Security issues play a central role in influencing residents’ satisfaction toward everyday life in cities. Guaranteeing safety, especially (but not only) for urban residents has become the most critical problem of our time. Results from 2003 Istat report on safety showed that one Italian out of four (mostly women from underprivileged social classes) declares his/her concern and fear towards criminality and social security. Fear of crime and safety changes on the base of the target considered (gender, age, social status, place of residence). At the same time, urban physical characteristics, such as disorder and decay signs in a neighborhood influence residents’ perception of safety. Social and physical signs of incivility (such as drunk people in the street, teenage groups hanging around, homeless people, prostitutes, but also graffiti, abandoned dwellings, litter, etc.) in urban environments seem to be as important as crime itself to increase a sense of insecurity. Furthermore, incivilities and disorder could be perceived by citizens as a clue of social decay and also of a lack of a sense of the community, since both residents and public institutions do not show interest in the socio-physical conditions of the neighborhood. On the other hand, good maintenance of urban environment transmits a positive message to its inhabitants and can play an important role in influencing both crime rates and fear of crime among residents. A qualitative study is presented aiming at better understanding possible relevant dimensions and factors of Rome inhabitants’ point of view about neighborhoods’ reputation in terms of a recommendable or of an ill-famed place, and about the variables involved in the feeling of safety/insecurity and fear of crime. A sample of 20 inhabitants of the city of Rome (of one or more neighborhoods and/or different areas of the same neighborhood) have been interviewed following a structured schema about neighborhoods reputation in Rome. Questions have been developed in order to acquire descriptive knowledge on how Rome inhabitants conceive recommendable or ill-famed places/neighborhoods and to relate these factors to the feeling of safety/insecurity in urban environments.