Windsor Hills Resort holiday lettings

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Holiday rentals with weekly discounts - Windsor Hills Resort

Showing deals for:10 Oct - 17 Oct
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Why visit Windsor Hills Resort

  • Family-Friendly Atmosphere: Windsor Hills Resort offers a welcoming environment perfect for family holidays, ensuring memorable experiences for all ages.
  • Proximity to Theme Parks: The resort is conveniently located near thrilling theme parks and amusement parks, providing endless entertainment options.
  • Spacious Accommodation: Visitors can choose from private vacation homes, villas, and condos, catering to various needs and group sizes.
  • Outdoor Activities: The area boasts numerous recreational activities, making it ideal for outdoor enthusiasts looking for adventure.
  • Charming Neighbourhoods: Explore the delightful local communities of Windsor Hills and nearby Kissimmee, rich in attractions and local culture.

Popular types of accommodation around Windsor Hills Resort

If you're contemplating a getaway to Windsor Hills Resort, you'll find an array of delightful accommodation options awaiting you. Our most sought-after choices include Houses, Villas, and Condos, each offering unique comforts and amenities. With our comprehensive selection of Windsor Hills vacation rentals, you're sure to discover the perfect holiday rental that suits your needs, ensuring a memorable stay in this enchanting destination.

  • Houses: The top choice for accommodation in Windsor Hills Resort, perfect for families and groups seeking a homely atmosphere.
  • Villas: A popular second option, offering spacious living and luxurious amenities for a more upscale experience.
  • Condos: Third in popularity, these self-contained units provide a convenient and comfortable stay.
  • Apartments: A great fourth choice, offering flexibility and easy access to local attractions.
  • Cottages: The fifth option, ideal for a quaint and charming getaway.**

Top attractions near Windsor Hills Resort

Windsor Hills Resort in Four Corners, Florida, offers a delightful array of attractions for families and outdoor enthusiasts. Nearby, you'll find thrilling theme parks, challenging golf courses, and exciting amusement parks, ensuring plenty of entertainment for all ages. Whether you're travelling with family or in search of outdoor fun, this resort is the perfect base for exploring the local area.

  • Walt Disney World® Resort: A magical theme park brimming with entertainment and family-friendly vibes, located 4.3km from Windsor Hills Resort. Experience enchanting attractions, character meet-and-greets, and spectacular shows.
  • Orange County Convention Center: An inspiring arts centre situated 6.2km away, boasting a rich cultural atmosphere. Explore various events, exhibitions, and gatherings that celebrate creativity and innovation.
  • ChampionsGate Golf Club: A welcoming golf course accommodation just 2.5km away, perfect for family-friendly outings. Enjoy excursions, friendly people, and excellent golfing facilities amidst beautiful surroundings.

Things to do recommended for couples

For a romantic getaway near Windsor Hills Resort, try Disney's Winter Summerland Miniature Golf for a fun challenge just 1.9km away. Enjoy a delightful evening at Pirate's Dinner Adventure, 7.5km away, or indulge in luxury at Ridgewood Lakes Golf and Country Club, only 5.6km from your stay.

Things to do recommended for families

Families staying at Windsor Hills Resort can enjoy an exhilarating day at Disney's Blizzard Beach Water Park, a relaxing visit to Northeast Regional Park, or immerse themselves in the sporting atmosphere at the ESPN Wide World of Sports Complex, all within a short drive.

Things to do recommended for groups

Experience the vibrant atmosphere of Disney Springs™, a shopping haven 3.7km away, or enjoy the lively entertainment at Old Town, located 3.1km from Windsor Hills Resort. For a sporty outing, play a round at Mystic Dunes Golf Club, a mere 435m away.

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay often results in significant savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to refine your search by price, location, and type of holiday rental.

Where to stay near Windsor Hills Resort

Windsor Hills Resort in Four Corners, Florida, offers a delightful family-friendly atmosphere, perfect for a memorable holiday. With its charming neighbourhoods and welcoming locals, visitors can enjoy numerous excursions and recreational activities. Explore nearby Kissimmee for vibrant attractions or relax in spacious family homes that serve as ideal holiday rentals. This destination promises a perfect blend of relaxation and adventure, making it an excellent choice for family vacations.

  • Windsor Hills: Windsor Hills is a vibrant neighbourhood located directly adjacent to the Windsor Hills Resort, making it an ideal base for your holiday. This family-friendly area is known for its entertainment-themed ambiance and outdoor activities. Visitors can enjoy a plethora of attractions, including a nearby resort, shopping areas, and golf courses. The local landmarks feature popular theme parks, a renowned film studio, and sports stadiums, ensuring there’s never a dull moment for families and thrill-seekers alike.
  • Crestwynd Bay: Situated a mere 186m from Windsor Hills Resort, Crestwynd Bay is another excellent neighbourhood to explore. This area offers a similar family-oriented and entertainment-rich experience, with easy access to resorts, shopping venues, and golf facilities. The proximity to major attractions, such as theme parks and film studios, makes it a convenient choice for those looking to immerse themselves in the excitement of Florida’s attractions while enjoying the tranquillity of a residential community.
  • Lake Buena Vista: Located approximately 3.7km from Windsor Hills Resort, Lake Buena Vista is a bustling city renowned for its family-friendly atmosphere and vibrant business scene. The city boasts a variety of resorts, shopping areas, and a large shopping mall, catering to diverse preferences. Visitors can indulge in the local attractions, including famous theme parks and a film studio, along with a stadium for sports enthusiasts. Lake Buena Vista provides a dynamic blend of leisure and commerce, making it a perfect destination for both relaxation and excitement.

Best time to go to Windsor Hills Resort

If you're planning a trip to Windsor Hills Resort, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

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

What do I need to keep in mind when booking a vacation around Windsor Hills Resort

When travelling with a group, family, or pets, or if you're seeking longer stays, it's important to filter according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Windsor Hills Resort with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all of these options, and more, on Vrbo.
  • Traveling to Windsor Hills Resort with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Windsor Hills Resort: For many, a family holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Windsor Hills Resort: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a dedicated area for you to plan new journeys, refine your existing arrangements, or manage your bookings with ease. The properties you’ve saved or reserved are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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