Hotels in Windsor Hills

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Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More
2.0 star property
Windsor Hills
The price is £747
includes taxes & fees
18 Jun - 19 Jun
Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More
2.0 star property
Windsor Hills
The price is £837
includes taxes & fees
10 Jun - 11 Jun
Ultimate Adventure Villa Top Rated 5 Star Disney More

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
13.2 mi from Windsor Hills
9.4 out of 10, Exceptional, (1,902 reviews)
"very good place to stay!good food and clean rooms!I will choose it next time!"
United States
Jiaxing
The price is £90
includes taxes & fees
11 Jun - 12 Jun
Hyatt House Orlando International Drive

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
12.2 mi from Windsor Hills
9.4 out of 10, Exceptional, (4,905 reviews)
"Very clean, good breakfast"
United States
Carlos
The price is £99
includes taxes & fees
5 Jul - 6 Jul
Rosen Shingle Creek

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
1.1 mi from Windsor Hills
9.4 out of 10, Exceptional, (4,335 reviews)
"Very nice place to stay near everything breakfast was great great chefs !"
United States
Joey
The price is £59
includes taxes & fees
10 Jun - 11 Jun
Kompose Boutique Resort at Theme Parks

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
13.8 mi from Windsor Hills
8.6 out of 10, Excellent, (6,983 reviews)
"Great location for Universal. Fun pool never too busy. Decor slightly dated, but super nice staff who work really hard to keep it clean. Great budget option. Would stay again"
United States
Helen
The price is £82
includes taxes & fees
2 Jul - 3 Jul
DoubleTree by Hilton at the Entrance to Universal Orlando

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
17.5 mi from Windsor Hills
9.0 out of 10, Wonderful, (4,083 reviews)
"Love this hotel. We stay here and park there while we are on our trip"
United States
joseph
The price is £78
includes taxes & fees
9 Jun - 10 Jun
Wyndham Garden Orlando Airport

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
12 mi from Windsor Hills
8.6 out of 10, Excellent, (1,565 reviews)
"Room was spacious. It was like a mini studio apartment! The breakfast buffet was delicious"
United States
Kiana
The price is £70
includes taxes & fees
29 Jun - 30 Jun
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
1.6 mi from Windsor Hills
8.8 out of 10, Excellent, (3,634 reviews)
"This property was amazing! Everything you need is right there. We enjoyed our stay from entertainment all they way down to the amazing staff!!!"
United States
Brandy
The price is £155
includes taxes & fees
5 Jul - 6 Jul
Margaritaville Resort Orlando with H2O Waterpark

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area
4.0 star property
6.3 mi from Windsor Hills
8.6 out of 10, Excellent, (1,878 reviews)
"Heated pool and lazy river! Great hotel."
United States
Danielle
The price is £172
includes taxes & fees
21 Jun - 22 Jun
Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area
4.0 star property
6.3 mi from Windsor Hills
8.6 out of 10, Excellent, (1,641 reviews)
"Great room, better location and tons of amenities"
United States
Lorna
The price is £151
includes taxes & fees
21 Jun - 22 Jun
Hilton Orlando Lake Buena Vista - Disney Springs® Area

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
14.3 mi from Windsor Hills
7.8 out of 10, Good, (2,912 reviews)
"Clean room, walkable location."
United States
Karrie
The price is £41
includes taxes & fees
22 Jun - 23 Jun
Orlando Palms Hotel

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
12.6 mi from Windsor Hills
9.2 out of 10, Wonderful, (5,374 reviews)
"Staff was friendly and welcoming. Great stay"
United States
Olga
The price is £106
includes taxes & fees
11 Jun - 12 Jun
Universal's Endless Summer Resort - Dockside Inn and Suites

Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress
4.0 star property
7 mi from Windsor Hills
9.2 out of 10, Wonderful, (2,330 reviews)
"This is one of my favorite places to stay! My parents brought me twice when I was about 11-12 and now being able to bring my kids and seeing how much they enjoyed it made me so happy! Room was great and the staff was very friendly!"
United States
Kimberly
The price is £176
includes taxes & fees
9 Jun - 10 Jun
Hyatt Regency Grand Cypress

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
4.1 mi from Windsor Hills
8.6 out of 10, Excellent, (4,291 reviews)
"Excellent stay, location and value"
United States
chris
The price is £81
includes taxes & fees
22 Jun - 23 Jun
Vacation Village Orlando, Celebration

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
6.9 mi from Windsor Hills
9.2 out of 10, Wonderful, (5,142 reviews)
"Hotel stay was great , staff was amazing and pool was very nice. I would stay here again"
United States
Justin
The price is £159
includes taxes & fees
14 Jun - 15 Jun
Caribe Royale Orlando

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
4.5 mi from Windsor Hills
8.8 out of 10, Excellent, (2,978 reviews)
"Beautiful property "
United States
Kerry
The price is £160
includes taxes & fees
15 Jun - 16 Jun
Wyndham Grand Orlando Resort Bonnet Creek

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
3.0 star property
14.4 mi from Windsor Hills
9.0 out of 10, Wonderful, (790 reviews)
"The staff was very friendly and helpful. The room was large and very clean. The hotel location is great! Close to the mall, lots of did options in the area, and close to Universal and International Drive area. Will definitely stay here again!"
United States
Julie
The price is £82
includes taxes & fees
13 Jun - 14 Jun
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
18.5 mi from Windsor Hills
8.8 out of 10, Excellent, (1,918 reviews)
"Great hotel very clean"
United States
Mark
The price is £75
includes taxes & fees
29 Jun - 30 Jun
Cambria Hotel Orlando Airport

Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
10.7 mi from Windsor Hills
9.0 out of 10, Wonderful, (4,571 reviews)
"Great place to stay!! Breakfast bar was excellent!!"
United States
Cristie
The price is £124
includes taxes & fees
13 Jun - 14 Jun
Rosen Centre Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

When is the best time to visit Kissimmee?

Our prices for hotels in Kissimmee are cheapest in August
Price trends for hotels in Kissimmee
Pricing is based on two traveller single night rates
View properties in June
Currently viewing crowd sizes and weather for June.
Typical weather for Kissimmee
June
High 31°C / low 24°C. Sunny most days.
View properties in June
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June, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
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September, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 21 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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March, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Check out reviews of Windsor Hills hotels guests love

Frequently asked questions

Is Windsor Hills expensive to stay in?
You can find great hotels from £41 in Windsor Hills to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Windsor Hills hotels?
Discover great deals on hotels in Windsor Hills with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Windsor Hills hotels.
How can I find discounted rates and deals for Windsor Hills hotels?
Unlocking discounted rates at hotels in Windsor Hills couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
Can I receive a refund if I cancel my Windsor Hills hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Windsor Hills hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
What are some of the best family hotels in Windsor Hills?
If you're holidaying with your family, Windsor Hills Resort Homes, Townhomes & Condos is one of the best family hotels in Windsor Hills. Windsor Hills Resort Homes, Townhomes & Condos has a great average guest score of 6.8 out of 10 and amenities like an indoor pool, an arcade/game room and in-room cots. To explore more family hotels in Windsor Hills, use the "Family friendly" filter in your search on Hotels.com.
What are some of the top Windsor Hills hotels with free parking?
If you're travelling by car, make your life easier by booking a Windsor Hills hotel with free parking. Our travellers like:
Is it worth staying in Windsor Hills?
You're spoilt for choice with 1,819 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Windsor Hills makes it easy to explore Kissimmee, including the areas of Bay Lake and Champions Gate.
What are some great hotels in Windsor Hills with balconies?
There are some top hotels in Windsor Hills that offer rooms with a balcony. Check out Windsor Hills Resort Homes, Townhomes & Condos which has a high guest score of 6.8 out of 10, and balconies in some rooms.
Find out more about Windsor Hills

Unveil the Magic of Windsor Hills: Where Dreams Meet Adventure

Nestled in the heart of Florida, Windsor Hills at Four Corners is a family-friendly haven that perfectly balances excitement and relaxation. Just a stone's throw from world-renowned theme parks, this resort-style community boasts luxurious villas, stunning pools, and lush landscapes. Families can enjoy a variety of amenities, including a clubhouse, tennis courts, and a playground, all within a secure, gated environment. With its proximity to attractions like Disney World and Universal Studios, Windsor Hills is the ideal base for creating unforgettable holiday memories. Immerse yourself in the charm and convenience of this enchanting destination.

Discover great hotels near Windsor Hills

Windsor Hills offers a variety of rental resorts, featuring spacious accommodations with multiple bathrooms, perfect for families. Enjoy amenities like a clubhouse, pools, and recreational activities, ensuring a wonderful stay in this vibrant community, conveniently located near Orlando's attractions. These are some of the hotels preferred by our travellers near Windsor Hills:

  1. Hilton Vacation Club Mystic Dunes OrlandoOpens in a new window: Hilton Vacation Club Mystic Dunes Orlando is a charming 3.5-star hotel boasting a guest rating of 9.0, ideal for leisure travellers seeking an engaging vacation experience. This property offers a delightful golf experience, allowing guests to enjoy well-maintained greens and challenging courses. With a variety of amenities such as an onsite mini-golf, ping pong tables, and children's pools, the hotel stands out for its vibrant atmosphere. Visitors appreciate the clean and spacious accommodations, complemented by a friendly and helpful staff, ensuring a comfortable stay in a prime location.
  2. Westgate ResortsOpens in a new window: Westgate Resorts is a delightful property that caters to leisure travellers with a variety of dining options including a restaurant, snack bar, and coffee shop. Offering 24-hour fitness facilities, the hotel presents an excellent opportunity for those eager to maintain their wellness routines while enjoying their stay. The engaging atmosphere, combined with the variety of recreational activities available onsite, ensures guests have an enriching experience. Visitors can indulge in culinary delights while staying active, making it a well-rounded choice for a memorable trip.
  3. Westgate ResortOpens in a new window: Westgate Resort is a luxurious escape tailored for travellers seeking a spa-themed getaway. This property features a full-service spa and outdoor pool, providing the perfect environment for relaxation and rejuvenation. With pet-friendly accommodations, this hotel welcomes furry companions, adding to the comfort of your stay. The sophisticated amenities and tranquil atmosphere create an inviting retreat for those prioritising wellness and pampering. Guests appreciate the comprehensive spa services and serene surroundings, ensuring a lavish and restorative experience.

Where to stay near Windsor Hills

Windsor Hills, Four Corners, Florida, United States of America, is conveniently located near Walt Disney World® Resort, Disney's Animal Kingdom® Theme Park, and Magic Kingdom® Park. Walt Disney World® Resort offers a variety of attractions and experiences for families, while Disney's Animal Kingdom® Theme Park combines wildlife with thrill rides. Magic Kingdom® Park is particularly enchanting for first-time visitors, making it the ideal choice to stay near.

  1. Near Walt Disney World® ResortOpens in a new window: Staying near Walt Disney World® Resort puts you right in the heart of the magic, offering easy access to iconic attractions and family-friendly experiences. With its enchanting parks and vibrant atmosphere, you’ll find a variety of entertainment options, including character meet-and-greets and spectacular parades. The area also features shopping opportunities, with everything from themed souvenirs to luxurious retail experiences. For accommodation, consider options that provide convenient shuttle services to the parks and amenities for relaxation after a fun-filled day.
  2. Near Magic Kingdom® ParkOpens in a new window: Being near Magic Kingdom® Park means diving straight into a world of fantasy and adventure. This park is known for its classic attractions, delightful dining, and stunning nightly fireworks shows, making it a perfect spot for family fun. The surrounding area also offers charming shops and unique experiences that capture the essence of Disney. Look for hotels that focus on family-friendly amenities, so you can enjoy your stay while being just a stone's throw away from the magic.
  3. Near Disney's Animal Kingdom® Theme ParkOpens in a new window: If you're staying near Disney's Animal Kingdom® Theme Park, you’ll be surrounded by lush landscapes and thrilling wildlife experiences. This park offers a unique blend of nature and adventure, with attractions that educate and entertain. Enjoy immersive experiences, including wildlife safaris and thrilling rides, while also exploring unique shopping options that reflect the spirit of the park. Choose accommodations that provide a tranquil retreat after a day of exploration, ideal for relaxing evenings and family gatherings.

Things to do in Windsor Hills

Windsor Hills is a delightful escape, offering a blend of lush parks, serene lakes, and rolling hills. With an array of activities like golfing, shopping, and boating, there's something for everyone. Unwind at a resort or explore local arts, making this destination a perfect retreat for leisure seekers.

  • Magic Kingdom® ParkOpens in a new window – Step into a world of enchantment at Magic Kingdom® Park, where you can enjoy thrilling rides, meet beloved characters, and watch spectacular parades. With themed areas that immerse you in the magic of Disney, this park is a must-visit for families and Disney fans alike.
  • Kissimmee Lakefront ParkOpens in a new window – Unwind at Kissimmee Lakefront Park, a beautiful urban oasis perfect for a leisurely stroll or a picnic. Enjoy scenic views of the lake, take advantage of the walking trails, or let the kids play in the playground while you soak up the sunshine.
  • Walt Disney World® ResortOpens in a new window – Experience the wonder of Walt Disney World® Resort, where dreams come to life across multiple theme parks, hotels, and dining options. Whether you seek thrilling adventures or magical moments with Disney characters, there's always something new to explore.
  • Corpus Christi Catholic ChurchOpens in a new window – Visit Corpus Christi Catholic Church for a moment of reflection and peace. This welcoming place of worship features beautiful architecture and offers a serene environment for both tourists and locals to connect with their spirituality.
  • ChampionsGate Golf ClubOpens in a new window – Tee off at ChampionsGate Golf Club, a premier golfing destination with meticulously designed courses. Whether you're a seasoned golfer or just starting out, the stunning landscape and challenging holes will provide a rewarding experience on the green.

4 tips for savvy savings when booking a hotel in Windsor Hills

  1. Book for the cheapest times: The most budget-friendly time to visit Windsor Hills is during August, September, and November, when hotel prices tend to be lower. For a truly fulfilling experience to explore the area's rich history, significant landmarks, and cultural sites, it is advisable to stay for at least 5 to 6 days. During your visit, you can enjoy various attractions such as historic buildings, museums, a nature reserve, and a charming arts centre. Additionally, the area features beautiful parks, a recreational area, and scenic trails, all of which offer great value for money while you take in the local culture and history.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Windsor Hills, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, helping you save on your trip. Additionally, the Smart ShoppingOpens in a new window feature in the app allows you to compare hotel prices and amenities, ensuring you're more likely to see the best options available. This way, if prices drop or new rooms are available, you'll be among the first to know, making it easier to secure that last-minute getaway.
  3. Be flexible with dates: Prices may fluctuate based on various factors, including the hotel's location, star rating, and the time of year. Therefore, being flexible with your travel dates might help you find a better deal on your stay at a hotel in Windsor Hills. If you’re seeking a unique experience, boutique hotels can provide a more personalised touch and occasionally offer greater value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If we find that the price is on the higher side, we may suggest alternative dates that could be more affordable.
  4. Consider your location: Staying closer to key attractions or city centres can offer convenience, but it often comes with higher costs. For more affordable options, consider hotels in less central areas or neighbourhoods, striking a balance between price and ease of access to the locations you plan to visit. You might also look into independent hotels situated further out, which are usually more likely to provide a more authentic and budget-friendly experience.

Best time to go to Windsor Hills

Windsor Hills has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. If you’re looking to soak up the lively atmosphere in Windsor Hills, January, March, and April are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by no to light rainfall and mostly sunny conditions.

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