OwnersDirect uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
OwnersDirect 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

Self-catering Holiday Rentals in Siena Province for Your Home Stay

Siena province is located in Tuscany, Italy. Its capital city is Siena City which is a very urban zone. The province has been divided into different historical areas including Alta Val d'Elsa, Chianti Senese and Val di Merse. The area is notable for its hills, including Monte del Chianti in the north and Monte Amiata which is its highest elevation. Siena province is largely agricultural land and the area is known for its silk production. Chianti is a famous wine manufactured in both Siena province and Tuscany. Major towns worth visiting in the area include Poggibonsi, Montepulciano, and San Gimignano. The Siena cathedral dates back to the 12th century and is a representative example of Romanesque-Gothic architecture. The Palio horse race is an important event in Siena province and is held twice a year. Siena Province is also well known as a gastronomic leader as well as for its art and museums. The Piazza del Campo is the town square and is also important architecturally and it is here that the Palio horse race is held every year.

Holiday Letting in Siena Province for your short break

With such a diversity of landscapes to be found throughout Tuscany, holiday rental accommodation in Siena Province will put you in an area where you can just as easily enjoy watersports from a sun-drenched beach as winter sport in the Appenine mountains of central Italy - apartment and villa rentals in Siena Province being so ideally situated that you really can expect that kind of variety and versatility virtually anywhere you find yourself in a province that can also provide easy access to peaceful rolling hills scattered with the olive groves and vineyards that are such an important part of the rich cultural heritage of Tuscany. Holiday cottages and farmhouse rentals in Siena are other options to be considered, particularly if you have a passion for traditional rustic character and charm and are looking for a situation with enough rural seclusion to counteract a stressful urban lifestyle - holiday accommodation in Siena Province being popular with many artists, photographers and writers seeking the perfect place for inspiration and contemplation and naturalists wanting to study a wealth of unique natural environments. And for lovers of history and culture, holiday accommodation in Siena will give you the chance to discover the magnificent cities of Siena, Pisa and Florence - apartments, farmhouses and villas in Siena Province therefore providing so many opportunities for relaxation and recreation that you won't find a holiday rental in Tuscany that is more appropriate for a family vacation.

Best time to Enjoy Siena Province

Holiday homes in Siena province are situated in the heart of peaceful, scenic land which allows visitors to make the most of the wonderful agritourism in the area. Holiday houses in Siena Province are large and equipped with all ma

Additional service fee may apply.
  View Map Map
    Exceptional! 5/5
    (4 reviews)
    avg/night
    Villa #1097226
    • 5 BR
    • 5 BA
    • Separate Toilet
    • Sleeps 10
    4
    Viewed 87 times in the last 48 hours

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.

      Multiple rentals House #411914
      • 2 BR
      • 2 BA
      • Sleeps 4
      6
      Viewed 16 times in the last 48 hours

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        Multiple rentals House #411914
        • 4 BR
        • 3 BA
        • Sleeps 8
        28
        Viewed 57 times in the last 48 hours

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          Exceptional! 5/5
          (102 reviews)
          avg/night
          Villa #420894
          • 5 BR
          • 6 BA
          • Sleeps 12
          102
          Viewed 22 times in the last 48 hours

          Instant confirmation

          Your booking request will be confirmed immediately.

            Wonderful! 4.8/5
            (31 reviews)
            avg/night
            Farmhouse #435593vb
            • 3 BR
            • 3 BA
            • Sleeps 8
            31
            Viewed 38 times in the last 48 hours

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.

              Exceptional! 5/5
              (12 reviews)
              avg/night
              Villa #7007068
              • 3 BR
              • 2 BA
              • Sleeps 8
              12
              Viewed 12 times in the last 48 hours

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.

                Multiple rentals Apartment #455240
                • 1 BR
                • 1 BA
                • Sleeps 2
                Viewed 8 times in the last 48 hours

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.

                  avg/night
                  Apartment #6473808
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Viewed 6 times in the last 48 hours

                  Instant confirmation

                  Your booking request will be confirmed immediately.

                    Multiple rentals Apartment #455240
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    1

                    Confirmation within 24 hours

                    Your booking request will be confirmed or denied within 24 hours.

                      Multiple rentals Villa #411914
                      • 5 BR
                      • 5 BA
                      • Sleeps 10
                      8
                      Viewed 21 times in the last 48 hours

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.

                        Excellent! 4.7/5
                        (10 reviews)
                        avg/night
                        Multiple rentals Farmhouse #455240
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        10
                        Viewed 13 times in the last 48 hours

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          Apartment #6899241
                          • 4 BR
                          • 2 BA
                          • Separate Toilet
                          • Sleeps 8
                          Viewed 44 times in the last 48 hours

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.

                            Cottage #606709vb
                            • 1 BR
                            • 1 BA
                            • Sleeps 2
                            1

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              Exceptional! 5/5
                              (10 reviews)
                              avg/night
                              Villa #444799vb
                              • 6 BR
                              • 4 BA
                              • Sleeps 11
                              10
                              Viewed 32 times in the last 48 hours

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.

                                avg/night
                                Apartment #6789553
                                • 2 BR
                                • 2 BA
                                • Sleeps 4
                                Viewed 5 times in the last 48 hours

                                Instant confirmation

                                Your booking request will be confirmed immediately.

                                  Wonderful! 4.8/5
                                  (6 reviews)
                                  avg/night
                                  Apartment #1033066
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 6
                                  6
                                  Viewed 30 times in the last 48 hours

                                  Confirmation within 24 hours

                                  Your booking request will be confirmed or denied within 24 hours.

                                    Cottage #629341vb
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    Viewed 13 times in the last 48 hours

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.

                                      avg/night
                                      Farmhouse #878205vb
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 5
                                      Viewed 7 times in the last 48 hours

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        avg/night
                                        Apartment #6559524
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        Viewed 8 times in the last 48 hours

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.

                                          Apartment #6790268
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          1

                                          Confirmation within 24 hours

                                          Your booking request will be confirmed or denied within 24 hours.

                                            avg/night
                                            Apartment #6944436
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            Viewed 11 times in the last 48 hours

                                            Confirmation within 24 hours

                                            Your booking request will be confirmed or denied within 24 hours.

                                              Villa #1095146
                                              • 5 BR
                                              • Sleeps 10
                                              1

                                              Confirmation within 24 hours

                                              Your booking request will be confirmed or denied within 24 hours.

                                                Exceptional! 5/5
                                                (4 reviews)
                                                avg/night
                                                Villa #1171677
                                                • 3 BR
                                                • 4 BA
                                                • Sleeps 6
                                                4

                                                Confirmation within 24 hours

                                                Your booking request will be confirmed or denied within 24 hours.

                                                  Villa #1151065
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 6
                                                  Viewed 6 times in the last 48 hours

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.

                                                    Chateau / Country House #1836096
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 7
                                                    4

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.

                                                      Apartment #6558620
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        Apartment #4281004
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 3

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          Farmhouse #902369vb
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          1

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            Apartment #6825310
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            2

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              Condo #6532070
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Viewed 7 times in the last 48 hours

                                                              Instant confirmation

                                                              Your booking request will be confirmed immediately.

                                                                Apartment #4266124
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                1

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  Exceptional! 5/5
                                                                  (22 reviews)
                                                                  avg/night
                                                                  Apartment #170163vb
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  22
                                                                  Viewed 10 times in the last 48 hours

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                    Farmhouse #901733vb
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    1

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      Apartment #6874030
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      1

                                                                      Confirmation within 24 hours

                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                        Villa #6938168
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Viewed 7 times in the last 48 hours

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                          Apartment #6882425
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          1

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            avg/night
                                                                            Apartment #6939123
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Viewed 6 times in the last 48 hours

                                                                            Instant confirmation

                                                                            Your booking request will be confirmed immediately.

                                                                              Exceptional! 5/5
                                                                              (16 reviews)
                                                                              avg/night
                                                                              Villa #1983677
                                                                              • 6 BR
                                                                              • 6 BA
                                                                              • Sleeps 13
                                                                              16
                                                                              Viewed 9 times in the last 48 hours

                                                                              Instant confirmation

                                                                              Your booking request will be confirmed immediately.

                                                                                Exceptional! 5/5
                                                                                (19 reviews)
                                                                                avg/night
                                                                                Villa #8011905
                                                                                • 8 BR
                                                                                • 7 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 12
                                                                                19
                                                                                Viewed 7 times in the last 48 hours

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  Apartment #6719830
                                                                                  • 4 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  Viewed 11 times in the last 48 hours

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    Apartment #6559542
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      Apartment #6902130
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 3

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        Exceptional! 5/5
                                                                                        (14 reviews)
                                                                                        avg/night
                                                                                        Villa #1983683
                                                                                        • 7 BR
                                                                                        • 6 BA
                                                                                        • Sleeps 14
                                                                                        14
                                                                                        Viewed 6 times in the last 48 hours

                                                                                        Instant confirmation

                                                                                        Your booking request will be confirmed immediately.

                                                                                          avg/night
                                                                                          Apartment #1423887
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 11
                                                                                          Viewed 5 times in the last 48 hours

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                                            Villa #1150792
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            3

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              Corporate Apartment #6954799
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 8
                                                                                              11

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                                Villa #1731611
                                                                                                • 6 BR
                                                                                                • 6 BA
                                                                                                • Sleeps 10

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                                  Farmhouse #909125vb
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    Villa #1150740
                                                                                                    • 8 BR
                                                                                                    • 8 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 16

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      Apartment #6844460
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 2

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Villas Accommodation Siena Province (300+)