Siles was conquered around 1230 by the Knights of the Order of Santiago in command of the master Pelayo Perez Correa and went to swell the vast dominion of the Order based in Segura de la Sierra.
After the conquest, Siles maintained its strategic importance, of what gives a thorough account of the siege episode Yusuf I of Granada in 1339, with 1,500 knights and 6,000 infantry Moors.