This ancient church is located in the oldest part of Rapolano called the Castellare. In this area are also located the Cacciaconti palace and the praetorian palace which is seat of the Municipality since the thirteenth century. This church of Romanesque origin was in ancient times connected to a hospice for pilgrims and the sick people named “Ospedale del Santo” suppressed in 1752. The front wall is composed of a simple portal and a bell gable but on the right wall there are fourteenth-century frescoes of “San Michele Arcangelo” and “San Francesco”. On the main altar there is a painting of “Madonna and Child, San Bartolomeo and San Cristoforo” by Vincenzo Rustici (1557-1632). The fifteenth-century stucco altar on the left is dedicated to Saint Anthony of Padua, with side pilasters, festooned cornice and lunette with the “Martyrdom of San Bartolomeo”.