Top Windsor Hills Hotels

Southern live oak trees (Quercus virginiana) covered in Spanish moss (Tillandsia usneoides) - Clermont, Florida, USA

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Where to stay in Windsor Hills

Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most.

International Drive District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

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Bay Lake

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

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Big live oak tree draped in moss, St. Cloud, Florida.

Champions Gate

Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

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Downtown Orlando

Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation.

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Florida Center

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

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Top Windsor Hills Hotel Reviews

Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear

10/10 Excellent

"The house was perfect for our 3-family Disney vacation! All the kiddos loved the pool and game room, along with having two living areas. Our favorite part was having all the baby amenities! It helped a lot having things on hand and ready for use. The house was anywhere between 15-25 minutes from where we all visited (other than Clearwater beach which was gorgeous by the way) We hope to visit again soon! Truly enjoyed ourselves. "

Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath

10/10 Excellent

"Our stay at April’s condo in Kissimmee was absolutely wonderful. The space was immaculate, bright, beautifully maintained, and had everything we needed for the perfect Orlando vacation. From the moment we arrived, it felt comfortable, welcoming, and thoughtfully prepared for our arrival.One of the standout parts of the experience was April herself. Her responsiveness and communication were exceptional from start to finish. She was quick to answer questions, helpful with recommendations, and made the entire process seamless and stress-free.If you’re looking for a clean, relaxing, and well-equipped place to stay near Orlando, I would highly recommend April’s condo. We would absolutely stay here again!"

Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

10/10 Excellent

"Love the place !! The pool was relaxing the home was beautiful and clean. Jane the host was available every time I reached out to her . We found our place for Orlando in the future."

Windsor Hills 6BR Disney Villa, Private Pool, Game Room, Family Recovery Zone

10/10 Excellent

"Loved loved loved this place, pictures need to be updated, but you really get what you see and community center is very nice as well the check in process is easy house is beautiful game room is fun for all age children my toddler had ball my only issue with house didnt come extra tissue, and wifi does not reach to all TVs and how the TVs are set up is a little confusing on how to work, might want to incest n smart TVs in all rooms n better signal wifi to reach to all rooms. Other then that great house pool was nice and close disneyworld "

Magical 4 Bedroom Villa with Private Pool Minutes from Disney! Free Pool Heat!

10/10 Excellent

"My family enjoyed the pool, hot tub, and game room! Our host was great at communicating as well. The bathrooms could use some updating, but overall we enjoyed ourselves and would return if we came back to the Orlando area!"

Frequently asked questions

What's it like in Windsor Hills?

Travelers will be sure to enjoy their time in Four Corners's Windsor Hills neighborhood.

Where is the best place to stay in Windsor Hills?

For your stay in Windsor Hills, 6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ is one of the top choices based on our traveler data. Other good choices for your stay in the neighborhood include Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5 and Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community.

How many hotels will I find in the Windsor Hills area?

Expedia has 1841 hotels and other accommodations in Windsor Hills to choose from, making this an ideal home base for exploring the greater Four Corners area.

If I need to cancel my hotel reservation in Windsor Hills, will I receive a refund?

Yes, most hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to review the best deals available in Windsor Hills.

Where can I learn more about changing or cancelling my trip to Windsor Hills?

For more details about picking new dates or cancelling your trip to Windsor Hills, head over to our customer service page.

What are the top things to see and do in Windsor Hills?

Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are some favorite places to visit in the area around Windsor Hills. While you're out sightseeing in Four Corners, be sure to visit other sights like Mystic Dunes Golf Club or Bonanza Golf & Gifts.

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Our top choices for Windsor Hills hotels

Kompose Boutique Resort at Theme Parks

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Universal's Terra Luna Resort

Hyatt House Orlando International Drive

Rosen Shingle Creek

Orlando Palms Hotel

Margaritaville Resort Orlando with H2O Waterpark

Holiday Inn Express Orlando International Airport by IHG

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Wyndham Garden Orlando Airport

avid hotel Orlando International Airport by IHG

Vacation Village Orlando, Celebration

Universal's Stella Nova Resort

Cambria Hotel Orlando Airport

DoubleTree by Hilton at the Entrance to Universal Orlando

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

Four Points by Sheraton Orlando International Drive

Spark by Hilton Orlando near Universal

Westgate Lakes Resort & Spa Universal Studios Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Where to stay in Windsor Hills

International Drive District

Bay Lake

Champions Gate

Downtown Orlando

Florida Center

Top Windsor Hills Hotel Reviews

Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear

Frequently asked questions

Explore a world of travel with Expedia