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In one of the oldest towns in Tuscany, holiday rental accommodation in Montalcino will give you the chance to investigate a part of the region that has been inhabited since Etruscan times, so if you have an interest in Italian history, you'll find plenty to investigate in this fascinating rural town, and even more if you tour round the other cities, towns and villages that are scattered throughout the province of Siena. Villa and apartment rentals in Montalcino can be found in situations that afford spectacular views across the hills and valleys that are so characteristic of the Tuscan countryside - landscapes as well-known for their breathtaking scenic beauty as they are for their vineyards and olive groves, as the hillside upon which this town is perched is where the grapes are grown to produce the famous Brunello di Montalcino wine and where the local olive oil proves a popular choice in kitchens right across Siena Province. Holiday accommodation in Montalcino is, unsurprisingly, often chosen by those for whom a culinary voyage of discovery is their sole reason for wanting to visit this charmingly traditional hill-town nestling amongst some of the finest rural scenery in Tuscany - apartment and villa rentals in Montalcino therefore making the perfect base for a truly relaxing and self-indulgent break in a location that is, for many, a welcome alternative to the hectic urban environment of home. But when you'll never be too far away from opportunities for recreation, sport and leisure that would suit people of all ages and interests, you'll be sure to find holiday accommodation in Montalcino offers the ideal solution to a fun-packed vacation to suit the whole family.

Favorite
    Viewed 24 times in the last 48 hours
    • 6 BR
    • 3 BA
    • Sleeps 12
    avg/night
    4
    Favorite
      Viewed 13 times in the last 48 hours
      • 3 BR
      • 2 BA
      • Sleeps 6
      Exceptional! 5/5
      (10 reviews)
      avg/night
      10
      Favorite
        Viewed 17 times in the last 48 hours
        • 3 BR
        • 2 BA
        • Sleeps 6
        Excellent! 4.6/5
        (19 reviews)
        avg/night
        19
        Favorite
          Viewed 6 times in the last 48 hours
          • 3 BR
          • 3 BA
          • Sleeps 8
          Exceptional! 5/5
          (5 reviews)
          avg/night
          5
          Favorite
            Viewed 10 times in the last 48 hours
            • 2 BR
            • 2 BA
            • Sleeps 6
            Exceptional! 5/5
            (49 reviews)
            avg/night
            49
            Favorite
              Viewed 11 times in the last 48 hours
              • 1 BR
              • 1 BA
              • Sleeps 4
              Wonderful! 4.8/5
              (5 reviews)
              avg/night
              5
              Favorite
                • 4 BR
                • 4 BA
                • Sleeps 8
                avg/night
                1
                Favorite
                  • 3 BR
                  • 3 BA
                  • Sleeps 6
                  avg/night
                  0
                  Favorite
                    Viewed 14 times in the last 48 hours
                    • 14 BR
                    • 9 BA
                    • Sleeps 26
                    avg/night
                    0
                    Favorite
                      • 1 BR
                      • 1 BA
                      • Sleeps 8
                      Exceptional! 5/5
                      (9 reviews)
                      avg/night
                      9
                      Favorite
                        Viewed 5 times in the last 48 hours
                        • Studio
                        • 1 BA
                        • Sleeps 4
                        Wonderful! 4.9/5
                        (10 reviews)
                        avg/night
                        10
                        Favorite
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          avg/night
                          0
                          Favorite
                            Viewed 10 times in the last 48 hours
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            avg/night
                            0
                            Favorite
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              avg/night
                              1
                              Favorite
                                • 2 BR
                                • 1 BA
                                • Sleeps 1
                                avg/night
                                0
                                Favorite
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 6
                                  avg/night
                                  0
                                  Favorite
                                    • 2 BR
                                    • 3 BA
                                    • Sleeps 5
                                    avg/night
                                    0
                                    Favorite
                                      • 6 BR
                                      • 7 BA
                                      • Sleeps 12
                                      avg/night
                                      0
                                      Favorite
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 3
                                        avg/night
                                        0
                                        Favorite
                                          Viewed 5 times in the last 48 hours
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 8
                                          avg/night
                                          0
                                          Favorite
                                            Viewed 220 times in the last 48 hours
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Exceptional! 5/5
                                            (15 reviews)
                                            avg/night
                                            15
                                            Favorite
                                              Viewed 61 times in the last 48 hours
                                              • 2 BR
                                              • 3 BA
                                              • Sleeps 5
                                              Wonderful! 4.9/5
                                              (39 reviews)
                                              avg/night
                                              39
                                              Favorite
                                                Viewed 64 times in the last 48 hours
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 2
                                                Exceptional! 5/5
                                                (13 reviews)
                                                avg/night
                                                13
                                                Favorite
                                                  Viewed 25 times in the last 48 hours
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Wonderful! 4.9/5
                                                  (17 reviews)
                                                  avg/night
                                                  17
                                                  Favorite
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Exceptional! 5/5
                                                    (15 reviews)
                                                    avg/night
                                                    15
                                                    Favorite
                                                      Viewed 85 times in the last 48 hours
                                                      • 5 BR
                                                      • 5 BA
                                                      • Sleeps 12
                                                      Exceptional! 5/5
                                                      (14 reviews)
                                                      avg/night
                                                      14
                                                      Favorite
                                                        Viewed 104 times in the last 48 hours
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 11
                                                        Wonderful! 4.9/5
                                                        (15 reviews)
                                                        avg/night
                                                        15
                                                        Favorite
                                                          Viewed 37 times in the last 48 hours
                                                          • 4 BR
                                                          • 3 BA
                                                          • Separate Toilet
                                                          • Sleeps 9
                                                          Exceptional! 5/5
                                                          (6 reviews)
                                                          avg/night
                                                          6
                                                          Favorite
                                                            Viewed 27 times in the last 48 hours
                                                            • 3 BR
                                                            • 4 BA
                                                            • Sleeps 10
                                                            Exceptional! 5/5
                                                            (15 reviews)
                                                            avg/night
                                                            15
                                                            Favorite
                                                              Viewed 21 times in the last 48 hours
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                              Wonderful! 4.9/5
                                                              (44 reviews)
                                                              avg/night
                                                              44
                                                              Favorite
                                                                Viewed 23 times in the last 48 hours
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Wonderful! 4.9/5
                                                                (17 reviews)
                                                                avg/night
                                                                17
                                                                Favorite
                                                                  Viewed 34 times in the last 48 hours
                                                                  • 3 BR
                                                                  • 4 BA
                                                                  • Sleeps 11
                                                                  Wonderful! 4.9/5
                                                                  (34 reviews)
                                                                  avg/night
                                                                  34
                                                                  Favorite
                                                                    Viewed 19 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    Exceptional! 5/5
                                                                    (10 reviews)
                                                                    avg/night
                                                                    10
                                                                    Favorite
                                                                      Viewed 21 times in the last 48 hours
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 4
                                                                      Wonderful! 4.9/5
                                                                      (9 reviews)
                                                                      avg/night
                                                                      9
                                                                      Favorite
                                                                        Viewed 24 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 7
                                                                        Exceptional! 5/5
                                                                        (23 reviews)
                                                                        avg/night
                                                                        23
                                                                        Favorite
                                                                          Viewed 16 times in the last 48 hours
                                                                          • 2 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          avg/night
                                                                          1
                                                                          Favorite
                                                                            Viewed 13 times in the last 48 hours
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            Exceptional! 5/5
                                                                            (10 reviews)
                                                                            avg/night
                                                                            10
                                                                            Favorite
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 3
                                                                              Wonderful! 4.9/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              11
                                                                              Favorite
                                                                                Viewed 20 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 7
                                                                                Wonderful! 4.8/5
                                                                                (13 reviews)
                                                                                avg/night
                                                                                13
                                                                                Favorite
                                                                                  Viewed 6 times in the last 48 hours
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  Exceptional! 5/5
                                                                                  (21 reviews)
                                                                                  avg/night
                                                                                  21
                                                                                  Favorite
                                                                                    Viewed 15 times in the last 48 hours
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 3
                                                                                    avg/night
                                                                                    3
                                                                                    Favorite
                                                                                      Viewed 20 times in the last 48 hours
                                                                                      • 6 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 12
                                                                                      avg/night
                                                                                      1
                                                                                      Favorite
                                                                                        Viewed 25 times in the last 48 hours
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 3
                                                                                        Wonderful! 4.9/5
                                                                                        (10 reviews)
                                                                                        avg/night
                                                                                        10
                                                                                        Favorite
                                                                                          Viewed 34 times in the last 48 hours
                                                                                          • 6 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 12
                                                                                          Exceptional! 5/5
                                                                                          (69 reviews)
                                                                                          avg/night
                                                                                          69
                                                                                          Favorite
                                                                                            Viewed 19 times in the last 48 hours
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            avg/night
                                                                                            1
                                                                                            Favorite
                                                                                              Viewed 32 times in the last 48 hours
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              avg/night
                                                                                              3
                                                                                              Favorite
                                                                                                Viewed 15 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 5
                                                                                                Exceptional! 5/5
                                                                                                (5 reviews)
                                                                                                avg/night
                                                                                                5
                                                                                                Favorite
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Exceptional! 5/5
                                                                                                  (34 reviews)
                                                                                                  avg/night
                                                                                                  34
                                                                                                  Favorite
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 2
                                                                                                    avg/night
                                                                                                    0
                                                                                                    Favorite
                                                                                                      Viewed 8 times in the last 48 hours
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 5
                                                                                                      Wonderful! 4.9/5
                                                                                                      (52 reviews)
                                                                                                      avg/night
                                                                                                      52
                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Accommodation Montalcino (300+)