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Villas in Montepulciano, Tuscany

Escape to Tuscany's hidden gem: discover stunning villas in Montepulciano, where rolling hills, vineyards & medieval charm await.

Villas in Montepulciano

Chiaradue
4.1/5
£75  night
3
1
1
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Villa Montepulciano Comfortable holiday residence
£2277  night
16
7
8
Details View Offers
Villa Lauretana - Torrita Di Siena ,Tuscany
£341  night
12
6
4
Details View Offers
Il Grillo 8, Emma Villas
£710  night
8
5
4
Details View Offers
Chiaraquattro
4.1/5
£99  night
4
2
2
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Wonderful private villa with WIFI, terrace, panoramic view and parking, close to Montepulciano
£244  night
6
3
3
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VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi
5.0/5
£539  night
8
4
5
Details View Offers
Podere Pisinano 8+2, Emma Villas
4.0/5
£1120  night
10
6
5
Details View Offers
Stunning private villa for 15 people with private pool, WIFI, TV and parking, close to Montepulc...
4.7/5
£351  night
15
7
5
Details View Offers
Winery Villa in the heart of Nobile Vineyards.
4.9/5
£499  night
8
4
3
Details View Offers
Agriturismo La Chiusa Tuscany
£3857  night
40
18
18
Details View Offers
Independent residence with 12 beds in Montepulciano
£797  night
12
6
7
Details View Offers
Villa Lauretana - Vacation Rental in Torrita di Siena, Tuscany
4.9/5
£413  night
12
6
4
Details View Offers
Beautiful villa with swimming pool, ideal for groups
£6432  night
24
12
11
Details View Offers
Wonderful private villa for 9 people with private pool, TV and parking
4.4/5
£225  night
9
5
3
Details View Offers
Beautiful private villa for 12 guests with private pool, WIFI, ABeautiful private villa for 12 guests with private pool, WIFI, A/C, TV, veranda and parking/C, TV, veranda and parking
£3426  night
12
6
6
Details View Offers
Il Casale Di Manuele 12, Emma Villas
5.0/5
£872  night
12
8
7
Details View Offers
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
4.9/5
£351  night
6
3
4
Details View Offers
Stunning private villa for 11 guests with WIFI, private pool, TV and parking, close to Montepulc...
4.9/5
£419  night
11
6
5
Details View Offers
Villa Ardene In Montepulciano, Tuscany
3.0/5
£815  night
14
7
7
Details View Offers

Why a holiday villa in Montepulciano

Montepulciano is a hidden gem of Tuscany, offering visitors a chance to experience la dolce vita in a picturesque hilltop town surrounded by rolling hills and verdant vineyards. Staying in a villa in Montepulciano provides the perfect blend of relaxation and exploration, as you can unwind in your private pool or garden while still being close enough to explore the charming streets, piazzas, and historic buildings that this medieval town has to offer.

From wine tastings to cycling through the countryside, there's no shortage of activities to enjoy in and around Montepulciano. Your villa serves as a peaceful retreat where you can return after a day of exploring, while also providing an opportunity to indulge in local cuisine and wines in the comfort of your own space. Whether you're looking for a romantic getaway or a family holiday, villas in Montepulciano offer a unique and unforgettable experience that combines relaxation, culture, and natural beauty.

When to rent a villa in Montepulciano

Montepulciano's Mediterranean climate makes it a wonderful destination year-round, but some periods are better suited than others for a villa holiday. The warmest months, June and July, bring long days, clear skies, and temperatures ranging from 25-30°C (77-86°F), perfect for outdoor activities like hiking, biking, or simply lounging by the pool. However, these peak summer months also see the largest influx of tourists, which may make the town's streets feel more crowded.

If you prefer milder weather without the crowds, consider visiting Montepulciano in the spring (April-May) or autumn (September-October). These shoulder seasons offer pleasant temperatures, ranging from 15-25°C (59-77°F), and fewer tourists, making it easier to explore the town's historic center. Additionally, the nearby vineyards and olive groves take on a picturesque quality during these seasons, making it an ideal time for wine tastings or leisurely walks through the countryside. In terms of events, September is a great time to experience Montepulciano's annual Jazz Festival, while April sees the town come alive with its Easter festivities.

Where to go in Montepulciano

Montepulciano's charm lies in its historic center, which is a maze of narrow streets, charming piazzas, and medieval buildings. For those seeking a lively atmosphere, the town's main square, Piazza Grande, is where you'll find restaurants, cafes, and wine bars to indulge in local cuisine and wines. Alternatively, if you're looking for a more relaxed pace, consider staying in one of the nearby villages, such as San Biago or Montallese, which offer picturesque views, quiet streets, and easy access to the town's amenities.

Just outside the town's walls, the countryside unfolds with rolling hills, vineyards, and olive groves. This is where you'll find some of Tuscany's most renowned wine estates, perfect for a guided tour or wine tasting experience. For those seeking more adventure, the nearby Lake Trasimeno offers sailing, kayaking, or simply a leisurely boat ride to enjoy the surrounding landscape. Whatever your preference, Montepulciano and its surroundings have something to offer every kind of traveler, making it an ideal destination for a villa holiday.

Picture of two young girls swimming in a pool with their floatation rings
Family friendly villas
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Private pool villas
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Villas near golf course
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Villas in Montepulciano

Chiaradue
4.1/5
£75  night
3
1
1
Details View Offers
Villa Montepulciano Comfortable holiday residence
£2277  night
16
7
8
Details View Offers
Villa Lauretana - Torrita Di Siena ,Tuscany
£341  night
12
6
4
Details View Offers
Il Grillo 8, Emma Villas
£710  night
8
5
4
Details View Offers
Chiaraquattro
4.1/5
£99  night
4
2
2
Details View Offers
Wonderful private villa with WIFI, terrace, panoramic view and parking, close to Montepulciano
£244  night
6
3
3
Details View Offers
VALIANA Luxury Villa in Montepulciano - Private Heated Pool - Free Wi-Fi
5.0/5
£539  night
8
4
5
Details View Offers
Podere Pisinano 8+2, Emma Villas
4.0/5
£1120  night
10
6
5
Details View Offers
Stunning private villa for 15 people with private pool, WIFI, TV and parking, close to Montepulc...
4.7/5
£351  night
15
7
5
Details View Offers
Winery Villa in the heart of Nobile Vineyards.
4.9/5
£499  night
8
4
3
Details View Offers
Agriturismo La Chiusa Tuscany
£3857  night
40
18
18
Details View Offers
Independent residence with 12 beds in Montepulciano
£797  night
12
6
7
Details View Offers
Villa Lauretana - Vacation Rental in Torrita di Siena, Tuscany
4.9/5
£413  night
12
6
4
Details View Offers
Beautiful villa with swimming pool, ideal for groups
£6432  night
24
12
11
Details View Offers
Wonderful private villa for 9 people with private pool, TV and parking
4.4/5
£225  night
9
5
3
Details View Offers
Beautiful private villa for 12 guests with private pool, WIFI, ABeautiful private villa for 12 guests with private pool, WIFI, A/C, TV, veranda and parking/C, TV, veranda and parking
£3426  night
12
6
6
Details View Offers
Il Casale Di Manuele 12, Emma Villas
5.0/5
£872  night
12
8
7
Details View Offers
Villa Corolle - Country House with private swimming pool in Montepulciano, Orcia Valley, Tuscany
4.9/5
£351  night
6
3
4
Details View Offers
Stunning private villa for 11 guests with WIFI, private pool, TV and parking, close to Montepulc...
4.9/5
£419  night
11
6
5
Details View Offers
Villa Ardene In Montepulciano, Tuscany
3.0/5
£815  night
14
7
7
Details View Offers