Montepulciano
A Renaissance hill town renowned for Vino Nobile and panoramic views across southern Tuscany.
Montepulciano is a historic hill town in southern Tuscany, set on a ridge between the Valdichiana and Val d’Orcia. Its steep main street climbs through medieval gateways and Renaissance palaces to Piazza Grande, while vineyards surrounding the town produce Vino Nobile di Montepulciano.
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Walking through the historic centre
A typical visit begins near Porta al Prato and follows the main course uphill. Along the route are noble palaces, churches, small squares and the Torre di Pulcinella, whose clock is topped by a figure that strikes the bell.
Piazza Grande forms the monumental heart of the upper town. The square is framed by the Palazzo Comunale, the Cathedral of Santa Maria Assunta and several Renaissance palaces. The cathedral’s plain exterior reflects an unfinished façade, while its interior contains important artworks. Access to the Palazzo Comunale tower depends on current opening and safety conditions.
Below the town walls stands the Church of San Biagio, designed by Antonio da Sangallo the Elder and regarded as an important example of High Renaissance architecture. It is reached separately from the central uphill route, so visitors should allow extra time.
Vino Nobile di Montepulciano
Vino Nobile di Montepulciano must not be confused with wines made from the Montepulciano grape, which is chiefly associated with regions of central and southern Italy such as Abruzzo. Despite the shared name, they are different wines.
Vino Nobile is a Tuscan DOCG produced around the town and based principally on Sangiovese, locally known as Prugnolo Gentile. Production rules govern the permitted grapes, ageing and geographical area. Its character varies by producer, vineyard and vintage, so one fixed description of flavour, barrels or soil does not apply to every bottle.
Several historic cellars occupy spaces beneath buildings in the town centre, while wineries are spread across the surrounding countryside. Tastings and tours should be booked directly with individual producers; opening hours, prices and transport are not standardised. Visitors who are driving should plan tastings responsibly.
Luxury Villas Closest to Montepulciano, Tuscany
Browse luxury villas within 100 km, ranked by distance, with weekly rates from.
Villas within 100 km, ordered by straight-line distance from this attraction.| Villa | Distance | Price From |
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| Colli Senesi Luxury Estate | Tuscany | 5.2 km | EUR 143,500 / week |
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| Val d’Orcia Colorful Villa | Tuscany | 8.2 km | EUR 11,700 / week |
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| Conti Galgani Luxury Estate | Tuscany | 9.0 km | EUR 10,250 / week |
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| Pienza Romantic Villa | Tuscany | 10.1 km | EUR 7,000 / week |
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| Olive Grove Luxurious Getaway | Tuscany | 11.1 km | EUR 19,250 / week |
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| Villa Parco del Principe | Tuscany | 11.4 km | EUR 13,010 / week |
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| Design Hangar | Tuscany | 13.2 km | EUR 4,030 / week |
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| Siena Medieval Village | Tuscany | 16.1 km | Price Upon Request |
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| Cortona Luxury Villa | Tuscany | 17.4 km | EUR 8,800 / week |
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| Hillside Tranquil Retreat | Umbria | 22.8 km | EUR 4,550 / week |
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| La Magione Classic Villa | Tuscany | 23.2 km | EUR 7,620 / week |
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| Val D’Orcia Swimming Pool Villa | Tuscany | 24.9 km | N/A |
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| San Casciano dei Bagni Villa | Tuscany | 25.0 km | EUR 5,250 / week |
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| Val d’Orcia Swimming Pool House | Tuscany | 25.8 km | EUR 8,320 / week |
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| Bibbianello Stylish Villa | Tuscany | 27.7 km | EUR 3,000 / week |
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| Monteleone Historic Residence | Umbria | 29.4 km | EUR 3,850 / week |
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| Val D’Orcia Panoramic Villa | Tuscany | 30.2 km | EUR 11,870 / week |
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| Lake Trasimeno Enchanting Farmhouse | Umbria | 31.5 km | EUR 8,130 / week |
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| Chianti Swimming Pool Farmhouse | Tuscany | 33.9 km | Price Upon Request |
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| Hilltop Country Villa | Lazio | 34.0 km | EUR 4,950 / week |
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| Arezzo Charming Villa | Tuscany | 38.0 km | EUR 6,300 / week |
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| Castello di Reschio Barco | Umbria | 38.6 km | EUR 45,750 / week |
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| Castello di Reschio Piantaverna | Umbria | 38.7 km | Price Upon Request |
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| Castello di Reschio Spinaltermine | Umbria | 38.8 km | Price Upon Request |
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| Chianti Luxury Villa | Tuscany | 39.2 km | EUR 17,610 / week |
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| Castello di Reschio Arrighi | Umbria | 40.2 km | Price Upon Request |
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| Arezzo Super Panoramic Villa | Tuscany | 42.1 km | Price Upon Request |
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| Enchanting Historic Borgo | Umbria | 42.2 km | EUR 15,700 / week |
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| Cortona Country House | Umbria | 42.7 km | EUR 10,000 / week |
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| Perugia Large Villa With Pool | Umbria | 42.9 km | EUR 6,240 / week |
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| Arezzo Country Chic Manor | Tuscany | 43.2 km | EUR 4,800 / week |
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| Arezzo Winery Villa II | Tuscany | 43.7 km | EUR 3,400 / week |
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| Arezzo Winery Villa | Tuscany | 43.7 km | EUR 3,570 / week |
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| House of Olives | Umbria | 45.9 km | Price Upon Request |
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| Chianti Luxury Mansion | Tuscany | 45.9 km | Price Upon Request |
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| Villa Monticelli | Umbria | 46.1 km | EUR 15,500 / week |
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| Castello di Reschio Bell’Aria | Umbria | 46.3 km | EUR 49,000 / week |
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| Lake Trasimeno Swimming Pool Villa | Umbria | 46.9 km | EUR 14,000 / week |
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| Lake Trasimeno Luxury Villa | Umbria | 47.8 km | EUR 13,000 / week |
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| Lake Trasimeno Historic Residence | Umbria | 47.8 km | EUR 14,000 / week |
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| Lake Trasimeno Large Villa | Umbria | 47.8 km | EUR 18,000 / week |
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| Lake Trasimeno Historic Tower | Umbria | 47.8 km | EUR 11,000 / week |
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| Countryside Panoramic Villa | Umbria | 48.6 km | EUR 12,900 / week |
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| Chianti Designer Villa | Tuscany | 48.7 km | Price Upon Request |
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| Villa da Eva | Umbria | 48.9 km | EUR 7,320 / week |
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| Lake Trasimeno Idyllic Villa | Umbria | 49.4 km | EUR 16,500 / week |
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| Deruta Retreat With Pool & Spa | Umbria | 50.5 km | EUR 5,700 / week |
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| Trasimeno Enchanting Castle | Umbria | 50.7 km | EUR 28,000 / week |
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| Monterchi Charming Retreat | Tuscany | 50.9 km | EUR 1,600 / week |
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| Luxury Historic Castles With Staff | Umbria | 51.2 km | EUR 20,350 / week |
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| Chianti Prestige Estate | Tuscany | 51.2 km | EUR 15,000 / week |
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| Todi Spa Resort | Umbria | 53.3 km | EUR 18,550 / week |
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| Arezzo Hilltop Villa | Tuscany | 53.4 km | EUR 4,350 / week |
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| Solfagnano Historic Castle | Umbria | 53.5 km | EUR 19,000 / week |
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| Perugia Modern Villa | Umbria | 54.2 km | EUR 14,000 / week |
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| Orvieto Country Villa | Umbria | 54.2 km | EUR 6,710 / week |
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| Chianti Sunset Villa | Tuscany | 54.7 km | EUR 11,250 / week |
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| Todi Luxury Farmhouse | Umbria | 56.2 km | EUR 7,730 / week |
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| Chianti Classic Villa | Tuscany | 57.9 km | EUR 27,000 / week |
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| Florence Majestic Villa | Tuscany | 58.1 km | EUR 15,750 / week |
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| Orvieto Elegant Mansion | Lazio | 58.8 km | EUR 9,370 / week |
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| Chianti Large Villa | Tuscany | 59.0 km | EUR 15,500 / week |
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| Todi Historic Mansion | Umbria | 60.2 km | EUR 4,200 / week |
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| Tirrenian Wine Estate | Lazio | 60.6 km | EUR 37,500 / week |
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| Todi Hilltop Tower House | Umbria | 61.2 km | EUR 6,900 / week |
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| Maremma Hilltop Villa | Tuscany | 62.2 km | EUR 4,000 / week |
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| Chianti Heritage Estate | Tuscany | 63.7 km | EUR 10,880 / week |
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| Valdarno Stylish Villa | Tuscany | 64.0 km | EUR 18,200 / week |
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| Valdarno Elegant Farmhouse | Tuscany | 64.1 km | EUR 25,200 / week |
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| Reggello Manor | Tuscany | 64.1 km | EUR 32,200 / week |
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| Chianti Luxury Resort | Tuscany | 64.2 km | EUR 23,300 / week |
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| Valdarno Grand Manor | Tuscany | 64.2 km | EUR 18,550 / week |
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| Chianti Stylish Villa | Tuscany | 65.3 km | EUR 24,000 / week |
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| Traditional Countryside Villa | Tuscany | 66.2 km | EUR 7,440 / week |
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| Ribolla Luxury Estate | Tuscany | 67.0 km | EUR 16,950 / week |
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| Assisi Luxury Retreat | Umbria | 67.5 km | EUR 3,500 / week |
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| Assisi Design Villa | Umbria | 68.8 km | EUR 7,000 / week |
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| San Luigi Countryside Retreat | Tuscany | 69.6 km | EUR 59,500 / week |
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| San Gimignano Country House | Tuscany | 70.4 km | EUR 9,300 / week |
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| Val di Pesa Family Villa | Tuscany | 71.6 km | EUR 6,900 / week |
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| Chianti Villa with Spa | Tuscany | 73.1 km | EUR 11,000 / week |
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| Novelina Classic Retreat | Tuscany | 76.0 km | EUR 6,300 / week |
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| Capalbio Contemporary Retreat | Tuscany | 76.1 km | Price Upon Request |
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| Maremma Large Villa | Tuscany | 76.4 km | EUR 1,880 / week |
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| Chianti Sanctuary Villa | Tuscany | 76.4 km | EUR 26,700 / week |
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| Capalbio Charming Cottage | Tuscany | 76.6 km | Price Upon Request |
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| Florence Hills Villa | Tuscany | 77.0 km | EUR 7,880 / week |
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| Maremma Modern Villa | Tuscany | 77.2 km | EUR 11,250 / week |
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| Capalbio Charming House | Tuscany | 77.9 km | EUR 4,120 / week |
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| Pescia Romana Swimming Pool Villa | Lazio | 78.8 km | EUR 11,810 / week |
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| Volterra Design Villa | Tuscany | 79.2 km | EUR 6,200 / week |
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| Capalbio Swimming Pool Villa | Tuscany | 79.2 km | Price Upon Request |
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| Maremma Design Villa | Tuscany | 79.3 km | EUR 5,250 / week |
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| Talamone Watchtower House | Tuscany | 79.3 km | EUR 9,800 / week |
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| Capalbio Designer Villa | Tuscany | 79.4 km | EUR 14,000 / week |
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| Capalbio Infinity Pool Villa | Tuscany | 79.5 km | EUR 14,000 / week |
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| Capalbio White Villa | Tuscany | 80.1 km | EUR 8,750 / week |
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| Florence Medicean Villa | Tuscany | 80.5 km | EUR 10,500 / week |
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| Talamone Beachfront Villa | Tuscany | 81.1 km | EUR 8,750 / week |
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| Hidden Waterfall Villa | Umbria | 81.1 km | EUR 5,600 / week |
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| Capalbio Stunning Villa | Tuscany | 81.3 km | EUR 8,130 / week |
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| Roccamare Beach Villa | Tuscany | 81.8 km | EUR 4,500 / week |
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| Podere Vallorita | Tuscany | 82.6 km | EUR 11,500 / week |
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| Amelia Historic Mansion | Umbria | 83.0 km | EUR 8,100 / week |
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| Volterra Swimming Pool Villa | Tuscany | 83.6 km | EUR 6,570 / week |
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| Castelfiorentino Luxury Villa | Tuscany | 84.9 km | EUR 8,700 / week |
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| Castiglione della Pescaia Family Villa | Tuscany | 86.7 km | EUR 16,000 / week |
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| Ansedonia Sunset Villa by the Sea | Tuscany | 86.9 km | EUR 5,000 / week |
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| Ansedonia Villa by the Sea | Tuscany | 87.0 km | EUR 6,880 / week |
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| Ansedonia Panoramic Villa | Tuscany | 87.0 km | EUR 12,600 / week |
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| Ansedonia Swimming Pool Villa | Tuscany | 87.1 km | EUR 15,960 / week |
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| Tuscia Country House Retreat | Lazio | 87.8 km | EUR 24,500 / week |
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| San Gimignano Farmhouse Villa | Tuscany | 90.2 km | EUR 15,000 / week |
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| Argentario Luxury Lodge | Tuscany | 90.3 km | EUR 15,400 / week |
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| Porto Ercole Panoramic Apartment | Tuscany | 90.4 km | EUR 13,300 / week |
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| Villa Casa Medici | Tuscany | 90.5 km | EUR 49,000 / week |
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| Porto Ercole Luxury Villa | Tuscany | 91.5 km | EUR 7,500 / week |
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| Porto Ercole Panoramic Villa | Tuscany | 91.7 km | EUR 7,380 / week |
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| Punta Ala Seafront Castle | Tuscany | 91.8 km | Price Upon Request |
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| Porto Ercole Country House | Tuscany | 91.8 km | EUR 11,120 / week |
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| Argentario Large Swimming Pool Villa | Tuscany | 92.1 km | EUR 18,900 / week |
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| Argentario Sea View Villa | Tuscany | 92.1 km | EUR 18,750 / week |
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| Lo Sbarcatello Exclusive Escape | Tuscany | 92.5 km | EUR 11,900 / week |
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| Cala Moresca Luxury Villa | Tuscany | 94.2 km | EUR 21,700 / week |
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| Umbriance Exclusive Villa | Umbria | 94.3 km | EUR 10,500 / week |
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| Santo Iolo Countryside Retreat | Umbria | 94.5 km | EUR 4,820 / week |
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| Bolgheri Historic Castle | Tuscany | 95.0 km | EUR 94,120 / week |
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| Argentario Luxury Villa | Tuscany | 95.6 km | EUR 18,750 / week |
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| Tuscia Historic Residence | Lazio | 95.7 km | EUR 5,370 / week |
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| La Maddalena Swimming Pool Villa | Tuscany | 95.9 km | EUR 3,120 / week |
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| Argentario Seafront Garden Villa | Tuscany | 95.9 km | EUR 3,750 / week |
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| Magona Historic Castle | Tuscany | 96.2 km | EUR 13,300 / week |
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| Olive Grove Villa | Tuscany | 96.6 km | EUR 9,100 / week |
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| Chianti Enchanting Farmhouse | Tuscany | 99.8 km | EUR 2,640 / week |
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Other places to see
The Medici Fortress, near Piazza Grande, hosts exhibitions and events and offers another viewpoint over the landscape. The Civic Museum in Palazzo Neri Orselli contains paintings, terracottas and archaeological material. Programmes and access can change, especially when spaces are used for temporary events.
Montepulciano also provides a base for visiting Pienza, Monticchiello, the Val d’Orcia and the Valdichiana. The Montepulciano Lake Nature Reserve lies well away from the hill town and should be planned as a separate excursion.
Practical advice
The historic centre is steep, with paved streets and limited vehicle access. Comfortable footwear is essential. Parking areas outside the centre connect with pedestrian routes and, depending on location and season, local shuttle or lift services.
Allow at least half a day for the main streets, Piazza Grande and San Biagio. A full day is better if you plan a museum or cellar visit. For destination information, consult the official Visit Tuscany guide to Montepulciano, then confirm tickets and opening times with each venue.
Why visit
Montepulciano combines a physically dramatic hill town, important Renaissance architecture and a wine tradition tied to a precisely defined territory. Understanding the distinction between the town’s Vino Nobile and the unrelated Montepulciano grape avoids the page’s most common—and most misleading—error.
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