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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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Montespertoli Holiday Apartments & Villas (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    Exceptional! 5.0/5
    (54 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Cottage #6049089
    54
    Viewed 30 times in the last 48 hours
      Wonderful! 4.9/5
      (31 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 6
      Cottage #602572a
      31
      Viewed 10 times in the last 48 hours
        Excellent! 4.7/5
        (7 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 4
        Castle #1618971
        7
        Viewed 10 times in the last 48 hours
          Excellent! 4.7/5
          (6 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 4
          Apartment #2152308
          6
          Viewed 10 times in the last 48 hours
            • 3 BR
            • 2 BA
            • Sleeps 7
            Villa #1363507
            4
              Excellent! 4.5/5
              (11 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 4
              Apartment #70444
              11
              Viewed 9 times in the last 48 hours
                • 2 BR
                • 2 BA
                • Sleeps 6
                Apartment #6181119
                10
                  Exceptional! 5.0/5
                  (19 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  Villa #467172vb
                  19
                  Viewed 6 times in the last 48 hours
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    Apartment #1645841
                    3
                      • 2 BR
                      • 1 BA
                      • Separate Toilet
                      • Sleeps 4
                      Cottage #1949277
                      1
                        avg/night
                        • 5 BR
                        • 2 BA
                        • Sleeps 6
                        House #399314vb
                        2
                        Viewed 5 times in the last 48 hours
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          Apartment #1342045
                          2
                            Wonderful! 4.9/5
                            (9 reviews)
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Separate Toilet
                            • Sleeps 8
                            Apartment #1108069
                            9
                              Exceptional! 5.0/5
                              (13 reviews)
                              avg/night
                              • 4 BR
                              • 2 BA
                              • Sleeps 10
                              Chateau / Country House #1939933
                              13
                              Viewed 7 times in the last 48 hours
                                Excellent! 4.7/5
                                (7 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 5
                                Barn #1697270
                                7
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  Villa #1647129
                                  5
                                    • 5 BR
                                    • 4 BA
                                    • Separate Toilet
                                    • Sleeps 12
                                    Villa #604226
                                    3
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 7
                                      Multiple rentals Apartment #750314
                                      2
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        Multiple rentals Apartment #750314
                                        1
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          Multiple rentals Villa #750314
                                          1
                                          Viewed 8 times in the last 48 hours
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 4
                                            Multiple rentals Apartment #750314
                                            2
                                              Wonderful! 4.9/5
                                              (18 reviews)
                                              avg/night
                                              • 10 BR
                                              • 10 BA
                                              • Sleeps 22
                                              Villa #260642vb
                                              18
                                              Viewed 30 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (14 reviews)
                                                avg/night
                                                • 8 BR
                                                • 7 BA
                                                • Separate Toilet
                                                • Sleeps 15
                                                House #6175567
                                                14
                                                  • 6 BR
                                                  • 5 BA
                                                  • Separate Toilet
                                                  • Sleeps 12
                                                  Villa #1150786
                                                    • 9 BR
                                                    • 10 BA
                                                    • Sleeps 18
                                                    Villa #1468820
                                                    Viewed 11 times in the last 48 hours
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Multiple rentals Apartment #549490
                                                      6
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        Multiple rentals Apartment #549490
                                                        1
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          Multiple rentals Apartment #549490
                                                          2
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 3
                                                            Apartment #19261
                                                            4
                                                              avg/night
                                                              • 5 BR
                                                              • 5 BA
                                                              • Sleeps 14
                                                              House #6669334
                                                              Viewed 28 times in the last 48 hours
                                                                • 5 BR
                                                                • 4 BA
                                                                • Sleeps 10
                                                                Villa #1078404
                                                                3
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 2
                                                                  Cottage #6621133
                                                                  15
                                                                    Wonderful! 4.8/5
                                                                    (9 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 8
                                                                    Castle #1618965
                                                                    9
                                                                    Viewed 15 times in the last 48 hours
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 4
                                                                      Castle #1618982
                                                                      2
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Cottage #1949272
                                                                        1
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          House #6518380
                                                                          1
                                                                          Viewed 5 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (44 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 6
                                                                            Farmhouse #6040012
                                                                            44
                                                                            Viewed 13 times in the last 48 hours
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 8
                                                                              Castle #1618947
                                                                              4
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                Apartment #1953239
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 3
                                                                                  Castle #1619004
                                                                                  1
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    Castle #1618967
                                                                                    4
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      Apartment #2387064
                                                                                      1
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        • 6 BR
                                                                                        • 5 BA
                                                                                        • Sleeps 12
                                                                                        Villa #1453677
                                                                                        Viewed 10 times in the last 48 hours
                                                                                          Excellent! 4.4/5
                                                                                          (18 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          House #6175336
                                                                                          18
                                                                                          Viewed 8 times in the last 48 hours
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Multiple rentals Farmhouse #864013
                                                                                            3
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Multiple rentals Farmhouse #864013
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Multiple rentals Farmhouse #864013
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Multiple rentals Apartment #864013
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 12
                                                                                                    House #6448731
                                                                                                    2
                                                                                                    Viewed 14 times in the last 48 hours
                                                                                                    • 1 - 50 of 300+
                                                                                                     

                                                                                                    Recent Reviews

                                                                                                    Review for stay from 24 October 2016 to 29 October 2016

                                                                                                    5 of 5
                                                                                                    Sehr romantisch, nettes Personal traumhaft schön gelegen
                                                                                                    • Review Submitted: 23-Nov-2016
                                                                                                    • Date of Stay: Oct 2016

                                                                                                    Perfect family holiday rental

                                                                                                    5 of 5
                                                                                                    Very clean and tidy house. Extremely spacious with plenty of seats both inside and out. Grounds were well kept. Everything we needed to ensure our family holiday in Tuscany was relaxing and comfortable. Owner was very helpful and available for any queries. Highly recommended for its stunning position- easy access to Pisa , Florence , Siena , Lucca and only an hour from coast. A holiday we won't forget.
                                                                                                    • Review Submitted: 06-Nov-2016
                                                                                                    • Date of Stay: Oct 2016

                                                                                                    Review for stay from 11 September 2016 to 20 September 2016

                                                                                                    5 of 5
                                                                                                    Very nice villa with enough room for a larger group. Castle amenities were a big plus - concierge services, good food at the restaurant.
                                                                                                    • Review Submitted: 02-Oct-2016
                                                                                                    • Date of Stay: Sep 2016