About Windsor Island Resort

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Set sail for fun at Windsor Island Resort, a sun-soaked gated community in Davenport, 15 miles from Disney World! This lively resort thrills with 4- to 10-bedroom homes featuring private infinity-edge pools, game rooms with air hockey, and themed bedrooms that ignite imaginations. Just a short drive from Universal Orlando and Island H2O, its tropical-inspired design and energetic atmosphere make it a year-round favorite for families and friends seeking a vibrant, action-packed getaway.

Amenities:

Radiant zero-entry pool with twin water slides, a lazy river, and a kids’ splash pad for aquatic adventures.
Quirky 9-hole mini-golf course and a giant outdoor chessboard for family tournaments.
Breezy canopy-covered lounge serving tropical drinks, plus an indoor arcade with VR games.
Fitness center with cardio machines and group fitness classes, plus a colorful playground.
Cornhole courts, shuffleboard, and a tranquil hammock garden for laid-back moments.
Outdoor movie nights and weekly food truck festivals at the community pavilion.
Pet-friendly walking trails with dog stations for furry companions.

44 properties available

Step into a world of opulence and contemporary style in our exquisite villa. Indulge in the ultimate comfort and convenience with our luxurious interior amenities, carefully curated to enhance your stay.Ground FloorPrepare gourmet meals in the state-of-the-art kitchen, unwind in the tastefully furnished living spaces, and stay connected with lightn

NOTE: Baby sheet, car seat, & baby stair gate are not provided. Please bring your own if you need. All guests' names need to be registered in the gate system.Check yourself into this luxury family home and be greeted with bright, sun-filled living with soft comfortable furnishings and a spacious open plan design with room f

✨ Experience Luxury and Comfort in Orlando's Themed Vacation Home ✨Welcome to your dream vacation rental! Located in the Windsor Island Resort, this stunning, luxury home is perfect for families and groups seeking an unforgettable getaway. Please note that you may see construction nearby as the resort continues to grow.🏡 Key Features:Themed Bedr

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The Space 🏡This bright and spacious vacation home offers plenty of room for families to relax, spend time together and enjoy their own private space.The open-concept living area creates a comfortable gathering place after a full day at the theme parks. The kitchen, dining area and living room flow together, making it easy to prepare meals while st

🏡 **WELCOME TO YOUR WINDSOR ISLAND FAMILY RETREAT**Bring the whole crew together in this spacious **9-bedroom vacation home at Windsor Island Resort**, designed for large families, multiple families traveling together, and group getaways to Orlando.From colorful themed bedrooms for the kids to a **private pool and spa**, multiple living spaces, an

✨ Dream Family Retreat in Windsor Island Resort ✨Welcome to your perfect home away from home! This spacious 7-bedroom villa is located in the Windsor Island Resort, just a short drive from Orlando’s top theme parks, shopping, and dining. Designed for families and groups, this home is packed with fun features and thoughtful touches to make your stay

★ Grand house with 5 luxury bedrooms in Windsor Island Resort★ Disney-themed rooms for kids★ Private pool with child safety fence★ Located in the Windsor Island Resort, which is located at US Hwy27 and SandMine Rd★ Jump to Safety & Security: Gated community with 24-hour security guard★ FREE baby gear included (full-size crib)★ Fresh towels and line

The SpaceWelcome to your family-friendly retreat in Windsor Island Resort! This spacious 6-bedroom home is designed for comfort, relaxation, and unforgettable Orlando vacations.Private Outdoor OasisStep outside to your own private pool and spa, perfect for cooling off after a day at the parks or enjoying a relaxing evening with family and friends.

THE HOMESome homes are just places to sleep. This one is where the vacation actually happens.From the moment you walk in, you're welcomed by bright, open living spaces filled with natural light, plush furnishings, and the kind of easy, unhurried energy that makes everyone instantly relax. With 8 bedrooms and room for up to 20 guests, there's space

Property Description:⭐️ Located in the Windsor Island Resort, which is located at US Hwy27 and SandMine Rd⭐️ Beautiful firework view⭐️ Has 9 beautiful bedrooms, each one has their own flat screen TV with cable⭐️ Marvel superheroes, Harry Potter and Disney themed room for kids⭐️ Private pool with child safety fence ⭐️ Fully equipped kitchen⭐️ Washer

Step into this cozy 7-bedroom,5.5-bathroom retreat at Windsor Island Resort in Kissimmee, Florida is a dream come true for Disney enthusiasts. Immerse yourself in the magic with themed rooms, opulent bathrooms, and clean and cozy bedrooms. - Private Pool & Spa- 10 Miles to Disney World- Themed Rooms - Clubhouse Water Park, Resort Pools & Fitness Ce

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