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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.

  • Showing 1-50 of 300+
Additional service fee may apply.
    Wonderful! 4.9/5
    (74 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    Chateau / Country House #436049vb
    74
    Viewed 82 times in the last 48 hours
      Exceptional! 5.0/5
      (11 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      Apartment #757059vb
      11
      Viewed 16 times in the last 48 hours
        Exceptional! 5.0/5
        (25 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 6
        Apartment #3877682
        25
        Viewed 11 times in the last 48 hours
          Exceptional! 5.0/5
          (5 reviews)
          avg/night
          • 5 BR
          • 4 BA
          • Sleeps 10
          Villa #6739918
          5
          Viewed 20 times in the last 48 hours
            • 7 BR
            • 7 BA
            • Separate Toilet
            • Sleeps 16
            Farmhouse #1150802
            1
            Viewed 9 times in the last 48 hours
              • 9 BR
              • 8 BA
              • Sleeps 20
              Villa #1845028
              Viewed 14 times in the last 48 hours
                • 3 BR
                • 3 BA
                • Sleeps 6
                Villa #1845048
                Viewed 13 times in the last 48 hours
                  • 4 BR
                  • 5 BA
                  • Sleeps 10
                  Villa #1150741
                  Viewed 5 times in the last 48 hours
                    • 4 BR
                    • 4 BA
                    • Sleeps 9
                    Villa #1633045
                    1
                      • 6 BR
                      • 6 BA
                      • Sleeps 6
                      Villa #1194128
                        Wonderful! 4.8/5
                        (6 reviews)
                        avg/night
                        • 14 BR
                        • 11 BA
                        • Sleeps 34
                        Villa #92792
                        6
                        Viewed 68 times in the last 48 hours
                          Exceptional! 5.0/5
                          (14 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 6
                          Apartment #1017638
                          14
                          Viewed 28 times in the last 48 hours
                            Wonderful! 4.9/5
                            (21 reviews)
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Sleeps 10
                            House #376809vb
                            21
                            Viewed 29 times in the last 48 hours
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 3
                              Apartment #1770926
                              4
                              Viewed 15 times in the last 48 hours
                                Exceptional! 5.0/5
                                (19 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Apartment #615969vb
                                19
                                Viewed 19 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (47 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 7
                                  Apartment #6066867
                                  47
                                  Viewed 19 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (67 reviews)
                                    avg/night
                                    • 6 BR
                                    • 4 BA
                                    • Sleeps 12
                                    Villa #97774
                                    67
                                    Viewed 8 times in the last 48 hours
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 2
                                      Multiple rentals Apartment #1107353
                                      Viewed 5 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (33 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Multiple rentals Chateau / Country House #1107353
                                        33
                                        Viewed 17 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (11 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Multiple rentals Farmhouse #1612507
                                          11
                                          Viewed 13 times in the last 48 hours
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Multiple rentals Farmhouse #1612507
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              Multiple rentals Farmhouse #1612507
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 2
                                                Multiple rentals Farmhouse #1612507
                                                  • 8 BR
                                                  • 7 BA
                                                  • Sleeps 18
                                                  Villa #442376
                                                  2
                                                  Viewed 25 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (31 reviews)
                                                    avg/night
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Multiple rentals Apartment #6432643
                                                    31
                                                    Viewed 14 times in the last 48 hours
                                                      Excellent! 4.7/5
                                                      (14 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Multiple rentals Apartment #6432643
                                                      14
                                                      Viewed 5 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (13 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 5
                                                        Apartment #620994vb
                                                        13
                                                        Viewed 5 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (11 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Apartment #3967191
                                                          11
                                                          Viewed 9 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (6 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            Apartment #883786vb
                                                            6
                                                            Viewed 6 times in the last 48 hours
                                                              Excellent! 4.7/5
                                                              (23 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 3 BA
                                                              • Sleeps 6
                                                              Villa #1623773
                                                              23
                                                              Viewed 6 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (19 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                Apartment #515617vb
                                                                19
                                                                Viewed 6 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (17 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 2
                                                                  Apartment #3923585
                                                                  17
                                                                  Viewed 10 times in the last 48 hours
                                                                    avg/night
                                                                    • 5 BR
                                                                    • 4 BA
                                                                    • Sleeps 12
                                                                    Villa #1830156
                                                                    Viewed 26 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (5 reviews)
                                                                      avg/night
                                                                      • 5 BR
                                                                      • 3 BA
                                                                      • Sleeps 10
                                                                      House #3955303
                                                                      5
                                                                      Viewed 8 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 10
                                                                        Farmhouse #1875874
                                                                        8
                                                                        Viewed 8 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (5 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 5 BA
                                                                          • Sleeps 12
                                                                          Farmhouse #6348553
                                                                          5
                                                                          Viewed 33 times in the last 48 hours
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Apartment #1894277
                                                                            3
                                                                            Viewed 13 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Chateau / Country House #1055186
                                                                              10
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Apartment #6542279
                                                                                2
                                                                                Viewed 8 times in the last 48 hours
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #706177vb
                                                                                  2
                                                                                  Viewed 7 times in the last 48 hours
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Chateau / Country House #677592vb
                                                                                    3
                                                                                    Viewed 8 times in the last 48 hours
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Multiple rentals Apartment #422892
                                                                                      4
                                                                                      Viewed 13 times in the last 48 hours
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 7
                                                                                        Multiple rentals Cottage #422892
                                                                                        1
                                                                                        Viewed 22 times in the last 48 hours
                                                                                          • Studio
                                                                                          • 1 BA
                                                                                          • Sleeps 3
                                                                                          Multiple rentals Apartment #422892
                                                                                          2
                                                                                          Viewed 5 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 10
                                                                                            Villa #1706417
                                                                                            Viewed 13 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 5
                                                                                              Villa #1449127
                                                                                              Viewed 54 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (42 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 3
                                                                                                Apartment #50681
                                                                                                42
                                                                                                Viewed 27 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  Cottage #824932
                                                                                                  Viewed 15 times in the last 48 hours
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 12
                                                                                                    Farmhouse #6561116
                                                                                                    1
                                                                                                    Viewed 30 times in the last 48 hours
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Cottage #16442
                                                                                                      1
                                                                                                      Viewed 5 times in the last 48 hours
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                                                                                                      Recent Reviews

                                                                                                      Fantastic villa at dream location

                                                                                                      5 of 5
                                                                                                      The property is well maintained and the pool is clean and refreshing. We spent most of the time outside in the garden and enjoyed the view into the valley and the sun. The garden is quite and offers a lot of privacy.
                                                                                                      • Review Submitted: 05-Jan-2017
                                                                                                      • Date of Stay: Aug 2016

                                                                                                      AMAZING!!

                                                                                                      5 of 5
                                                                                                      All I can say about our stay is AMAZING!! We had the most perfect stay for the week and our wedding was equally as perfect. The villa staff were absolutely amazing with the preparation of the house and food. Nothing was every too much trouble for them and we and our guests were always made to feel so special. A huge thanks to you as well for all your help and assistance through all the organisation for the wedding. Everything went just perfectly and we would not have wanted anything different. We had the most special time in Italy and it wouldn't have been half as wonderful without yours help!
                                                                                                      • Review Submitted: 20-Dec-2016
                                                                                                      • Date of Stay: Sep 2016

                                                                                                      We had a fantastic time staying at Villa Paola

                                                                                                      5 of 5
                                                                                                      We had a fantastic time staying at Villa Paola; when we arrived we were amazed to see that the villa was even bigger and more beautiful than in the website pictures! The whole property was spotless and Sabrina the manager was very helpful. We would thoroughly recommend it. Fabio K.
                                                                                                      • Review Submitted: 20-Dec-2016
                                                                                                      • Date of Stay: Jul 2016