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Nestling amongst the peaceful Chianti hills south-east of Siena, holiday accommodation in Montepulciano is surrounded by countryside with an outstanding aesthetic quality that has provided inspiration to many artists through the ages, notably the painters of the Rennaissance period in Tuscany - holiday villas and apartments in Montepulciano therefore proving to be a popular choice for anyone planning a thorough investigation of the region's wealth of art, history and culture as you'll never have far to go from your villa or apartment rental in Montepulciano before you find more ancient towns and cities and magnificent architectural heritage than you thought was possible to cram into this fascinating part of Italy. Holiday rental accommodation in Montepulciano also makes the ideal base from where you can plan a voyage of gastronomical discovery through a spectacular landscape of rolling hills carpeted in the olive groves and vineyards that produce the fine wine and oil that are essential to the culinary prowess of Tuscany - holiday rental accommodation in Montepulciano being found in a destination that is sure to give you the opportunity to enjoy a truly comprehensive experience of all the diverse aspects that make this such a unique part of the country.

    Multiple rentals Villa #8155647
    • 3 BR
    • 3 BA
    • Sleeps 6

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.

      Multiple rentals Villa #8155647
      • 3 BR
      • 3 BA
      • Sleeps 6

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        Multiple rentals Villa #8155647
        • 3 BR
        • 3 BA
        • Sleeps 6
        1

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          Multiple rentals Villa #8155647
          • 3 BR
          • 3 BA
          • Sleeps 6
            Exceptional! 5/5
            (12 reviews)
            avg/night
            Apartment #757059vb
            • 3 BR
            • 2 BA
            • Sleeps 6
            12

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.

              Wonderful! 4.9/5
              (32 reviews)
              avg/night
              Multiple rentals Apartment #6432643
              • 1 BR
              • 1 BA
              • Sleeps 4
              32
              Viewed 8 times in the last 48 hours

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.

                Wonderful! 4.9/5
                (42 reviews)
                avg/night
                Apartment #50681
                • 1 BR
                • 1 BA
                • Sleeps 3
                42

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.

                  Exceptional! 5/5
                  (19 reviews)
                  avg/night
                  Apartment #615969vb
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  19
                  Viewed 5 times in the last 48 hours

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.

                    Exceptional! 5/5
                    (15 reviews)
                    avg/night
                    Apartment #1017638
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    15
                    Viewed 6 times in the last 48 hours

                    Instant confirmation

                    Your booking request will be confirmed immediately.

                      Wonderful! 4.8/5
                      (48 reviews)
                      avg/night
                      Apartment #6066867
                      • 2 BR
                      • 1 BA
                      • Sleeps 7
                      48
                      Viewed 11 times in the last 48 hours

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.

                        Apartment #883786vb
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        6

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          Excellent! 4.7/5
                          (15 reviews)
                          avg/night
                          Multiple rentals Apartment #6432643
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          15
                          Viewed 6 times in the last 48 hours

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.

                            Exceptional! 5/5
                            (67 reviews)
                            avg/night
                            Villa #97774
                            • 6 BR
                            • 4 BA
                            • Sleeps 12
                            67
                            Viewed 11 times in the last 48 hours

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              Wonderful! 4.8/5
                              (19 reviews)
                              avg/night
                              Apartment #515617vb
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              19

                              Instant confirmation

                              Your booking request will be confirmed immediately.

                                Farmhouse #6561116
                                • 6 BR
                                • 5 BA
                                • Sleeps 14
                                1
                                Viewed 7 times in the last 48 hours

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.

                                  Exceptional! 5/5
                                  (8 reviews)
                                  avg/night
                                  Farmhouse #1875874
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 10
                                  8
                                  Viewed 6 times in the last 48 hours

                                  Confirmation within 24 hours

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                                    Villa #999940vb
                                    • 5 BR
                                    • 6 BA
                                    • Separate Toilet
                                    • Sleeps 18
                                    9

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.

                                      Exceptional! 5/5
                                      (21 reviews)
                                      avg/night
                                      Chateau / Country House #25004
                                      • 4 BR
                                      • 2 BA
                                      • Separate Toilet
                                      • Sleeps 6
                                      21
                                      Viewed 19 times in the last 48 hours

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        Wonderful! 4.9/5
                                        (29 reviews)
                                        avg/night
                                        Townhome #33620vb
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        29
                                        Viewed 6 times in the last 48 hours

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.

                                          Cottage #16442
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 4
                                          1

                                          Confirmation within 24 hours

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                                            avg/night
                                            Villa #1639715
                                            • 6 BR
                                            • 6 BA
                                            • Sleeps 12
                                            Viewed 6 times in the last 48 hours

                                            Confirmation within 24 hours

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                                              Apartment #6943675
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4

                                              Confirmation within 24 hours

                                              Your booking request will be confirmed or denied within 24 hours.

                                                avg/night
                                                Barn #8123164
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 5
                                                Viewed 13 times in the last 48 hours

                                                Confirmation within 24 hours

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                                                  Apartment #706177vb
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  2

                                                  Confirmation within 24 hours

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                                                    Farmhouse #1150802
                                                    • 7 BR
                                                    • 7 BA
                                                    • Separate Toilet
                                                    • Sleeps 16
                                                    1

                                                    Instant confirmation

                                                    Your booking request will be confirmed immediately.

                                                      Villa #8146333
                                                      • 4 BR
                                                      • 4 BA
                                                      • Separate Toilet
                                                      • Sleeps 8

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        Villa #1372539
                                                        • 5 BR
                                                        • 4 BA
                                                        • Sleeps 10

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          Apartment #6961990
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            Apartment #15196
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            4

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              Farmhouse #1042221
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              4

                                                              Confirmation within 24 hours

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                                                                Farmhouse #6674194
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                1

                                                                Confirmation within 24 hours

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                                                                  Chateau / Country House #6726981
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  2

                                                                  Confirmation within 24 hours

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                                                                    Villa #6543003
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    5

                                                                    Confirmation within 24 hours

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                                                                      Villa #6739918
                                                                      • 5 BR
                                                                      • 4 BA
                                                                      • Sleeps 10
                                                                      6

                                                                      Instant confirmation

                                                                      Your booking request will be confirmed immediately.

                                                                        Apartment #6796987
                                                                        • 4 BR
                                                                        • 4 BA
                                                                        • Sleeps 9

                                                                        Instant confirmation

                                                                        Your booking request will be confirmed immediately.

                                                                          avg/night
                                                                          Apartment #6846954
                                                                          • 5 BR
                                                                          • 5 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 11
                                                                          Viewed 5 times in the last 48 hours

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            Farmhouse #397695vb
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            12

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              Villa #106843vb
                                                                              • 6 BR
                                                                              • 8 BA
                                                                              • Sleeps 30

                                                                              Confirmation within 24 hours

                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                Farmhouse #3764391
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 10
                                                                                10

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  Apartment #1131429
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  7

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    Villa #1845028
                                                                                    • 9 BR
                                                                                    • 8 BA
                                                                                    • Sleeps 20

                                                                                    Instant confirmation

                                                                                    Your booking request will be confirmed immediately.

                                                                                      Villa #1150741
                                                                                      • 4 BR
                                                                                      • 5 BA
                                                                                      • Sleeps 10

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Bed And Breakfast #6004249
                                                                                        • 1 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 2

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                                          Villa #1633045
                                                                                          • 4 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 9
                                                                                          1

                                                                                          Instant confirmation

                                                                                          Your booking request will be confirmed immediately.

                                                                                            Townhome #4473797
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              Villa #1845048
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.

                                                                                                Villa #8105337
                                                                                                • 7 BR
                                                                                                • 8 BA
                                                                                                • Sleeps 14

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                                  Cottage #8213187
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    Apartment #1015562vb
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      Apartment #6895110
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2

                                                                                                      Instant confirmation

                                                                                                      Your booking request will be confirmed immediately.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Accommodation Montepulciano (300+)