In contemporary research on autonomy development, autonomy has been defined as independence (vs. dependence) or as self-endorsed (vs. controlled) functioning. Analogously, perceived parental autonomy support involves either perceived parental promotion of independence (PI) or perceived parental promotion of volitional functioning (PVF). The primary aim of the present study among Belgian and Greek adolescents ("N" = 658; 58% girls; "M" age = 16.3 years) was to examine associations between the two types of parental autonomy support, on one hand, and the two types of adolescent autonomy, on the other hand. The secondary aim was to investigate the moderating role of various background variables (i.e., gender, country of residence, and age) in these associations. As hypothesized, perceived parental PVF was related to adolescents' self-endorsed (vs. controlled) motives. The relation between perceived parental PI and adolescent independence was qualified by an interaction with perceived parental PVF. Finally, although mean-level differences in the study constructs were found across gender, country, and adolescent age, the structural associations among constructs were invariant across these demographic groupings. These findings provide further insights in the complex dynamics involved in adolescent autonomy development in multiple national contexts.