Systems and methods for automated vacation rental management via a website configured to allow property owners to be able to list their home or unit and information about the home or unit on the site for users to view and book rentals. The system allows the home or unit owners to be able to administer their own pages that are listing their homes, e.g. by editing their profile, rates, etc. Users are able to search by location and book times to stay at the vacation home, without interaction with the owner. The system enables automated management of the vacation property, via online payment of deposits and rental fees, automated updating of booking calendars, and automated communication between renters, cleaners, owners and any other entities associated with the process.