Supported by Christian military orders and crusaders, the rulers of Castile, Aragon, Navarre, and Portugal defeat the Almohads during the Battle of Las Navas de Tolosa. In the following decades, Almohad power in Spain declines, leaving Andalusi cities vulnerable to conquest. During this time, the longest lasting Muslim dynasty in Iberia, the Nasrids, rise to power in Granada, with 20 different kings ruling from 1238 to 1492.