Windsor Hills Resort Villas

Our Windsor Hills Resort villas offer a family-friendly Orlando retreat for groups, families and special celebrations, with spacious private villas set in a secure gated resort in Kissimmee, Florida. Placed just moments from Walt Disney World and within easy reach of Universal Orlando, Disney Springs, Highway 192 and wider Orlando entertainment area, our Windsor Hills vacation rentals are ideal for hassle-free theme park breaks.

Combining the privacy of self-catering stays with a vibrant resort atmosphere packed with family-friendly amenities, these Windsor Hills Resort villas are perfect for sunny Florida vacations with space, comfort and easy access to Orlando’s world-famous attractions.

Inside, enjoy generous layouts featuring bright open living areas, fully-equipped kitchen diners, boutique bedrooms and sociable spaces for relaxed days together. Our exclusive villas also include private pools, themed kids’ bedrooms, games rooms and spacious layouts for up to 20 guests, making them ideal for extended family reunions and groups.

Outside, screened pool terraces, sun loungers and alfresco dining areas set the scene for easy mornings, afternoon swims and warm Florida evenings.

With Windsor Hills Resort amenities including a lagoon-style resort pool, water slides, splash pads, hot tub, clubhouse, movie theater, arcade games room, fitness center, tennis, basketball, pickleball, volleyball, putting green, playgrounds, picnic areas and on-site shop nearby, these villas give you the freedom to enjoy Orlando at your own pace.