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  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
    • 4 BR
    • 2 BA
    • Sleeps 12
    Villa #8053457
      • 5 BR
      • 5 BA
      • Sleeps 10
      Villa #6895841
        Exceptional! 5.0/5
        (7 reviews)
        avg/night
        • 4 BR
        • 3 BA
        • Sleeps 8
        Villa #1892717
        7
        Viewed 31 times in the last 48 hours
          • 5 BR
          • 4 BA
          • Sleeps 11
          Villa #1051377
          5
            • 3 BR
            • 2 BA
            • Sleeps 9
            Villa #1682825
            2 Reviews
              Wonderful! 4.9/5
              (36 reviews)
              $96
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 5
              Villa #261912vb
              36
              Viewed 10 times in the last 48 hours
                • 4 BR
                • 4 BA
                • Sleeps 8
                Villa #3925912
                1 Review
                Viewed 9 times in the last 48 hours
                  Wonderful! 4.9/5
                  (16 reviews)
                  $71
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 2
                  Villa #1628303
                  16
                  Viewed 5 times in the last 48 hours
                    • 7 BR
                    • 4 BA
                    • Sleeps 13
                    Villa #1668762
                    3
                      avg/night
                      • 6 BR
                      • 6 BA
                      • Sleeps 14
                      Villa #723527vb
                      4
                      Viewed 5 times in the last 48 hours
                        • 4 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 8
                        Villa #424405
                        1 Review
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          Villa #1983245
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            Villa #6821847
                              • 4 BR
                              • 4 BA
                              • Sleeps 10
                              Villa #1776083
                              3
                              Viewed 6 times in the last 48 hours
                                avg/night
                                • 4 BR
                                • 3 BA
                                • Sleeps 12
                                Villa #8155101
                                Viewed 27 times in the last 48 hours
                                  • Studio
                                  • Sleeps 5
                                  Villa #6120038
                                  2 Reviews
                                  Viewed 8 times in the last 48 hours
                                    • 6 BR
                                    • 7 BA
                                    • Sleeps 12
                                    Villa #6833488
                                    3
                                    Viewed 7 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (14 reviews)
                                      avg/night
                                      • 4 BR
                                      • 5 BA
                                      • Sleeps 9
                                      Villa #1024546
                                      14
                                        $44
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 7
                                        Villa #6788781
                                        Viewed 16 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (5 reviews)
                                          avg/night
                                          • 7 BR
                                          • 5 BA
                                          • Sleeps 16
                                          Villa #897905
                                          5
                                          Viewed 10 times in the last 48 hours
                                            • 5 BR
                                            • 3 BA
                                            • Sleeps 14
                                            Villa #6723541
                                            1 Review
                                              • 2 BR
                                              • 3 BA
                                              • Sleeps 5
                                              Villa #6823500
                                              1 Review
                                                • 9 BR
                                                • 10 BA
                                                • Sleeps 22
                                                Villa #3900919
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 5
                                                  Multiple rentals Villa #613591a
                                                  11
                                                    Excellent! 4.6/5
                                                    (5 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    Multiple rentals Villa #1763547
                                                    5
                                                    Viewed 19 times in the last 48 hours
                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      Multiple rentals Villa #1763547
                                                      3
                                                      Viewed 9 times in the last 48 hours
                                                        Excellent! 4.5/5
                                                        (15 reviews)
                                                        avg/night
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        Villa #8065775
                                                        15
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 5
                                                          Villa #6799155
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Villa #1351121
                                                              • 1 BR
                                                              • Sleeps 6
                                                              Villa #6514002
                                                                • 2 BR
                                                                • Sleeps 6
                                                                Villa #1850291
                                                                3
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  Villa #6503714
                                                                  3
                                                                    • 2 BR
                                                                    • Sleeps 7
                                                                    Villa #6516525
                                                                    2 Reviews
                                                                    Viewed 5 times in the last 48 hours
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 9
                                                                      Villa #2462473
                                                                      Viewed 7 times in the last 48 hours
                                                                        • 5 BR
                                                                        • 3 BA
                                                                        • Sleeps 10
                                                                        Villa #1153789
                                                                        1 Review
                                                                          avg/night
                                                                          • 2 BR
                                                                          • Sleeps 6
                                                                          Villa #6704643
                                                                          1 Review
                                                                          Viewed 5 times in the last 48 hours
                                                                            $64
                                                                            avg/night
                                                                            • 5 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 12
                                                                            Villa #6497708
                                                                            1 Review
                                                                            Viewed 11 times in the last 48 hours
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Villa #6100564
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                Villa #1728839
                                                                                  • 2 BR
                                                                                  • 1 HF BA
                                                                                  • Sleeps 4
                                                                                  Villa #1736174
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    Villa #1909226
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 9
                                                                                      Villa #6497453
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (5 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 7
                                                                                        Villa #605188vb
                                                                                        5
                                                                                        Viewed 5 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          Villa #2462403
                                                                                          1 Review
                                                                                            • 8 BR
                                                                                            • 8 BA
                                                                                            • Sleeps 16
                                                                                            Villa #6542043
                                                                                              Exceptional! 5.0/5
                                                                                              (8 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                              Villa #8158839
                                                                                              8
                                                                                              Viewed 8 times in the last 48 hours
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Villa #1685640
                                                                                                1 Review
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 4
                                                                                                  Villa #1623412
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    Villa #1669717
                                                                                                    4
                                                                                                    Viewed 12 times in the last 48 hours
                                                                                                      • 5 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 13
                                                                                                      Villa #6093345
                                                                                                      Viewed 5 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Montescudaio: Villa Rentals (1,109)

                                                                                                       

                                                                                                      Recent Montescudaio Reviews

                                                                                                      Tuscan Tranquility

                                                                                                      5 of 5
                                                                                                      We spent two wonderful weeks in the Elena apartment at Il Corbezzolo, and had an excellent experience. The apartment was cozy yet spacious, and the grounds, which we were invited to explore, were quiet and beautiful. The location is great, very close to Pisa, Lucca, and Firenze, and an easy drive to Siena. The owners were very friendly. Elena was kind and gracious in suggesting local stores, markets, and nearby towns to visit, and in answering our questions throughout our stay. We would not hesitate to recommend this vacation rental to others, and we hope to visit it again soon!
                                                                                                      • Submitted: Oct 28, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      fabulous villa in a beautiful location surrounded by peaceful rolling hills

                                                                                                      5 of 5
                                                                                                      Outstanding home located on the Via Francigena pilgrim trail. The area is extremely peaceful and beautiful yet very close to San Gimignano and a short drive to Florence. The kitchen is magnificent, the living area, bedrooms, and baths are restful and comfortable. Washer and dryer were a big help. Lots of privacy yet the neighbors were very friendly and you can chat with the occasional pilgrims walking the trail towards San Gimignano and eventually Rome. The property manager was extremely helpful and responsive as well as kind and friendly. We had 5 people in our group; the house would be very comfortable for 6-8 people easily. We look forward to our next visit and would recommend it highly to all our friends.
                                                                                                      • Submitted: Oct 19, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Relaxing, warm, beautiful and friendly

                                                                                                      5 of 5
                                                                                                      Wonderful hosts, great food, perfect setting, and convenient to so many other places in all different directions.
                                                                                                      • Submitted: Oct 8, 2016
                                                                                                      • Stayed: Oct 2016