This paper examines intermediate, semi-enclosed urban spaces and investigates the potential creation of environmental diversity when such spaces are integrated in urban design. More specifically, it focuses on the links between architectural characteristics of semi-enclosed spaces and their thermal performance. The paper identifies major types of semi-enclosed spaces and monitors their thermal performance in northern and southern Europe. The results showed that a wide range of thermal conditions, namely cooler conditions during summer and warmer conditions during winter can be experienced in both regions. Moreover, the thermal variation, which was identified, is linked with the spatial identity of each space and it is argued that the degree of enclosure as well as the orientation and the urban context are significant temperature determinants. Intermediate, semi-enclosed urban spaces should be regarded as important urban components that could increase the thermal and spatial diversity of the urban fabric and therefore contribute to a more fulfilling and comfortable environment.