According to Wikipedia, the first settlers of Villafranca were the Iberians and Celtiberians, confirmed in several excavations at the Palomar de Pintado site, from the 7th and 6th centuries BC. C. This site is the only one existing in the interior of the peninsula. Under Roman domination on the banks of the Amarguillo River, lived what may be called the first settlers, and in fact there is a Roman villa near the town and the Iberian necropolis.
With the invasion of the Arabs, Moors and Christians coexist in the town and their buildings extend over the part called Cruz de Lozano. When Toledo was conquered from the Arabs by Alfonso VI in 1085, Consuegra was recovered and Villafranca became dependent on it, which was the headquarters of the Knights of the Order of San Juan. The natives of the town took part, forming a retinue, in the battle of Las Navas de Tolosa (1212) for which Alfonso VII granted them the title of very loyal. In the year 1557, its privilege of villazgo was recognized, during the reign of Felipe II.1 The denomination of "franca", comes to it because at the beginning of being populated it was declared free (tax-free) for six years. "of the Knights", would join the previous name, because of an event that occurred in the Middle Ages. "It happened that every year, the deputies of the towns and villages of San Juan met in this place on Saint Martin's Day to discuss the use of the Common pastures of the Great Priory. In said meeting they answered when they were told "... talk now the gentleman of such a population...", and for hosting even if it was only one day the assistants who were considered Knights were given this nickname.