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In the heart of the chianti region of Tuscany, holiday rental accommodation in Castellina in Chianti would suit anyone seeking the ideal destination for a truly authentic experience of rural life in the beautiful province of Siena - holiday villas and apartments in Castellina in Chianti being found in situations of peaceful seclusion surrounded by the rolling hills and sun-drenched vineyards that give this area its unique and distinctive identity. Only 90 kms away from Pisa and even closer to Siena and Florence, holiday accommodation in Castellina in Chianti can let you strike the perfect balance between rustic bliss and urban excitement, particularly as you can plan a day of historical and cultural enlightenment in any one of these cities knowing that your villa or apartment rental in Castellina in Chianti will provide an atmosphere of tranquility that is guaranteed to help you relax and recover from a hectic round of shopping and sightseeing. Where holiday villas in Castellina in Chianti are a fabulous option and offer as much character and charm as some of the traditional farmhouses in Tuscany, holiday accommodation in Castellina in Chianti of any kind will appeal to anyone hoping to swop the same old stressful routine of home for a breathe of fresh air and a slice of country life in Italy.

Additional service fee may apply.
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    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.

      Very Good! 4/5
      (5 reviews)
      avg/night
      Villa #1934854
      • 8 BR
      • 4 BA
      • Sleeps 16
      5
      Viewed 25 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 14 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
          (9 reviews)
          avg/night
          Farmhouse #8461
          • 3 BR
          • 3 BA
          • Sleeps 6
          9
          Viewed 32 times in the last 48 hours

          Confirmation within 24 hours

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

            Villa #6847496
            • 2 BR
            • 3 BA
            • Sleeps 6
            Viewed 11 times in the last 48 hours

            Instant confirmation

            Your booking request will be confirmed immediately.

              Wonderful! 4.9/5
              (12 reviews)
              avg/night
              Multiple rentals Farmhouse #53674
              • 2 BR
              • 1 BA
              • Sleeps 4
              12
              Viewed 12 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
                (12 reviews)
                avg/night
                Multiple rentals Farmhouse #53674
                • 4 BR
                • 2 BA
                • Sleeps 9
                12
                Viewed 23 times in the last 48 hours

                Confirmation within 24 hours

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

                  Villa #6842529
                  • 8 BR
                  • 7 BA
                  • Sleeps 16
                  Viewed 7 times in the last 48 hours

                  Instant confirmation

                  Your booking request will be confirmed immediately.

                    House #1216286
                    • 3 BR
                    • 3 BA
                    • Sleeps 6

                    Confirmation within 24 hours

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

                      Multiple rentals Villa #8120549
                      • 4 BR
                      • 2 BA
                      • Sleeps 7
                      1
                      Viewed 48 times in the last 48 hours

                      Confirmation within 24 hours

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

                        Multiple rentals Apartment #8120549
                        • 2 BR
                        • 1 BA
                        • Sleeps 6

                        Confirmation within 24 hours

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

                          avg/night
                          House #6363742
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          1
                          Viewed 14 times in the last 48 hours

                          Confirmation within 24 hours

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

                            Apartment #876923vb
                            • 2 BR
                            • 1 BA
                            • Sleeps 5

                            Confirmation within 24 hours

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

                              Exceptional! 5/5
                              (1 reviews)
                              View details for price
                              Chateau / Country House #378532vb
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              1

                              Confirmation within 24 hours

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

                                Apartment #873694
                                • 1 BR
                                • 1 BA
                                • Sleeps 4

                                Confirmation within 24 hours

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

                                  Wonderful! 4.8/5
                                  (4 reviews)
                                  avg/night
                                  Apartment #9457
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 3
                                  4
                                  Viewed 5 times in the last 48 hours

                                  Confirmation within 24 hours

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

                                    Apartment #6608040
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    1

                                    Confirmation within 24 hours

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

                                      Villa #6893849
                                      • 5 BR
                                      • 3 BA
                                      • Sleeps 15

                                      Confirmation within 24 hours

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

                                        Chateau / Country House #6738102
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 6

                                        Confirmation within 24 hours

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

                                          Villa #1845034
                                          • 4 BR
                                          • 4 BA
                                          • Separate Toilet
                                          • Sleeps 8

                                          Confirmation within 24 hours

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

                                            Exceptional! 5/5
                                            (5 reviews)
                                            avg/night
                                            Farmhouse #6434039
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 4
                                            5
                                            Viewed 10 times in the last 48 hours

                                            Confirmation within 24 hours

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

                                              Apartment #1012036vb
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6

                                              Confirmation within 24 hours

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

                                                avg/night
                                                House #6363963
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Viewed 9 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  Apartment #6729132
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 5

                                                  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 84 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
                                                      Villa #602659vb
                                                      • 4 BR
                                                      • 4 BA
                                                      • Sleeps 9
                                                      12
                                                      Viewed 68 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 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
                                                          (24 reviews)
                                                          avg/night
                                                          House #2196590
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          24
                                                          Viewed 19 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 39 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 8 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 34 times in the last 48 hours

                                                                Instant confirmation

                                                                Your booking request will be confirmed immediately.

                                                                  Exceptional! 5/5
                                                                  (12 reviews)
                                                                  avg/night
                                                                  Apartment #1017337
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  12
                                                                  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
                                                                    (17 reviews)
                                                                    avg/night
                                                                    House #442656
                                                                    • 5 BR
                                                                    • 4 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 12
                                                                    17
                                                                    Viewed 42 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 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
                                                                        (56 reviews)
                                                                        avg/night
                                                                        Multiple rentals House #420494
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        56
                                                                        Viewed 8 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 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
                                                                            (14 reviews)
                                                                            avg/night
                                                                            Multiple rentals House #734524
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            14
                                                                            Viewed 32 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.

                                                                                Farmhouse #2554049
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                3
                                                                                Viewed 33 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  Exceptional! 5/5
                                                                                  (9 reviews)
                                                                                  avg/night
                                                                                  Apartment #1106728
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  9
                                                                                  Viewed 9 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 26 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 9 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 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
                                                                                          (7 reviews)
                                                                                          avg/night
                                                                                          Villa #6555585
                                                                                          • 4 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 8
                                                                                          7
                                                                                          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 34 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
                                                                                              Cottage #8028941
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              22
                                                                                              Viewed 38 times in the last 48 hours

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.

                                                                                                Multiple rentals House #411914
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                28
                                                                                                Viewed 87 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

                                                                                                  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 10 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 34 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 Castellina in Chianti (300+)