Reset Password

Check Availability
Advanced Search
Your search results

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

  • Florida Premier Rentals, Vacation Rentals, Kissimmee, FL

Customer Reviews

Florida Premier Rentals

Customer Reviews

Ashley Young 05/05/2025

Awesome family vacation. Everything was great for our family of five including an almost 2, 4, and 7yo, and a set of grandparents. Plenty of space and great resort amenities and location.

John Cooper 04/24/2025

Fun Experience, This was a fantastic property. The house was great. The only negative was we couldn't get the pool or hot tub to work properly, but the management company refunded our money. Florida Premiere Rentals is a 1st class company and they did what was right. Thank you.

Martin Wolfe 03/23/2025

Disney trip
Convenient spacious clean. Well appointed. Kids loved the pool and were in it on off days. All in all excellent place to stay.

Angela Griffith 03/24/2025

Great location to spend while in Orlando, relaxing!
This property was absolutely perfect for our family of 6 and we could have hosted more for sure!

Tina Antolik 03/29/2025

Amazing Disney Family Vacation Home
The property was exactly as described. Management was very responsive. We had a great time.

Kathy Herzog 04/04/2025

House was great, but not really set up for toddlers with the glass top tables. The Moana room was a big hit for the kids. The playground and splash pad were wonderful!

Gregory Abbink 04/02/2025

Clean, spacious and great location!
We truly enjoyed our stay- it provided lots of room for everyone and we were pleased with the cleanliness and functionality. We also felt very safe in the gated community.

Jo-Anne Perkins 03/18/2025

We really enjoyed this VRBO unit and thought it was well appointed, clean and in a good location.Staff were easy to communicate with and responsive.Definately rent this unit again, thanks!

Bob Murphy 02/28/25

Very Nice Home for a Family Stay
The home is spacious, and very well appointed. We enjoyed our stay here very much.

Sharleen Koepp 02/16/2025

It was amazing
Our family loved the private pool & hot tub. Would be nice to have float tubes and a ball especially for kids. Loved the large living/entertainment spaces & 4 bedrooms.Kitchen could have basic spices in the cupboard. Our toaster wasn’t working so called to report it & they promptly delivered a new one. Great place, close to Disney. Highly recommend.
Read more...