Property Management

Freewheeler Vacations Property Management Program


Freewheeler Vacations is the Upper and Middle Keys largest and oldest Vacation Rental Company under the same ownership and management for over 30 years.


We have the largest inventory of exclusive island properties and produce more booking volume than all the competing rental agents combined.


Our vacation rental specialists are extremely knowledgeable of Florida Keys vacation rentals including estates, homes, and condos.


Freewheeler Vacations is a professional vacation rental company that provides all inclusive services to ensure your home maintains its first class appearance.



List your home with us! Click the link below to check out our property management agreement.