This study details the company car market in Italy, particularly the financial and operational leasing of passenger vehicles (PVs) and light commercial vehicles (LCVs). Analysis covers the country’s environment for fleet vehicle leasing growth opportunities on the basis of historic data and current market conditions (PESTLE analysis). Also, discussion includes the drivers and restraints likely to impact the fleet and leasing industry. Finally, market segmentation and a comparison between suppliers of vehicle leasing in Italy are explored. Aiding to the analysis, the study displays market size, by segment, in new registrations and portfolio forecasting from 2015 to 2019.