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
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    • 4 BR
    • 2 BA
    • Sleeps 8
    Multiple rentals Apartment #480039
      Exceptional! 5.0/5
      (47 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 8
      Apartment #1153926
      47
      Viewed 10 times in the last 48 hours
        Wonderful! 4.8/5
        (12 reviews)
        $45
        avg/night
        • Studio
        • 1 BA
        • Sleeps 4
        Apartment #1768734
        12
          Wonderful! 4.9/5
          (13 reviews)
          $84
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 6
          Apartment #13190
          13
          Viewed 38 times in the last 48 hours
            • 2 BR
            • Sleeps 3
            Apartment #6132548
            66
              Wonderful! 4.9/5
              (8 reviews)
              $61
              avg/night
              • 1 BR
              • 1 BA
              • Sleeps 4
              Apartment #1627958
              8
                Exceptional! 5.0/5
                (5 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 4
                Apartment #6066838
                5
                Viewed 12 times in the last 48 hours
                  Exceptional! 5.0/5
                  (5 reviews)
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Apartment #1839664
                  5
                  Viewed 9 times in the last 48 hours
                    Wonderful! 4.8/5
                    (12 reviews)
                    $54
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 3
                    Apartment #1970048
                    12
                    Viewed 10 times in the last 48 hours
                      • 1 BR
                      • 1 BA
                      • Sleeps 3
                      Apartment #1996686
                      2
                        Wonderful! 4.8/5
                        (14 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        Apartment #676796vb
                        14
                        Viewed 5 times in the last 48 hours
                          Exceptional! 5.0/5
                          (7 reviews)
                          $92
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 4
                          Apartment #3900519
                          7
                            • 3 BR
                            • 2 BA
                            • Sleeps 5
                            Apartment #490856vb
                            4
                              Wonderful! 4.9/5
                              (7 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 7
                              Apartment #2064747
                              7
                              Viewed 9 times in the last 48 hours
                                Wonderful! 4.8/5
                                (6 reviews)
                                $53
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                Apartment #2388890
                                6
                                Viewed 7 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (6 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Apartment #479613vb
                                  6
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 5
                                    Apartment #1670481
                                    5
                                      • Studio
                                      • 1 BA
                                      • Sleeps 5
                                      Apartment #1733574
                                      2
                                        • Studio
                                        • Sleeps 3
                                        Apartment #2415694
                                        3
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          Apartment #6473808
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 5
                                            Apartment #6515496
                                            3
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 3
                                              Apartment #2535098
                                              1
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Multiple rentals Apartment #455240
                                                1
                                                  Wonderful! 4.8/5
                                                  (5 reviews)
                                                  $97
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 5
                                                  Apartment #1728572
                                                  5
                                                    Exceptional! 5.0/5
                                                    (9 reviews)
                                                    $77
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 4
                                                    Apartment #1106728
                                                    9
                                                    Viewed 5 times in the last 48 hours
                                                      Excellent! 4.6/5
                                                      (5 reviews)
                                                      $84
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Apartment #5428740
                                                      5
                                                      Viewed 5 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (26 reviews)
                                                        $55
                                                        avg/night
                                                        • 2 BR
                                                        • Sleeps 6
                                                        Apartment #6679852
                                                        26
                                                        Viewed 9 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (6 reviews)
                                                          $90
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          Apartment #435901vb
                                                          6
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Multiple rentals Apartment #1675396
                                                            10
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 2
                                                              Apartment #6081166
                                                              29
                                                                Wonderful! 4.9/5
                                                                (9 reviews)
                                                                $61
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Multiple rentals Apartment #2553974
                                                                9
                                                                Viewed 9 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  Apartment #651859vb
                                                                  6
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 5
                                                                    Apartment #1933719
                                                                    1
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Apartment #6493554
                                                                      4
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 3
                                                                        Apartment #1764130
                                                                        4
                                                                          • 3 BR
                                                                          • Sleeps 6
                                                                          Apartment #2387105
                                                                          1
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 3
                                                                            Apartment #2535094
                                                                              $63
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Apartment #6715725
                                                                              4
                                                                              Viewed 8 times in the last 48 hours
                                                                                Excellent! 4.4/5
                                                                                (16 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 5
                                                                                Apartment #167744vb
                                                                                16
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Apartment #2218454
                                                                                  1
                                                                                  Viewed 6 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (16 reviews)
                                                                                    $46
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • Sleeps 6
                                                                                    Apartment #6076945
                                                                                    16
                                                                                    Viewed 16 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (15 reviews)
                                                                                      $74
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • Sleeps 5
                                                                                      Apartment #6306237
                                                                                      15
                                                                                        Exceptional! 5.0/5
                                                                                        (17 reviews)
                                                                                        $53
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • Sleeps 4
                                                                                        Apartment #6240108
                                                                                        17
                                                                                          Very Good! 4.2/5
                                                                                          (6 reviews)
                                                                                          $66
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          Apartment #1668522
                                                                                          6
                                                                                          Viewed 6 times in the last 48 hours
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            Apartment #55590vb
                                                                                            2
                                                                                            Viewed 16 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (20 reviews)
                                                                                              $53
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              Apartment #6137058
                                                                                              20
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Apartment #772468
                                                                                                4
                                                                                                  $99
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  Apartment #6497981
                                                                                                  3
                                                                                                  Viewed 9 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    Apartment #1356708
                                                                                                    3
                                                                                                    • 1 - 50 of 300+
                                                                                                     

                                                                                                    Recent Roccastrada Reviews

                                                                                                    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

                                                                                                    Delightful little apartment

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

                                                                                                    Fantastic

                                                                                                    5 of 5
                                                                                                    wonderful home, wonderful location, and Francesca is the absolutely best hostess. All four of us have enjoyed our stay at this wonderful residence, and we have felt so very welcomed by you since the moment we arrived. Meeting your mother and learning from her in the pasta making evening was absolutely amazing, and we so enjoyed her display of humour, wit and knowledge. Please let her know how special she made us feel that night! And you, Francesca, went above and beyond on that fascinating day that you took us on the wine touring trip! Your enthusiasm and energy is without limits, and we totally enjoyed each and every stop that you planned out so carefully on the tour. We had a blast! Your knowledge of the wineries, the countryside, and especially your precious city of Siena is second to none. And your driving skills are superb, we were impressed! To cap it all off, we were able to enjoy a wonderful dinner at your husband Francesco's restaurant, and were so very happy that you could join us for an awesome meal. We don't know what the future holds for us on our travels, or if we will make it back to Siena or not, but rest assured that if we do, we will most certainly contact you, and if possible, stay at your beautiful house again Ciao for now!!!
                                                                                                    • Submitted: Oct 23, 2016
                                                                                                    • Stayed: Oct 2016