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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.

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    Wonderful! 4.9/5
    (62 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Multiple rentals Cottage #6049089
    62
    Viewed 180 times in the last 48 hours
      Wonderful! 4.8/5
      (10 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 6
      House #6565474
      10
      Viewed 52 times in the last 48 hours
        Exceptional! 5/5
        (7 reviews)
        avg/night
        • 4 BR
        • 2 BA
        • Separate Toilet
        • Sleeps 9
        House #6570358
        7
        Viewed 36 times in the last 48 hours
          Wonderful! 4.8/5
          (8 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 5
          Barn #1697270
          8
          Viewed 15 times in the last 48 hours
            Excellent! 4.7/5
            (16 reviews)
            avg/night
            • 4 BR
            • 2 BA
            • Sleeps 8
            House #6041447
            16
            Viewed 39 times in the last 48 hours
              Exceptional! 5/5
              (22 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 8
              Villa #467172vb
              22
              Viewed 35 times in the last 48 hours
                Excellent! 4.7/5
                (6 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 4
                Cottage #1949272
                6
                Viewed 21 times in the last 48 hours
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  Farmhouse #3592356
                    Exceptional! 5/5
                    (14 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Sleeps 10
                    Chateau / Country House #1939933
                    14
                    Viewed 30 times in the last 48 hours
                      Wonderful! 4.8/5
                      (16 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 6
                      Farmhouse #6622709
                      16
                      Viewed 26 times in the last 48 hours
                        Good! 3.7/5
                        (10 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        Castle #1618971
                        10
                        Viewed 52 times in the last 48 hours
                          Excellent! 4.7/5
                          (12 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 8
                          Villa #1658572
                          12
                          Viewed 19 times in the last 48 hours
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Separate Toilet
                            • Sleeps 4
                            Cottage #1949277
                            1
                            Viewed 9 times in the last 48 hours
                              Excellent! 4.7/5
                              (12 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Sleeps 8
                              Castle #1618965
                              12
                              Viewed 37 times in the last 48 hours
                                Excellent! 4.5/5
                                (13 reviews)
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                Apartment #70444
                                13
                                Viewed 7 times in the last 48 hours
                                  Exceptional! 5/5
                                  (22 reviews)
                                  avg/night
                                  • 10 BR
                                  • 10 BA
                                  • Sleeps 22
                                  Villa #260642vb
                                  22
                                  Viewed 22 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (34 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Cottage #602572a
                                    34
                                    Viewed 17 times in the last 48 hours
                                      Excellent! 4.6/5
                                      (8 reviews)
                                      avg/night
                                      • 6 BR
                                      • 4 BA
                                      • Sleeps 14
                                      House #1126435a
                                      8
                                      Viewed 14 times in the last 48 hours
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 6
                                        Multiple rentals Farmhouse #6040012
                                        44
                                        Viewed 12 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (9 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 5
                                          House #212525vb
                                          9
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Multiple rentals Apartment #750314
                                            1
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 7
                                              Multiple rentals Apartment #750314
                                              2
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                Multiple rentals Apartment #750314
                                                2
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  Multiple rentals Villa #750314
                                                  1
                                                  Viewed 6 times in the last 48 hours
                                                    • 6 BR
                                                    • 5 BA
                                                    • Separate Toilet
                                                    • Sleeps 12
                                                    Villa #1150786
                                                      Exceptional! 5/5
                                                      (6 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Multiple rentals Apartment #549490
                                                      6
                                                      Viewed 9 times in the last 48 hours
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        Multiple rentals Apartment #549490
                                                        1
                                                        Viewed 9 times in the last 48 hours
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          Multiple rentals Apartment #549490
                                                          2
                                                            • 5 BR
                                                            • 4 BA
                                                            • Sleeps 10
                                                            Villa #1078404
                                                            4
                                                            Viewed 26 times in the last 48 hours
                                                              Exceptional! 5/5
                                                              (10 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 7
                                                              Villa #1363507
                                                              10
                                                              Viewed 18 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (14 reviews)
                                                                avg/night
                                                                • 8 BR
                                                                • 7 BA
                                                                • Separate Toilet
                                                                • Sleeps 15
                                                                Villa #6175567
                                                                14
                                                                Viewed 15 times in the last 48 hours
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 10
                                                                  Villa #1092698
                                                                  4
                                                                  Viewed 11 times in the last 48 hours
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Multiple rentals Corporate Apartment #6049089
                                                                    Viewed 12 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (13 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Apartment #6181119
                                                                      13
                                                                      Viewed 5 times in the last 48 hours
                                                                        Excellent! 4.7/5
                                                                        (9 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Chateau / Country House #860206
                                                                        9
                                                                        Viewed 13 times in the last 48 hours
                                                                          avg/night
                                                                          • 6 BR
                                                                          • 4 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 12
                                                                          House #6046065
                                                                          2
                                                                          Viewed 23 times in the last 48 hours
                                                                            Excellent! 4.7/5
                                                                            (21 reviews)
                                                                            avg/night
                                                                            • 10 BR
                                                                            • 9 BA
                                                                            • Sleeps 21
                                                                            Villa #375042vb
                                                                            21
                                                                            Viewed 28 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (15 reviews)
                                                                              avg/night
                                                                              • 6 BR
                                                                              • 5 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 12
                                                                              Villa #1192463
                                                                              15
                                                                              Viewed 42 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Apartment #6546441
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Castle #1618964
                                                                                  2
                                                                                  Viewed 9 times in the last 48 hours
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Apartment #2152308
                                                                                    7
                                                                                      Wonderful! 4.9/5
                                                                                      (15 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 5
                                                                                      House #6446443
                                                                                      15
                                                                                      Viewed 9 times in the last 48 hours
                                                                                        Excellent! 4.6/5
                                                                                        (5 reviews)
                                                                                        avg/night
                                                                                        • 5 BR
                                                                                        • 4 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 12
                                                                                        Villa #604226
                                                                                        5
                                                                                        Viewed 11 times in the last 48 hours
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 5
                                                                                          Apartment #858065vb
                                                                                          1
                                                                                          Viewed 16 times in the last 48 hours
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Villa #6850754
                                                                                            1
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 9
                                                                                              Castle #1618997
                                                                                              4
                                                                                              Viewed 8 times in the last 48 hours
                                                                                                Exceptional! 5/5
                                                                                                (10 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 4 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 8
                                                                                                Barn #866779
                                                                                                10
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 4
                                                                                                  Castle #1618982
                                                                                                  3
                                                                                                    Wonderful! 4.8/5
                                                                                                    (9 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 6
                                                                                                    Apartment #6679598
                                                                                                    9
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Apartment #1342045
                                                                                                      2
                                                                                                      Viewed 7 times in the last 48 hours

                                                                                                      Montespertoli Holiday Apartments & Villas (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Wonderful Stay

                                                                                                      5 of 5
                                                                                                      Silvio is a very nice host, the property is very nice, with nice outdoor area for al fresco dining, nice pool area and lovely location which is nice and quiet. The villa is a semi-detached, but your space is totally private. Location. Is nice with some nice local restaurants nearby
                                                                                                      • Review Submitted: Jul 25, 2017
                                                                                                      • Date of Stay: Jul 2017

                                                                                                      Wonderful relaxing property

                                                                                                      5 of 5
                                                                                                      We stayed here for a week during a three week touring holiday in Italy. Adela, Mauro and Marzio made us very welcome but without being intrusive. The location is away from the main roads but by no means remote from a selection of restaurants within a 15-20 minute drive, and all major Tuscan attractions are easily accessible. Relaxing in the peace and quiet of the beautiful grounds with the excellent pool was a real highlight of our holiday overall providing the perfect balance to some of the busier locations we visited. We look forward to returning when our travel plans next take us in this direction.
                                                                                                      • Review Submitted: Jul 24, 2017
                                                                                                      • Date of Stay: Jul 2017