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    • 2 BR
    • 1 BA
    • Sleeps 4
    Apartment #2310866
    1
      Exceptional! 5/5
      (5 reviews)
      avg/night
      • 3 BR
      • 1 BA
      • Sleeps 8
      Farmhouse #6888153
      5
        • 1 BR
        • 1 BA
        • Sleeps 4
        Farmhouse #6888130
        3
          Excellent! 4.5/5
          (4 reviews)
          avg/night
          • 1 BR
          • 1 BA
          • Sleeps 6
          Farmhouse #6888157
          4
          Viewed 7 times in the last 48 hours
            Exceptional! 5/5
            (9 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 6
            Farmhouse #6888121
            9
            Viewed 6 times in the last 48 hours
              • 1 BR
              • 2 BA
              • Sleeps 4
              Farmhouse #6888155
              3
                • 1 BR
                • 1 BA
                • Sleeps 4
                Farmhouse #6888158
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  Apartment #2310872
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    Apartment #2310858
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Apartment #2310870
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Apartment #2310863
                          Excellent! 4.3/5
                          (3 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 5
                          Castle #8028236
                          3
                          Viewed 54 times in the last 48 hours
                            Excellent! 4.3/5
                            (4 reviews)
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Sleeps 6
                            Castle #8014699
                            4
                            Viewed 70 times in the last 48 hours
                              Excellent! 4.4/5
                              (7 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 6
                              Chalet #852126
                              7
                              Viewed 8 times in the last 48 hours
                                avg/night
                                • 2 BR
                                • Sleeps 4
                                House #6411507
                                3
                                Viewed 17 times in the last 48 hours
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 3
                                  Apartment #8160656
                                  9
                                    • 5 BR
                                    • 2 BA
                                    • Sleeps 9
                                    Farmhouse #8140054
                                    8
                                      Excellent! 4.6/5
                                      (14 reviews)
                                      avg/night
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 8
                                      Chateau / Country House #853024
                                      14
                                      Viewed 6 times in the last 48 hours
                                        avg/night
                                        • 4 BR
                                        • 4 BA
                                        • Sleeps 10
                                        Farmhouse #381277
                                        Viewed 21 times in the last 48 hours
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          Apartment #1895731
                                          Viewed 8 times in the last 48 hours
                                            Excellent! 4.5/5
                                            (14 reviews)
                                            avg/night
                                            • 6 BR
                                            • 6 BA
                                            • Sleeps 15
                                            Villa #588916a
                                            14
                                            Viewed 8 times in the last 48 hours
                                              • 4 BR
                                              • 4 BA
                                              • Sleeps 11
                                              Villa #6950884
                                              Viewed 6 times in the last 48 hours
                                                avg/night
                                                • 3 BR
                                                • Sleeps 6
                                                Apartment #6344222
                                                1
                                                Viewed 5 times in the last 48 hours
                                                  • 6 BR
                                                  • 1 HF BA
                                                  • Sleeps 14
                                                  Villa #6235272
                                                  20
                                                  Viewed 5 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (8 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 2 BA
                                                    • 2 HF BA
                                                    • Sleeps 9
                                                    Villa #6267228
                                                    8
                                                    Viewed 12 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (20 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • Sleeps 6
                                                      House #6178698
                                                      20
                                                      Viewed 12 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (9 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        Multiple rentals Apartment #821434
                                                        9
                                                        Viewed 8 times in the last 48 hours
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Chateau / Country House #6912297
                                                          2
                                                          Viewed 16 times in the last 48 hours
                                                            • Studio
                                                            • 1 BA
                                                            • Sleeps 5
                                                            Multiple rentals Barn #413114
                                                            13
                                                              Wonderful! 4.9/5
                                                              (14 reviews)
                                                              avg/night
                                                              • 4 BR
                                                              • Sleeps 12
                                                              House #6286966
                                                              14
                                                              Viewed 9 times in the last 48 hours
                                                                avg/night
                                                                • 1 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                Apartment #1499447
                                                                Viewed 12 times in the last 48 hours
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  House #6965098
                                                                  Viewed 5 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 5
                                                                    Multiple rentals Condo #48896
                                                                    Viewed 5 times in the last 48 hours
                                                                      • 6 BR
                                                                      • 4 BA
                                                                      • Sleeps 20
                                                                      Farmhouse #6572276
                                                                      2
                                                                      Viewed 5 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (20 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • Sleeps 6
                                                                        Apartment #6090891
                                                                        20
                                                                        Viewed 9 times in the last 48 hours
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          Multiple rentals Villa #1017874
                                                                          3
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            Chateau / Country House #442039
                                                                            3
                                                                            Viewed 5 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              • 5 BR
                                                                              • 4 BA
                                                                              • Sleeps 12
                                                                              Villa #3791057
                                                                              5
                                                                              Viewed 7 times in the last 48 hours
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 7
                                                                                Chateau / Country House #1683077
                                                                                1
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  House #6783637
                                                                                  3
                                                                                  Viewed 16 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    Multiple rentals Villa #413114
                                                                                    4
                                                                                      • 3 BR
                                                                                      • Sleeps 6
                                                                                      Apartment #6399053
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        Villa #6482307
                                                                                        1
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 6
                                                                                          Cottage #6739300
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            House #6739324
                                                                                            1
                                                                                            Viewed 6 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (9 reviews)
                                                                                              avg/night
                                                                                              • 6 BR
                                                                                              • 6 BA
                                                                                              • Sleeps 14
                                                                                              Villa #229962vb
                                                                                              9
                                                                                              Viewed 16 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                House #2542131
                                                                                                  • 5 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 12
                                                                                                  Castle #8013167
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Multiple rentals Chateau / Country House #821434
                                                                                                    3
                                                                                                    • 1 - 50 of 300+

                                                                                                    Vacation Rentals in Castiglione dei Pepoli, Italy (300+)