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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    Very Good! 4.0/5
    (5 reviews)
    $90
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 4
    Cottage #696005vb
    5
    Viewed 95 times in the last 48 hours
      • 1 BR
      • 1 BA
      • Sleeps 4
      Villa #654136vb
      4
      Viewed 27 times in the last 48 hours
        • 1 BR
        • Sleeps 3
        Chateau / Country House #2031854
        7
          Exceptional! 5.0/5
          (50 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 6
          Multiple rentals Villa #64960
          50
          Viewed 44 times in the last 48 hours
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 5
            House #2343150
            4
            Viewed 29 times in the last 48 hours
              Wonderful! 4.8/5
              (19 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 4
              Multiple rentals Villa #64960
              19
              Viewed 12 times in the last 48 hours
                • 2 BR
                • 1 HF BA
                • Sleeps 4
                Chateau / Country House #1301990
                3
                Viewed 13 times in the last 48 hours
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  House #2343140
                  1
                  Viewed 8 times in the last 48 hours
                    • 5 BR
                    • 3 BA
                    • Sleeps 10
                    Villa #8155527
                    4
                    Viewed 6 times in the last 48 hours
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      House #769233vb
                        • 3 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 7
                        Villa #8043542
                        2
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          Multiple rentals Apartment #1206876
                          Viewed 5 times in the last 48 hours
                            • 5 BR
                            • 5 BA
                            • Sleeps 13
                            Villa #604892vb
                            Viewed 14 times in the last 48 hours
                              • 4 BR
                              • 3 BA
                              • Sleeps 10
                              Villa #8042755
                              2
                              Viewed 8 times in the last 48 hours
                                • 2 BR
                                • 1 BA
                                • Sleeps 6
                                Multiple rentals Apartment #1206876
                                3
                                Viewed 10 times in the last 48 hours
                                  $78
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 3
                                  Multiple rentals Villa #6721451
                                  Viewed 15 times in the last 48 hours
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Multiple rentals Apartment #38930
                                    3
                                    Viewed 7 times in the last 48 hours
                                      • 2 BR
                                      • 1 BA
                                      • 1 HF BA
                                      • Sleeps 6
                                      Multiple rentals House #38930
                                      4
                                      Viewed 41 times in the last 48 hours
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 6
                                        Villa #6509814
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          Multiple rentals Villa #6721451
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Multiple rentals Villa #6721451
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              Multiple rentals Villa #6721451
                                              Viewed 14 times in the last 48 hours
                                                $78
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 3
                                                Multiple rentals Villa #6721451
                                                Viewed 6 times in the last 48 hours
                                                  • 3 BR
                                                  • Sleeps 6
                                                  Villa #1150760
                                                    • 7 BR
                                                    • 6 BA
                                                    • 1 HF BA
                                                    • Sleeps 16
                                                    Villa #3219134
                                                    4
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 5
                                                      Multiple rentals Villa #79371
                                                      Viewed 5 times in the last 48 hours
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Multiple rentals Villa #79371
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          Multiple rentals Apartment #79371
                                                          1
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Multiple rentals Villa #79371
                                                            2
                                                            Viewed 9 times in the last 48 hours
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                              Multiple rentals Villa #79371
                                                                Exceptional! 5.0/5
                                                                (8 reviews)
                                                                avg/night
                                                                • 6 BR
                                                                • 5 BA
                                                                • Sleeps 12
                                                                Multiple rentals Villa #76109
                                                                8
                                                                Viewed 38 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  • 5 BR
                                                                  • 4 BA
                                                                  • Sleeps 11
                                                                  Multiple rentals Villa #76109
                                                                  6
                                                                  Viewed 17 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    House #2390648
                                                                    Viewed 16 times in the last 48 hours
                                                                      • Studio
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      Multiple rentals House #76109
                                                                      3
                                                                      Viewed 15 times in the last 48 hours
                                                                        avg/night
                                                                        • 5 BR
                                                                        • 5 BA
                                                                        • Sleeps 11
                                                                        Villa #6556510
                                                                        Viewed 13 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (47 reviews)
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          Apartment #1153926
                                                                          47
                                                                          Viewed 56 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (53 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            House #6235319
                                                                            53
                                                                            Viewed 71 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (20 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 8
                                                                              House #1053585
                                                                              20
                                                                              Viewed 72 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (13 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • Sleeps 7
                                                                                Barn #814311vb
                                                                                13
                                                                                Viewed 24 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (38 reviews)
                                                                                  $87
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  Multiple rentals Apartment #632967a
                                                                                  38
                                                                                  Viewed 36 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (12 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 4 BA
                                                                                    • Sleeps 9
                                                                                    Villa #602659vb
                                                                                    12
                                                                                    Viewed 63 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (9 reviews)
                                                                                      $80
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #1627958
                                                                                      9
                                                                                      Viewed 23 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (24 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        House #2196590
                                                                                        24
                                                                                        Viewed 24 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (9 reviews)
                                                                                          avg/night
                                                                                          • 5 BR
                                                                                          • 4 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 9
                                                                                          Villa #761658vb
                                                                                          9
                                                                                          Viewed 35 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 5 BR
                                                                                            • 5 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 10
                                                                                            Villa #1097226
                                                                                            4
                                                                                            Viewed 77 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (12 reviews)
                                                                                              $45
                                                                                              avg/night
                                                                                              • Studio
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Apartment #1768734
                                                                                              12
                                                                                              Viewed 25 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (7 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Apartment #3939661
                                                                                                7
                                                                                                Viewed 41 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (18 reviews)
                                                                                                  avg/night
                                                                                                  • 5 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 12
                                                                                                  Villa #90810
                                                                                                  18
                                                                                                  Viewed 48 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Multiple rentals Apartment #6521915
                                                                                                    3
                                                                                                    Viewed 40 times in the last 48 hours
                                                                                                    • 1 - 50 of 300+

                                                                                                    Gaiole in Chianti: Apartments, Villas & More (300+)

                                                                                                     

                                                                                                    Recent Gaiole in Chianti Reviews

                                                                                                    Delightful house in Tuscany

                                                                                                    5 of 5
                                                                                                    My wife and I stayed at 5 diffferent homeaway houses on our 3 week holiday throughout Italy. This was by far our favorite. I cannot recommend highly enough. If you plan on visiting and driving through Tuscany , this beautiful house is within an hour drive of many points of interest. But is sits in a beautiful , quiet valley if your are looking a peaceful stay. We hope to return someday
                                                                                                    • Submitted: Jan 10, 2017
                                                                                                    • Stayed: Jan 2017

                                                                                                    This apartment is a gem!

                                                                                                    5 of 5
                                                                                                    We loved the apartment of Costanza Piccolomini d'Aragona, who is a wonderful host and person. We were made to feel right at home. The apartment is large, yet cozy with furnishings. The bedroom is quite large, with a very comfortable bed (that we hated to leave). The apartment had everything we needed for our stay, including plenty of kitchen equipment since I was cooking often for my very picky (eating) child. We felt very safe and secure and were in a perfect location for walking all about Siena. The grocery store, fruit and vegetable market, and other shops and restaurants were all very close by and convenient. Also the bus station is an easy walk if you should want to take a day trip to a nearby town. Ms. Piccolomini welcomed us and let us know how everything worked. She was always available if needed. Since we were staying over the holiday, she had put up a little tree for us, decorated the fireplace and even left out a stocking for my daughter, which made us both very happy. We hated to leave and were sad for a day or so as we missed our "home in Siena". I hope to return again and next time I definitely want to sign up for her cooking class!
                                                                                                    • Submitted: Dec 29, 2016
                                                                                                    • Stayed: Dec 2016

                                                                                                    Delightful little apartment

                                                                                                    4 of 5
                                                                                                    The owner, Chiara, was very accommodating and helpful. The apartment is in an old building on the third floor, on a street with a steep slope, so you get some exercise. The good-sized bedroom has a window with classic exterior wooden shutters overlooking the courtyard and city--very nice view. The kitchen is small but functional with another window facing the same direction. The living room and bathroom are both tiny, but big enough (barely). There is a small balcony off the living room overlooking a park--very nice. The washer and dryer were very welcome as I had just finished a 7 day walk along the Via Francigena. Overall we were happy with the place and would stay there again if we return to Siena.
                                                                                                    • Submitted: Oct 26, 2016
                                                                                                    • Stayed: Oct 2016