Abstract: The object of this study is the semiotic character of architectural space that allows characterizing the city as a complex multi-level system with typical texts and codes, belonging to different language culture. The subject of this research is the architectural image of the city of Feodosiya with houses of worship and museums, historic monuments and fountains, public buildings and mansions of the urban elite – the architectural objects that are dominant in the urban space. The authors explore the city as symbolic integral institution, which is in constant search of its own relevant image. Special attention is given to the meaning of signs and symbols that manifest as the media in architectural space. The problem of creating an integrative holistic image of the city, understanding of structure and principles of formation of its architectural space is revealed through the semiotic method. The article is first to analyze the architecture of Feodosiya in the context of the uniqueness of the cultural landscape of Crimea, which carries a certain information framed into the semiotic system. Examination of the urban space of the Crimean cities becomes relevant in contemporary cultural studies, because the formation of semiotic cultural space was influenced by the lifestyle of multiple nations. The application of semiotic method of analysis is justified and requires further study.