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For a truly authentic experience of rural Tuscany, holiday rental accommodation in Poggibonsi will put you in a scenically breathtaking situation at the heart of the Chianti hills in Siena Province - farmhouse rentals in Poggibonsi being a popular option for anyone with a love of rustic character and charm and something that will really make you feel a part of everyday life in a largely agricultural region renowned for producing some of the finest wine in Tuscany. Holiday accommodation in Siena Province can never promise sun, sea and sand as you'd have to travel some miles before you reached the nearest beach, but when a villa rental in Poggibonsi can deliver more sun, scenery and serenity than you thought could possibly exist right on your own doorstep, you won't be thinking of a day at the coast when there is so much to see and do amongst the spectacular countryside that dominates so much of this picturesque corner of Tuscany. Villa rentals and holiday farmhouses in Poggibonsi will therefore appeal to those whose love of nature and the great outdoors is only slightly more than their passion for the good food and fine wines of Italy - holiday accommodation in Poggibonsi giving you the perfect opportunity to enjoy a fortnight dedicated to eating and drinking just a little more than you could reasonably expect to work off by exploring every other aspect of this beautiful location!

  • Showing 1-50 of 300+
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    Excellent! 4.7/5
    (6 reviews)
    avg/night
    Multiple rentals Cottage #75284
    • 2 BR
    • 1 BA
    • Sleeps 4
    6
    Viewed 26 times in the last 48 hours

    Instant confirmation

    Your booking request will be confirmed immediately.

      Wonderful! 4.9/5
      (36 reviews)
      avg/night
      Multiple rentals Apartment #416586
      • 2 BR
      • 2 BA
      • Sleeps 4
      36
      Viewed 32 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
        (8 reviews)
        avg/night
        Multiple rentals Apartment #75284
        • 1 BR
        • 1 BA
        • Sleeps 3
        8
        Viewed 6 times in the last 48 hours

        Instant confirmation

        Your booking request will be confirmed immediately.

          Exceptional! 5/5
          (5 reviews)
          avg/night
          Multiple rentals Apartment #75284
          • 1 BR
          • 1 BA
          • Sleeps 3
          5
          Viewed 5 times in the last 48 hours

          Instant confirmation

          Your booking request will be confirmed immediately.

            Wonderful! 4.9/5
            (7 reviews)
            avg/night
            Multiple rentals Apartment #75284
            • 1 BR
            • 1 BA
            • Sleeps 2
            7
            Viewed 7 times in the last 48 hours

            Instant confirmation

            Your booking request will be confirmed immediately.

              Exceptional! 5/5
              (78 reviews)
              avg/night
              Multiple rentals Apartment #416586
              • 1 BR
              • 1 BA
              • Sleeps 3
              78
              Viewed 13 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
                (8 reviews)
                avg/night
                Multiple rentals Apartment #75284
                • 2 BR
                • 1 BA
                • Sleeps 4
                8
                Viewed 10 times in the last 48 hours

                Instant confirmation

                Your booking request will be confirmed immediately.

                  Exceptional! 5/5
                  (4 reviews)
                  avg/night
                  Apartment #6820000
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  4
                  Viewed 16 times in the last 48 hours

                  Confirmation within 24 hours

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

                    Chateau / Country House #6968961
                    • 1 BR
                    • 1 BA
                    • Sleeps 3

                    Confirmation within 24 hours

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

                      avg/night
                      Apartment #6684177
                      • 2 BR
                      • 1 BA
                      • Sleeps 5
                      Viewed 15 times in the last 48 hours

                      Confirmation within 24 hours

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

                        avg/night
                        Villa #830535
                        • 3 BR
                        • 2 BA
                        • Sleeps 8
                        2
                        Viewed 5 times in the last 48 hours

                        Confirmation within 24 hours

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

                          Chateau / Country House #6977319
                          • 2 BR
                          • 2 BA
                          • Sleeps 4

                          Confirmation within 24 hours

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

                            Apartment #6813194
                            • 2 BR
                            • 1 BA
                            • Separate Toilet
                            • Sleeps 3

                            Confirmation within 24 hours

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

                              Apartment #1622049
                              • 1 BR
                              • 1 BA
                              • Sleeps 3

                              Confirmation within 24 hours

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

                                Apartment #6882525
                                • 1 BR
                                • 1 BA
                                • Sleeps 2

                                Confirmation within 24 hours

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

                                  Exceptional! 5/5
                                  (54 reviews)
                                  avg/night
                                  House #6235319
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  54
                                  Viewed 108 times in the last 48 hours

                                  Confirmation within 24 hours

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

                                    Exceptional! 5/5
                                    (21 reviews)
                                    avg/night
                                    House #1053585
                                    • 3 BR
                                    • 3 BA
                                    • Separate Toilet
                                    • Sleeps 8
                                    21
                                    Viewed 98 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
                                      (13 reviews)
                                      avg/night
                                      Apartment #8022189
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 5
                                      13
                                      Viewed 81 times in the last 48 hours

                                      Confirmation within 24 hours

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

                                        Exceptional! 5/5
                                        (4 reviews)
                                        avg/night
                                        Villa #1097226
                                        • 5 BR
                                        • 5 BA
                                        • Separate Toilet
                                        • Sleeps 10
                                        4
                                        Viewed 102 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
                                          (19 reviews)
                                          avg/night
                                          Apartment #1107906
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          19
                                          Viewed 69 times in the last 48 hours

                                          Confirmation within 24 hours

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

                                            avg/night
                                            House #582787vb
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            3
                                            Viewed 66 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 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
                                                (24 reviews)
                                                avg/night
                                                House #2196590
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 5
                                                24
                                                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
                                                  (22 reviews)
                                                  avg/night
                                                  Apartment #435134
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 3
                                                  22
                                                  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
                                                    (12 reviews)
                                                    avg/night
                                                    Apartment #1017337
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    12
                                                    Viewed 39 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 31 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 20 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          Apartment #1198165a
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          10

                                                          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 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
                                                              (10 reviews)
                                                              avg/night
                                                              Multiple rentals Apartment #734524
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              10
                                                              Viewed 31 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Wonderful! 4.9/5
                                                                (56 reviews)
                                                                avg/night
                                                                Multiple rentals House #420494
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                56
                                                                Viewed 22 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 53 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 18 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 14 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 47 times in the last 48 hours

                                                                        Confirmation within 24 hours

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

                                                                          Exceptional! 5/5
                                                                          (13 reviews)
                                                                          avg/night
                                                                          Villa #6433993
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 5
                                                                          13
                                                                          Viewed 14 times in the last 48 hours

                                                                          Confirmation within 24 hours

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

                                                                            Exceptional! 5/5
                                                                            (6 reviews)
                                                                            avg/night
                                                                            House #699686vb
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            6
                                                                            Viewed 120 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 24 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 49 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  Multiple rentals House #411914
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  6
                                                                                  Viewed 20 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Wonderful! 4.9/5
                                                                                    (8 reviews)
                                                                                    avg/night
                                                                                    Multiple rentals House #875022
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 7
                                                                                    8
                                                                                    Viewed 40 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 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
                                                                                        (5 reviews)
                                                                                        avg/night
                                                                                        Apartment #1839664
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        5
                                                                                        Viewed 15 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
                                                                                          (15 reviews)
                                                                                          avg/night
                                                                                          Multiple rentals Apartment #8698
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 5
                                                                                          15
                                                                                          Viewed 19 times in the last 48 hours

                                                                                          Confirmation within 24 hours

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

                                                                                            Multiple rentals House #411914
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            28
                                                                                            Viewed 78 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Farmhouse #3592356
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              Viewed 7 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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

                                                                                                Multiple rentals Farmhouse #6009840
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                10
                                                                                                Viewed 66 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  avg/night
                                                                                                  Cottage #1949277
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 4
                                                                                                  1
                                                                                                  Viewed 14 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    avg/night
                                                                                                    Apartment #8019595
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    2
                                                                                                    Viewed 37 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Cottage #1949272
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      1
                                                                                                      Viewed 44 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Accommodation Poggibonsi (300+)