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 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.

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 comfo

🌟 Luxurious 10-Bedroom Disney-Themed Villa at Windsor Island Resort 🌟📍 Just Minutes from Disney World, Orlando!🏡 Property Highlights✨Stunning Avatar game room, spacious Harry Potter loft, and immersive themed rooms.🎠 Immersive Themed Kids’ Rooms: Step into the worlds of Avatar, Frozen, Moana, Star Wars, Mario, and Nemo!🌊 Private Pool & Jacuzz

🏡 Living & Entertainment• Bright open-concept living area with large Smart TV• Fully equipped gourmet kitchen with modern appliances• Spacious dining area + breakfast bar seating• Upstairs loft with oversized sofas — perfect teen hangout• Themed game room with arcade machinesWhether it’s movie night, game tournaments, or quiet downtime, there’s sp

🏖 MAIN LEVEL | Open Living, Private Pool & Family GatheringsDesigned for unforgettable group vacations, the main level offers a bright open-concept layout where everyone can relax, connect, and spend time together after exciting Disney days.The spacious living room features comfortable seating and a large Smart TV, while the fully equipped kitchen

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

🏡 **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

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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Family Fun Meets Resort LuxuryWelcome to your story-themed getaway at Windsor Island Resort, where every corner is designed for fun and comfort.This luxury villa features 8 bedrooms with ensuite bathrooms, a modern kitchen, multiple living areas, and a private pool & spa.✨ Key Features🛏 8 Bedrooms / 6 Bathrooms (Sleeps up to 24)🍳 Gourmet Kitchen

HOT 10

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 comf

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

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