Property Management

Established Local Experience. Personalized Management. Exceptional Property Care.

Your Florida Keys investment deserves more than a booking platform. At Freewheeler Vacations, we combine nearly four decades of local experience with professional marketing, hands-on property care, and transparent owner communication. From luxury waterfront estates to private vacation homes and condos, our Islamorada-based team handles the details so you can enjoy the benefits of ownership with confidence.  

 

Local, Hands-On Property Care:

Our Islamorada-based team coordinates property inspections, housekeeping, and maintenance before, during, and after your guest stays.  We work with trusted local service providers to help keep each property well maintained and ready for incoming guests.

 

Strategic Marketing & Rental Exposure:

We market vacation homes through our direct-booking website, major vacation rental platforms, and targeted marketing efforts, combining professional photography, compelling listings, and local market knowledge to attract qualified guests.

 

Guest Management & Property Protection:

We coordinate guest reservations, manage rental agreements, and enforce clear rental policies to help protect homeowners and their investment properties while ensuring a smooth rental experience.

 

Transparent Owner Accounting:

Our secure owner portal provides access to reservation activity, property performance, and financial statements.  We collect guest payments, coordinate maintenance invoices, and provide timely owner payouts.

 

Local Guest Support & Emergency Coordination:

Guests have access to local assistance during their stays, including an emergency contact for urgent property issues.  Our team helps ordinate appropriate responses to protect the home and support guests.

 

Experienced, Personalized Management:

With nearly four decades of experience in the Upper Keys vacation rental market, we combine an established local presence with personal attention to homeowners and their properties.  

 

Intersted in listing your home with Freewheeler Vacations? Click the link below to check out our Property Management Agreement.