Plovdiv city was possibly at times a vassal of Bulgaria or Venice. Ivan Asen II conquered the duchy finally in 1230 but the city had possibly been conquered earlier. Afterwards, Plovdiv was conquered by Byzantium. According to some information, by 1300 Plovdiv was a possession of Theodore Svetoslav of Bulgaria. It was conquered from Byzantium by George Terter II of Bulgaria in 1322. Andronikos III Palaiologos unsuccessfully besieged the city, but a treaty restored Byzantine rule once again in 1323. In 1344 the city and eight other cities were surrendered to Bulgaria by the regency for John V Palaiologos as the
Plovdiv Province capital is the city of Plovdiv; other towns include Karlovo, Sopot, Klisura, Kalofer, Hisarya, Saedinenie, Rakovski, Brezovo, Stamboliyski, Krichim, Perushtitsa, Sadovo, Parvomay, Asenovgrad, Laki, Katunica, Yiagodovo. Plovdiv Province had a population of 715,904 (715,816 also given) according to a 2001 census, of which were male and were female. As of the end of 2009, the population, announced by the Bulgarian National Statistical Institute, numbered 701,684 of which are over 60 years of age. The following table represents the change of the population in the province after World War II: Total population (2011 census): 683 027<br> Ethnic groups (2011 census): Identified