Abstract: A system and method are provided for facilitating a remote live vehicle rental transaction between a customer service representative (CSR) and a customer and providing a vehicle key device to the customer without the need for a CSR at the site of the key or vehicle, where the vehicle may be in an unsecured lot. In particular, the system includes a customer interface device (CID), a remotely located CSR apparatus for facilitating live communications between the customer and CSR, and a key safe. The key safe includes a code input device for recognizing a code provided by the CID, the code input device configured to unlock a locker containing the vehicle key device when the code is recognized. Alternatively, the CID dispenses an electronic key card or provides the customer with an electronic signal device or two-dimensional image (such as a bar code) to enter and/or operate a rental vehicle, or a central system automatically remotely unlocks the vehicle when the rental agreement is formed.