Windsor Hills Resort vacation rentals

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Vacation rentals with weekly discounts - Windsor Hills Resort

Showing deals for:Mar 13 - Mar 20
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Find out more about Windsor Hills Resort

Why visit Windsor Hills Resort

  • Proximity to Theme Parks: Enjoy easy access to world-renowned attractions like Disney World and Universal Studios, perfect for family fun.
  • Family-Friendly Accommodations: Choose from a variety of vacation rentals, including spacious homes and cozy villas tailored for families.
  • Relaxing Amenities: Unwind by the resort's pools, hot tubs, and recreational facilities designed for all ages.
  • Outdoor Activities: Explore nearby lakes and golf courses for outdoor adventures and leisure time.
  • Charming Neighborhood: Experience the inviting community of Kissimmee, with its shops, dining, and friendly atmosphere.

Popular types of accommodation around Windsor Hills Resort

Planning a getaway to Windsor Hills Resort? You've made a fantastic choice. Explore our selection of popular vacation rentals, including private homes, villas, and condos that offer the perfect blend of comfort and convenience. Whether you’re seeking a cozy retreat or a spacious family-friendly accommodation, Windsor Hills has something for everyone. Discover the best Windsor Hills Resort rentals to make your vacation unforgettable.

  • Houses: The top choice for visitors to Windsor Hills Resort, offering spacious and comfortable accommodations perfect for families or groups.
  • Villas: A favored option, these luxurious rentals provide a blend of comfort and elegance, ideal for a relaxing getaway.
  • Condos: A popular choice for travelers seeking convenience and amenities, perfect for smaller groups or couples.
  • Apartments: An affordable and practical option, ideal for those who want to enjoy a home-like atmosphere during their stay.
  • Cottages: A cozy and charming retreat, perfect for a quaint and intimate vacation experience.**

Top attractions near Windsor Hills Resort

Windsor Hills Resort offers a variety of attractions perfect for families and outdoor enthusiasts. Nearby, you'll find thrilling theme parks, serene lakes for relaxation, and top-notch golf courses for a fun day on the greens. Whether you're seeking entertainment or adventure, there's something for everyone to enjoy during your stay in this vibrant area of Four Corners, Florida.

  • Walt Disney World® Resort: Experience the magic at this iconic theme park, just 7 miles from Windsor Hills Resort. With enchanting attractions, character meet-and-greets, and spectacular shows, it’s a must-visit for families seeking unforgettable entertainment.
  • Orange County Convention Center: Located 10 miles away, this vibrant arts center hosts various cultural events and exhibitions, offering a glimpse into the local and international art scene. Enjoy a day of creativity and inspiration.
  • ChampionsGate Golf Club: Only 4 miles from Windsor Hills, this family-friendly golf course features exceptional amenities, scenic views, and a welcoming atmosphere, perfect for casual players and seasoned golfers looking for a fun outing.

Things to do recommended for couples

For a romantic getaway near Windsor Hills Resort, enjoy a round of mini-golf at Disney's Winter Summerland, just 3 miles away. Indulge in a delightful dinner at Pirate's Dinner Adventure, 12 miles away, or relax at the luxurious Ridgewood Lakes Golf and Country Club, only 9 miles from your stay.

Things to do recommended for families

Your family will have a blast at ESPN Wide World of Sports Complex, only 3 miles away, for sports excitement. Enjoy thrilling water rides at Disney's Typhoon Lagoon Water Park, 5 miles away, or unwind at Northeast Regional Park, located 4 miles away, perfect for relaxation and wellness.

Things to do recommended for groups

Explore Disney Springs™ for shopping and dining just 6 miles from Windsor Hills Resort, or visit Old Town for entertainment, only 5 miles away. For sports enthusiasts, Mystic Dunes Golf Club is a fantastic outdoor option, located a mere 0.7 miles from your accommodations.

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

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

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to apply the appropriate filters based on your priorities. 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, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Windsor Hills Resort with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private 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 families, a getaway isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Windsor Hills Resort: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right 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 as well.

Where to stay near Windsor Hills Resort

Windsor Hills Resort in Four Corners, Florida, offers an unforgettable vacation experience filled with family-friendly attractions and warm hospitality. Explore nearby Kissimmee, known for its charming vacation homes and ample recreational facilities. Stroll along the inviting sidewalks, relax by the pool, or embark on exciting excursions to theme parks. With a perfect blend of relaxation and adventure, this destination is ideal for families looking to make lasting memories together.

  • Orlando: Orlando is a vibrant metropolis known for its family-friendly attractions and entertainment theme parks. Located just a short drive from Windsor Hills Resort, it offers a plethora of activities for visitors of all ages. Experience the magic of renowned theme parks like Walt Disney World and Universal Studios, where adventure awaits. Beyond the parks, indulge in shopping at famous outlets, explore the arts at local centers, and unwind at beautiful resorts. With its diverse dining options and lively nightlife, Orlando ensures an unforgettable vacation experience.
  • Four Corners: Four Corners is a charming village that perfectly complements the excitement of nearby attractions. Situated near Windsor Hills, it’s an ideal spot for families seeking outdoor fun and entertainment. Golf enthusiasts can take advantage of the various golf courses available in the area, while the proximity to theme parks and stadiums ensures plenty of activities. Enjoy the relaxed atmosphere, explore local dining options, and experience the community spirit of this friendly village, making it a delightful addition to your travel itinerary.
  • Windsor Hills: Windsor Hills is a welcoming neighborhood that boasts a resort-style atmosphere, making it a popular destination for families. The resort features amenities such as pools, sports facilities, and shopping areas, all within easy reach. As part of the greater Orlando area, Windsor Hills offers quick access to world-class theme parks and entertainment venues. Enjoy outdoor activities, relax in beautiful surroundings, and create lasting memories with loved ones in this family-oriented community that perfectly combines relaxation and adventure.

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 SunnyAverageSlightly 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 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

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and rental type. We're here to help you find the perfect getaway.

Unlock savings with One Key

Make your group trip even more rewarding by booking an eligible Vrbo and earning OneKeyCash on your entire reservation. Being the planner truly has its perks. When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on qualifying bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your travel effortlessly. You can start new trips, refine your existing plans, or easily manage your bookings all in one place. Your saved or booked properties are neatly organized into categories: Potential, Upcoming, and Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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