
Excellence Luxury Villas · Montepulciano
Farmhouses and estate villas among the Vino Nobile vineyards, on the edge of the Val d'Orcia
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Montepulciano stands along a ridge 605 metres up in southern Tuscany. On one side lies the Val di Chiana and on the other the Val d'Orcia. Beneath its palazzi run cellars cut into the rock, where barrels of Vino Nobile di Montepulciano have been ageing for centuries. In 1980 it became only the second Italian wine to be awarded DOCG status. The town is steep, handsome and very good at lunch.
Our Montepulciano collection runs to 50+ properties. There are restored farmhouses and stone villas with private pools and vineyard views, apartments in converted estates with shared pools for smaller parties, and grand country houses with up to 14 bedrooms for family gatherings.
Here is where to stay, what to see and when to come.
Browse all 50+ villas in Montepulciano
Villa numbers and guide prices are updated daily from our live collection.
Palazzo Maestrale Farnetella Montepulciano: Opulent 11-Bedroom Villa with Sweeping Vineyard Views – Montepulciano11 bedrooms
Palazzo Fonte Montepulciano: Spacious 14-Bedroom Apartment with Pool & Countryside Views – Montepulciano14 bedrooms
Villa San Biagio Montepulciano: Elegant 9-Bedroom Villa with Panoramic Views – Montepulciano9 bedrooms
Palazzo Amaranto Acquaviva Montepulciano: Luxury Villa with Private Spa & Pool – Montepulciano6 bedrooms
Montepulciano is a town for climbing. The Corso winds up from the Porta al Prato past Renaissance palazzi, wine shops and doorways that open onto cellars, and ends at Piazza Grande, the town's main square. Here you will find the unfinished brick front of the cathedral and the Palazzo Comunale, which looks like a smaller version of Florence's Palazzo Vecchio.
Below the walls, on a meadow framed by cypresses, stands San Biagio. Antonio da Sangallo the Elder designed this honey-coloured church on a Greek cross plan, and it was built between 1518 and 1540. Walk down at sunset and take a taxi back up. Fans of the film New Moon may recognise the square, which stood in for Volterra.
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Most of our properties are in the countryside around the town. Some are working estates, and many are old farmhouses converted for the holiday trade. The slopes just below Montepulciano put you among the Vino Nobile vineyards, a short drive from dinner. Gracciano and Acquaviva lie further out in the gentler country towards the Val di Chiana.
Valiano sits right on the border with Umbria, with views across to Lake Trasimeno, and it is the quietest choice. Sant'Albino is home to the Terme di Montepulciano, a thermal spa that comes in handy after a day of cellar visits.
Explore the Val di Chiana


Montepulciano makes an excellent base for exploring southern Tuscany. Pienza is around 13 kilometres to the west. Pope Pius II rebuilt it as an ideal Renaissance town, and it is the place to buy pecorino. Beyond it lies the Val d'Orcia, a UNESCO World Heritage Site since 2004, with its cypress avenues, the hot springs at Bagno Vignoni and Montalcino, home of Brunello.
To the north-east, Cortona sits high above the Val di Chiana. Lake Trasimeno and Umbria are close enough for lunch, and Siena is around 70 kilometres away.
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The local pasta is pici, thick hand-rolled strands often served with garlicky aglione sauce or wild boar ragù. The Val di Chiana gave its name to Chianina cattle, the source of the best bistecca. Vino Nobile is made mainly from Prugnolo Gentile, the local name for Sangiovese, and the cellars under the town are well worth a visit.
The Anteprima del Vino Nobile is held in February. In July the Cantiere Internazionale d'Arte festival fills the town with music and theatre. On the last Sunday in August the eight contrade race wine barrels uphill to Piazza Grande in the Bravìo delle Botti. May, June, September and October are the best months to come. Our concierge can arrange cellar tours, tables and transfers.
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Villa Caggio Montepulciano: Luxury 6-Bedroom Villa with Scenic Views – Montepulciano6 bedrooms · sleeps 12From £12,999 a week
Villa Amaranto Poggio Gracciano Montepulciano: Luxury 7-Bedroom Villa with Infinity Pool & Family Amenities – Montepulciano7 bedrooms · sleeps 14From £12,859 a week
Villa Ambrato Poliziano Montepulciano: Luxury 6-Bedroom Villa with Pool & Scenic Views – Montepulciano6 bedrooms · sleeps 12From £11,753 a week
Villa Delle Pietrose | 5-Bedroom Villa – Montepulciano Siena5 bedrooms · sleeps 10From £11,423 a week
Villa Amaranto Lecci Montepulciano: 8-Bedroom Luxury Apartment with Swimming Pool – Montepulciano8 bedrooms · sleeps 16From £11,116 a week
Fattoria Vino Montepulciano: Luxurious 6-Bedroom Apartment with Pool in Tuscany Countryside6 bedrooms · sleeps 10From £11,116 a week
Villa Sangiovese Montepulciano: Luxury 6-Bedroom Villa with Infinity Pool – Montepulciano6 bedrooms · sleeps 12From £10,969 a week
Palazzo Etrusco Montepulciano: Elegant 6-Bedroom Apartment with Pool – Montepulciano6 bedrooms · sleeps 10From £10,500 a weekMontepulciano's properties range from vineyard farmhouses a short drive below the town to remote estates near the Umbrian border, and we know which ones let you walk up to dinner and which are best for complete peace. With 50+ properties in Montepulciano, we can usually find the house that suits you rather than the one that happens to be free. Search by size, pool, location and price, or tell us what you have in mind and we will put together a shortlist.
You book with us directly, with no booking fees. Questions about access, parking, pool heating or how far it really is to the nearest beach go to people who can find out the answer.
Wine cellar tours and tastings, restaurant tables in town, a private chef, spa bookings at the Terme di Montepulciano, day trips to Pienza and the Val d'Orcia, and transfers from Florence, Rome or Chiusi station. Our concierge team arranges all of it, leaving you free to decide which terrace to sit on.
Couples, families with small children, three generations together or a crowd of friends celebrating a birthday: we match the house to the group, down to the number of bathrooms and whether the pool is fenced.
Stay on the vineyard slopes just below the town if you want to be close to its restaurants and cellars. Valiano and Acquaviva suit those who want quiet estates and views towards Umbria. Sant'Albino is handy for the thermal spa.
May, June, September and October bring warm days, green or golden countryside and the grape harvest in autumn. July has the Cantiere Internazionale d'Arte festival. The Bravìo delle Botti barrel race is held on the last Sunday in August.
It is the town's celebrated red wine, made mainly from Prugnolo Gentile, the local form of Sangiovese, and aged in oak before release. In 1980 it was only the second wine in Italy to receive DOCG status. It should not be confused with Montepulciano d'Abruzzo, which is made from a different grape in a different region.
Yes. Our concierge can arrange a private chef for a single dinner or your whole stay, along with cookery lessons, guided visits, transfers and restaurant reservations.
Across our 50+ villas in Montepulciano, weekly rates typically range from £5,900 to £12,000, with the most affordable from around £2,800 a week and the largest estates well above. Prices depend on the size of the property, its location and the season, with July and August the most expensive. These are guide prices based on current listings; each property page shows its own rates for your dates.
Montepulciano is around 124 kilometres from Florence and 186 kilometres from Rome by road, so Florence or Rome airports both work, and Perugia airport is closer. Chiusi-Chianciano Terme station on the Florence to Rome line is a short drive away. Our concierge can arrange private transfers.
Yes. Our Montepulciano collection includes properties with up to 14 bedrooms. Tell us the size of your party and the occasion, and we will send a shortlist that suits it.
50+ villas and farmhouses around Montepulciano, booked direct with our concierge on hand
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