Windsor Hills Hotels, Kissimmee

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Our top choices for Windsor Hills hotels

1. Mickey s Hideaway Windsor Hills Resort

Mickey s Hideaway Windsor Hills Resort
2.5 star property
Windsor Hills
The price is NZ$688
includes taxes & fees
29 Nov - 30 Nov
Mickey s Hideaway Windsor Hills Resort

2. Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
4.0 star property
0.8 km from Windsor Hills
9.0 out of 10, Wonderful, (4,808 reviews)
"Excellent Resort"
United States
Alton
The price is NZ$256
includes taxes & fees
29 Nov - 30 Nov
Hilton Vacation Club Mystic Dunes Orlando

3. Galleria Palms Hotel

Galleria Palms Hotel
2.5 star property
1.8 km from Windsor Hills
9.0 out of 10, Wonderful, (3,926 reviews)
"Great stay !"
United States
Joshua
The price is NZ$158
includes taxes & fees
30 Nov - 1 Dec
Galleria Palms Hotel

4. Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks
2.5 star property
1.5 km from Windsor Hills
8.6 out of 10, Excellent, (1,853 reviews)
"I recommend this hotel %100. Is budget friendly"
United States
Hector juarez
The price is NZ$136
includes taxes & fees
24 Nov - 25 Nov
Quality Inn & Suites By the Parks

5. Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
1.6 km from Windsor Hills
8.2 out of 10, Very good, (3,686 reviews)
"Clean and very close to all the parks"
United States
Shantall
The price is NZ$128
includes taxes & fees
12 Dec - 13 Dec
Ramada by Wyndham Kissimmee Gateway

6. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
1.8 km from Windsor Hills
9.4 out of 10, Exceptional, (6,507 reviews)
"Always a great stay"
United States
ivan
The price is NZ$125
includes taxes & fees
17 Nov - 18 Nov
Kompose Boutique Resort at Theme Parks

7. Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
4.0 star property
2.6 km from Windsor Hills
9.4 out of 10, Exceptional, (1,240 reviews)
"Great stay"
United States
Yosset
The price is NZ$297
includes taxes & fees
6 Dec - 7 Dec
Embassy Suites By Hilton Orlando Sunset Walk

8. The Adventure Hotel by the parks

The Adventure Hotel by the parks
3.0 star property
1.9 km from Windsor Hills
7.2 out of 10, Good, (2,864 reviews)
"Love that place Great price, rooms, and breakfast"
United States
Mike
The price is NZ$154
includes taxes & fees
16 Nov - 17 Nov
The Adventure Hotel by the parks

9. Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
0.9 km from Windsor Hills
8.4 out of 10, Very good, (2,138 reviews)
"Great place to stay!)"
United States
Autumn
The price is NZ$236
includes taxes & fees
16 Nov - 17 Nov
Westgate Vacation Villas Resort

10. Silver Lake Resort

Silver Lake Resort
3.5 star property
2.6 km from Windsor Hills
8.6 out of 10, Excellent, (1,668 reviews)
"decently priced resort"
Canada
Dumitru
The price is NZ$184
includes taxes & fees
16 Nov - 17 Nov
Silver Lake Resort

11. Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
2.5 km from Windsor Hills
8.8 out of 10, Excellent, (3,794 reviews)
"Great stay"
United States
Samuel
The price is NZ$364
includes taxes & fees
29 Nov - 30 Nov
Margaritaville Resort Orlando with H2O Waterpark

12. Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
0.9 km from Windsor Hills
8.4 out of 10, Very good, (2,087 reviews)
"Great hotel clean rooms friendly staff"
United States
Angelina
The price is NZ$247
includes taxes & fees
16 Nov - 17 Nov
Westgate Town Center Resort

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
7.1 km from Windsor Hills
9.4 out of 10, Exceptional, (5,772 reviews)
"Very good budget friendly hotel!"
United States
Melodina
The price is NZ$161
includes taxes & fees
15 Dec - 16 Dec
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

14. Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West
2.5 star property
4 km from Windsor Hills
8.4 out of 10, Very good, (2,418 reviews)
"Very nice place to stay and for a good price🙂"
United States
Yanairis
The price is NZ$94
includes taxes & fees
16 Nov - 17 Nov
Destiny Palms Hotel Maingate West

15. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
7 km from Windsor Hills
9.6 out of 10, Exceptional, (2,333 reviews)
"Nice resort."
United States
Steven
The price is NZ$211
includes taxes & fees
29 Nov - 30 Nov
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

16. Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
7 km from Windsor Hills
9.4 out of 10, Exceptional, (6,288 reviews)
"Amazing hotel"
United States
Jeimy
The price is NZ$199
includes taxes & fees
29 Nov - 30 Nov
Home2 Suites by Hilton Orlando at Flamingo Crossings

17. Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
5.9 km from Windsor Hills
8.8 out of 10, Excellent, (1,647 reviews)
"Nice to stay there"
United States
Yong Pin
The price is NZ$217
includes taxes & fees
30 Nov - 1 Dec
Meliá Orlando Celebration

18. Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
6.8 km from Windsor Hills
8.4 out of 10, Very good, (1,677 reviews)
"Clean, friendly staff, great breakfast and fun activities for children."
United States
Jeanne
The price is NZ$127
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

19. Comfort Suites Maingate East

Comfort Suites Maingate East
3.0 star property
8.2 km from Windsor Hills
8.4 out of 10, Very good, (2,612 reviews)
"We loved our stay at the Kenmore, the hotel is beautiful and so close to the beach"
Canada
Maria
The price is NZ$163
includes taxes & fees
6 Dec - 7 Dec
Comfort Suites Maingate East

20. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
6.6 km from Windsor Hills
8.6 out of 10, Excellent, (5,325 reviews)
"Great stay"
United States
Jonatan
The price is NZ$202
includes taxes & fees
16 Dec - 17 Dec
Vacation Village Orlando, Celebration
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.

Our guide on where to stay in Windsor Hills

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

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

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.

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

Champions Gate

Ample dining options and top 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.

Reunion

The top golf courses and fun-filled water parks are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

Top Windsor Hills Hotel Reviews

Find out more about Windsor Hills

Top reasons to visit Windsor Hills

  • Proximity to Disney: Windsor Hills is just a short distance from Disney World, making it perfect for families eager to visit the theme parks.
  • Family-Friendly Amenities: The resort features a water park, tennis courts, and various recreational facilities for family fun.
  • Diverse Accommodation Options: Choose from family-friendly resorts to charming villas, catering to all types of travellers.
  • Beautiful Outdoor Spaces: Enjoy stunning lakes and golf courses, ideal for outdoor adventures and relaxation.
  • Welcoming Community: Experience warm local hospitality and vibrant neighbourhood atmosphere during your stay.

Find great hotels near Windsor Hills

Experience the charm of Windsor Hills, where a variety of accommodation options cater to every type of traveller. From family-friendly resorts to romantic getaway hotels, this destination offers a range of vacation rentals and villas that ensure a memorable stay. Whether you're travelling with pets or seeking the perfect spot for a family holiday, Windsor Hills has something for everyone, making it an ideal base for your Florida adventure.

  • Hilton Vacation Club Mystic Dunes Orlando: This 3.5-star hotel offers a family-friendly atmosphere with a unique golf-centric theme. Situated a mere 805m from Windsor Hills, Hilton Vacation Club Mystic Dunes Orlando is ideal for those seeking a blend of relaxation and recreation. Guests can enjoy a range of golf-themed activities, along with amenities designed for children, including games and a ping-pong table. The spacious accommodations provide a comfortable base for families looking to explore the nearby attractions while enjoying a golf vacation experience.
  • Walt Disney World Dolphin: With a 4-star rating, Walt Disney World Dolphin is located 6.4km from Windsor Hills and boasts direct beach access, making it a delightful option for families seeking a beach-themed getaway. This hotel is known for its vibrant atmosphere and children’s amenities, including a dedicated kids' pool and an arcade game room. Families can enjoy quality time together at the playground or participate in organised activities. The property’s proximity to Disney attractions adds to its appeal, ensuring a magical family vacation experience.
  • Delta Hotels by Marriott Orlando Celebration: This 3.5-star hotel, situated 6.4km from Windsor Hills, is perfect for adventure enthusiasts and families looking for a city-themed vacation. Delta Hotels by Marriott Orlando Celebration offers various recreational activities, including hiking, biking, and even parasailing nearby. The hotel provides essential amenities for children, such as complimentary cribs and affordable breakfast options. Its central location allows easy access to local attractions, making it a great choice for families eager to explore the city whilst enjoying adventure-filled days.

Where to stay near Windsor Hills

Windsor Hills is a fantastic family-friendly destination, just a stone's throw from Disney. This vibrant neighbourhood offers a perfect blend of recreation and relaxation, making it an ideal spot for unforgettable holidays. Explore the nearby attractions, enjoy the fresh air, and experience the warm hospitality of the locals. With spacious Disney-themed bedrooms and a welcoming atmosphere, Windsor Hills promises an extraordinary vacation for families seeking adventure and fun.

  • Orlando: Orlando is a vibrant metropolis and the heart of the theme park capital of the world. Situated in Orlando, Windsor Hills offers easy access to an array of attractions, including world-renowned theme parks and entertainment venues. The city welcomes millions of visitors year-round, with peak seasons in March, July, and December. Families and business travellers alike flock to Orlando for its exciting offerings, including shopping areas and arts centres. Local highlights include iconic landmarks like Universal Studios and Walt Disney World, as well as beautiful beaches for a relaxing escape.
  • Lake Buena Vista: Located a mere 9.7km from Windsor Hills, Lake Buena Vista is a charming city known for its entertainment offerings. It experiences consistent visitor traffic throughout the year, peaking from January to March. This area is ideal for families and business travellers seeking a blend of relaxation and excitement. Visitors can explore numerous resorts and shopping centres, while the proximity to theme parks and film studios makes Lake Buena Vista a must-visit. The local sports facilities add to the area's appeal for active travellers.
  • Four Corners: Four Corners is a quaint village that encompasses Windsor Hills, providing a relaxed atmosphere for holidaymakers. Travellers are drawn to this area year-round, particularly in February to March and July. Known for its family-friendly and outdoor experiences, Four Corners offers access to beautiful resorts and golf courses. Local attractions include theme parks and sports facilities, ensuring there's something for everyone. The village's serene environment allows visitors to unwind while still being close to the excitement of nearby Orlando and Lake Buena Vista.

Things to do in Windsor Hills

Shopping

A short drive from Windsor Hills, you can explore the vibrant shops at the Orlando International Premium Outlets, featuring a variety of brand-name stores. For unique finds, visit Disney Springs, where you'll discover themed boutiques and artisan markets, perfect for picking up gifts and souvenirs.

Recreation

Windsor Hills offers a tranquil escape with its serene walking trails and lush green spaces. Enjoy the on-site fitness centre for a refreshing workout or unwind at the community pool for relaxation. Engage in yoga sessions or simply soak in the peaceful atmosphere of this beautiful resort.

Adventure

In Windsor Hills, enjoy the thrill of water slides and pools at the resort’s water park. Venture to nearby Orlando for exhilarating theme parks, or explore the natural beauty of local parks for hiking and biking adventures, offering a taste of Florida’s diverse landscapes.

Nightlife

Explore the vibrant nightlife at the Windsor Hills Clubhouse, where you can unwind with friends over cocktails and join themed events. For a lively atmosphere, check out nearby bars and eateries, offering delightful dining and entertainment options that capture the essence of Florida's evening scene.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor Hills

To save money on your trip to Windsor Hills, consider visiting during the cheaper months of August, September, and November. Booking your hotel about a month in advance typically yields the best rates, and Tuesdays are the least expensive days to stay. Use Expedia to find budget-friendly accommodation, and look out for last-minute deals marked by a green banner. Combine your hotel bookings with flights and activities for additional savings, and explore public transport options to keep travel costs low. Lastly, check for eco-certified hotels for sustainable choices that won't break the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Windsor Hills are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel around Windsor Hills about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Windsor Hills is Tuesday. The most expensive day to stay around Windsor Hills is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool lets you choose your budget, desired location, and additional preferences. You can arrange the results to display prices from lowest to highest, making it easy to find the most affordable accommodation first. Additionally, you can refine your options by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save some cash by combining your Windsor Hills hotel stay with your flights and activities through an Expedia package deal.

Find the best attractions near Windsor Hills

Windsor Hills is an ideal destination for families and those seeking entertainment or business-themed holidays. With attractions like theme parks, including Disney World, alongside beautiful lakes and golf courses, there’s something for everyone. Whether you're after outdoor adventures or fun-filled experiences, Windsor Hills and its surroundings offer a variety of activities to ensure a memorable stay.

  • Walt Disney World® Resort: Located 11.3km from Windsor Hills, this iconic theme park offers a magical blend of entertainment and family camaraderie. With immersive attractions, enchanting parades, and beloved characters, it’s a must-visit for those seeking fun and adventure.
  • Arnold Palmer's Bay Hill Golf Club: Situated 17.7km away, this golf club is known for its family-friendly atmosphere and scenic excursions. You can enjoy a round of golf or simply soak in the friendly vibes while exploring the beautiful surroundings.
  • Kissimmee Air Museum: About 14.5km from Windsor Hills, this aviation museum showcases a rich culture of flight. Visitors can admire historic aircraft and learn about aviation history in an engaging and informative setting.

Best time to go to Windsor Hills

The best time to visit Windsor Hills can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Windsor Hills falls in August, when visitor numbers are average and weather is mostly sunny with moderate rain. The coolest average temperature around Windsor Hills falls in January, visitor numbers are slightly high and weather is mostly sunny with light rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January60.6°F (15.9°C)Light RainMostly SunnySlightly HighAverage
February64.4°F (18.0°C)Light RainMostly SunnyAverageAverage
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighSlightly High
April72.7°F (22.6°C)Light RainMostly SunnySlightly HighSlightly High
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageAverage
July82.4°F (28.0°C)Moderate RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageSlightly Low
September80.4°F (26.9°C)Moderate RainMostly SunnyAverageSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowAverage
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowSlightly Low
December64.4°F (18.0°C)No RainMostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Windsor Hills

Reaching Windsor Hills, Florida, is easy with several major airports nearby. Orlando International Airport (MCO) is the closest, situated 30.6km away. Nearby hotels include The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 12.9km from MCO, offering various transportation services. Tampa International Airport (TPA) is 99.8km away, with excellent hotel options like The Tampa EDITION and JW Marriott Tampa Water Street, both located 9.7km from TPA. Sarasota-Bradenton International Airport (SRQ) is 140.0km away, with luxurious choices such as The Ritz-Carlton, Sarasota just 4.8km from the airport. Each airport provides convenient access and nearby accommodations for a smooth travel experience.

Frequently Asked Questions

What's it like in Windsor Hills?

Travellers will be sure to enjoy their time in Four Corners's Windsor Hills neighbourhood.

Where is the best place to stay in Windsor Hills?

For your stay in Windsor Hills, Newly Totally Renovated-Video Game Room-Private Pool is one of the top choices based on our traveller data. Other good choices for your stay in the neighbourhood include 🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴 and 6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ.

How many hotels can I expect to find in the Windsor Hills area?

Expedia has 1781 hotels and other accommodation options 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, the majority of room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the best options available in Windsor Hills.

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 popular places to visit in the area around Windsor Hills. While you're out sightseeing in Four Corners, make sure that you visit other sights such as Mystic Dunes Golf Club or Bonanza Golf & Gifts.

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