In 1360, Frederick the Simple granted the fief to Guido Ventimiglia. By 1366, the fief was passed by the crown to Manfredi Chiaramonte. In 1370, Frederick the Simple entrusted the fief to his illegitimate son, Guglielmo d’Aragona. Manfredi Chiaramonte served as Admiral for the King of Sicily, Captain of Djerba and the Kerkenna Islands, and Count of Modica. He regained control of the County following the death of Frederick in 1377.