Windsor at Westside
A gated resort community in Kissimmee with private pools, a lazy river, and easy access to Disney and the other major parks.
What Makes Windsor at Westside Special
Thoughtfully Managed Homes
Every property reflects our commitment to guest care and comfort throughout your stay.
Orlando Location
Close to theme parks, dining, and entertainment. Everything you need is nearby.
Flexible Stays
Long-term options and event-friendly spaces designed for your group's needs.
Discover what makes this Orlando neighborhood the perfect base for your vacation.
Experience Windsor at Westside
Comfort & Style
Professionally Appointed Interiors
Central Location
Steps from Orlando's Best
Gather & Celebrate
Spaces Built for Groups
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