Windsor Island Resort holiday rentals

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Why visit Windsor Island Resort

  • Family-Friendly Attractions: Windsor Island Resort offers a variety of activities perfect for family adventures, ensuring fun for all ages.
  • Golf Course Country Club: Challenge your skills at the on-site golf course, providing a great way to relax and enjoy the outdoors.
  • Serene Lake: Unwind by the tranquil lake, perfect for peaceful afternoons and scenic views.
  • Luxury Holiday Rentals: Choose from a selection of private homes, villas, and condos, all equipped with resort amenities for a comfortable stay.
  • Recreational Atmosphere: Experience a relaxed community ambiance with numerous attractions to explore within the resort.

Popular types of accommodation around Windsor Island Resort

Discover Windsor Island Resort in Four Corners, Florida, where holiday rentals provide a blissful retreat. Choose from luxurious private holiday homes, villas, and condos, each offering resort amenities for a comfortable stay. Explore the resort's on-site attractions, scenic views, and recreational experiences, ensuring your holiday is filled with relaxation and memorable moments. Book your perfect holiday rental at Windsor Island Resort and enjoy a truly delightful getaway.

  • Private Holiday Homes: These spacious and fully-equipped residences are the top choice for families and groups seeking comfort and privacy during their stay.
  • Villas: Elegant and luxurious, villas offer an upscale holiday experience with ample amenities and often include private pools.
  • Condos: Ideal for those wanting a blend of home and hotel, condos provide convenient access to shared facilities while maintaining a home-like feel.
  • Apartments: A popular option for couples and smaller families, apartments offer practicality and comfort close to local attractions.
  • Cottages: Perfect for a quaint getaway, cottages provide a charming and cosy atmosphere, ideal for a relaxing holiday.**

Top attractions near Windsor Island Resort

Discover the charm of Windsor Island Resort, where a delightful array of attractions awaits. Enjoy a day at the theme park, challenge your skills at the golf course country club, or relax by the serene lake. Perfect for family adventures, outdoor fun, and entertainment, this destination also offers experiences near Disney that will captivate your imagination.

  • Walt Disney World® Resort: This renowned theme park, located 14km away, offers enchanting entertainment and a family-friendly atmosphere with magical experiences.
  • Lake Davenport: Nestled 2km away, this picturesque lake provides a serene beach setting perfect for outdoor leisure and romantic moments.
  • Universal CityWalk: Situated 26km away, this vibrant precinct offers a lively blend of family and outdoor activities in a bustling, dynamic environment.

Things to do recommended for couples

For a romantic getaway near Windsor Island Resort, enjoy a sunset picnic at Lake Louisa State Park, just a short drive away. Alternatively, indulge in a couple's massage at a local spa or explore the charming boutiques and cafes in nearby Celebration for a delightful day out.

Things to do recommended for families

Families will love visiting the nearby LEGOLAND Florida Resort, where exciting rides and interactive attractions await. Also, explore the scenic Lake Louisa State Park for picnics, hiking, and wildlife spotting, making for a delightful day outdoors.

Things to do recommended for groups

At Windsor Island Resort, groups can enjoy local adventures including boating and island hopping in the pristine Four Corners. Explore hidden coves and savour delightful seaside cuisine, crafting memories unique to Florida's charm.

*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 Island Resort

Whether you are journeying with a group, travelling as a family, with your pets or seeking longer stays, ensure you apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Windsor Island Resort with a group: Consider how many bedrooms you require, along with features such as a fully-equipped kitchen or an outdoor area suitable for group gatherings. Luckily, you can refine your search for all of these options, and more, on Stayz.
  • Traveling to Windsor Island Resort with young kids: Traveling with young children can be demanding. You must ensure their comfort and safety, along with access to age-appropriate facilities, such as a private swimming pool. It is also wise to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Windsor Island Resort: For many, a family holiday isn't truly complete without their furry companion. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Windsor Island Resort: If you're seeking holiday lets with special offers for stays of a month or more, you've come to the right place. With the appropriate filter, you can effortlessly locate and save on monthly rentals. You might also consider including a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Windsor Island Resort

At Windsor Island Resort, Four Corners, travellers can immerse themselves in a perfect holiday experience with family-friendly excursions and a relaxed, recreational atmosphere. Discover luxury holiday experiences and the charm of Orlando-style living without leaving the precincts of this exceptional destination. Enjoy the inviting community ambiance and numerous attractions that make it a top choice for an unforgettable getaway.

  • Orlando: As a bustling metropolis, Orlando captivates visitors with its dynamic blend of urban sophistication and recreational magic. The city is renowned for its family-friendly attractions and entertainment-themed adventures, making it an ideal destination for diverse holiday experiences. With a well-connected network of transport, travellers can easily explore a variety of shopping districts, arts centres and leisure venues. Iconic landmarks such as theme parks, film studios and nearby beaches offer endless opportunities for fun and discovery, ensuring that every family member finds something to enjoy.
  • Four Corners: Four Corners is a charming village that offers a unique rural escape with a focus on family, entertainment and outdoor pursuits. The area is well known for its recreational activities, including golf and visits to local courses, which provide a refreshing contrast to the urban hustle. Its proximity to attractions like theme parks, film studios and sports facility stadiums adds to the region’s appeal, making it perfect for those who appreciate a blend of leisure and vibrant local culture.
  • Tuscan Hills: Located only 805m from the resort, Tuscan Hills offers a delightful neighbourhood experience that combines family, outdoor and entertainment-themed opportunities. With easy access to leisure venues such as golf courses and charming parks, visitors can enjoy a relaxed yet engaging holiday. The neighbourhood’s local attractions, including a theme park and film studio, complement the outdoor charm, making it an inviting destination for travellers seeking a well-rounded 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.

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 simple

Looking to cut costs on your upcoming journey? Flexibility with travel dates can be beneficial, as fares often fluctuate. Additionally, booking a longer stay could unlock considerable savings. To locate a Stayz property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board offers a user-friendly area where you can easily plan new trips, continue from where you last stopped, or manage and review your travel arrangements. You can locate your saved or booked properties, neatly organised under Potential, Upcoming, or Current Trips. To begin using 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 Island Resort?
The best holiday rentals near Windsor Island Resort are typically located within the Four Corners area, offering convenient access to the resort's attractions. You will find a wide array of private holiday houses and luxurious villas available, many situated within gated communities. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You can choose from a range of styles to find the best holiday rentals near Windsor Island Resort.

Many of these properties offer fantastic amenities so you can have a comfortable stay, such as private or shared pools, laundry facilities, and access to fitness facilities. These homes are ideal for families or large groups visiting the area, providing ample space and comfort.
Are there any cheap holiday rentals near Windsor Island Resort?
There are several affordable holiday rentals near Windsor Island Resort, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around AU$150 per night in areas like Four Corners. Some stays even drop below AU$100 per night in November 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 free WiFi, complimentary toiletries, and free self-parking, so you can have a comfortable 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 Island Resort while keeping costs down.

*Pricing data are based on past 12 months data.
What are the best pet-friendly holiday rentals near Windsor Island Resort?
There are over 1,800 pet-friendly holiday rentals near Windsor Island Resort, primarily private holiday houses and villas, making it simple to bring your furry companions along. These properties are found in the Four Corners area and often feature amenities such as dog exercise areas, food and water bowls, and some even allow pets to stay free. Guests can enjoy comfortable living spaces while their pets have dedicated areas to play and relax.

To find the best pet-friendly holiday rentals near Windsor Island Resort, always review the specific house rules regarding pet size, breed restrictions, and any additional fees. While Windsor Island Resort itself may have specific regulations for pets, nearby green spaces and public parks in the Four Corners area, such as Lake Louisa State Park, offer ample opportunities for pets to enjoy the outdoors on paved paths or designated trails.
What are the top holiday rentals with pools near Windsor Island Resort?
There are over 10,730 holiday rentals near Windsor Island Resort that include access to swimming pools, with both private and shared options available. Properties are concentrated within Windsor Island Resort itself and nearby areas, offering a variety of layouts from private holiday houses to spacious villas. Many of these homes come fully equipped with amenities such as full kitchens, Wi-Fi, and comfortable living areas, making them ideal for families or groups seeking a relaxing stay.

When selecting your ideal home, consider the benefits of different pool types. Private pools offer seclusion for families, while shared pools often include access to additional features like waterslides or poolside bars, enhancing the communal experience. For cooler months, look for heated or indoor pool options to ensure year-round enjoyment.
What are the best family holiday rentals near Windsor Island Resort?
There are over 8,700 family-friendly holiday homes near Windsor Island Resort, offering a vast selection for groups of all sizes. These properties, predominantly private holiday houses and villas, provide ample space with multiple bedrooms and bathrooms, full kitchens for meal preparation, and comfortable living areas. Many also feature essential amenities like outdoor play areas, yards, or patios, as well as entertainment options such as video games and HDTVs, ensuring a comfortable stay for everyone.

When selecting the ideal holiday rental, look for properties that offer separate spaces for adults and children to unwind, and prioritise homes with practical utilities like a well-appointed kitchen. Staying close to Windsor Island Resort means less travel time and more opportunities to enjoy the area's attractions.
Are there any luxury holiday rentals near Windsor Island Resort?
Near Windsor Island Resort, guests can find several luxury holiday rentals that offer modern comfort. These properties often feature amenities such as private heated pools, private outdoor hot tubs, deep soaking bathtubs, designer toiletries, and premium bedding. Some homes also boast resort views or offer access to golf courses on-site, providing a truly upscale experience.

These homes are ideal for families or larger groups, ensuring a comfortable stay with features like air conditioning and efficient climate control. Many of these top-tier stays are managed by highly rated Stayz hosts, promising a professional and premium experience.
Where should I stay when visiting Windsor Island Resort?
When visiting Windsor Island Resort, there are several excellent areas for holiday rentals that offer convenient access and a great base for your stay.

The immediate vicinity of Four Corners provides numerous large holiday homes, many with private pools, making them ideal for families and larger groups. These properties are a short drive from Windsor Island Resort, offering convenient access to local attractions and amenities.

For those seeking a slightly different setting, the Kissimmee area, a little further east, also offers a wide array of holiday rentals. This area is known for its diverse range of properties, from spacious villas to comfortable apartments, and provides easy routes to Windsor Island Resort and the wider Orlando theme parks.
What is the cheapest month to stay near Windsor Island Resort?
The cheapest time to find holiday rentals near Windsor Island Resort is typically during the late Autumn (late August to September) and late Winter (January to early February), excluding major holiday periods like Christmas, New Year's, and Spring Break. January is frequently the single cheapest month, often providing lower rates on properties. Guests can often find various savings during these months, with rates often 15-25% less compared to peak season.
Are there any lakefront holiday rentals near Windsor Island Resort
Lakefront holiday rentals near Windsor Island Resort are available, primarily found on nearby lakes such as Lake Davenport and some of the smaller, interconnected natural lakes in the area. These properties are a short drive from Windsor Island Resort, offering convenient access to water activities like kayaking, fishing, swimming, 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 watersports, observe local wildlife, and unwind in peaceful surroundings.
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.

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