Windsor Cays Resort, Orlando
A gated resort community in Kissimmee with a clubhouse, resort pool, and walking trails, sitting right next to The Loop and minutes from Disney World.
What Makes Windsor Cays Resort Special
Steps from Theme Parks
Just moments away from Disney World, Universal Orlando, and SeaWorld for easy access to Orlando's top attractions.
Resort-Style Living
Enjoy a clubhouse, resort pool, private cabanas, and walking trails within a secure, gated community.
Shopping and Entertainment
Adjacent to The Loop, offering premier shopping, dining, and entertainment options right at your doorstep.
A harmonious blend of luxury, convenience, and connection in the heart of Orlando.
Experience Windsor Cays
Community Spirit
Gather in the Clubhouse
Outdoor Living
Trails and Pool Time
Peace of Mind
24-Hour Gated Security
Get more when you book direct
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We’re building a relationship, not closing a booking.
Before You Book