Windsor Island Resort holiday lettings

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Holiday rentals with weekly discounts - Windsor Island Resort

Showing deals for:17 Oct - 24 Oct

Why visit Windsor Island Resort

  • Proximity to Theme Parks: Windsor Island Resort offers easy access to popular attractions like Disney World, perfect for family-friendly outings.
  • Charming Neighbourhood: Explore the welcoming Windsor Hills area, known for its friendly locals and relaxed atmosphere.
  • Outdoor Adventures: The region is ideal for a variety of recreational activities, catering to both excitement and relaxation.
  • Diverse Accommodation Options: Choose from private vacation homes, villas, and condos for a comfortable stay tailored to your needs.
  • Rich Cultural Experiences: Immerse yourself in Florida's vibrant culture while enjoying the resort's amenities.

Popular types of accommodation around Windsor Island Resort

Planning a getaway to Windsor Island Resort? Exciting times await as you choose your perfect home away from home. Discover the most sought-after accommodation options, including houses, villas, and condos, all designed to provide comfort and relaxation. With a variety of Windsor Island resort rentals available, you're sure to find the ideal base for your holiday adventures. Start exploring your options today and enjoy a memorable stay in this enchanting island resort!

  • Houses: The top choice for visitors to Windsor Island Resort, offering spacious and comfortable accommodations ideal for families or groups.
  • Villas: A close second, these luxurious properties provide a blend of elegance and relaxation, perfect for a tranquil getaway.
  • Condos: Popular for their convenience, these self-contained units are great for couples or smaller families seeking a home-like atmosphere.
  • Apartments: An excellent option for budget-conscious travellers, offering practicality and comfort in a central location.
  • Cottages: These quaint retreats provide a charming and cosy atmosphere, ideal for a romantic escape.**

Top attractions near Windsor Island Resort

Windsor Island Resort offers a delightful array of attractions for visitors, including theme parks, golf courses, and beautiful lakes. Whether you're seeking family-friendly activities, cultural experiences, or outdoor adventures, there's something for everyone in the surrounding area. Plan your stay to fully enjoy the diverse points of interest that cater to your interests, ensuring a memorable holiday in Florida.

  • Walt Disney World® Resort: A magical theme park located 5.6km from Windsor Island Resort, offering an enchanting atmosphere filled with thrilling rides, beloved characters, and spectacular shows, perfect for families and adventurers alike.
  • Orange County Convention Center: Situated 8.7km away, this cultural hub showcases art exhibitions and events, providing a vibrant environment where you can immerse yourself in the local arts scene.
  • ChampionsGate Golf Club: Just 2.5km from your resort, this family-friendly golf course offers scenic views and a welcoming atmosphere, ideal for excursions and enjoying a round with friendly locals.

Things to do recommended for couples

For a romantic getaway near Windsor Island Resort, indulge in a round of mini-golf at Disney's Winter Summerland, just 3.7km away. Enjoy luxury vibes at Ridgewood Lakes Golf and Country Club, 5.6km away, or experience a delightful evening at Pirate's Dinner Adventure, 9.3km away.

Things to do recommended for families

Your family will have a splendid time near Windsor Island Resort. Enjoy thrilling adventures at Disney's Blizzard Beach Water Park, catch exciting sports at ESPN Wide World of Sports Complex, or unwind at Northeast Regional Park for a touch of wellness and relaxation.

Things to do recommended for groups

Explore Disney Springs™ for a delightful shopping experience, only 6.2km from Windsor Island Resort. Enjoy a round of golf at Mystic Dunes Golf Club, situated 1.9km away, or visit Old Town, a vibrant shopping mall centre, just 5.6km from the resort for entertainment and family fun.

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you may enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to organise your search by price, location, and type of holiday rental.

Where to stay near Windsor Island Resort

Windsor Island Resort serves as an ideal base for family-friendly adventures, with nearby attractions like the enchanting Disney World just a stone's throw away. Explore the charming neighbourhood of Windsor Hills, where friendly locals and a relaxed atmosphere await. The region boasts excellent recreational opportunities, making it perfect for those seeking both excitement and relaxation. Discover the best of Florida's vibrant culture while enjoying the comforts of this great location.

  • Tuscan Hills: Nestled a mere 311m from Windsor Island Resort, Tuscan Hills is a delightful neighbourhood that caters to families seeking outdoor entertainment. The area boasts an array of resorts and golf courses, making it an ideal spot for leisure and recreation. Nearby, you'll find popular attractions such as a theme park, a film studio, and scenic parks, providing plenty of options for a fun-filled day. Whether you're teeing off on the golf course or exploring family-friendly venues, Tuscan Hills offers a charming escape for all ages.
  • Wellington: Located 435m away from Windsor Island Resort, Wellington is another fantastic neighbourhood for families and outdoor enthusiasts alike. With its access to resorts and golf courses, visitors can indulge in active pursuits while enjoying the Florida sunshine. Attractions in the vicinity include a theme park, a film studio, and beautiful beaches, perfect for those looking to unwind by the water. Wellington’s inviting atmosphere and diverse activities make it a must-visit during your stay in the area.
  • Lake Davenport Estates: Also situated 435m from Windsor Island Resort, Lake Davenport Estates is a picturesque neighbourhood that promises a family-friendly adventure. This area is renowned for its resorts and golf courses, offering ample opportunities for leisure. Local attractions include a theme park, a park, and a film studio, catering to the interests of all visitors. With its combination of outdoor activities and entertainment options, Lake Davenport Estates is a splendid choice for a memorable holiday experience.

Best time to go to Windsor Island Resort

If you're planning a trip to Windsor Island 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 Island Resort

If you're travelling with a group, family, pets, or seeking longer stays, it's essential to use the appropriate filters that align with your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Windsor Island Resort with a group: Think about how many bedrooms you will require, as well as any amenities like a fully equipped kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all of these features, and much more, on Vrbo.
  • Traveling to Windsor Island Resort with young kids: Journeying with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is advisable.
  • Taking your pets with you to Windsor Island Resort: For many, a family holiday wouldn’t feel complete without their four-legged companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Windsor Island Resort: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers an easy and organised way to plan your journeys, allowing you to start new trips, resume where you last left off, or manage your existing plans. You'll discover your saved or booked properties neatly arranged under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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