Arrangement of street vendor in Surakarta without violent conflict and humanistic way is closely linked to the leadership style of the Mayor as a leader. There are three leadership styles from the Mayor of Surakarta period 2005-2010 in dealing street vendor: first, authoritative leadership style with the missionaries characteristic which focuses on the relationship to envelop the will of coercion, avoids conflict by creating sympathy, avoids formality, and supervision which is meant as creating the impression and attention as behavior in leading. Second, democratic style with the support from administrator organizers behavior such working in a plan by management functions stepping. Third is transformational style which is using the motivation behavior and awareness through appropriate role model and to support organizational objectives. There are many factors affecting the leadership style by the Mayor of Surakarta; family background, education, experience and street vendor view as investor producing the highest revenue of district in Surakarta