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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.

    Exceptional! 5/5
    (58 reviews)
    avg/night
    House #6235319
    • 2 BR
    • 2 BA
    • Sleeps 4
    58
    Viewed 270 times in the last 48 hours

    Instant confirmation

    Your booking request will be confirmed immediately.

      Exceptional! 5/5
      (23 reviews)
      avg/night
      Villa #607748vb
      • 4 BR
      • 3 BA
      • Sleeps 11
      23
      Viewed 83 times in the last 48 hours

      Confirmation within 24 hours

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        Wonderful! 4.9/5
        (27 reviews)
        avg/night
        Villa #421433
        • 3 BR
        • 3 BA
        • Sleeps 6
        27
        Viewed 14 times in the last 48 hours

        Confirmation within 24 hours

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          Exceptional! 5/5
          (15 reviews)
          avg/night
          Farmhouse #391835vb
          • 6 BR
          • 5 BA
          • Separate Toilet
          • Sleeps 18
          15
          Viewed 19 times in the last 48 hours

          Confirmation within 24 hours

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            Excellent! 4.7/5
            (12 reviews)
            avg/night
            Farmhouse #8461
            • 3 BR
            • 3 BA
            • Sleeps 6
            12
            Viewed 7 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
              Villa #1061581vb
              • 6 BR
              • 5 BA
              • Sleeps 13
              5
              Viewed 33 times in the last 48 hours

              Confirmation within 24 hours

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                Excellent! 4.7/5
                (12 reviews)
                avg/night
                Chateau / Country House #1851746
                • 3 BR
                • 2 BA
                • Sleeps 7
                12
                Viewed 34 times in the last 48 hours

                Confirmation within 24 hours

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                  Excellent! 4.7/5
                  (13 reviews)
                  avg/night
                  Farmhouse #89525
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  13
                  Viewed 9 times in the last 48 hours

                  Confirmation within 24 hours

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                    Exceptional! 5/5
                    (48 reviews)
                    avg/night
                    House #282678vb
                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                    48
                    Viewed 10 times in the last 48 hours

                    Confirmation within 24 hours

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                      Wonderful! 4.9/5
                      (12 reviews)
                      avg/night
                      Multiple rentals Farmhouse #53674
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      12
                      Viewed 8 times in the last 48 hours

                      Confirmation within 24 hours

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                        Wonderful! 4.9/5
                        (74 reviews)
                        avg/night
                        Multiple rentals Cottage #6029171
                        • 2 BR
                        • 3 BA
                        • Separate Toilet
                        • Sleeps 5
                        74
                        Viewed 26 times in the last 48 hours

                        Confirmation within 24 hours

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                          Excellent! 4.3/5
                          (9 reviews)
                          avg/night
                          Villa #1934854
                          • 8 BR
                          • 4 BA
                          • Sleeps 16
                          9
                          Viewed 15 times in the last 48 hours

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                            Villa #3917258
                            • 3 BR
                            • 3 BA
                            • Sleeps 7
                            2

                            Confirmation within 24 hours

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                              Wonderful! 4.8/5
                              (12 reviews)
                              avg/night
                              Villa #64607vb
                              • 4 BR
                              • 3 BA
                              • Separate Toilet
                              • Sleeps 6
                              12
                              Viewed 10 times in the last 48 hours

                              Confirmation within 24 hours

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                                Villa #6847496
                                • 2 BR
                                • 3 BA
                                • Sleeps 6

                                Instant confirmation

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                                  Exceptional! 5/5
                                  (10 reviews)
                                  avg/night
                                  Chateau / Country House #864792
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 5
                                  10
                                  Viewed 28 times in the last 48 hours

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                                    Wonderful! 4.8/5
                                    (26 reviews)
                                    avg/night
                                    Apartment #6273570
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    26

                                    Confirmation within 24 hours

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

                                      Exceptional! 5/5
                                      (1 reviews)
                                      avg/night
                                      Multiple rentals Apartment #6219947
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      1
                                      Viewed 7 times in the last 48 hours

                                      Confirmation within 24 hours

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                                        Exceptional! 5/5
                                        (12 reviews)
                                        avg/night
                                        Villa #3808832
                                        • 6 BR
                                        • 6 BA
                                        • Separate Toilet
                                        • Sleeps 13
                                        12
                                        Viewed 12 times in the last 48 hours

                                        Instant confirmation

                                        Your booking request will be confirmed immediately.

                                          Multiple rentals Farmhouse #53674
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 9
                                          12

                                          Confirmation within 24 hours

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                                            House #2475519
                                            • 3 BR
                                            • 2 BA
                                            • Separate Toilet
                                            • Sleeps 8

                                            Confirmation within 24 hours

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

                                              Villa #6842529
                                              • 8 BR
                                              • 7 BA
                                              • Sleeps 16
                                              2
                                              Viewed 23 times in the last 48 hours

                                              Instant confirmation

                                              Your booking request will be confirmed immediately.

                                                avg/night
                                                Cottage #8237432
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                Viewed 5 times in the last 48 hours

                                                Confirmation within 24 hours

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                                                  Exceptional! 5/5
                                                  (10 reviews)
                                                  avg/night
                                                  Villa #6345041
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  10
                                                  Viewed 20 times in the last 48 hours

                                                  Confirmation within 24 hours

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                                                    Exceptional! 5/5
                                                    (60 reviews)
                                                    avg/night
                                                    Multiple rentals Apartment #6029171
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    60
                                                    Viewed 17 times in the last 48 hours

                                                    Confirmation within 24 hours

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

                                                      Multiple rentals Chateau / Country House #6219947
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      15

                                                      Confirmation within 24 hours

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

                                                        Confirmation within 24 hours

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                                                          Multiple rentals Farmhouse #6638853
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 6

                                                          Confirmation within 24 hours

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

                                                            Multiple rentals Apartment #1367770
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 5

                                                            Confirmation within 24 hours

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

                                                              Farmhouse #6434039
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 4
                                                              5

                                                              Confirmation within 24 hours

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

                                                                Exceptional! 5/5
                                                                (33 reviews)
                                                                avg/night
                                                                Barn #419836vb
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                33
                                                                Viewed 12 times in the last 48 hours

                                                                Confirmation within 24 hours

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

                                                                  Apartment #3917488
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  1

                                                                  Confirmation within 24 hours

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

                                                                    Mill #500232
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 5
                                                                    4

                                                                    Confirmation within 24 hours

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

                                                                      House #6363742
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      1

                                                                      Confirmation within 24 hours

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

                                                                        Multiple rentals Apartment #1367770
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 3

                                                                        Confirmation within 24 hours

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

                                                                          avg/night
                                                                          Apartment #6561871
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          1
                                                                          Viewed 8 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

                                                                            Instant confirmation

                                                                            Your booking request will be confirmed immediately.

                                                                              avg/night
                                                                              House #6363963
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              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 Farmhouse #6638853
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 6

                                                                                Confirmation within 24 hours

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

                                                                                  Multiple rentals Farmhouse #6638853
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 7

                                                                                  Confirmation within 24 hours

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

                                                                                    House #36334
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    4
                                                                                    Viewed 6 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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

                                                                                      Villa #8249501
                                                                                      • 7 BR
                                                                                      • 7 BA
                                                                                      • Sleeps 14

                                                                                      Confirmation within 24 hours

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

                                                                                        Excellent! 4.4/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        House #6287295
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        7

                                                                                        Confirmation within 24 hours

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

                                                                                          Apartment #6108843
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 5

                                                                                          Confirmation within 24 hours

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

                                                                                            Multiple rentals Apartment #1367770
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 5

                                                                                            Confirmation within 24 hours

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

                                                                                              House #1216286
                                                                                              • 3 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6
                                                                                              Viewed 5 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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                                                                                                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.

                                                                                                    Multiple rentals Apartment #6973080
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 5

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Multiple rentals Apartment #6973080
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2

                                                                                                      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+)