Windsor Hills holiday lettings

Why visit Windsor Hills

• Proximity to Theme Parks: Windsor Hills is just minutes away from iconic attractions like Walt Disney World, making it an ideal base for family outings.
• Family-Friendly Accommodation: Choose from a variety of private homes, villas, and condos tailored for families seeking comfort and fun.
• Outdoor Activities: Enjoy a plethora of recreational options, including golf courses and swimming pools, perfect for relaxation and play.
• Welcoming Community: Experience the charm and warmth of friendly locals in this vibrant neighbourhood.
• Memorable Experiences: Create lasting memories with a mix of relaxation and adventure in the heart of Florida.

Popular types of accommodation around Windsor Hills

If you're contemplating a getaway to Windsor Hills, look no further! Our vacation rentals offer an array of accommodation options, including houses, villas, and condos. Whether you're seeking a relaxing retreat or a fun-filled holiday, Windsor Hills provides the perfect setting. Explore our selection of Windsor Hills rentals and discover the ideal base for your Orlando adventure at the charming Windsor Hills Resort.

• Houses: The top choice for visitors in Windsor Hills, these homes offer a spacious and comfortable stay, perfect for families or groups.
• Villas: A close second, villas provide a luxurious experience with ample amenities and private spaces.
• Condos: These self-contained units are popular among travellers seeking convenience and comfort.
• Apartments: A practical option for those looking for a home-like atmosphere during their stay.
• Cottages: Ideal for a quaint and cosy retreat, these charming accommodations provide a unique experience.**

Top attractions near Windsor Hills

Windsor Hills is the perfect destination for a family holiday, offering a delightful mix of entertainment and outdoor activities. Visitors can explore nearby theme parks, golf courses, and amusement parks, ensuring a memorable experience for all ages. With its focus on family-friendly attractions, Windsor Hills provides a wonderful opportunity for enjoyment and relaxation in the heart of Florida.

• Walt Disney World® Resort: A magical theme park just 4.3km from Windsor Hills, offering enchanting experiences for families with thrilling rides, character meet-and-greets, and vibrant entertainment. It's a place where dreams come true!
• Orange County Convention Center: Located 6.2km away, this arts centre showcases a rich cultural vibe, hosting various events, exhibitions, and conferences that celebrate the arts, making it a must-visit for culture enthusiasts.
• ChampionsGate Golf Club: A family-friendly golf course accommodation just 2.5km from Windsor Hills, offering a welcoming atmosphere and exciting excursions for both novice and experienced golfers alike.

Things to do recommended for couples

For a romantic getaway near Windsor Hills, enjoy a round at Disney's Winter Summerland Miniature Golf, only 1.9km away. Indulge in a delightful dinner at Pirate's Dinner Adventure, 7.5km away, or experience luxury at Ridgewood Lakes Golf and Country Club, located 5.6km from your stay.

Things to do recommended for families

During your family vacation in Windsor Hills, explore the thrilling Disney's Blizzard Beach Water Park for adventure, enjoy the energetic atmosphere at ESPN Wide World of Sports Complex, and unwind at Northeast Regional Park for some relaxation amidst nature.

Things to do recommended for groups

Your group can enjoy a delightful day at Disney Springs™, only 3.7km from Windsor Hills, for shopping and dining. Alternatively, visit Old Town, 3.1km away, for entertainment and shopping. For a bit of sport, the Mystic Dunes Golf Club is a mere 435m away.

Booking with Vrbo is simple

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

Where to stay near Windsor Hills

Windsor Hills is an enchanting neighbourhood perfect for family-friendly holidays, offering a plethora of entertainment and outdoor activities. Just minutes away from iconic parks, this area boasts charming family homes and a welcoming atmosphere. Nearby attractions include Hollywood Hills and the glitz of Beverly Hills, ensuring that visitors can enjoy a delightful mix of relaxation and recreation. Experience the warmth of friendly locals and create unforgettable memories in this vibrant region of Florida.

• Crestwynd Bay: Nestled a mere 186m from Windsor Hills, Crestwynd Bay is a delightful neighbourhood perfect for families seeking entertainment and outdoor adventures. Visitors can enjoy a variety of activities, including access to nearby resorts and shopping areas, as well as scenic golf courses. The area is also in close proximity to major landmarks such as thrilling theme parks, captivating film studios, and exciting stadiums, making it an ideal spot for those looking to immerse themselves in fun and recreation.
• Lake Buena Vista: Located approximately 3.7km from Windsor Hills, Lake Buena Vista is a vibrant city that caters to families and business travellers alike. Renowned for its entertainment-themed experiences, visitors can indulge in a wealth of activities, from luxurious resorts to expansive shopping mall centres. Local attractions include world-famous theme parks, film studios, and stadiums that promise unforgettable experiences for guests of all ages. The city's blend of leisure and business amenities makes it a fantastic destination for both relaxation and work.
• Four Corners: Situated just 1.2km from Windsor Hills, Four Corners is a charming village that offers a perfect balance of family fun and outdoor pursuits. The area is well-known for its resorts and golf courses, providing ample opportunities for recreation and relaxation. Visitors can explore nearby attractions such as theme parks, film studios, and stadiums, ensuring a plethora of entertainment options. Four Corners serves as a delightful retreat for those looking to enjoy the sunshine and vibrant atmosphere of Florida.

Best time to go to Windsor Hills

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

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.6°F (15.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
February	64.4°F (18.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	67.6°F (19.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
April	72.7°F (22.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Average	Average
June	81.1°F (27.3°C)	Light Rain	Mostly Sunny	Average	Slightly High
July	82.4°F (28.0°C)	Moderate Rain	Mostly Sunny	Average	Slightly High
August	82.6°F (28.1°C)	Moderate Rain	Mostly Sunny	Average	Average
September	80.4°F (26.9°C)	Moderate Rain	Mostly Sunny	Average	Slightly Low
October	75.2°F (24.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
November	68.5°F (20.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	64.4°F (18.0°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Slightly High

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

If you’re travelling with a group, with family, bringing along pets, or seeking longer stays, be sure to apply the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

• Traveling to Windsor Hills with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor space for socialising with your group. Thankfully, you can easily refine your search to include all these options and much more on Vrbo.
• Traveling to Windsor Hills with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, as well as seek out suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can be beneficial.
• Taking your pets with you to Windsor Hills: For many, a family holiday isn’t truly complete without their furry companion along for the journey. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations provide feeding bowls and beds, ensuring that every member of the family feels comfortably at home.
• Planning for a long term stay visiting Windsor Hills: 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 filter, you can effortlessly discover and save on long-term rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient way to plan new adventures, pick up where you last stopped, or manage your existing arrangements. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.