A system and related methods for management of communications and interfacing between a user and a connected fleet of vehicles, including a system for providing mobile security devices and/or mobile wireless access point devices at a fleet facility. The system provides easy and rapid movement of wire access point devices/antennae, security cameras, or both, within a rental or fleet facility. One or more support wires extend between connection points within the facility. The connection points may be fixed or moving (i.e., the connection point itself may be on a track or similar device, and thus be movable from point to point along the track). Trolleys supporting one or more security cameras, wireless access point devices, or similar devices, move along the support to desired locations.