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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    • 2 BR
    • 2 BA
    • Sleeps 5
    Multiple rentals House #1675396
    5
      • 1 BR
      • 1 BA
      • Sleeps 4
      Multiple rentals Apartment #1675396
      10
        Wonderful! 4.9/5
        (49 reviews)
        $56
        avg/night
        • 1 BR
        • 1 HF BA
        • Sleeps 4
        Apartment #6059609
        49
          • 1 BR
          • 1 BA
          • Sleeps 3
          Farmhouse #1752653
            • 1 BR
            • 1 BA
            • Sleeps 5
            Chateau / Country House #1052071
            2 Reviews
              • 4 BR
              • 3 BA
              • Sleeps 9
              Villa #1930707
                • 2 BR
                • 2 BA
                • Sleeps 5
                Farmhouse #8026002
                5
                  • 3 BR
                  • 3 BA
                  • Sleeps 7
                  Chateau / Country House #1225354
                  32
                    Wonderful! 4.8/5
                    (12 reviews)
                    $45
                    avg/night
                    • Studio
                    • 1 BA
                    • Sleeps 4
                    Apartment #1768734
                    12
                    Viewed 8 times in the last 48 hours
                      Wonderful! 4.9/5
                      (13 reviews)
                      $84
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      Apartment #13190
                      13
                      Viewed 10 times in the last 48 hours
                        Wonderful! 4.9/5
                        (8 reviews)
                        $62
                        avg/night
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        Apartment #1627958
                        8
                          Wonderful! 4.9/5
                          (7 reviews)
                          avg/night
                          • 4 BR
                          • Sleeps 8
                          House #6612002
                          7
                          Viewed 20 times in the last 48 hours
                            Exceptional! 5.0/5
                            (5 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 4
                            Apartment #6066838
                            5
                            Viewed 7 times in the last 48 hours
                              • 2 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 4
                              House #1820331
                              6
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                House #582787vb
                                3
                                Viewed 14 times in the last 48 hours
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Villa #1871490
                                  4
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    House #699686vb
                                    6
                                      Wonderful! 4.8/5
                                      (12 reviews)
                                      $54
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 3
                                      Apartment #1970048
                                      12
                                        • 2 BR
                                        • 1 HF BA
                                        • Sleeps 6
                                        Apartment #6379067
                                        7
                                          Wonderful! 4.9/5
                                          (20 reviews)
                                          $74
                                          avg/night
                                          • 1 BR
                                          • Sleeps 4
                                          Cottage #6078287
                                          20
                                            Exceptional! 5.0/5
                                            (7 reviews)
                                            $91
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Apartment #3900519
                                            7
                                            Viewed 6 times in the last 48 hours
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 5
                                              Apartment #490856vb
                                              4
                                                Wonderful! 4.8/5
                                                (20 reviews)
                                                $53
                                                avg/night
                                                • 2 BR
                                                • Sleeps 6
                                                House #6046194
                                                20
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 7
                                                  Chateau / Country House #1821850
                                                  8
                                                    avg/night
                                                    • 5 BR
                                                    • 5 BA
                                                    • 1 HF BA
                                                    • Sleeps 10
                                                    Villa #1097226
                                                    4
                                                    Viewed 6 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (41 reviews)
                                                      $71
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Barn #6071185
                                                      41
                                                      Viewed 5 times in the last 48 hours
                                                        Excellent! 4.7/5
                                                        (6 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Apartment #1870265
                                                        6
                                                          $80
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          Apartment #6484784
                                                          9
                                                          Viewed 7 times in the last 48 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            Villa #6503714
                                                            3
                                                              Exceptional! 5.0/5
                                                              (5 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 7
                                                              Villa #6833125
                                                              5
                                                                Wonderful! 4.8/5
                                                                (29 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 8
                                                                Farmhouse #435593vb
                                                                29
                                                                Viewed 13 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Apartment #479613vb
                                                                  6
                                                                    Wonderful! 4.9/5
                                                                    (66 reviews)
                                                                    $43
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 HF BA
                                                                    • Sleeps 5
                                                                    House #6162521
                                                                    66
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Apartment #6473808
                                                                        Wonderful! 4.9/5
                                                                        (23 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 5
                                                                        Villa #446972
                                                                        23
                                                                        Viewed 5 times in the last 48 hours
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Apartment #4083501
                                                                          4
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            Apartment #6515496
                                                                            3
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Multiple rentals Apartment #455240
                                                                              1 Review
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                Apartment #1106728
                                                                                9
                                                                                  • 6 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 11
                                                                                  Chateau / Country House #26295
                                                                                  16
                                                                                    Wonderful! 4.9/5
                                                                                    (26 reviews)
                                                                                    $75
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Multiple rentals Farmhouse #6087752
                                                                                    26
                                                                                    Viewed 6 times in the last 48 hours
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      Apartment #6081166
                                                                                      29
                                                                                        Exceptional! 5.0/5
                                                                                        (12 reviews)
                                                                                        $75
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        Villa #7007068
                                                                                        12
                                                                                        Viewed 10 times in the last 48 hours
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Apartment #6493554
                                                                                          4
                                                                                            Wonderful! 4.9/5
                                                                                            (55 reviews)
                                                                                            $90
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 HF BA
                                                                                            • Sleeps 6
                                                                                            Villa #6048841
                                                                                            55
                                                                                              • 3 BR
                                                                                              • Sleeps 6
                                                                                              Apartment #2387105
                                                                                              2 Reviews
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Apartment #6715725
                                                                                                4
                                                                                                  Exceptional! 5.0/5
                                                                                                  (22 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • Sleeps 8
                                                                                                  House #6139845
                                                                                                  22
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 7
                                                                                                    Chateau / Country House #1766739
                                                                                                    1 Review
                                                                                                      Exceptional! 5.0/5
                                                                                                      (15 reviews)
                                                                                                      $73
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • Sleeps 5
                                                                                                      Apartment #6306237
                                                                                                      15
                                                                                                      • 1 - 50 of 300+

                                                                                                      Monticiano: Apartments, Villas & More (300+)

                                                                                                       

                                                                                                      Recent Monticiano Reviews

                                                                                                      A Trip to Remember and Celebrate

                                                                                                      5 of 5
                                                                                                      Thank you Marzia for letting us stay at your villa. It was one of the best that I have ever stayed at. There was plenty of room for all of us and enough bathroom and living space for six adults. Being out in the country gave us the feel as if you actually lived there. It was great seeing your husband picking olives off the tree daily while we were there. He didn't even seem to mind the constant barrage of questions regarding the olives. The villa was easily accessible to the places we wanted to visit during our stay. Thank you very much as well for the champagne and Tiramisu for Shawn's 80th birthday. Myself and family will always remember this wonderful experience. Thank you again Nick and Family.
                                                                                                      • Submitted: Nov 24, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Wonderful Week

                                                                                                      5 of 5
                                                                                                      We (four of us) stayed for a week in early November. The villa is lovely with a fantastic location and breathtaking scenery. We did need the rental car, but distances to the surrounding towns are not great. The villa is beautifully equipped, especially the kitchen, and the whole house is immaculate. Francesca cooked two delicious and wonderfully Tuscan dinners for us. She was so friendly and we all felt very welcome. We would definitely stay here again!
                                                                                                      • Submitted: Nov 16, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Siena's Views

                                                                                                      5 of 5
                                                                                                      We stayed in this lovely apartment with its rooftop terrace in early November this year and really enjoyed it. The views from the terrace were stunning, including the view of the Duomo. The apartment was very comfortable with a large bathroom, comfortable bed and well equipped. The landlord was charming and explained everything when we arrived and left us with a lovely bottle of Chianti wine. The location was great with easy walking within the walled town. There was a wonderful pastry shop for our morning coffee and sweet just down the street along with grocery and fruit market. It was also easy to find some good restaurants nearby. This was just a lovely place to spend a week!
                                                                                                      • Submitted: Nov 15, 2016
                                                                                                      • Stayed: Oct 2016