This article offers a novel interpretation of an unusual and unexplained grisaille head included in the elaborate visual program of the Loggia della Galatea within the sixteenth-century Roman villa designed for Sienese banker Agostino Chigi (known today as the Villa Farnesina). Rendered by the architect of the villa and the designer of the loggia’s scheme, Baldassarre Peruzzi, this testa gigante will be examined here as a potential homage to Peruzzi’s mentor, Francesco di Giorgio Martini, by recalling Francesco’s fascination with the anthropomorphic associations of architecture during the rediscovery of Vitruvian ideals the century prior.