Pontassieve is a Tuscan town where the Sieve meets the Arno, with a Medici bridge and Chianti Rufina vineyards around it. Trains reach Florence in about half an hour. Nearly all homes have a private pool and a garden, but few have air conditioning, and they are scattered across the hills.
Pontassieve sits at a railway and road junction, which brought it heavy bombing in the Second World War. The Ponte Mediceo, commissioned by Cosimo I in the 16th century, has two red brick arches and the Medici coat of arms on its central pillar, and three of the four old city gates survive. The Sieve rises near the Futa Pass and joins the Arno here. Around the town are hills of vineyards and olive groves, and the area makes Chianti Rufina, one of the smallest zones of Chianti DOCG. The homes are spread over about 10 km, so check where each one is. Evenings are quiet.
In the hills of the Val di Sieve, known for Chianti Rufina and Pomino wines, with a Museum of Vine and Wine in Villa Poggio Reale.
Hills under dense woods known for wild mushrooms, and the small village of Raggioli, with stone alleys and a medieval feel.
The trains from Pontassieve to Firenze S.M.N. take about 28 minutes and run about every 20 minutes.
Florence airport is about 31 minutes by road, or about 50 minutes by tram and train via Florence station. Trains from Pontassieve to Florence take about 28 minutes, but most homes are in the hills around the town, so hire a car.
About 25 minutes by car and 28 minutes by train, with trains roughly every 20 minutes. The train spares you driving and parking in the city.
Its vineyards make Chianti Rufina, one of the smallest zones of the Chianti DOCG, and the nearby town of Rufina has a museum of vine and wine. Pontassieve is also on the Via Romea between Florence and Arezzo.
Florence airport, about 31 minutes by road. By public transport it takes around 50 minutes, using the tram to Florence station and then the train to Pontassieve.
Nearly all do, and all have a garden, but only a few have air conditioning. They mostly sleep around four, with some for up to twelve, and they are spread across the hills.
Written by the TrustedVillas team. Last reviewed October 2026.
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