Windsor Hills Resort holiday rentals

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Holiday rentals with weekly discounts – Windsor Hills Resort

Showing deals for:18 Dec - 25 Dec

Image gallery for Welcome to The Windsor Treasure with Professional Arcade Room! Brand New 2024!

Professional Arcade Room
10 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)

Welcome to The Windsor Treasure with Professional Arcade Room! Brand New 2024!

Kissimmee

10% off
Price is AU$8,649
for 7 nights, 1 villa
AU$1,236 per night
includes taxes & fees
Welcome to The Windsor Treasure with Professional Arcade Room! Brand New 2024!

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Why visit Windsor Hills Resort

  • Family-Friendly Atmosphere: Windsor Hills Resort boasts a welcoming environment perfect for families, ensuring a delightful holiday experience.
  • Fantastic Amenities: Enjoy a lagoon-style swimming pool, a water park, and tennis courts, catering to all ages and interests.
  • Proximity to Attractions: The resort's location near popular theme parks makes it an ideal base for adventure seekers.
  • Serene Surroundings: Wander through the tranquil community, offering picturesque lakes and lush landscapes for relaxation.
  • Engaging Recreational Experiences: Participate in various recreational activities, fostering fun and connection among visitors.

Popular types of accommodation around Windsor Hills Resort

Welcome to Windsor Hills Resort, a beautiful holiday destination located in Four Corners, Florida. This family-friendly resort offers a range of accommodation options, including private holiday homes, villas, and condos. Enjoy fantastic resort amenities such as a lagoon-style swimming pool, a water park, and tennis courts. With its close proximity to exciting attractions and experiences within the resort, Windsor Hills is the perfect place for a memorable getaway.

  • Private Holiday Homes: The top choice offers distinct privacy and ample space for families and friends, ideal for a relaxed stay.
  • Villas: The second preference, villas provide a touch of elegance and luxury, perfect for unwinding in style.
  • Condos: Third in popularity, condos offer modern comfort and convenience, suited for both short and extended breaks.
  • Apartments: The fourth option, apartments provide cosy, self-contained spaces for a pleasant retreat.
  • Cottages: The final choice, cottages offer a charming, rustic escape in a tranquil setting.**

Top attractions near Windsor Hills Resort

Windsor Hills Resort in Four Corners, Florida, offers a delightful range of attractions for families and outdoor enthusiasts alike. Visitors can enjoy the excitement of nearby theme parks, relax by picturesque lakes, or tee off at local golf courses. This vibrant community caters to various entertainment experiences, making it an ideal destination for those seeking fun and relaxation in a family-friendly environment.

  • Walt Disney World® Resort: Experience a magical world of attractions and entertainment with family-friendly vibes, located 11km from Windsor Hills Resort.
  • Universal CityWalk: Enjoy a lively precinct offering outdoor entertainment and family fun, positioned 21km away from the resort.
  • Lake Bryan: Relish the scenic beauty and beach atmosphere with a hint of romance at this picturesque lake, situated 11km from your base.

Things to do recommended for couples

Immerse yourselves in romance at Windsor Hills Resort. Enjoy a sunset stroll at nearby Lake Louisa State Park, just a short drive away, or indulge in a candlelit dinner at a charming local restaurant. Explore the magic of the area with a visit to the enchanting Disney Springs.

Things to do recommended for families

Families can explore the magical world of Walt Disney World, only a short drive away, or enjoy the thrilling rides at Universal Studios. For a more relaxed day, visit the nearby Kissimmee Lakefront Park for picnics and scenic walks.

Things to do recommended for groups

Explore the magic of Disney parks, enjoy a thrilling day at Universal Studios, or relax at the nearby beaches. For a unique experience, consider a hot air balloon ride over Orlando or a group outing to the vibrant local markets for a taste of Florida's culture.

*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 travelling with a group, family, pets, or seeking longer stays, be sure to filter your options according to your top priorities. Here are some helpful booking tips for using Stayz.

  • Traveling to Windsor Hills Resort with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Stayz.
  • Traveling to Windsor Hills Resort with young kids: Travelling with young children can present its challenges. 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 attractions that cater to families.
  • Taking your pets with you to Windsor Hills Resort: For many, a family holiday isn’t truly fulfilling without their four-legged companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and 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 right spot. By using the appropriate filters, you can effortlessly locate and save on monthly rentals. You might also want to consider including features such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Windsor Hills Resort

Immerse yourself in Windsor Hills Resort’s family holiday atmosphere, where every corner exudes the charm of a perfect holiday in Florida. Enjoy friendly people, engaging excursions, and relaxing recreational experiences within the resort. Wander through windsor hills and discover the serene, family-friendly setting that makes this destination a delightful haven for a dream holiday near Disney World.

  • Orlando: Orlando is a vibrant metropolis where Windsor Hills Resort is located, offering a rich blend of family-oriented and business experiences alongside a thriving entertainment scene. The city boasts diverse attractions including expansive resorts, bustling shopping areas, and cultural arts centres. Visitors can also explore nearby landmarks such as theme parks, film studios, and coastal beaches which contribute to an engaging travel experience.
  • Lake Buena Vista: Lake Buena Vista is a lively city situated 10km from Windsor Hills Resort. It is well-known for its family-friendly attractions and dynamic entertainment options, which include modern shopping malls and various leisure outlets. The city’s close proximity to renowned theme parks, film studios, and sports facility stadiums ensures that visitors have plenty of exciting venues to explore during their stay.
  • Four Corners: Four Corners is a charming village where Windsor Hills Resort is also located. This destination caters to those seeking a blend of family fun and outdoor adventures. With access to a range of recreational activities such as golfing on well-maintained courses and enjoying leisure resorts, visitors can also appreciate nearby attractions including theme parks, film studios, and sports facility stadiums. The village offers a unique combination of relaxed living and engaging travel experiences.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January60.6°F (15.9°C)Light RainMostly SunnyAverageSlightly Low
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 LowAverage
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Stayz is a breeze

Are you looking to save on your upcoming break? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking a longer stay can often result in significant savings. To find the ideal Stayz property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board provides a dedicated space where you can create new trips, continue planning, or review and organise your bookings. Any properties you have saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.stayz.com.au/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 AU$225 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 amenities such as WiFi, toiletries, and free self-parking, and can range from cosy private homes to efficient villas, providing a clean, comfortable base for your stay.

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 Stayz 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 suitable for different budgets, making it easy for guests to find the superb stay. Budget-friendly properties typically start around AU$225 per night, providing an affordable option with various home styles. Mid-range rentals, including private homes with standard amenities, are generally around AU$355 per night, offering more space and comfort. For those seeking a more luxurious experience, upscale options can cost AU$505 or more per night, especially for properties with premium features like private pools or enhanced facilities.

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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz 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 Stayz?
Stayz'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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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