This article considers the social and cultural contexts of the two lives of Margherita Colonna (c.1254–1280) to reveal her traditional, monastic Franciscan piety that originated with her baronial Roman background. To her family, Margherita Colonna represented a moderate type of Franciscan piety that did not conflict with elite patriarchal expectations of women, and one that differed from the radical penitence of Clare of Montefalco, Angela of Foligno, and Margherita of Cortona. Her hagiographers structured their respective renditions of her life to promote their own agendas, choosing and omitting saintly virtues as they saw fit. Margherita's first life, written by her brother Giovanni Colonna, extolled her humility, nobility, and almsgiving. Her second life, written by Stefania, her relative and the successor of her spiritual community, focused on Margherita's mysticism and concern for her cloistered community. Both of these works diverge from the lives of radical female Franciscans who practiced contempt for the world and rigorous poverty. For this reason, this article argues that Margherita's pious type broke from that of Clare of Assisi, and more closely resembled the traditional monastic religiosity practiced by her family before the arrival of St. Francis. Such an approach to hagiography reveals the social context from which it arose, as well as gendered notions of holiness, thereby contributing to the fields of medieval sanctity, gender, and society.