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.

45 properties available

✨ The SpaceWelcome to your newly renovated luxury retreat in Windsor Island Resort! Designed to impress both adults and children, this incredible 8-bedroom vacation home combines upscale living, unforgettable themed spaces, and endless entertainment for the perfect Orlando getaway.🏊 Relax in your private screened pool and spa, challenge your famil

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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. No overnight street parking allowed in WIR resort.Check yourself into this luxury family home and be greeted with bright, sun-filled living with soft com

🌟 Your Magical Retreat Awaits at Windsor Island Resort 🌟🏠 10 Bedrooms | 8 Bathrooms | Sleeps 22📍 Kissimmee, Florida – Just 10 Miles to Disney World🌴 Highlights🎠 Themed Rooms: Harry Potter, Mario, Avengers, Guardians of the Galaxy, and Alice’s Wonderland.🌊 Private Pool & Spa with a lush Green View – your tropical oasis awaits!🕹️ Minecraft-Th

Entertainment is one of the highlights of the home, with two game rooms for endless fun. One of them is a fully immersive game room experience, perfect for both kids and adults to enjoy together after a day of exploring.Step outside to your private pool oasis where you can relax and unwind. The backyard backs onto elevated land with no rear neighbo

Welcome to our luxury family home located in theWindsor Island Resort, where modern amenities meet the excitement of a fresh, vibrant community. From the moment you step inside, you'll be greeted by bright, sunlit living spaces filled with warmth and style. Sink into soft, comfortable furnishings and enjoy the expansive open-plan layout, offering p

All guests' names need to be registered in the gate system. No overnight street parking allowed in WIR resort.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 for everyone to spread out and have their own spa

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

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

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

Escape to a Luxurious Family-Friendly Getaway at Windsor Island Resort!Discover the perfect family retreat at this stylish, luxury home featuring 5 beautifully appointed bedrooms, including whimsical Minions and Harry Potter-themed rooms designed to captivate the kids. Nestled in the pristine, Windsor Island Resort, this home offers both comfort a

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

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