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In this medievel town perched on the side of a hill in the Province of Florence, holiday rental accommodation in Certaldo would give anyone with a love of history, culture and natural beauty a truly authentic experience of country life in one of the oldest rural communities in Tuscany. Holiday villas and apartments in Certaldo make the ideal base from where you can plan a thorough investigation of many other historic cities, town and villages that are scattered throughout the diverse landscapes of Tuscany - holiday accommodation in Certaldo often being chosen in a location that not only boasts some of the most peacefully unspoilt countryside in the region but is also conveniently close to a number of destinations that are not to be missed out on when planning a vacation in this culturally-rich area of Italy, like Siena, Pisa and Florence. Apartment rentals in Certaldo are sure to reflect the wealth of traditional character and charm that adds to the uniquely magical atmosphere of this charismatic town making them a perfect choice for a relaxing and romantic break for two, and even if the rest of the family insists on coming with you to your accommodation in Certaldo, holiday rentals in Tuscany anywhere else might struggle to provide such a memorable Italian vacation.

Additional service fee may apply.
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    Apartment #1431007
    • 2 BR
    • 1 BA
    • Sleeps 4
    2

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      Excellent! 4.6/5
      (11 reviews)
      avg/night
      Apartment #562146vb
      • 1 BR
      • 1 BA
      • Sleeps 4
      11
      Viewed 10 times in the last 48 hours

      Instant confirmation

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        Apartment #6095463
        • 1 BR
        • 1 BA
        • Sleeps 4
        1

        Confirmation within 24 hours

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

          avg/night
          Apartment #6757655
          • 2 BR
          • 2 BA
          • Sleeps 6
          Viewed 10 times in the last 48 hours

          Confirmation within 24 hours

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

            Apartment #6775097
            • 2 BR
            • 2 BA
            • Sleeps 4
            1

            Confirmation within 24 hours

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              Apartment #6768339
              • 2 BR
              • 2 BA
              • Sleeps 4

              Confirmation within 24 hours

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

                Apartment #589689vb
                • 2 BR
                • 2 BA
                • Sleeps 4

                Confirmation within 24 hours

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

                  Apartment #589701vb
                  • 2 BR
                  • 1 BA
                  • Sleeps 4

                  Confirmation within 24 hours

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

                    Apartment #589695vb
                    • 2 BR
                    • 1 BA
                    • Sleeps 4

                    Confirmation within 24 hours

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

                      Apartment #589685vb
                      • 1 BR
                      • 1 BA
                      • Sleeps 2

                      Confirmation within 24 hours

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

                        Apartment #6750491
                        • 1 BR
                        • 1 BA
                        • Sleeps 3

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

                          Apartment #6875945
                          • 2 BR
                          • 2 BA
                          • Sleeps 5

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

                            avg/night
                            Apartment #6815291
                            • 1 BR
                            • 1 BA
                            • Sleeps 4
                            Viewed 5 times in the last 48 hours

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                              Exceptional! 5/5
                              (49 reviews)
                              avg/night
                              Apartment #1621213
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              49
                              Viewed 51 times in the last 48 hours

                              Confirmation within 24 hours

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

                                Exceptional! 5/5
                                (20 reviews)
                                avg/night
                                House #1053585
                                • 3 BR
                                • 3 BA
                                • Separate Toilet
                                • Sleeps 8
                                20
                                Viewed 78 times in the last 48 hours

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

                                  Wonderful! 4.8/5
                                  (13 reviews)
                                  avg/night
                                  Apartment #8022189
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  13
                                  Viewed 48 times in the last 48 hours

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

                                    Wonderful! 4.9/5
                                    (81 reviews)
                                    avg/night
                                    Apartment #308890
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    81
                                    Viewed 60 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
                                      (21 reviews)
                                      avg/night
                                      Villa #421433
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 6
                                      21
                                      Viewed 43 times in the last 48 hours

                                      Confirmation within 24 hours

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

                                        Exceptional! 5/5
                                        (24 reviews)
                                        avg/night
                                        House #2196590
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 5
                                        24
                                        Viewed 21 times in the last 48 hours

                                        Confirmation within 24 hours

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

                                          Apartment #884548vb
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          3
                                          Viewed 75 times in the last 48 hours

                                          Confirmation within 24 hours

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                                            Wonderful! 4.9/5
                                            (19 reviews)
                                            avg/night
                                            Apartment #1107906
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            19
                                            Viewed 48 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
                                              (6 reviews)
                                              avg/night
                                              House #1973366
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 5
                                              6
                                              Viewed 21 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
                                                (22 reviews)
                                                avg/night
                                                Apartment #435134
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 3
                                                22
                                                Viewed 21 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  Excellent! 4.6/5
                                                  (11 reviews)
                                                  View details for price
                                                  Apartment #6023090
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  11

                                                  Confirmation within 24 hours

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

                                                    Excellent! 4.7/5
                                                    (24 reviews)
                                                    avg/night
                                                    Apartment #1686314
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    24
                                                    Viewed 44 times in the last 48 hours

                                                    Confirmation within 24 hours

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

                                                      Exceptional! 5/5
                                                      (37 reviews)
                                                      avg/night
                                                      Villa #1137514
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      37
                                                      Viewed 61 times in the last 48 hours

                                                      Instant confirmation

                                                      Your booking request will be confirmed immediately.

                                                        Wonderful! 4.8/5
                                                        (19 reviews)
                                                        avg/night
                                                        Apartment #3929069
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 5
                                                        19
                                                        Viewed 48 times in the last 48 hours

                                                        Instant confirmation

                                                        Your booking request will be confirmed immediately.

                                                          Excellent! 4.4/5
                                                          (36 reviews)
                                                          avg/night
                                                          Apartment #8114
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          36
                                                          Viewed 27 times in the last 48 hours

                                                          Confirmation within 24 hours

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

                                                            Exceptional! 5/5
                                                            (12 reviews)
                                                            avg/night
                                                            Apartment #1017337
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            12
                                                            Viewed 28 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
                                                              (18 reviews)
                                                              avg/night
                                                              Apartment #6468924
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              18
                                                              Viewed 24 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Exceptional! 5/5
                                                                (10 reviews)
                                                                avg/night
                                                                Multiple rentals Apartment #734524
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 5
                                                                10
                                                                Viewed 25 times in the last 48 hours

                                                                Confirmation within 24 hours

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

                                                                  Very Good! 4/5
                                                                  (5 reviews)
                                                                  avg/night
                                                                  Villa #1934854
                                                                  • 8 BR
                                                                  • 4 BA
                                                                  • Sleeps 16
                                                                  5
                                                                  Viewed 28 times in the last 48 hours

                                                                  Instant confirmation

                                                                  Your booking request will be confirmed immediately.

                                                                    Excellent! 4.7/5
                                                                    (13 reviews)
                                                                    avg/night
                                                                    Farmhouse #89525
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    13
                                                                    Viewed 37 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
                                                                      (67 reviews)
                                                                      avg/night
                                                                      House #6162521
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 5
                                                                      67
                                                                      Viewed 31 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
                                                                        (14 reviews)
                                                                        avg/night
                                                                        Multiple rentals House #734524
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        14
                                                                        Viewed 55 times in the last 48 hours

                                                                        Confirmation within 24 hours

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

                                                                          Exceptional! 5/5
                                                                          (46 reviews)
                                                                          avg/night
                                                                          Apartment #6196463
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          46
                                                                          Viewed 24 times in the last 48 hours

                                                                          Confirmation within 24 hours

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

                                                                            Excellent! 4.4/5
                                                                            (7 reviews)
                                                                            avg/night
                                                                            House #1992424
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            7
                                                                            Viewed 20 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
                                                                              (20 reviews)
                                                                              avg/night
                                                                              Castle #825856
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                              20
                                                                              Viewed 48 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
                                                                                (15 reviews)
                                                                                avg/night
                                                                                Apartment #827364vb
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                15
                                                                                Viewed 38 times in the last 48 hours

                                                                                Instant confirmation

                                                                                Your booking request will be confirmed immediately.

                                                                                  Exceptional! 5/5
                                                                                  (13 reviews)
                                                                                  avg/night
                                                                                  Villa #6433993
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  13
                                                                                  Viewed 15 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Farmhouse #2554049
                                                                                    • 3 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    3
                                                                                    Viewed 28 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
                                                                                      (10 reviews)
                                                                                      avg/night
                                                                                      Apartment #1409521
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      10
                                                                                      Viewed 21 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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

                                                                                        Excellent! 4.4/5
                                                                                        (12 reviews)
                                                                                        avg/night
                                                                                        Apartment #680568vb
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        12
                                                                                        Viewed 21 times in the last 48 hours

                                                                                        Confirmation within 24 hours

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

                                                                                          Exceptional! 5/5
                                                                                          (5 reviews)
                                                                                          avg/night
                                                                                          Apartment #1839664
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          5
                                                                                          Viewed 24 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
                                                                                            (20 reviews)
                                                                                            avg/night
                                                                                            Multiple rentals House #13404
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            20
                                                                                            Viewed 37 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
                                                                                              (56 reviews)
                                                                                              avg/night
                                                                                              Multiple rentals House #420494
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              56
                                                                                              Viewed 37 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
                                                                                                (21 reviews)
                                                                                                avg/night
                                                                                                Farmhouse #5491
                                                                                                • 5 BR
                                                                                                • 4 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 12
                                                                                                21
                                                                                                Viewed 43 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
                                                                                                  (46 reviews)
                                                                                                  avg/night
                                                                                                  Apartment #438293
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  46
                                                                                                  Viewed 6 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
                                                                                                    (28 reviews)
                                                                                                    avg/night
                                                                                                    Chateau / Country House #1687872
                                                                                                    • 4 BR
                                                                                                    • 4 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 11
                                                                                                    28
                                                                                                    Viewed 27 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
                                                                                                      (8 reviews)
                                                                                                      avg/night
                                                                                                      Multiple rentals House #875022
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 7
                                                                                                      8
                                                                                                      Viewed 38 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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

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