hillary Alread 26/12/2025

The activities for the kids were perfect. The pool was super nice!

Brynne Cook 23/12/2025

Amazingly good communication with the hostess, Karen. The home we stayed in was very clean, very convenient, and had much-appreciated plus amenities for our baby grandson.Ease of travel to Disney parks cannot be overstated... a few turns and straight into the parking lot areas. Will definitely look to stay here again.

Jesse Phillips 22/12/2025

Great place to stay and very close to the theme parks.

Rodney Rael 21/12/2025

Thank you for the great experience!

Sean Burke 02/12/2025

House was well laid out for multiple generations to be comfortable. Very clean and well kept. 25-30 minute drive to Disney World.

Jon Slodysko 29/11/2025

Great communication, clean, easy to work with more than enough amenities!
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