Windsor Hills Resort holiday lettings

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Holiday rentals with weekly discounts – Windsor Hills Resort

Showing deals for:11 Dec - 18 Dec

Image gallery for Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

The perfect spot for alfresco dining overlooking the sparkling pool & lake 🍽️ 🧉🌴
10 out of 10, Exceptional, (208 reviews)
Exceptional
(208 reviews)

Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

Kissimmee

7% off
Price is £2,569
for 7 nights, 1 villa
£367 per night
includes taxes & fees
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills

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Why visit Windsor Hills Resort

  • Family-Friendly Atmosphere: Windsor Hills Resort offers a welcoming environment perfect for families, ensuring a memorable stay.
  • Impressive Amenities: Enjoy a large swimming pool, water slides, sports courts, and scenic walking paths for leisure and recreation.
  • Spacious Accommodations: Choose from a variety of private homes, villas, and condos that cater to families of all sizes.
  • Proximity to Theme Parks: Located near Disney World, the resort serves as an ideal base for thrilling excursions.
  • Community Clubhouse: Relax and socialise at the clubhouse, enhancing the community feel of this charming resort.

Popular types of accommodation around Windsor Hills Resort

Windsor Hills Resort in Four Corners, Florida, offers a delightful selection of vacation rentals, including private homes, villas, and condos. This family-friendly resort boasts fantastic amenities such as a sparkling pool, water slides, and sports facilities, ensuring an unforgettable stay. Guests can also enjoy scenic walking paths and a clubhouse, making it the perfect retreat for families seeking relaxation and adventure. Discover your ideal vacation home in this charming resort and create lasting memories.

  • Houses: The top choice for visitors, offering spacious accommodations ideal for families or groups seeking privacy and comfort.
  • Villas: A popular selection, these luxurious dwellings provide elegant living spaces with upscale amenities for a relaxing stay.
  • Condos: A convenient option, offering a blend of comfort and community, perfect for those wanting access to resort-style facilities.
  • Apartments: A practical choice for solo travellers or couples, these units provide essential amenities in a home-like setting.
  • Cottages: Quaint and charming, these cosy retreats offer a unique and intimate atmosphere for a memorable getaway.**

Top attractions near Windsor Hills Resort

Windsor Hills Resort in Four Corners, Florida, is a delightful destination offering a range of attractions for families and outdoor enthusiasts. Guests can enjoy the resort's impressive amenities, including a large swimming pool, sports courts, and a lake for leisurely activities. Additionally, the proximity to golf courses and nearby theme parks enhances the entertainment experience, making it an ideal spot for unforgettable family adventures.

  • Walt Disney World® Resort: A magical theme park featuring iconic attractions and entertainment options for the whole family, just 11km away, offering unforgettable experiences.
  • ChampionsGate Golf Club: A friendly golf course accommodating families and excursions, located 6km from Windsor Hills, perfect for a relaxing day on the greens.
  • Disney's Lake Buena Vista Golf Course: This family-friendly country club, situated 10km away, provides a delightful golfing experience amidst beautiful scenery.

Things to do recommended for couples

For a romantic getaway near Windsor Hills Resort, explore the charming streets of nearby Celebration, indulge in a sunset picnic at Lake Bryan, or enjoy a couples' massage at a local spa. Don't miss the enchanting evening fireworks at Disney, creating unforgettable memories together.

Things to do recommended for families

Families staying at Windsor Hills Resort can enjoy a thrilling day at Walt Disney World, only a short drive away, or explore the interactive fun at the Orlando Science Center, which offers engaging exhibits perfect for kids. Don’t forget to relax by the resort’s fantastic pool.

Things to do recommended for groups

Explore the thrills of nearby theme parks like Walt Disney World and Universal Studios, or relax at the resort's water park. For a unique experience, consider a group airboat tour in the Everglades to see alligators and stunning wildlife.

*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

When planning your trip, whether you're travelling with a group, family, pets, or seeking longer stays, it's essential to apply the appropriate filters based on your priorities. Here are some useful booking tips for 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 filter for these options and much 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 facilities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Windsor Hills Resort: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, have a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Windsor Hills Resort: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect destination. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Additionally, think about including features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Windsor Hills Resort

Windsor Hills Resort, nestled in Four Corners, Florida, offers an idyllic family-friendly atmosphere perfect for a memorable vacation. With its spacious villas and fantastic amenities, including a stunning pool and recreation areas, guests can unwind and relax. The resort's close proximity to Disney World adds to the excitement, making it an ideal base for thrilling excursions. Enjoy great deals and create unforgettable memories as you explore this charming community, designed for family fun and relaxation.

  • Orlando: Orlando is a vibrant metropolis and the heart of Central Florida, renowned for its family-friendly attractions and entertainment options. As the home of the world-famous theme parks, including Walt Disney World and Universal Studios, Orlando offers visitors a thrilling experience filled with adventure. Beyond the parks, you can enjoy upscale shopping areas, diverse dining, and cultural venues such as the Dr. Phillips Center for the Performing Arts. The city boasts an array of local landmarks, including stunning beaches and film studios, making it a perfect destination for both tourists and business travellers.
  • Lake Buena Vista: Situated a mere 10km from Windsor Hills Resort, Lake Buena Vista is a delightful city that draws families and entertainment enthusiasts alike. Known for its proximity to Disney's theme parks, this area is ideal for those seeking both excitement and relaxation. Visitors can explore a variety of shopping venues, including the popular Disney Springs, which features dining, shopping, and entertainment options. With its lush landscapes and family-oriented activities, Lake Buena Vista is a fantastic place to experience the magic of Florida.
  • Four Corners: Four Corners is a charming village that encompasses Windsor Hills Resort, making it a great base for your holiday adventures. Known for its outdoor activities, Four Corners is home to several golf courses and resorts that cater to leisure and relaxation. The area also provides easy access to major theme parks and sports facilities, ensuring that there's something for everyone. With its picturesque surroundings and family-friendly atmosphere, Four Corners is perfect for those looking to unwind while enjoying a variety of attractions.

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 August to October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 SunnySlightly LowAverage
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 SunnyAverageAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you eager to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, opting for an extended stay can lead to considerable savings. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a dedicated area to plan new journeys, pick up right where you left off, or organise and review your travel arrangements. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-gb/trips

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best holiday rentals near Windsor Hills Resort?
The best holiday rentals near Windsor Hills Resort are predominantly located within the Windsor Hills area itself, offering convenient access. You will find a vast selection of properties, mainly consisting of private holiday houses and spacious villas. These options provide ample room and privacy, making them a popular choice for guests. For those seeking the best holiday rentals near Windsor Hills Resort, staying within this immediate vicinity offers the most convenience.

Many of these properties boast excellent amenities such as private pools, shared community pools, and fitness facilities, ensuring a comfortable and enjoyable stay. These types of homes are ideal for families or large groups looking for a relaxing and amenity-rich holiday.
Are there any cheap holiday rentals near Windsor Hills Resort?
There are several affordable holiday rentals near Windsor Hills Resort, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around £115 per night. Some stays even drop below this price in September and October during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi, toiletries, and self-parking, and can range from cosy villas to modest private holiday houses, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Windsor Hills Resort while keeping costs down.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Windsor Hills Resort?
There are numerous pet-friendly holiday rentals available near Windsor Hills Resort, with over 1,800 properties welcoming pets. These include a large selection of private holiday houses and villas in the Four Corners area, offering essential amenities such as kitchens, Wi-Fi, and comfortable living spaces. Many properties also provide specific pet-friendly features like dog exercise areas and food and water bowls, ensuring a pleasant stay for both guests and their furry companions.

When searching for the best pet-friendly holiday rentals near Windsor Hills Resort, always review the specific house rules regarding pet types, size restrictions, and any additional fees. While Windsor Hills Resort itself has designated areas where pets are allowed, such as paved paths within the community, for more extensive outdoor activities, nearby public parks like Lake Louisa State Park offer ample space for pets to roam and explore.
What are the top holiday rentals with pools near Windsor Hills Resort?
There are nearly 10,000 holiday rentals near Windsor Hills Resort that include access to swimming pools, offering both private and shared options. Properties in the Windsor Hills area primarily consist of private holiday houses and villas, many featuring outdoor pools, heated pools, and even children's pools. These homes often come fully equipped with amenities such as full kitchens, Wi-Fi, and multiple bedrooms, making them ideal for families or larger groups looking for a comfortable stay.

When selecting your ideal rental, consider the benefits of each pool type. Private pools provide seclusion and are excellent for families seeking personal space, while shared pools, often part of a community complex, might include additional facilities like waterslides or poolside bars. For cooler months, look for heated or indoor pool options to ensure year-round enjoyment.
What are the best family holiday rentals near Windsor Hills Resort?
There are over 8,262 family-friendly holiday homes in the vicinity of Windsor Hills Resort, predominantly private holiday houses and villas, offering ample space and comfort for groups. These properties often feature multiple bedrooms and bathrooms, full kitchens for preparing meals, and washer/dryers for laundry convenience. Many also boast outdoor play areas like private yards or gardens, and some even include playgrounds or water parks, ensuring entertainment for all ages. WiFi and video games are commonly available for downtime.

When selecting your ideal family holiday rental, consider properties that provide separate spaces for adults and children to relax, and prioritise those with practical amenities such as a well-equipped kitchen. Staying close to Windsor Hills Resort means less travel time and more opportunities to enjoy the facilities.
Are there any luxury holiday rentals near Windsor Hills Resort?
Near Windsor Hills Resort, guests can find several luxury holiday rentals that combine a family-friendly atmosphere with upscale comfort. These properties often feature amenities such as private heated pools, private outdoor hot tubs, deep soaking bathtubs, and premium bedding. Some homes even offer additional luxuries like private chefs, designer toiletries, and private plunge pools.

These stays are ideal for families or larger groups, offering conveniences like air conditioning and entertainment spaces. Many of these exceptional properties are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a holiday rental near Windsor Hills Resort?
Holiday rentals near Windsor Hills Resort offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around £115 per night, providing an affordable option close to the resort. Mid-range rentals, including private homes, are generally around £185 per night, offering more space and comfort. For those seeking a more luxurious experience, upscale options can cost £260 or more per night, often featuring premium amenities like private pools and additional living areas.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Windsor Hills Resort?
When planning a stay near Windsor Hills Resort, several nearby areas offer excellent options for holiday rentals. The immediate Windsor Hills area itself is highly sought after, featuring a variety of properties that are either within the resort's gated community or just a stone's throw away. This proximity provides convenient access to all the amenities and attractions associated with Windsor Hills Resort.

Another excellent option is the Formosa Gardens area. This neighbourhood offers spacious homes and is renowned for its beautiful, larger properties, many with private pools. Staying here provides a luxurious base and is a short drive from Windsor Hills Resort, making it easy to enjoy both the resort and other local entertainment.

Kissimmee is also a popular choice, particularly for those looking for a diverse range of holiday rentals and easy access to a wider selection of dining and shopping. Properties in Kissimmee are well-situated for visiting Windsor Hills Resort and other major attractions in the region.
What is the cheapest month to stay near Windsor Hills Resort?
The cheapest time to find holiday rentals near Windsor Hills Resort is typically during the Autumn (September to October), excluding any major local holidays. September is frequently the cheapest month, often providing the best deals on homes and properties, with rates often 15-25% lower compared to peak season. Guests can often find various savings during these months, along with greater availability of holiday rentals.
Are there any lakefront holiday rentals near Windsor Hills Resort
Lakefront holiday rentals near Windsor Hills Resort are available, primarily found on the many beautiful lakes within the Four Corners area. These properties are a short drive from Windsor Hills Resort, offering convenient access to water activities such as kayaking, fishing, or relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy the peaceful surroundings and natural beauty.
Are there any monthly holiday rentals near Windsor Hills Resort?
Vrbo offers excellent options for monthly holiday rentals near Windsor Hills Resort, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer holiday with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Windsor Hills Resort.
Are there any last-minute holiday rentals near Windsor Hills Resort?
Vrbo makes it simple to find last-minute holiday rentals near Windsor Hills Resort that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

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