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In a peaceful rural location amidst the famous Chianti vineyards of Tuscany, holiday rental accommodation in Gaiole in Chianti couldn't be much better situated for anyone hoping to experience a fascinating cultural heritage of which wine production plays such an important part, particularly in the province of Siena - holiday villas and apartments in Gaiole in Chianti proving to be a popular choice for wine-buffs and gastronomes seeking the perfect place in which to indulge their passion for a cuisine that is unmistakeably Italian. Holiday accommodation in Gaiole in Chianti has so much more to offer the visitor than superb eating and drinking, although anyone who loves food would agree that the ideal way to end any day of your vacation is by relaxing and enjoying a meal made using the local produce of Tuscany - holiday apartments and villas in Gaiole in Chianti being found surrounded by miles of spectacular landscapes that simply beg to be explored on foot, horse-back or by mountain-bike, so after a day of energetic outdoor activities in the sun-drenched fresh air of the Tuscan countryside, you'll be ready to race back to your holiday rental accommodation in Gaiole in Chianti to prepare a well-deserved feast or sample the culinary delights offered by any one of a fabulous selection of restaurants in the area.

    Very Good! 4/5
    (7 reviews)
    avg/night
    Cottage #696005vb
    • 2 BR
    • 2 BA
    • Sleeps 4
    7
    Viewed 13 times in the last 48 hours

    Instant confirmation

    Your booking request will be confirmed immediately.

      Wonderful! 4.9/5
      (34 reviews)
      avg/night
      Apartment #197862vb
      • 2 BR
      • 2 BA
      • Sleeps 5
      34
      Viewed 21 times in the last 48 hours

      Confirmation within 24 hours

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

        Excellent! 4.7/5
        (11 reviews)
        avg/night
        House #504065
        • 3 BR
        • 2 BA
        • Sleeps 6
        11
        Viewed 8 times in the last 48 hours

        Confirmation within 24 hours

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

          Villa #604892vb
          • 5 BR
          • 5 BA
          • Sleeps 13
          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 #8159492
            • 6 BR
            • 4 BA
            • Sleeps 12
            1
            Viewed 11 times in the last 48 hours

            Confirmation within 24 hours

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

              Exceptional! 5/5
              (53 reviews)
              avg/night
              Multiple rentals Villa #64960
              • 3 BR
              • 3 BA
              • Sleeps 6
              53
              Viewed 24 times in the last 48 hours

              Instant confirmation

              Your booking request will be confirmed immediately.

                Multiple rentals Villa #76109
                • 6 BR
                • 5 BA
                • Sleeps 12
                8
                Viewed 12 times in the last 48 hours

                Confirmation within 24 hours

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                  Chateau / Country House #2031854
                  • 1 BR
                  • Sleeps 3
                  7

                  Confirmation within 24 hours

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

                    Multiple rentals Apartment #1206876
                    • 2 BR
                    • 1 BA
                    • Sleeps 4

                    Confirmation within 24 hours

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                      Excellent! 4.7/5
                      (23 reviews)
                      avg/night
                      Multiple rentals Cottage #30993
                      • 1 BR
                      • 1 BA
                      • Sleeps 2
                      23
                      Viewed 8 times in the last 48 hours

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                        Multiple rentals Apartment #1206876
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        4

                        Confirmation within 24 hours

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

                          Multiple rentals Villa #64960
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          21

                          Instant confirmation

                          Your booking request will be confirmed immediately.

                            Exceptional! 5/5
                            (30 reviews)
                            avg/night
                            Villa #281961vb
                            • 5 BR
                            • 6 BA
                            • Sleeps 12
                            30
                            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 Apartment #1206876
                              • 1 BR
                              • 1 BA
                              • Sleeps 3

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                                avg/night
                                Villa #461335
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                2
                                Viewed 7 times in the last 48 hours

                                Confirmation within 24 hours

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                                  Excellent! 4.7/5
                                  (7 reviews)
                                  avg/night
                                  Villa #829953
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 8
                                  7
                                  Viewed 9 times in the last 48 hours

                                  Confirmation within 24 hours

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

                                    Exceptional! 5/5
                                    (39 reviews)
                                    avg/night
                                    Farmhouse #262966vb
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    39
                                    Viewed 13 times in the last 48 hours

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                                      Villa #8043542
                                      • 2 BR
                                      • 3 BA
                                      • Separate Toilet
                                      • Sleeps 7
                                      3

                                      Instant confirmation

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                                        Villa #8155527
                                        • 5 BR
                                        • 4 BA
                                        • Sleeps 10
                                        5

                                        Confirmation within 24 hours

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

                                          Multiple rentals Villa #76109
                                          • 5 BR
                                          • 4 BA
                                          • Sleeps 11
                                          6

                                          Confirmation within 24 hours

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

                                            Exceptional! 5/5
                                            (46 reviews)
                                            avg/night
                                            Multiple rentals House #6081470
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 10
                                            46
                                            Viewed 27 times in the last 48 hours

                                            Confirmation within 24 hours

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                                              Multiple rentals House #76109
                                              • Studio
                                              • 1 BA
                                              • Sleeps 2
                                              3

                                              Confirmation within 24 hours

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

                                                Wonderful! 4.9/5
                                                (12 reviews)
                                                avg/night
                                                Villa #45144vb
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 10
                                                12
                                                Viewed 6 times in the last 48 hours

                                                Instant confirmation

                                                Your booking request will be confirmed immediately.

                                                  Multiple rentals House #38930
                                                  • 2 BR
                                                  • 1 BA
                                                  • Separate Toilet
                                                  • Sleeps 6
                                                  4
                                                  Viewed 20 times in the last 48 hours

                                                  Confirmation within 24 hours

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

                                                    Multiple rentals Apartment #489852
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    4

                                                    Confirmation within 24 hours

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

                                                      House #6957959
                                                      • 5 BR
                                                      • 4 BA
                                                      • Sleeps 10

                                                      Confirmation within 24 hours

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

                                                        Chateau / Country House #2608958
                                                        • 4 BR
                                                        • 4 BA
                                                        • Sleeps 8

                                                        Confirmation within 24 hours

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

                                                          avg/night
                                                          Apartment #8137379
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Viewed 29 times in the last 48 hours

                                                          Confirmation within 24 hours

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                                                            Multiple rentals Apartment #489852
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            8

                                                            Confirmation within 24 hours

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                                                              Apartment #1889156
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              1

                                                              Confirmation within 24 hours

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                                                                Multiple rentals Villa #1050128
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 6

                                                                Confirmation within 24 hours

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                                                                  Apartment #8136895
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 6

                                                                  Confirmation within 24 hours

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                                                                    Exceptional! 5/5
                                                                    (5 reviews)
                                                                    avg/night
                                                                    Villa #8042755
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 10
                                                                    5
                                                                    Viewed 9 times in the last 48 hours

                                                                    Instant confirmation

                                                                    Your booking request will be confirmed immediately.

                                                                      Villa #8070602
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      3

                                                                      Instant confirmation

                                                                      Your booking request will be confirmed immediately.

                                                                        Multiple rentals Villa #1050128
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        1

                                                                        Confirmation within 24 hours

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

                                                                          Multiple rentals Villa #1050128
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2

                                                                          Confirmation within 24 hours

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

                                                                            Multiple rentals Apartment #1206876
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 3
                                                                            2

                                                                            Confirmation within 24 hours

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

                                                                              Villa #6556510
                                                                              • 5 BR
                                                                              • 5 BA
                                                                              • Sleeps 11

                                                                              Instant confirmation

                                                                              Your booking request will be confirmed immediately.

                                                                                Apartment #2343151
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 8

                                                                                Instant confirmation

                                                                                Your booking request will be confirmed immediately.

                                                                                  Multiple rentals Apartment #6081470
                                                                                  • Studio
                                                                                  • 1 BA

                                                                                  Confirmation within 24 hours

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

                                                                                    Villa #891102vb
                                                                                    • 6 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 14
                                                                                    2

                                                                                    Confirmation within 24 hours

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

                                                                                      Apartment #2343144
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6

                                                                                      Instant confirmation

                                                                                      Your booking request will be confirmed immediately.

                                                                                        Multiple rentals Apartment #30993
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4

                                                                                        Confirmation within 24 hours

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

                                                                                          Apartment #442176vb
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          2

                                                                                          Confirmation within 24 hours

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

                                                                                            Apartment #8068069
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            1

                                                                                            Confirmation within 24 hours

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

                                                                                              Villa #1150760
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.

                                                                                                avg/night
                                                                                                House #3517315
                                                                                                • 5 BR
                                                                                                • 5 BA
                                                                                                • Sleeps 10
                                                                                                4
                                                                                                Viewed 6 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  Apartment #2343143
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Multiple rentals Apartment #38930
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    3
                                                                                                    Viewed 8 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Chateau / Country House #3950023
                                                                                                      • 5 BR
                                                                                                      • 5 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 12

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Accommodation Gaiole in Chianti (300+)