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The present article delves into the history of political philosophy by discussing human sociability in Antonio Montecatini's (1537–99) commentary on Aristotle's Politics. The focus is on a philosophical analysis of three interrelated ideas that Montecatini discusses: (1) Aristotle's dictum that human beings are political animals by nature; (2) naturalness of the household; and (3) the nature and origin of political communities. Montecatini's views are briefly related to those of John Case (ca. 1546–1600), and they are also contextualized within the late medieval commentary tradition on the Politics, but the main aim is to clarify Montecatini's philosophical position and examine the ways in which he deviates from Aristotelian naturalism in political philosophy. This paves the way to a deeper understanding of the developments that led to early modern innovations.