HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit
  • Showing 1-50 of 300+
Additional service fee may apply.
  View Map Map
    • 11 BR
    • 4 BA
    • Sleeps 22
    Villa #6487068
      • 2 BR
      • 2 BA
      • Sleeps 4
      Villa #6489703
        Exceptional! 5/5
        (13 reviews)
        avg/night
        • 4 BR
        • 3 BA
        • Sleeps 11
        Villa #607748vb
        13
        Viewed 30 times in the last 48 hours
          Exceptional! 5/5
          (12 reviews)
          avg/night
          • 4 BR
          • 4 BA
          • Sleeps 9
          Villa #602659vb
          12
          Viewed 59 times in the last 48 hours
            Exceptional! 5/5
            (4 reviews)
            avg/night
            • 5 BR
            • 5 BA
            • Separate Toilet
            • Sleeps 10
            Villa #1097226
            4
            Viewed 87 times in the last 48 hours
              Wonderful! 4.9/5
              (21 reviews)
              avg/night
              • 3 BR
              • 3 BA
              • Sleeps 6
              Villa #421433
              21
              Viewed 62 times in the last 48 hours
                Wonderful! 4.8/5
                (9 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Separate Toilet
                • Sleeps 6
                Villa #64607vb
                9
                Viewed 25 times in the last 48 hours
                  Wonderful! 4.8/5
                  (9 reviews)
                  avg/night
                  • 5 BR
                  • 4 BA
                  • Separate Toilet
                  • Sleeps 9
                  Villa #761658vb
                  9
                  Viewed 14 times in the last 48 hours
                    Wonderful! 4.9/5
                    (30 reviews)
                    avg/night
                    • 3 BR
                    • 3 BA
                    • Separate Toilet
                    • Sleeps 7
                    Villa #709879vb
                    30
                    Viewed 33 times in the last 48 hours
                      Excellent! 4.5/5
                      (6 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 9
                      Villa #1920987
                      6
                      Viewed 24 times in the last 48 hours
                        Very Good! 4/5
                        (5 reviews)
                        avg/night
                        • 8 BR
                        • 4 BA
                        • Sleeps 16
                        Villa #1934854
                        5
                        Viewed 35 times in the last 48 hours
                          Exceptional! 5/5
                          (29 reviews)
                          avg/night
                          • 6 BR
                          • 6 BA
                          • Separate Toilet
                          • Sleeps 12
                          Villa #1636667
                          29
                          Viewed 27 times in the last 48 hours
                            Wonderful! 4.9/5
                            (30 reviews)
                            avg/night
                            • 5 BR
                            • 5 BA
                            • Sleeps 10
                            Villa #275267
                            30
                            Viewed 49 times in the last 48 hours
                              Exceptional! 5/5
                              (4 reviews)
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              Villa #654136vb
                              4
                              Viewed 43 times in the last 48 hours
                                Wonderful! 4.8/5
                                (9 reviews)
                                avg/night
                                • 5 BR
                                • 3 BA
                                • Sleeps 10
                                Villa #6256561
                                9
                                Viewed 33 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (18 reviews)
                                  avg/night
                                  • 4 BR
                                  • 4 BA
                                  • Separate Toilet
                                  • Sleeps 10
                                  Multiple rentals Villa #1898892
                                  18
                                  Viewed 63 times in the last 48 hours
                                    Exceptional! 5/5
                                    (51 reviews)
                                    avg/night
                                    • 5 BR
                                    • 3 BA
                                    • Sleeps 12
                                    Villa #15258
                                    51
                                    Viewed 29 times in the last 48 hours
                                      Exceptional! 5/5
                                      (28 reviews)
                                      avg/night
                                      • 6 BR
                                      • 5 BA
                                      • Sleeps 11
                                      Villa #999599
                                      28
                                      Viewed 45 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (18 reviews)
                                        avg/night
                                        • 5 BR
                                        • 4 BA
                                        • Sleeps 12
                                        Villa #90810
                                        18
                                        Viewed 40 times in the last 48 hours
                                          Excellent! 4.7/5
                                          (7 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Separate Toilet
                                          • Sleeps 7
                                          Villa #6288732
                                          7
                                          Viewed 25 times in the last 48 hours
                                            • 5 BR
                                            • 3 BA
                                            • Separate Toilet
                                            • Sleeps 12
                                            Villa #6546872
                                            Viewed 20 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (6 reviews)
                                              avg/night
                                              • 7 BR
                                              • 6 BA
                                              • Sleeps 16
                                              Villa #1856413
                                              6
                                              Viewed 33 times in the last 48 hours
                                                Exceptional! 5/5
                                                (7 reviews)
                                                avg/night
                                                • 4 BR
                                                • 4 BA
                                                • Sleeps 8
                                                Villa #6555585
                                                7
                                                Viewed 19 times in the last 48 hours
                                                  Excellent! 4.6/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 4 BA
                                                  • Sleeps 10
                                                  Villa #663793vb
                                                  9
                                                  Viewed 16 times in the last 48 hours
                                                    Excellent! 4.6/5
                                                    (14 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    Villa #8024274
                                                    14
                                                    Viewed 9 times in the last 48 hours
                                                      • 9 BR
                                                      • 5 BA
                                                      • Separate Toilet
                                                      • Sleeps 18
                                                      Villa #6048097
                                                      Viewed 13 times in the last 48 hours
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 6
                                                        Villa #6790450
                                                        Viewed 13 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (11 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 4 BA
                                                          • Sleeps 10
                                                          Villa #6661747
                                                          11
                                                          Viewed 28 times in the last 48 hours
                                                            Exceptional! 5/5
                                                            (18 reviews)
                                                            avg/night
                                                            • 5 BR
                                                            • 5 BA
                                                            • Sleeps 14
                                                            Villa #1654060
                                                            18
                                                            Viewed 45 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (4 reviews)
                                                              avg/night
                                                              • 9 BR
                                                              • 8 BA
                                                              • Sleeps 18
                                                              Villa #1934124
                                                              4
                                                              Viewed 44 times in the last 48 hours
                                                                • 5 BR
                                                                • 2 BA
                                                                • Separate Toilet
                                                                • Sleeps 9
                                                                Villa #6790479
                                                                Viewed 18 times in the last 48 hours
                                                                  Excellent! 4.4/5
                                                                  (8 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 12
                                                                  Villa #406452vb
                                                                  8
                                                                  Viewed 29 times in the last 48 hours
                                                                    avg/night
                                                                    • 6 BR
                                                                    • 7 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 12
                                                                    Villa #8052426
                                                                    2
                                                                    Viewed 11 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (11 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      Villa #1674648
                                                                      11
                                                                      Viewed 11 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (85 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 6
                                                                        Villa #95620
                                                                        85
                                                                        Viewed 17 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (12 reviews)
                                                                          avg/night
                                                                          • 9 BR
                                                                          • 5 BA
                                                                          • Sleeps 22
                                                                          Villa #6390332
                                                                          12
                                                                          Viewed 37 times in the last 48 hours
                                                                            • 7 BR
                                                                            • 5 BA
                                                                            • Sleeps 14
                                                                            Villa #6564666
                                                                            1
                                                                            Viewed 5 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (9 reviews)
                                                                              avg/night
                                                                              • 9 BR
                                                                              • 7 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 18
                                                                              Villa #620449vb
                                                                              9
                                                                              Viewed 32 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (50 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • Sleeps 6
                                                                                Multiple rentals Villa #64960
                                                                                50
                                                                                Viewed 30 times in the last 48 hours
                                                                                  Excellent! 4.7/5
                                                                                  (9 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  Villa #1722262
                                                                                  9
                                                                                  Viewed 6 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (25 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 7
                                                                                    Multiple rentals Villa #401530
                                                                                    25
                                                                                    Viewed 31 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      Villa #6847496
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Multiple rentals Villa #91933
                                                                                        17
                                                                                          Exceptional! 5/5
                                                                                          (4 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 8
                                                                                          Villa #872948
                                                                                          4
                                                                                          Viewed 15 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Villa #6937899
                                                                                            Viewed 9 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 24 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (4 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 4 BA
                                                                                                • Sleeps 8
                                                                                                Villa #1931202
                                                                                                4
                                                                                                Viewed 13 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (15 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 7
                                                                                                  Villa #6862286
                                                                                                  15
                                                                                                  Viewed 37 times in the last 48 hours
                                                                                                    • 5 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 14
                                                                                                    Multiple rentals Villa #1894871
                                                                                                    1
                                                                                                    Viewed 13 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (20 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 8
                                                                                                      Villa #6409308
                                                                                                      20
                                                                                                      Viewed 6 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      It's a beautiful property and does not disappoint.

                                                                                                      5 of 5
                                                                                                      We absolutely loved our stay at Club Monticello. We arrived late and had a nice welcome basket waiting on us with food and wine. The villa is very nice and fully equipped with anything you might need. The owners James and Penny were great and continued to spoil us with more wine and goodies. We used the concierge Rita and she helped set up the perfect tours, dinner reservations and cooking classes. The cooking class with Andrea was very fun for our entire family and the food was amazing. The location of the vineyard to Siena and Florence was great! We highly recommend and will definitely look to go visit again. You will not be disappointed.
                                                                                                      • Review Submitted: 04-Jan-2017
                                                                                                      • Date of Stay: Dec 2016

                                                                                                      Paradise in Tuscany!

                                                                                                      5 of 5
                                                                                                      We stayed at this stunning villa for 6 nights and were blown away. The pictures are nice but the villa itself has to be seen to be believed. We were 2 couples and we stayed in the 3 bedroom upstairs apartment and absolutely loved it. Less than a half hour from Sienna and about 1 hour from many popular destinations (San Gimignano, Montalcino, Montepulciano), we really had the time of our lives. We decided to take the italian cooking class with Enzo (the owner of the villa) and his 2 sons (Duccio and Max) and it was a night to remember. The sweetest people you can imagine and just mouth watering food and wine. They come to the villa, prepare their class, and then treat you to a 4 course meal of typical Tuscan cuisine. Definitely a highlight of our trip. Needless to say, we 100% recommend the villa. Romantic getaway, family vacation, travelling with friends, it's the perfect place to go. We were given a tour of the 2 bedroom apartment at the ground floor, equally stunning but we liked the fact that the upstairs had more than 1 bathroom. We left the villa with heavy hearts but I am certain that we will return one day. Can't wait!
                                                                                                      • Review Submitted: 01-Dec-2016
                                                                                                      • Date of Stay: Nov 2016

                                                                                                      UNFORGETTABLE!

                                                                                                      5 of 5
                                                                                                      This was a trip of a lifetime. The spectacular views, the rustic Barn, the food, the wine, the people, and of course Serena made it unforgettable. We hope to make the visit to Tuscany and The Barn a new Thanksgiving tradition. The property was exactly as described on the website and viewed in the pictures. It was very clean and well maintained. The house had everything you needed from pots and pans to umbrellas, espresso maker, tea kettle, spices even sporting equipment. There's even thyme and rosemary growing around the property. I highly recommend this property to anyone looking to make unforgettable memories with friends and family. Oh, one more plus, each bedroom has its own bathroom!
                                                                                                      • Review Submitted: 28-Nov-2016
                                                                                                      • Date of Stay: Nov 2016