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

    Instant confirmation

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      Wonderful! 4.8/5
      (5 reviews)
      avg/night
      Villa #8155527
      • 5 BR
      • 4 BA
      • Sleeps 10
      5
      Viewed 10 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 28 times in the last 48 hours

        Confirmation within 24 hours

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          Wonderful! 4.9/5
          (34 reviews)
          avg/night
          Apartment #197862vb
          • 2 BR
          • 2 BA
          • Sleeps 5
          34
          Viewed 13 times in the last 48 hours

          Confirmation within 24 hours

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            Exceptional! 5/5
            (51 reviews)
            avg/night
            Multiple rentals Villa #64960
            • 3 BR
            • 3 BA
            • Sleeps 6
            51
            Viewed 21 times in the last 48 hours

            Instant confirmation

            Your booking request will be confirmed immediately.

              Exceptional! 5/5
              (29 reviews)
              avg/night
              Villa #281961vb
              • 5 BR
              • 6 BA
              • Sleeps 12
              29
              Viewed 10 times in the last 48 hours

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                avg/night
                Villa #8159492
                • 6 BR
                • 4 BA
                • Sleeps 12
                1
                Viewed 34 times in the last 48 hours

                Confirmation within 24 hours

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

                  Multiple rentals House #30993
                  • 1 BR
                  • 1 BA
                  • Sleeps 2
                  23

                  Confirmation within 24 hours

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

                    Multiple rentals Villa #76109
                    • 6 BR
                    • 5 BA
                    • Sleeps 12
                    8
                    Viewed 7 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

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                        Multiple rentals Apartment #1206876
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Viewed 5 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
                          • 2 BR
                          • 1 BA
                          • Sleeps 6
                          3

                          Confirmation within 24 hours

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

                            Wonderful! 4.8/5
                            (19 reviews)
                            avg/night
                            Multiple rentals Villa #64960
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            19
                            Viewed 18 times in the last 48 hours

                            Instant confirmation

                            Your booking request will be confirmed immediately.

                              Villa #604892vb
                              • 5 BR
                              • 5 BA
                              • Sleeps 13
                              Viewed 5 times in the last 48 hours

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

                                Confirmation within 24 hours

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                                  Farmhouse #262966vb
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  39

                                  Confirmation within 24 hours

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

                                    Exceptional! 5/5
                                    (4 reviews)
                                    avg/night
                                    Multiple rentals House #38930
                                    • 2 BR
                                    • 1 BA
                                    • Separate Toilet
                                    • Sleeps 6
                                    4
                                    Viewed 5 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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                                        avg/night
                                        Multiple rentals Villa #6721451
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 3
                                        Viewed 13 times in the last 48 hours

                                        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 13 times in the last 48 hours

                                          Confirmation within 24 hours

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                                            Exceptional! 5/5
                                            (46 reviews)
                                            avg/night
                                            House #6081470
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 10
                                            46
                                            Viewed 10 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

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

                                                Excellent! 4.7/5
                                                (3 reviews)
                                                avg/night
                                                Multiple rentals House #76109
                                                • Studio
                                                • 1 BA
                                                • Sleeps 2
                                                3
                                                Viewed 13 times in the last 48 hours

                                                Confirmation within 24 hours

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                                                  Wonderful! 4.9/5
                                                  (12 reviews)
                                                  avg/night
                                                  Villa #45144vb
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                  12
                                                  Viewed 7 times in the last 48 hours

                                                  Instant confirmation

                                                  Your booking request will be confirmed immediately.

                                                    Multiple rentals Villa #76109
                                                    • 5 BR
                                                    • 4 BA
                                                    • Sleeps 11
                                                    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 18 times in the last 48 hours

                                                      Instant confirmation

                                                      Your booking request will be confirmed immediately.

                                                        avg/night
                                                        Villa #461335
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        2
                                                        Viewed 10 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          Confirmation within 24 hours

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

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

                                                              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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                                                                    Multiple rentals Villa #6721451
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 3

                                                                    Confirmation within 24 hours

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                                                                      avg/night
                                                                      Multiple rentals Villa #6721451
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 4
                                                                      Viewed 9 times in the last 48 hours

                                                                      Confirmation within 24 hours

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                                                                        Multiple rentals Villa #6721451
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 2

                                                                        Confirmation within 24 hours

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

                                                                          Multiple rentals Villa #6721451
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2

                                                                          Confirmation within 24 hours

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

                                                                            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.

                                                                              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.

                                                                                avg/night
                                                                                Villa #6556510
                                                                                • 5 BR
                                                                                • 5 BA
                                                                                • Sleeps 11
                                                                                Viewed 6 times in the last 48 hours

                                                                                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 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.

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

                                                                                        Instant confirmation

                                                                                        Your booking request will be confirmed immediately.

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

                                                                                          Instant confirmation

                                                                                          Your booking request will be confirmed immediately.

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

                                                                                            Confirmation within 24 hours

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

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.

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

                                                                                                Confirmation within 24 hours

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

                                                                                                  Excellent! 4.5/5
                                                                                                  (4 reviews)
                                                                                                  avg/night
                                                                                                  House #3517315
                                                                                                  • 5 BR
                                                                                                  • 5 BA
                                                                                                  • Sleeps 10
                                                                                                  4

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Villa #8052862
                                                                                                    • 5 BR
                                                                                                    • 5 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 13

                                                                                                    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.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Accommodation Gaiole in Chianti (300+)