HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr

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.

Cancel Clear Filters Apply Filters

Property Type

Popular Searches

Payment Options

Facilities

Managed By

Local Area

Property Details

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • 1 - 50 of 4,437
    • 3 BR
    • 2 BA
    • Sleeps 6
    66
      • 5 BR
      • 5 BA
      • Sleeps 12
      7
        • 6 BR
        • 4 BA
        • Sleeps 12
          • 14 BR
          • 11 BA
          • Sleeps 34
          3
            • 3 BR
            • 3 BA
            • Sleeps 6
              • 7 BR
              • 7 BA
              • Separate Toilet
              • Sleeps 16
              1 Review
                • 9 BR
                • 8 BA
                • Sleeps 20
                  • 4 BR
                  • 4 BA
                  • Sleeps 9
                  1 Review
                    • 4 BR
                    • 2 BA
                    • Sleeps 10
                    21
                      • 2 BR
                      • 2 BA
                      • Sleeps 7
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                          • 3 BR
                          • 3 BA
                          • Sleeps 8
                          11
                            • Studio
                            • 1 BA
                            • Sleeps 3
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                                • 2 BR
                                • 2 BA
                                • Sleeps 4
                                  • 4 BR
                                  • 5 BA
                                  • Sleeps 12
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    28
                                      • 6 BR
                                      • 4 BA
                                      • Sleeps 12
                                      64
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        11
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 4
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 2
                                                • 8 BR
                                                • 7 BA
                                                • Sleeps 18
                                                  • 2 BR
                                                  • 3 BA
                                                  • Sleeps 6
                                                  3
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    2 Reviews
                                                      • 6 BR
                                                      • 4 BA
                                                      • Sleeps 12
                                                        • 3 BR
                                                        • 2 BA
                                                        • Separate Toilet
                                                        • Sleeps 6
                                                        13
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          9
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 3
                                                            38
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 2
                                                              4
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                9
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  22
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    12
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 7
                                                                      45
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        5
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          1 Review
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            16
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 5
                                                                              11
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                29
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  13
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    4
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 7
                                                                                      1 Review
                                                                                        • Studio
                                                                                        • 1 BA
                                                                                        • Sleeps 3
                                                                                        2 Reviews
                                                                                          • 5 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 12
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 10
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                14
                                                                                                • 1 - 50 of 4,437
                                                                                                 

                                                                                                Recent Reviews

                                                                                                Wonderful property in a fantastic setting

                                                                                                5 of 5
                                                                                                We were a group of three couples - my wifes two sisters and their husbands having our first holiday together for many years. When we arrived at Il Granaio we were delighted at the quality of the place. We were met by Riccardo and Hashim who showed us around and explained how to set/unset the alarm. Riccardo also showed us the salad garden and told us to help ourselves to any fruit and vegetables - which we made great use of during our two weeks stay. It was lovely to have an almost unending variety of fresh crops ripening daily. It was easy to contact Riccardo by text or mobile phone with any queries we had during our stay and he gave us some great tips for local walks and getting to Florence by local train. Two of our group borrowed the bicycles at Il Granaio to do the 70km circuit of Lake Trasimeno whilst the more sensible of the group stayed round the pool...! The pool is fantastic and the photos only hint at how beautiful and high quality it really is - the stone (from The Alps) is beautifully coloured and its texture is great for avoiding slipping. We thought that we might have trouble picking which couple would get the best bedroom but all the bedrooms were equally as nice with big comfortable beds. The kitchen and living area were equipped with good quality furniture and cutlery, and plenty of pots and pans. The wood burning stove and designer staircase and mezzanine level were stunning. We made great use of the lovely brick built barbeque using the logs provided and had some wonderful evenings sitting round the garden table with its fantastic views. The sunset followed by the twinkling lights of Cortona will stick in our memories forever. The property is in an ideal location for visiting many places within an hours drive. We went to Montepulciano, Cortona, Sienna, Assisi, Perugia, Florence (1hr20m by train), Castiglione and Passignano. We can recommend the wine tour with lunch at the Felsina vineyard (Chianti) which is around 40 minutes drive away. We would recommend Il Graniao to anyone without hesitation - you will not be disappointed.
                                                                                                • Review Submitted: 13-Aug-2016
                                                                                                • Date of Stay: Jul 2016

                                                                                                Perfecto

                                                                                                5 of 5
                                                                                                We descended on Podere Poggio al Sole as a group of 5 adults and one very active one year old. After a long drive the first glimpse of the pool was amazing and the whole property was fantastic and every bit as lovely as the photos. I could not get over how wonderful it was to swim in the pool with such a fabulous view in front of you. Apartments were charming and the whole setting was magical. We visited Montepulciano, Montefollonico and Cortona and had some amazing meals. Manola and her Mother and Father were so welcoming and friendly and it felt like staying with friends. With the baby we spent most evenings eating outside in the garden with a stunning view in front of us. I would definitely recommend this property to anyone. We had very hot weather and such a lovely week - only tip would be to watch out for mosquitos in the evening. Thank you Manola
                                                                                                • Review Submitted: 09-Aug-2016
                                                                                                • Date of Stay: Jul 2016

                                                                                                Excellent

                                                                                                5 of 5
                                                                                                Villa Bossoncina was a superb choice for our group of 8 adults. We loved the place, the pool an the anemities- in fact so much that we ate mostly all our meals at home instead of looking for restaurants in the meighbourhood.
                                                                                                • Review Submitted: 18-Jul-2016
                                                                                                • Date of Stay: Jun 2016