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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

Melissa Brye 01/11/2026

Our family had an exceptional stay here. We traveled with my husband, our four children, and my parents, and the home truly accommodated all ages comfortably. From the moment we arrived, it was clear the property is very well cared for. The decor is beautiful, and the home was spotless, creating an inviting and relaxing environment.The amenities truly set this property apart. The playroom and movie room were huge highlights for the kids, while the pool quickly became the center of our stay for everyone. In fact, there were multiple days during our Orlando trip, even with Disney and Universal planned, when the kids chose to stay at the house to swim and play instead. That alone speaks to how enjoyable the home was.There were genuinely activities for every age group, which made traveling as a multi-generational family easy and enjoyable.The location was very convenient, with attractions, games, and entertainment nearby whenever we decided to go out.Communication from the hosts was excellent from check-in through departure. They were kind, responsive, and proactive, making the entire process seamless and stress-free.If visiting during the winter months, I strongly recommend opting for the heated pool. It made a significant difference and was absolutely worth it.We cannot recommend this property highly enough. It provided a memorable experience for our family, and we would gladly stay again.

Mark Lucero 01/28/2026

The host was very helpful, the house was beautiful and very comfortable. Thank you!

Jane Sauther 01/28/2026

Clean, comfortable, spacious home, perfect for our large family trip to Disney. Location was perfect, pool was a hit, kitchen was well appointed for large groups, and beds were comfy. We highly recommend this property.

Dita Lawson 01/25/2026

We had the best time ever! House is really beautiful, clean and cozy. You can feel the homy vibes. Pool was clean too and super warm so we could enjoy it after long day in Disney! Location is also very convenient. We really loved our stay here!!! Thank you!!!

Joseph McFarland 01/25/2026

This home was perfect! Great accommodations, amazing community with a lot of amenities and close to all Orlando attractions. Rental agency was wonderful to work with and very responsive!

susie fisher 02/10/2026

Yvonne was wonderful in communicating with us and any questions we had.

Michael Faletto 02/09/2026

House as advertised and was amazing. Absolutely great communication with the host team, and the home was beautiful. An excellent stay for the 8 of us! Will definitely book again if we come back - GREAT location and easy ride shares to the parks!

Andrea 01/02/2026

Thank you so much for the kind words! We’re really glad you enjoyed the space, the location, and felt well looked after during your stay. It was a pleasure hosting you, and you’re welcome back anytime.

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!
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