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About StayWinterPark

StayWinterPark is a locally owned and operated vacation rental management company with a depth of hospitality experience possessed by the team from the ground up equaling more than 70 years of collective hands on knowledge and day to day commitment to operating a successful rental management company with top notch customer service for our second homeowners and vacationing guests to the area.

StayWinterPark values our place within the community and have created lasting local relationships that in concert with our intimate knowledge of the best activities, dining, special events and shopping, we can help plan your dream vacation.

Find out why we are the best choice in Winter Park

Rental Management

Sharing you home is a personal step that we honor with our professional local experts to offer all the personalized services you need – Marketing & Sales, Housekeeping, Laundry, Maintenance, Front Desk & Guest Services.

Find out more and how to join our team.

Why book with us?

Our dedicated sales team is here to help make your dream vacation a reality!

When you book direct, you will get the peace of mind.

We are locally based and available 7 days a week, assist with special guest requests, offer the lodging price all with a personal touch.

HOA and Property Management

CMC Property Management offers professionally managed services to maintain your property and association.

Property services that range from 24 hour on-call staff, exterior building services, security checks and general maintenance services.

Business management for budgeting, financial reports, association insurance policies and HOA board meetings and compliance.

Employment Opportunities

Winter Park Ski Resort

Our company is always growing and looking for people to join our team!

Check out where you can join our team