Federigo's only son Guidubaldo, who succeeded his father, married in 1489 the gifted Elizabeth Gonzaga, of the ruling family in Mantua.
Guidubaldo was the last duke of the Montefeltro line; at his death in 1508 he bequeathed his coronet to Francesco Maria della Rovere, nephew of Julius II., and for about a century Urbino was ruled by its second dynasty of the Della Rovere family.
During the reigns of Federigo and Guidubaldo, Urbino was one of the foremost centres of activity in art and literature in Italy.
Of England conferred the order of the Garter on Guidubaldo, Castiglione was sent to England with a letter of thanks and with the small picture, now in the Louvre, of "St George and the Dragon," painted by Raphael in 1504, as a present to the English king.
His first patron was the Marchese Guidubaldo del Monte of Pesaro, a man equally eminent in science, and influential through family connexions.
Through the death of his father in July of that year family cares and responsibilities devolved upon him, and thus his nomination to the chair of mathematics at the university of Padua, secured by the influence of the Marchese Guidubaldo with the Venetian senate, was welcome both as affording a relief from pecuniary embarrassment and as opening a field for scientific distinction.