Montopoli in Valdarno is a medieval village base for families between Florence and Pisa, about half an hour's drive from Pisa. Homes mostly sleep four to six, so check each listing for a pool. The homes are scattered around the comune, so plan on a car.
Montopoli in Valdarno sits between Florence and Pisa, and Boccaccio called it the eminent castle for its powerful fortifications. The oldest part keeps the feel of a typical medieval settlement, with a tower and an arch named after Castruccio Castracani. Nearby, the village of San Romano is split between Montopoli and San Miniato on the hills of the left bank of the Arno, and has the San Romano-Montopoli-Santa Croce railway station. Our homes are spread around the comune rather than in the old centre. Evenings are quiet, and Pisa, about half an hour by car, is the place for a bigger night out.
A village shared with San Miniato that gives its name to Paolo Uccello's paintings of the 1432 battle between Florence and Siena, with a 16th-century Franciscan sanctuary.
A flat town on the right bank of the Arno, where the Egola joins it, known worldwide for its leather industry.
Pisa is the nearest airport. From Pisa Centrale, trains run every 30 minutes to San Romano-Montopoli-Santa Croce station in about 30 minutes. By car, Pisa is about half an hour from Montopoli. A car is the practical choice for the scattered homes.
Pisa. The fastest public transport from the airport, two trains, takes around an hour and a half. From Florence airport, allow just over two hours by tram and train.
Its old core is. The oldest part of Montopoli keeps the atmosphere of a medieval settlement, including a tower and an arch named after Castruccio Castracani, and Boccaccio praised its fortifications.
It gave its name to the Battle of San Romano, the 1432 clash between Florence and Siena. Paolo Uccello's three panels of it are now split between the National Gallery in London, the Uffizi and the Louvre.
Yes, though with a change. Bus 210 runs to Pontedera, where you pick up a train to Pisa, taking just under an hour in all. Driving takes about half that.
Written by the TrustedVillas team. Last reviewed November 2026.
Our villa experts are here to help you find the ideal property for your vacation. Contact us for personalized recommendations.