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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.

    Exceptional! 5/5
    (15 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    Apartment #757059vb
    15
      Exceptional! 5/5
      (82 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      Chateau / Country House #436049vb
      82
      Viewed 24 times in the last 48 hours
        Wonderful! 4.9/5
        (38 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 4
        Multiple rentals Apartment #6432643
        38
        Viewed 19 times in the last 48 hours
          Wonderful! 4.9/5
          (9 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 4
          Apartment #883786vb
          9
          Viewed 8 times in the last 48 hours
            • 2 BR
            • 2 BA
            • Sleeps 6
            Apartment #615969vb
            21
              • 7 BR
              • 7 BA
              • Separate Toilet
              • Sleeps 16
              Farmhouse #1150802
              1
                • 5 BR
                • 4 BA
                • Sleeps 10
                Villa #6739918
                6
                  • 4 BR
                  • 5 BA
                  • Sleeps 10
                  Villa #1150741
                    • 6 BR
                    • 6 BA
                    • Sleeps 6
                    Villa #1194128
                      • 4 BR
                      • 4 BA
                      • Sleeps 9
                      Villa #1633045
                      1
                        Wonderful! 4.8/5
                        (6 reviews)
                        avg/night
                        • 14 BR
                        • 11 BA
                        • Sleeps 34
                        Villa #92792
                        6
                        Viewed 39 times in the last 48 hours
                          Wonderful! 4.9/5
                          (26 reviews)
                          avg/night
                          • 4 BR
                          • 2 BA
                          • Sleeps 10
                          House #376809vb
                          26
                          Viewed 19 times in the last 48 hours
                            Exceptional! 5/5
                            (69 reviews)
                            avg/night
                            • 6 BR
                            • 4 BA
                            • Sleeps 12
                            Villa #97774
                            69
                            Viewed 13 times in the last 48 hours
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Apartment #3877682
                              32
                                Wonderful! 4.8/5
                                (18 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Multiple rentals Apartment #6432643
                                18
                                  Exceptional! 5/5
                                  (16 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  Apartment #1017638
                                  16
                                  Viewed 8 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (48 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 7
                                    Apartment #6066867
                                    48
                                    Viewed 12 times in the last 48 hours
                                      Exceptional! 5/5
                                      (14 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 5
                                      Apartment #620994vb
                                      14
                                      Viewed 6 times in the last 48 hours
                                        Exceptional! 5/5
                                        (22 reviews)
                                        avg/night
                                        • 4 BR
                                        • 2 BA
                                        • Separate Toilet
                                        • Sleeps 6
                                        Chateau / Country House #25004
                                        22
                                        Viewed 8 times in the last 48 hours
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Apartment #1894277
                                          4
                                            Exceptional! 5/5
                                            (11 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Multiple rentals Farmhouse #1612507
                                            11
                                            Viewed 16 times in the last 48 hours
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 2
                                              Multiple rentals Farmhouse #1612507
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 2
                                                Multiple rentals Farmhouse #1612507
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  Multiple rentals Farmhouse #1612507
                                                    • 8 BR
                                                    • 7 BA
                                                    • Sleeps 18
                                                    Villa #442376
                                                    2
                                                      Wonderful! 4.9/5
                                                      (44 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 3
                                                      Apartment #50681
                                                      44
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 5
                                                        Barn #8123164
                                                        Viewed 8 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (10 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 10
                                                          Farmhouse #1875874
                                                          10
                                                          Viewed 6 times in the last 48 hours
                                                            Exceptional! 5/5
                                                            (7 reviews)
                                                            avg/night
                                                            • 5 BR
                                                            • 3 BA
                                                            • Sleeps 10
                                                            House #3955303
                                                            7
                                                              Wonderful! 4.9/5
                                                              (20 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 4
                                                              Apartment #515617vb
                                                              20
                                                              Viewed 7 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (29 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Townhome #33620vb
                                                                29
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  Cottage #824932
                                                                  1
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 3
                                                                    Apartment #1770926
                                                                    4
                                                                    Viewed 13 times in the last 48 hours
                                                                      • 6 BR
                                                                      • 5 BA
                                                                      • Sleeps 14
                                                                      Farmhouse #6561116
                                                                      1
                                                                      Viewed 6 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (11 reviews)
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 6 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 18
                                                                        Villa #999940vb
                                                                        11
                                                                        Viewed 25 times in the last 48 hours
                                                                          Exceptional! 5/5
                                                                          (21 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          Apartment #3923585
                                                                          21
                                                                          Viewed 8 times in the last 48 hours
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Apartment #6961990
                                                                            1
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Cottage #16442
                                                                              1
                                                                                • 6 BR
                                                                                • 6 BA
                                                                                • Sleeps 12
                                                                                Villa #1639715
                                                                                1
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  House #1787025
                                                                                  2
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Apartment #6943675
                                                                                    1
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #6542279
                                                                                      2
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (22 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 6
                                                                                        Villa #1623773
                                                                                        22
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 7
                                                                                          House #6654903
                                                                                          7
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Apartment #706177vb
                                                                                            2
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 8
                                                                                              Villa #8146333
                                                                                              Viewed 5 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (16 reviews)
                                                                                                avg/night
                                                                                                • 6 BR
                                                                                                • 6 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 15
                                                                                                Villa #3748185
                                                                                                16
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Apartment #3967191
                                                                                                  14
                                                                                                    • 5 BR
                                                                                                    • 4 BA
                                                                                                    • Sleeps 10
                                                                                                    Villa #1372539
                                                                                                    1

                                                                                                    Montepulciano Holiday Apartments & Villas (300+)

                                                                                                     

                                                                                                    Recent Reviews

                                                                                                    Fabulous Tuscan Villa & Base for Multi Generational Trip

                                                                                                    5 of 5
                                                                                                    We enjoyed Villa Montepulicano for our family of 9 (3 generations) as it was a perfect base for a week in Tuscany filled with day trips, relaxing & fabulous meals. Maurizo, the owner, could not have been more gracious & helpful, even curating an olive & wine tasting in a beautiful grove across from the villa that the kids even enjoyed. The villa has amazing views & during our epic multi course dinners outside, we enjoyed the most amazing sunsets of our trip (sun sets around 9:45 PM in June). The spacious patio & pool area were where our family spent most of our time. The pool, comfy chairs & umbrellas were perfect during a heat wave. We had local chefs Barsquelina & Michele cook every night and the meals were incredible - highly recommend hiring them! The villa's bedrooms are spread out which gives everyone space, including a detached guest cottage. Several of the bedrooms get bright early sun & some of the bedding could use an upgrade - that is the only fault we could find
                                                                                                    • Review Submitted: Jul 26, 2017
                                                                                                    • Date of Stay: Jun 2017

                                                                                                    A lovely property with plenty of space. Great for getting together with family and friends.

                                                                                                    4 of 5
                                                                                                    We enjoyed our stay very much. We were a group of family and friends, the villa gave us plenty of space and was situated in wonderful countryside, but also very close to towns with shops and restaurants. Olimpia the owner was very welcoming and happy to help with anything you needed.
                                                                                                    • Review Submitted: Jul 22, 2017
                                                                                                    • Date of Stay: Jul 2017