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.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

Holidaymakers searching for holiday rentals in Montespertoli also enquired about villas in Cortona, apartments in Lucca and apartments in Florence Historic Centre

Make a holiday rental home or villa in Montespertoli, Florence, Italy your home away from home

Montespertoli is an old municipality of the world famous wine region of Chianti, which has been an important trading area since the Etruscan era, resulting in Montespertoli having a magnificent wine heritage and a countryside adorned with beautiful castles and chateaux of varying origins.

Things to do on holiday in Montespertoli, Italy

A tour of the Chianti countryside which surrounds any of the holiday accommodation in Montespertoli will take you to many strategic castle locations, including the beautiful castles of Botinaccio, Sonnino, Montefugoni, Lucardo and Poppiano. Throughout the region, walking holidays thrive, especially because of all the historical places of interest which adorn the landscape, meaning that there are plenty of places to pause and open your sandwiches, whilst taking in the views of the famous Tuscan countryside. Throughout the region visitors can find beautiful buildings, from chapels to fortifications, many of which contain beautiful artwork or important examples of sacred art.

Throughout the year, residents of Montespertoli villas and houses celebrate a range of festivals and carnivals, which are, without exception, colourful and joyful times to come and visit the town. The Chianti Festival in the first week of June, the ecological festival (Ecofesta) in October and the new wine festival (Festa del Vine Novello) and White Truffle Festival, both in November, fill the streets with stalls, exhibits and entertainment, and the abundance of local delicacies on offer mean that you will hardly need to cook from your self catering Montespertoli accommodation at all.

As you would expect from a region with such a long and respected tradition in wine, Montespertoli is a magnificent place in which to take a wine tasting holiday. The ‘roads of wine’ are ancient wine routes from Montespertoli to major settlements, which still provide the route for many walking and wine tasting holidays to this day.

Places to holiday in Montespertoli, Italy

When you take a Montespertoli apartment or villa, the town of Montaione will become familiar. It is a small but useful town, where you will find an array of fine shops, cheerful services and excellent little family owned restaurants, all surrounded by the beautiful grove covered countryside of Tuscany.

Weather in Montespertoli, Italy

Montespertoli is a wonderful holiday destination for those who enjoy the warmth but do not like it too hot. Average temperatures from late spring until early autumn remain around 22˚C, with daily peaks reaching around 30˚C, perfect for exploring the countryside or enjoying a glass of wine in a pavement café looking over the view.

Flights to Montespertoli, Italy

Montespertoli accommodation can be reached in under an hour from both Florence (FLR) and Pisa Airports (PSA), although Florence is slightly closer. Both airports receive direct flights from the UK throughout the year, with an increase in the number of scheduled flights throughout the peak months of July and August.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Popular Searches

Facilities

Location Type

Local Area

Property Details

Clear Filters
Use filters to narrow your search results!
Favorite
    Viewed 27 times in the last 48 hours
    Wonderful! 4.9/5
    (67 reviews)
    avg/night
    67
    Favorite
      Viewed 166 times in the last 48 hours
      Excellent! 4.6/5
      (17 reviews)
      avg/night
      17
      Favorite
        Viewed 46 times in the last 48 hours
        avg/night
        13
        Favorite
          Viewed 13 times in the last 48 hours
          Excellent! 4.6/5
          (10 reviews)
          avg/night
          10
          Favorite
            Viewed 38 times in the last 48 hours
            Excellent! 4.7/5
            (18 reviews)
            avg/night
            18
            Favorite
              Excellent! 4.6/5
              (5 reviews)
              avg/night
              5
              Favorite
                Viewed 6 times in the last 48 hours
                Excellent! 4.6/5
                (5 reviews)
                avg/night
                5
                Favorite
                  Viewed 10 times in the last 48 hours
                  avg/night
                  7
                  Favorite
                    avg/night
                    2
                    Favorite
                      avg/night
                      1
                      Favorite
                        Viewed 8 times in the last 48 hours
                        avg/night
                        1
                        Favorite
                          avg/night
                          2
                          Favorite
                            Excellent! 4.4/5
                            (5 reviews)
                            avg/night
                            5
                            Favorite
                              Viewed 8 times in the last 48 hours
                              Exceptional! 5/5
                              (5 reviews)
                              avg/night
                              5
                              Favorite
                                Viewed 20 times in the last 48 hours
                                Wonderful! 4.9/5
                                (34 reviews)
                                avg/night
                                34
                                Favorite
                                  Viewed 15 times in the last 48 hours
                                  Exceptional! 5/5
                                  (16 reviews)
                                  avg/night
                                  16
                                  Favorite
                                    avg/night
                                    1
                                    Favorite
                                      Viewed 22 times in the last 48 hours
                                      Exceptional! 5/5
                                      (23 reviews)
                                      avg/night
                                      23
                                      Favorite
                                        Viewed 6 times in the last 48 hours
                                        Exceptional! 5/5
                                        (41 reviews)
                                        avg/night
                                        41
                                        Favorite
                                          Viewed 9 times in the last 48 hours
                                          Excellent! 4.7/5
                                          (14 reviews)
                                          avg/night
                                          14
                                          Favorite
                                            avg/night
                                            2
                                            Favorite
                                              avg/night
                                              2
                                              Favorite
                                                avg/night
                                                Favorite
                                                  Excellent! 4.6/5
                                                  (8 reviews)
                                                  avg/night
                                                  8
                                                  Favorite
                                                    Viewed 5 times in the last 48 hours
                                                    Excellent! 4.3/5
                                                    (6 reviews)
                                                    avg/night
                                                    6
                                                    Favorite
                                                      avg/night
                                                      1
                                                      Favorite
                                                        avg/night
                                                        1
                                                        Favorite
                                                          Wonderful! 4.9/5
                                                          (15 reviews)
                                                          avg/night
                                                          15
                                                          Favorite
                                                            Viewed 64 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (25 reviews)
                                                            avg/night
                                                            25
                                                            Favorite
                                                              Viewed 67 times in the last 48 hours
                                                              avg/night
                                                              2
                                                              Favorite
                                                                Viewed 5 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (16 reviews)
                                                                avg/night
                                                                16
                                                                Favorite
                                                                  avg/night
                                                                  4
                                                                  Favorite
                                                                    Excellent! 4.5/5
                                                                    (6 reviews)
                                                                    avg/night
                                                                    6
                                                                    Favorite
                                                                      Viewed 41 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (63 reviews)
                                                                      avg/night
                                                                      63
                                                                      Favorite
                                                                        avg/night
                                                                        2
                                                                        Favorite
                                                                          avg/night
                                                                          3
                                                                          Favorite
                                                                            avg/night
                                                                            4
                                                                            Favorite
                                                                              Exceptional! 5/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              5
                                                                              Favorite
                                                                                Excellent! 4.5/5
                                                                                (4 reviews)
                                                                                avg/night
                                                                                4
                                                                                Favorite
                                                                                  avg/night
                                                                                  3
                                                                                  Favorite
                                                                                    Viewed 34 times in the last 48 hours
                                                                                    avg/night
                                                                                    3
                                                                                    Favorite
                                                                                      Viewed 7 times in the last 48 hours
                                                                                      avg/night
                                                                                      3
                                                                                      Favorite
                                                                                        Excellent! 4.3/5
                                                                                        (8 reviews)
                                                                                        avg/night
                                                                                        8
                                                                                        Favorite
                                                                                          Exceptional! 5/5
                                                                                          (10 reviews)
                                                                                          avg/night
                                                                                          10
                                                                                          Favorite
                                                                                            avg/night
                                                                                            Favorite
                                                                                              avg/night
                                                                                              Favorite
                                                                                                avg/night
                                                                                                2
                                                                                                Favorite
                                                                                                  avg/night
                                                                                                  2
                                                                                                  Favorite
                                                                                                    avg/night
                                                                                                    4
                                                                                                    Favorite
                                                                                                      Viewed 9 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (7 reviews)
                                                                                                      avg/night
                                                                                                      7

                                                                                                      Montespertoli Holiday Apartments & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      A wonderfully relaxing stay with brilliant hosts who could not have been more helpful and welcoming.

                                                                                                      4 of 5
                                                                                                      From the moment we arrived we knew we had chosen a real gem! S. Andrea a Cellole is reached via quite a remote little lane which winds down through olive groves and fields of vines, and about 15 mins drive from the local village where you can buy all the provisions you may need. You arrive at a beautiful ancient and typical Tuscan building which invites you in immediately. Our hosts could not have been more helpful and welcoming, offering advice on places to see and restaurants to visit. The owner's son even invited us to a get together with other guests one evening and cooked for us around the B.B.Q. A delicious supper had been prepared for us which was very enjoyable. This is a place for relaxation and getting away from it all. You are completely immersed in stunning countryside. If you require a lively resort then think again. The web description and photographs were an accurate reflection of the accommodation. A rural treat for those who like a quiet and relaxing holiday. Can't wait to visit again.
                                                                                                      • Review Submitted: Oct 09, 2017
                                                                                                      • Date of Stay: Sep 2017

                                                                                                      Wonderful holiday

                                                                                                      5 of 5
                                                                                                      We stayed for a week mid-September and it was fantastic! The location is perfect, rural but within easy reach of Siena, San Gimignano and Florence. The property is spotless and stocked with everything you need and the owners couldn't be more helpful. Thank you Adela for a wonderful, we"ll be back
                                                                                                      • Review Submitted: Oct 08, 2017
                                                                                                      • Date of Stay: Sep 2017