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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.

    Wonderful! 4.9/5
    (62 reviews)
    avg/night
    House #6190174
    • 2 BR
    • 1 BA
    • Sleeps 5
    62
    Viewed 54 times in the last 48 hours

    Confirmation within 24 hours

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

      House #6245886
      • 2 BR
      • 1 BA
      • Sleeps 6
      85

      Confirmation within 24 hours

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

        Apartment #1431007
        • 2 BR
        • 1 BA
        • Sleeps 4
        3
        Viewed 8 times in the last 48 hours

        Confirmation within 24 hours

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

          avg/night
          House #6925777
          • 2 BR
          • 2 BA
          • Sleeps 6
          Viewed 6 times in the last 48 hours

          Confirmation within 24 hours

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

            Excellent! 4.7/5
            (12 reviews)
            avg/night
            Apartment #562146vb
            • 1 BR
            • 1 BA
            • Sleeps 4
            12
            Viewed 6 times in the last 48 hours

            Instant confirmation

            Your booking request will be confirmed immediately.

              Apartment #6757655
              • 2 BR
              • 2 BA
              • Sleeps 6

              Confirmation within 24 hours

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

                Apartment #6706836
                • 2 BR
                • 1 BA
                • Sleeps 6
                Viewed 5 times in the last 48 hours

                Confirmation within 24 hours

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

                  Apartment #639037vb
                  • 3 BR
                  • 2 BA
                  • Sleeps 6

                  Confirmation within 24 hours

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

                    Exceptional! 5/5
                    (8 reviews)
                    avg/night
                    Apartment #486035vb
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    8
                    Viewed 30 times in the last 48 hours

                    Confirmation within 24 hours

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

                      Exceptional! 5/5
                      (14 reviews)
                      avg/night
                      House #6045885
                      • 1 BR
                      • 2 BA
                      • Sleeps 4
                      14
                      Viewed 5 times in the last 48 hours

                      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 #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.

                              Villa #1405716
                              • 3 BR
                              • 2 BA
                              • Sleeps 9

                              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 #6082720
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4

                                  Confirmation within 24 hours

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

                                    Apartment #151242vb
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 6
                                    2

                                    Confirmation within 24 hours

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

                                      Chateau / Country House #6472407
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 6
                                      Viewed 8 times in the last 48 hours

                                      Confirmation within 24 hours

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

                                        Apartment #8285092
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2

                                        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.

                                            avg/night
                                            Apartment #783626vb
                                            • 3 BR
                                            • 1 BA
                                            • Sleeps 6
                                            Viewed 6 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

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

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

                                                Confirmation within 24 hours

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

                                                  Apartment #8100472
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4

                                                  Confirmation within 24 hours

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

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

                                                    Confirmation within 24 hours

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

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

                                                      Confirmation within 24 hours

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

                                                        Apartment #783637vb
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6

                                                        Confirmation within 24 hours

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

                                                          Apartment #6815291
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4

                                                          Confirmation within 24 hours

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

                                                            Exceptional! 5/5
                                                            (58 reviews)
                                                            avg/night
                                                            House #6235319
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            58
                                                            Viewed 695 times in the last 48 hours

                                                            Instant confirmation

                                                            Your booking request will be confirmed immediately.

                                                              Wonderful! 4.9/5
                                                              (65 reviews)
                                                              avg/night
                                                              Apartment #708969vb
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 7
                                                              65
                                                              Viewed 64 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Very Good! 4.2/5
                                                                (5 reviews)
                                                                avg/night
                                                                Multiple rentals Apartment #479580
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                5
                                                                Viewed 59 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
                                                                  (60 reviews)
                                                                  avg/night
                                                                  Multiple rentals Cottage #6049089
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  60
                                                                  Viewed 80 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    Exceptional! 5/5
                                                                    (59 reviews)
                                                                    avg/night
                                                                    Apartment #1621213
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    59
                                                                    Viewed 56 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
                                                                      (26 reviews)
                                                                      avg/night
                                                                      Apartment #706279vb
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 4
                                                                      26
                                                                      Viewed 23 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
                                                                        Apartment #6015654
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        24
                                                                        Viewed 17 times in the last 48 hours

                                                                        Confirmation within 24 hours

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

                                                                          Exceptional! 5/5
                                                                          (50 reviews)
                                                                          avg/night
                                                                          Multiple rentals Apartment #1691215
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          50
                                                                          Viewed 38 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
                                                                            (130 reviews)
                                                                            avg/night
                                                                            Apartment #462238
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            130
                                                                            Viewed 60 times in the last 48 hours

                                                                            Instant confirmation

                                                                            Your booking request will be confirmed immediately.

                                                                              Wonderful! 4.9/5
                                                                              (109 reviews)
                                                                              avg/night
                                                                              Multiple rentals Apartment #420459
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 5
                                                                              109
                                                                              Viewed 48 times in the last 48 hours

                                                                              Instant confirmation

                                                                              Your booking request will be confirmed immediately.

                                                                                Wonderful! 4.9/5
                                                                                (88 reviews)
                                                                                avg/night
                                                                                Apartment #308890
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                88
                                                                                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
                                                                                  (22 reviews)
                                                                                  avg/night
                                                                                  Villa #607748vb
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 11
                                                                                  22
                                                                                  Viewed 143 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Exceptional! 5/5
                                                                                    (7 reviews)
                                                                                    avg/night
                                                                                    Apartment #4250389
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 11
                                                                                    7
                                                                                    Viewed 51 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
                                                                                      (38 reviews)
                                                                                      avg/night
                                                                                      Apartment #683977vb
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 3
                                                                                      38
                                                                                      Viewed 25 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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

                                                                                        Exceptional! 5/5
                                                                                        (17 reviews)
                                                                                        avg/night
                                                                                        Apartment #1017337
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        17
                                                                                        Viewed 48 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
                                                                                          (17 reviews)
                                                                                          avg/night
                                                                                          Apartment #1348016
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 3
                                                                                          17
                                                                                          Viewed 11 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            Exceptional! 5/5
                                                                                            (25 reviews)
                                                                                            avg/night
                                                                                            House #1053585
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 8
                                                                                            25
                                                                                            Viewed 62 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Exceptional! 5/5
                                                                                              (23 reviews)
                                                                                              avg/night
                                                                                              Apartment #1107906
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              23
                                                                                              Viewed 17 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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

                                                                                                Excellent! 4.7/5
                                                                                                (13 reviews)
                                                                                                avg/night
                                                                                                Villa #566222vb
                                                                                                • 7 BR
                                                                                                • 4 BA
                                                                                                • Separate Toilets
                                                                                                • Sleeps 14
                                                                                                13
                                                                                                Viewed 48 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  Exceptional! 5/5
                                                                                                  (60 reviews)
                                                                                                  avg/night
                                                                                                  Apartment #128031vb
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 8
                                                                                                  60
                                                                                                  Viewed 51 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
                                                                                                    (13 reviews)
                                                                                                    avg/night
                                                                                                    Villa #735533vb
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 9
                                                                                                    13
                                                                                                    Viewed 34 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
                                                                                                      (78 reviews)
                                                                                                      avg/night
                                                                                                      Apartment #842807
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      78
                                                                                                      Viewed 30 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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