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Holidaymakers searching for holiday rentals in Montepulciano also enquired about villas in Cortona, apartments in Lucca and apartments in San Gimignano

Make a holiday home, farm house or apartment in Montepulciano, Italy your home away from home

Situated in Italy’s popular Tuscany region, the town of Montepulciano is set on a hilltop with beautiful views of the surrounding countryside. This southern Tuscany town is about 115 miles north of Rome and 43 miles south east of Siena and is best known as a high class wine and food producing area. Montepulciano is most popular with couples, and a variety of holiday accommodation includes apartments and town homes, though many of the beautifully converted farmhouses in the area would also make this a great destination for families too.

Things to do on holiday in Montepulciano, Italy

The town and ‘comune’ is most famous for Montepulciano wine, though it is also a famous producer of some wonderful Italian foods too, making this an excellent gastro holiday destination! Pork, cheese, honey and lentils, as well as a variation on spaghetti pasta, are the region’s specialties, and you can try these along with some Montepulciano wine in some of the town’s restaurants.

Apart from the wine and food, Montepulciano has some interesting attractions too. The car-free city centre is great for strolling around, and from the Clock Tower of the Palazzo Comunale there are some wonderful views over the town and beyond. Piazza Grande is one of the town’s major squares where the medieval Palazzo Comunale and Palazzo de Nobili-Tarugi add to the impressive architecture. The Civic Museum and San Biagio Church are also popular, but wine lovers will be most interested in the numerous opportunities for tasting some of the Montepulciano wine, or taking a tour of the nearby vineyards and wineries.

Places to visit on holiday in Montepulciano, Italy

Holidaymakers wanting to spend a day away from their Montepulciano holiday accommodation will find that the whole of the Tuscany region has some beautiful scenery and landscapes to enjoy, making this a great place to take a walking, cycling or car tour. You may like to head towards some of the neighbouring towns and cities, such as Pienza, Chiusi, and Radicofani. Pienza’s historical centre is listed as a UNESCO World Heritage Site. Or if you have more time available, travel south to Rome and experience all that this amazing city has to offer.

The weather in Montepulciano, Italy

Montepulciano, and the rest of the Tuscany region, is known for its hot summers, and a climate which is closest to Mediterranean. Winters are mild, though can get colder at elevation in the interior of Tuscany. However, this is still a wonderful destination to visit in the winter too.

Flights to Montepulciano, Italy

As the town does not have its own airport your best choice to get to your Montepulciano holiday accommodation is to fly to Florence, Pisa or Rome. Florence is closest though does not have as much choice when it comes to airlines. Rome is a little closer than Pisa and with its good flight links this might be the best choice.

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Viewed 40 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 645 sq. ft.
Wonderful! 4.8/5
(24 reviews)
avg/night
24
Viewed 29 times in the last 48 hours
  • 2 BR Townhome
  • 2 BA
  • 1100 sq. ft.
Wonderful! 4.9/5
(30 reviews)
avg/night
30
Viewed 25 times in the last 48 hours
Premier Partner
  • 3 BR Chateau / Country House
  • 2 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(89 reviews)
avg/night
89
Viewed 26 times in the last 48 hours
Premier Partner
  • 4 BR House
  • 2 BA
  • 1980 sq. ft.
Wonderful! 4.9/5
(29 reviews)
avg/night
29
Viewed 15 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 753 sq. ft.
Exceptional! 5/5
(16 reviews)
avg/night
16
Viewed 43 times in the last 48 hours
  • 3 BR Apartment
  • 3 BA
  • 2152 sq. ft.
avg/night
2
Viewed 25 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 645 sq. ft.
avg/night
3
Viewed 10 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 753 sq. ft.
Wonderful! 4.9/5
(11 reviews)
avg/night
11
Viewed 12 times in the last 48 hours
Premier Partner
  • 2 BR Apartment
  • 2 BA
  • 1614 sq. ft.
Exceptional! 5/5
(26 reviews)
avg/night
26
Viewed 6 times in the last 48 hours
Premier Partner
  • 1 BR Apartment
  • 1 BA
  • 592 sq. ft.
Wonderful! 4.9/5
(47 reviews)
avg/night
47
  • 3 BR Apartment
  • 2 BA
  • 1800 sq. ft.
Exceptional! 5/5
(15 reviews)
avg/night
15
Viewed 17 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1506 sq. ft.
Exceptional! 5/5
(40 reviews)
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40
Viewed 51 times in the last 48 hours
  • 2 BR Cottage
  • 2 BA
  • 1076 sq. ft.
avg/night
1
Viewed 21 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 75 sq. ft.
Exceptional! 5/5
(17 reviews)
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17
Viewed 31 times in the last 48 hours
Premier Partner
  • 5 BR Villa
  • 6 BA
  • Separate Toilet
Exceptional! 5/5
(16 reviews)
avg/night
16
Premier Partner
  • 3 BR Chateau / Country House
  • 2 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(15 reviews)
avg/night
15
Viewed 9 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 484 sq. ft.
Exceptional! 5/5
(25 reviews)
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25
Viewed 31 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 376 sq. ft.
Wonderful! 4.8/5
(6 reviews)
avg/night
6
Viewed 12 times in the last 48 hours
Premier Partner
  • 6 BR Villa
  • 4 BA
  • 3767 sq. ft.
Exceptional! 5/5
(75 reviews)
avg/night
75
Viewed 17 times in the last 48 hours
  • Studio Apartment
  • 1 BA
  • 387 sq. ft.
avg/night
2
Viewed 8 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 968 sq. ft.
Exceptional! 5/5
(6 reviews)
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6
Viewed 12 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 322 sq. ft.
Exceptional! 5/5
(18 reviews)
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18
Viewed 6 times in the last 48 hours
  • 1 BR House
  • 1 BA
  • Separate Toilet
  • 861 sq. ft.
avg/night
2
Viewed 24 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 1022 sq. ft.
Wonderful! 4.8/5
(49 reviews)
avg/night
49
Viewed 13 times in the last 48 hours
  • 3 BR Farmhouse
  • 1 BA
  • 1291 sq. ft.
avg/night
4
Viewed 10 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 753 sq. ft.
Wonderful! 4.8/5
(20 reviews)
avg/night
20
Viewed 15 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 430 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
5
Viewed 12 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 699 sq. ft.
Exceptional! 5/5
(35 reviews)
avg/night
35
Viewed 5 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 810 sq. ft.
avg/night
2
Viewed 8 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 484 sq. ft.
Wonderful! 4.9/5
(44 reviews)
avg/night
44
avg/night
avg/night
Premier Partner
  • 1 BR Farmhouse
  • 1 BA
  • 430 sq. ft.
avg/night
1
  • 1 BR Apartment
  • 1 BA
  • 753 sq. ft.
avg/night
Viewed 7 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 538 sq. ft.
avg/night
Viewed 10 times in the last 48 hours
  • 2 BR Cottage
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(1 reviews)
avg/night
1
Viewed 6 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
Exceptional! 5/5
(5 reviews)
avg/night
5
Viewed 6 times in the last 48 hours
  • 7 BR Villa
  • 7 BA
Excellent! 4.7/5
(7 reviews)
avg/night
7
  • 1 BR Chateau / Country House
  • 1 BA
avg/night
  • 2 BR Apartment
  • 1 BA
  • 1399 sq. ft.
avg/night
1
avg/night
Excellent! 4.7/5
(48 reviews)
avg/night
48
Excellent! 4.5/5
(20 reviews)
avg/night
20
Viewed 6 times in the last 48 hours
  • 4 BR Farmhouse
  • 3 BA
Exceptional! 5/5
(11 reviews)
avg/night
11
  • 4 BR Apartment
  • 4 BA
  • 3229 sq. ft.
avg/night
1
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  • 5 BR Villa
  • 5 BA
avg/night
2
avg/night
Viewed 5 times in the last 48 hours
  • 3 BR Villa
  • 3 BA
  • Separate Toilet
  • 2690 sq. ft.
avg/night
2
Viewed 15 times in the last 48 hours
  • 5 BR Villa
  • 5 BA
  • 3767 sq. ft.
avg/night
2

Montepulciano Holiday Apartments & Villas (300+)

 

Recent Reviews

A Sublime Paradise in the Heart of Tuscany

5 of 5
Perfectly situated with a large terrace overlooking the magnificent Tuscan countryside, Villa Le Caggiole is a stunning villa managed by Francesca, the most charming of hosts. We were a group of women (later joined by our partners) looking for a special vacation. The location could not be a better home base for day trips to not only well-known destinations like Siena and Florence, but also to nearby picturesque hilltop villages for long lunches and staggeringly beautiful photo opportunities. The spotless, completely equipped villa has a historic relaxed elegance, with generous bedrooms and gathering spaces for large parties to spread out. Early morning walks, coffee by the beautiful pool, aperitifs on the huge terrace decorated with summer flowers quickly became routine. Best of all, Francesca was a perfect host, respectful of our privacy but quick to answer questions, offer suggestions, advice and guidance. I could not imagine a better place to relax and call home away from home, and do not hesitate to recommend it to friends and family. This property deserves 10 stars!!
  • Review Submitted: Feb 01, 2018
  • Date of Stay: Oct 2017

This was an excellent choice. The villa itself was beautiful both inside and out. We were four ...

5 of 5
Overall: This was an excellent choice. The villa itself was beautiful both inside and out. We were four couples with diverse interests and this was a great starting point each morning. Silvia was very helpful both before and during our stay. Enjoyed Most: Each couple had a large bedroom with en suite bathroom. We spent a good deal of our time in the kitchen area - great place to gather. Enjoyed Least: Can't think of a think we didn't like Surrounding Area: We could get to Montepulciano in 10 minutes, Florence and Siena in about an hour. Also many interesting wineries including Croce de Febo owned by our hosts. Nearby Events or Locales: St Albanio was a five minute walk. We got pastries there five mornings and ate at Tre Stella three nights. Also had two small grocery stores for small items Directions: Difficult to find even with a GPS. A
  • Review Submitted: Nov 09, 2017
  • Date of Stay: Oct 2017