Several scholars have focused on the different approaches in designing convivial urban spaces, but literary evidence shows that the essence of aesthetic design in public urban spaces, by referring to the main dimensions involved in the shaping of urban vitality, has not been adequately researched. In this regard, this study, by hypothesizing that the quality of urban design leads to a vital urban environment, focuses on urban vitality from the aesthetic point of view. Thus, in using qualitative grounded theory as a main methodological tool and using a systematic review of the related literature as the main induction approach for collecting qualitative data, five main dimensions of urban vitality, which are necessary to attain a correlation with the aesthetic quality of urban design, were conceptualized. The study concludes that the aesthetic design of an urban setting has a direct effect on the active involvement of its users and that this, therefore, has a direct consequence on the level of public urban vitality, manifested. Integrating the complexity theory with the five main dimensions used for assessing urban vitality was suggested as a viable area for further research.