Windsor Island Resort Guide: What You Need to Know Before Booking
Travelers planning an Orlando vacation quickly discover that not all resort communities are the same. Some offer great pools but lack home options. Others offer large homes but fall short on amenities or convenient location. Windsor Island Resort stands out because it blends all the elements families and groups usually need in one place. Spacious vacation homes, resort-quality features, and easy access to attractions come together in a setting designed for comfort.
This guide explores what Windsor Island Resort offers, what is located nearby, what the homes are like, and why so many families consider it one of the best places to stay near Disney Orlando. You will also find practical tips for choosing the right home for your group.Â
What Is Windsor Island Resort and Where Is It Located
Windsor Island Resort is a modern vacation home community in Davenport, Florida, located about 15–20 minutes from Walt Disney World. It combines spacious private villas and townhomes with resort-style amenities such as a lazy river, water slides, clubhouse, and fitness center. Designed for families and groups, Windsor Island offers the comfort of a vacation rental with the convenience of a full resort, making it a popular place to stay near Disney Orlando.
How Far Is It From Disney and Orlando’s Top Attractions?
Location is one of the biggest reasons families choose this resort. Windsor Island Resort near Disney offers a shorter drive than many other vacation home communities. Travelers typically reach Disney’s entrance in around 15 to 20 minutes, depending on traffic and park choice. Universal Orlando is usually a 30- to 35-minute drive, while SeaWorld is about halfway between. These times make Windsor Island a practical base for theme park days.
The resort is in Davenport, a growing vacation corridor just outside Kissimmee. Guests often appreciate that the area feels calm and suburban yet remains close to major attractions. Roads are easy to navigate, and the location avoids the heavy central Orlando traffic that some visitors encounter when staying closer to International Drive.
Why Families Choose This Community Over Others
Families love Windsor Island Resort for several reasons:
• Space: Homes range from townhomes to large villas with up to 10 bedrooms.
• Amenities: The resort-style clubhouse delivers a full water park experience.
• Value: The cost per person is excellent when groups share a home.
• Convenience: Quick access to dining, shopping, and theme parks.
• Privacy: Private pools, full kitchens, and laundry make the stay feel comfortable.
Many travelers describe Windsor Island as a community that balances fun and relaxation. Kids enjoy the water slides and lazy river, while adults appreciate the comfortable homes and easy access to essentials.
What’s Inside Windsor Island Resort
Windsor Island was designed to give vacationers a complete resort experience without needing to stay in a hotel. The clubhouse complex acts as the social hub, while the homes provide personal space, parking, and privacy.
Resort Amenities You Can Use During Your Stay
The resort’s amenities bring hotel-level convenience to vacation home rentals. These features set the community apart from older or smaller developments in the area.
You will find:
• A large lazy river for floating and relaxing
• Water slides for kids and thrill seekers
• A splash pad ideal for younger children
• A spacious resort-style pool with tropical theming
• Poolside loungers and shade areas
• A fitness center with cardio and strength equipment
• A clubhouse with lounge areas and social spaces
• Sports courts such as basketball and volleyball
• Mini golf for low-key family activities
Visitors often point out that these amenities help reduce the number of paid outings they need to take. A relaxing pool day can feel just as fun as a theme park day, especially for groups traveling with kids.
On-Site Convenience Options (But What’s Missing)
Windsor Island includes several helpful features that make your stay easier:
• A poolside bar serving drinks and light snacks
• A sundry shop offering drinks, small groceries, and vacation essentials
• Beautiful outdoor hangout areas such as fire pits and cabanas
The resort does not currently include a full restaurant. Guests usually solve this easily by cooking in their vacation home kitchens or visiting the many nearby restaurants in Davenport and Kissimmee. Most travelers appreciate the poolside bar for convenience while relaxing, but they still plan meals offsite. Overall, Windsor Island offers plenty of convenience for a vacation community, but it encourages guests to explore nearby dining options.
Restaurants, Grocery Stores, and Essentials Near Windsor Island Resort
One of the major advantages of staying in a community like Windsor Island is the access to everyday conveniences. Grocery stores, restaurants, and essential shops sit just minutes away.
Closest Grocery Stores
Guests typically choose from three main grocery options:
• Publix: Less than 10 minutes from the resort; known for quality and convenience.
• Walmart Supercenter: A popular choice for budget-friendly groceries and vacation supplies.
• Target: Offers fresh food, travel accessories, and general shopping.
Most families stop at one of these stores shortly after arrival. Stocking the fridge saves money, especially during longer stays.
Best Family-Friendly Restaurants Nearby
The dining options near Windsor Island are ideal for families and groups. Popular choices include:
• American grills
• Pizza and Italian restaurants
• Casual chain restaurants
• Davenport dining options with a mix of cuisines
• Kissimmee dining options for a larger variety
Travelers often plan at least a few meals at local favorites before choosing to cook in their vacation home. The surrounding area continues to grow, so new restaurants frequently appear within a short drive.
How Big Is Windsor Island Resort
Windsor Island is one of the larger vacation home communities in the Davenport area. Its size allows it to maintain spacious roadways, wide sidewalks, and convenient access points. Since the homes were built recently, the community layout feels modern and well-organized.
Layout, Size, and Home Types
The resort includes several types of vacation homes designed for different group sizes:
• Townhomes with 4 to 5 bedrooms and splash pools
• Villas with 5 to 10 bedrooms and full-sized private pools
• Homes with themed bedrooms that create extra excitement for kids
• Homes with game rooms that appeal to groups and families
The layout makes it easy to drive or walk to the clubhouse from most streets. Even larger homes are positioned to maximize privacy and create a calm environment after busy park days.
How To Choose the Right Home Inside Windsor Island Resort
This part of the guide helps you think about which home style will support a comfortable and enjoyable stay. The right home choice depends on your group’s needs and how you plan to use the space.
What Matters Most for Families and Groups
Consider these core factors:
• Bedroom count: Make sure every person or couple has a comfortable room.
• Private pool: A top priority for groups wanting at-home relaxation.
• Parking: Driveway spaces usually handle two cars; large groups sometimes bring more.
• Kitchen size: Larger homes have more counter space and bigger fridges.
• Living room space: Open floor plans work best for families gathering at night.
Families often appreciate themed bedrooms for younger travelers. These rooms help maintain excitement after theme park visits and add memorable touches to the vacation.
Which Homes Offer the Best Convenience for Long Stays
Travelers staying a week or more typically look for:
• Full-sized laundry rooms
• Multiple living areas
• Large kitchens with pantry space
• Work-friendly spaces for remote workers
• Upgraded outdoor areas for relaxing evenings
Townhomes are ideal for shorter stays or smaller groups. Villas are best for extended vacations, large families, and snowbirds.
Explore Our Selection of Windsor Island Resort Properties
If you want a clear view of what is available, explore Windsor Island Resort vacation home rentals and villas through direct booking platforms. Reviewing the full selection helps you compare prices, bedroom counts, amenities, and availability. This approach gives you a better chance of finding a home that fits your travel plans and supports a smooth and comfortable stay near the theme parks.
