Reggello extends from the north-western side of the mountains of the Pratomagno to the higher Valdarno.
The place name comes from the Latin word "rege" with reference to some "Longbard properties".
The first settlements in the territory of Reggello go back to the Etruscan and Roman Ages but the real consolidation of the village occurred during the Middle Ages, specifically between the X-th and the XI-th centuries.
From the end of the XIII-th century to the beginning of the XIV-th century Reggello was under the jurisdiction of the powerful city of Florence that, taking in account the strategic position of Reggello at the junction of two important roads, the "Via del Casentino" and the "Via Vetus", fortified the village by erecting an imposing ring of walls.
The most famous point of interest is the Abbey of Vallombrosa, where the Vallumbrosan order was born.