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

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    $84
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #769233vb
    Viewed 8 times in the last 48 hours
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 4
      House #2343150
      4
      Viewed 10 times in the last 48 hours
        • 5 BR
        • 5 BA
        • Sleeps 13
        Villa #604892vb
          Exceptional! 5.0/5
          (48 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 6
          Multiple rentals Villa #64960
          48
          Viewed 15 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 5 times in the last 48 hours
              • 2 BR
              • 1 HF BA
              • Sleeps 4
              Cottage #1301990
              3
              Viewed 8 times in the last 48 hours
                • 3 BR
                • 3 BA
                • 1 HF BA
                • Sleeps 7
                Villa #8043542
                2
                  Very Good! 4.0/5
                  (5 reviews)
                  $84
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 4
                  Cottage #696005vb
                  5
                  Viewed 12 times in the last 48 hours
                    • 4 BR
                    • 3 BA
                    • Sleeps 10
                    Villa #45144vb
                    12
                      • 1 BR
                      • 1 BA
                      • Sleeps 3
                      Multiple rentals Chateau / Country House #454623
                      1
                        • 1 BR
                        • 1 BA
                        • Sleeps 3
                        Multiple rentals Apartment #1206876
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          Multiple rentals Apartment #1206876
                            • 6 BR
                            • 4 BA
                            • Sleeps 12
                            Villa #8159492
                            1
                              • 5 BR
                              • 3 BA
                              • Sleeps 10
                              Villa #8155527
                              4
                                • 3 BR
                                • 3 BA
                                • Sleeps 8
                                Villa #829953
                                7
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  House #1667307
                                  3
                                  Viewed 5 times in the last 48 hours
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 5
                                    Castle #1751580
                                    2
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Multiple rentals Apartment #38930
                                      3
                                        • 2 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        Multiple rentals House #38930
                                        4
                                          • 7 BR
                                          • 6 BA
                                          • 1 HF BA
                                          • Sleeps 16
                                          Villa #3219134
                                          4
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Multiple rentals Villa #6721451
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 2
                                              Multiple rentals Villa #6721451
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                Multiple rentals Villa #6721451
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 3
                                                  Multiple rentals Villa #6721451
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 3
                                                    Multiple rentals Villa #6721451
                                                      • 3 BR
                                                      • Sleeps 6
                                                      Villa #1150760
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 5
                                                        Multiple rentals Villa #79371
                                                          • 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
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 3
                                                                Multiple rentals Villa #79371
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  Multiple rentals Chateau / Country House #454623
                                                                  1
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Multiple rentals Apartment #489852
                                                                    7
                                                                      Wonderful! 4.9/5
                                                                      (22 reviews)
                                                                      $75
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      Multiple rentals House #30993
                                                                      22
                                                                      Viewed 5 times in the last 48 hours
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 10
                                                                        Villa #8042755
                                                                        2
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          Apartment #1680263
                                                                            Exceptional! 5.0/5
                                                                            (29 reviews)
                                                                            avg/night
                                                                            • 5 BR
                                                                            • 6 BA
                                                                            • Sleeps 12
                                                                            Villa #281961vb
                                                                            29
                                                                            Viewed 7 times in the last 48 hours
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              Multiple rentals Apartment #1206876
                                                                              3
                                                                              Viewed 5 times in the last 48 hours
                                                                                • 1 BR
                                                                                • Sleeps 3
                                                                                Apartment #2448656
                                                                                  • 5 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 11
                                                                                  Multiple rentals Villa #76109
                                                                                  6
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 5
                                                                                    Cottage #2211388
                                                                                    1
                                                                                      • 1 BR
                                                                                      • Sleeps 3
                                                                                      Chateau / Country House #2031854
                                                                                      6
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 3
                                                                                        Castle #1751586
                                                                                        2
                                                                                          • Studio
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Apartment #2343139
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Castle #1751582
                                                                                            2
                                                                                              • 6 BR
                                                                                              • 5 BA
                                                                                              • Sleeps 12
                                                                                              Multiple rentals Villa #76109
                                                                                              8
                                                                                                • Studio
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Multiple rentals House #76109
                                                                                                3
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Multiple rentals Apartment #30993
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 3
                                                                                                    Multiple rentals Apartment #1206876
                                                                                                    2
                                                                                                    • 1 - 50 of 300+
                                                                                                     

                                                                                                    Recent Gaiole in Chianti Reviews

                                                                                                    Review for stay from 22 September 2016 to 25 September 2016

                                                                                                    5 of 5
                                                                                                    My favorite days in Italy! Beautiful place, delicious food and impeccable service!
                                                                                                    • Submitted: Oct 3, 2016
                                                                                                    • Stayed: Sep 2016

                                                                                                    Absolutely wonderful visit!

                                                                                                    5 of 5
                                                                                                    What a stunningly beautiful place! Us and friends (12 altogether) stayed here for a week in July 2016. I selected this place without input from my friends and so was really pleased when my friends were astounded by how beautiful it was. The house had so much space (much bigger than it looks in the photos), very comfortable bedrooms and so many great social family areas to relax in. It had the perfect farmhouse kitchen for a large group! We had other friends for dinner one night and comfortably cooked in the lovely kitchen and ate outdoors - all 22 of us! The outdoor area is gorgeous, pool immaculate and views superb. You have both of best worlds here as although we visited in the busy tourist season and were only a few minutes walk from Gaiole in Chianti, the location and house was so quiet and peaceful there. We had excellent communication with the owner and great local support for any questions we had while we were there. The only regret was that we did not stay longer! We all agreed we should have stayed for at least 2 weeks minimum! Thanks so much for letting us stay in this lovely family home!!
                                                                                                    • Submitted: Jul 22, 2016
                                                                                                    • Stayed: Jul 2016

                                                                                                    It was a great experience Luxury Retreats surpassed my expectations.

                                                                                                    5 of 5
                                                                                                    I stayed at two houses in Tuscany, everything was great, houses were amazing, service and just feeling the concierges were taking care of us. Maccinaia in particular had the live in concierge and they couple is just amazing. The house was wonderful except that I might have chosen a house closer to a town. Maccinaia is very well set in the mountains and the views are spectacular and the roads to get to it are very curvy and many of them are no paved so you need a car that can drive well thru the different roads. Other than that it surpassed my expectations.
                                                                                                    • Submitted: Jul 9, 2016
                                                                                                    • Stayed: Jul 2016