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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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  • Showing 1-50 of 300+
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    • 2 BR
    • 2 BA
    • Sleeps 6
    Apartment #615969vb
    19
      • 3 BR
      • 2 BA
      • Sleeps 6
      Chateau / Country House #436049vb
      71
        • 9 BR
        • 8 BA
        • Sleeps 20
        Villa #1845028
          • 7 BR
          • 7 BA
          • Separate Toilet
          • Sleeps 16
          Farmhouse #1150802
          1 Review
            • 5 BR
            • 4 BA
            • Sleeps 10
            Villa #6739918
            3
              • 3 BR
              • 3 BA
              • Sleeps 6
              Villa #1845048
                • 4 BR
                • 4 BA
                • Sleeps 9
                Villa #1633045
                1 Review
                  • 4 BR
                  • 5 BA
                  • Sleeps 10
                  Villa #1150741
                    • 6 BR
                    • 6 BA
                    • Sleeps 6
                    Villa #1194128
                      Wonderful! 4.8/5
                      (5 reviews)
                      avg/night
                      • 14 BR
                      • 11 BA
                      • Sleeps 34
                      Villa #92792
                      5
                      Viewed 12 times in the last 48 hours
                        • 4 BR
                        • 3 BA
                        • Sleeps 10
                        Farmhouse #1875874
                        8
                          Wonderful! 4.9/5
                          (42 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          Apartment #50681
                          42
                          Viewed 10 times in the last 48 hours
                            • 1 BR
                            • 1 BA
                            • Sleeps 3
                            Apartment #1770926
                            4
                              Wonderful! 4.9/5
                              (47 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 7
                              Apartment #6066867
                              47
                                Exceptional! 5.0/5
                                (13 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 5
                                Apartment #620994vb
                                13
                                  Exceptional! 5.0/5
                                  (67 reviews)
                                  avg/night
                                  • 6 BR
                                  • 4 BA
                                  • Sleeps 12
                                  Villa #97774
                                  67
                                  Viewed 5 times in the last 48 hours
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    Chateau / Country House #1107353
                                    33
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Multiple rentals Farmhouse #1612507
                                      11
                                        • 8 BR
                                        • 7 BA
                                        • Sleeps 18
                                        Villa #442376
                                        1 Review
                                          • 2 BR
                                          • 3 BA
                                          • Sleeps 6
                                          Chateau / Country House #1649482
                                          4
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Apartment #3967191
                                            11
                                              • 3 BR
                                              • 1 BA
                                              • Sleeps 6
                                              Farmhouse #1042221
                                              4
                                                Exceptional! 5.0/5
                                                (11 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Apartment #757059vb
                                                11
                                                Viewed 5 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (5 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                  House #3955303
                                                  5
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    Apartment #883786vb
                                                    5
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      Cottage #824932
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        House #1787025
                                                          Wonderful! 4.8/5
                                                          (19 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                          Apartment #515617vb
                                                          19
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            Apartment #1017638
                                                            13
                                                              Excellent! 4.7/5
                                                              (14 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Multiple rentals Apartment #6432643
                                                              14
                                                              Viewed 6 times in the last 48 hours
                                                                • 3 BR
                                                                • 1 BA
                                                                • Sleeps 7
                                                                House #6654903
                                                                4
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 12
                                                                  Farmhouse #6561116
                                                                  1 Review
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 2
                                                                    Apartment #6071701
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Chateau / Country House #6726981
                                                                        Wonderful! 4.9/5
                                                                        (31 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Multiple rentals Apartment #6432643
                                                                        31
                                                                          • 5 BR
                                                                          • 4 BA
                                                                          • Sleeps 12
                                                                          Villa #1830156
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Multiple rentals Apartment #422892
                                                                            4
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 7
                                                                              Multiple rentals Cottage #422892
                                                                              1 Review
                                                                                • Studio
                                                                                • 1 BA
                                                                                • Sleeps 3
                                                                                Multiple rentals Apartment #422892
                                                                                2 Reviews
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 10
                                                                                  Villa #1706417
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 5
                                                                                    Villa #1449127
                                                                                    Viewed 6 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (25 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      Apartment #3877682
                                                                                      25
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Villa #1982990
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 5
                                                                                          Villa #49769vb
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Apartment #1894277
                                                                                            3
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 7
                                                                                              Villa #1210288
                                                                                              2 Reviews
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                Apartment #4005864
                                                                                                3
                                                                                                • 1 - 50 of 300+
                                                                                                 

                                                                                                Recent Reviews

                                                                                                Beautiful grounds and comfortable villa

                                                                                                5 of 5
                                                                                                My family and I had a wonderful time in your beautiful villa and we were astonished by its size, location and atmosphere - it fully lived up to our expectations. At the first glance of the house we thought we had taken the wrong exit – and couldn’t believe that this was actually the villa in which we would spend a whole week. It was fantastic, beautiful grounds, geat views on sweet hills, amazing swimming pool, gorgeous villa. it had everything and superb value as well. We had more then enough space and everybody was extremely comfortable, especially the kids. The location is fantastic as well, close to the lake, the village, major tuscan cities and of course Montepulciano and Cortona. Finally it's worth mentioning the hosts are always on hand to help with any queries or resolving problems, they understand perfectly well your needs and nothing is too much trouble for them. I would recommend wholeheartedly!
                                                                                                • Review Submitted: 24-Nov-2016
                                                                                                • Date of Stay: Sep 2016

                                                                                                PERFECTION IN EVERY WAY IMAGINABLE!

                                                                                                5 of 5
                                                                                                Our stay at Villa Le Caggiole far exceeded our high expectations. No superlatives can do it justice! Everything was absolutely perfect -- from the warm and attentive hosting by Francesca throughout the week, to the beautiful, immaculate and comfortable accommodations, and to the spectacular views of the vineyard, olive orchard and expansive countryside below. Easy and convenient access into nearby Montepulciano and other ancient hilltop villages such as Pienza and Cortona. Highly recommended without hesitation to anyone seeking a private and relaxing retreat in the heart of Tuscany. We would give it six stars if we could!
                                                                                                • Review Submitted: 06-Oct-2016
                                                                                                • Date of Stay: Sep 2016

                                                                                                Great views of montepulciano

                                                                                                4 of 5
                                                                                                We spent 4 nights here with our 2 children. It is very spacious with a good outdoor space with excellent views of montepulciano . The town is a 5-10 mins walk, and it is a good base for exploring other towns and villages in the area. Everything was as described.
                                                                                                • Review Submitted: 30-Aug-2016
                                                                                                • Date of Stay: Aug 2016