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In situations of peaceful seclusion amongst the Chianti hills and vineyards of Siena, holiday cottages in Monteriggioni are the kind of accommodation in Tuscany that is guaranteed to give you a truly authentic experience of country life in a part of the region renowned for its breathtaking natural beauty and fascinating cultural heritage - holiday accommodation in Monteriggioni providing bags of traditional rustic character and charm whether you need the kind of room a family-sized Tuscan villa promises or an apartment rental in Monteriggioni with just enough spacious luxury to give you and your loved one an exquisitely romantic Italian holiday. Villas and apartments in Monteriggioni can also be found in typically rural settings just a few miles away from the vibrant city of Siena and within easy reach of the magnificent city of Florence - holiday rental accommodation in Monteriggioni giving you the chance to discover yet another aspect of a region that shows an incredible diversity of history and culture as well as landscapes and lifestyles, so after a hectic day of urban excitement in some of the most famous cities in Tuscany, villa, apartment and cottage rentals in Monteriggioni offer you a haven of tranquility to return to and the perfect atmosphere in which to relax with a glass of local chianti!

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Holiday Accommodation Monteriggioni (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    Villa #616750vb
    • Studio
    • 1 BA
    • Sleeps 18

    Confirmation within 24 hours

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

      Cottage #1207142
      • 2 BR
      • 1 BA
      • Sleeps 4
      11

      Confirmation within 24 hours

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

        Castle #825856
        • 1 BR
        • 1 BA
        • Sleeps 2
        19

        Confirmation within 24 hours

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

          Multiple rentals Apartment #8125211
          • 1 BR
          • 1 BA
          • Sleeps 4
          5

          Confirmation within 24 hours

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

            Villa #1097226
            • 5 BR
            • 5 BA
            • Separate Toilet
            • Sleeps 10
            4

            Confirmation within 24 hours

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

              Chateau / Country House #1890995
              • 4 BR
              • 2 BA
              • Separate Toilet
              • Sleeps 10

              Confirmation within 24 hours

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

                Studio #6447948
                • 1 BR
                • 1 BA
                • Sleeps 2
                1 Review

                Confirmation within 24 hours

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

                  Multiple rentals Farmhouse #455240
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  10

                  Confirmation within 24 hours

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

                    Chateau / Country House #428261
                    • 8 BR
                    • 9 BA
                    • Separate Toilet
                    • Sleeps 26
                    3

                    Confirmation within 24 hours

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

                      Multiple rentals Apartment #8125211
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      3

                      Confirmation within 24 hours

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

                        Cottage #8088621
                        • 3 BR
                        • 3 BA
                        • Sleeps 5
                        2 Reviews

                        Confirmation within 24 hours

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

                          Villa #6895841
                          • 5 BR
                          • 5 BA
                          • Sleeps 10

                          Confirmation within 24 hours

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

                            Apartment #63365
                            • 2 BR
                            • 3 BA
                            • Sleeps 5
                            6

                            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

                              Confirmation within 24 hours

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

                                Apartment #6789553
                                • 2 BR
                                • 2 BA
                                • Sleeps 4

                                Confirmation within 24 hours

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

                                  Cottage #1949277
                                  • 2 BR
                                  • 1 BA
                                  • Separate Toilet
                                  • Sleeps 4
                                  1 Review

                                  Confirmation within 24 hours

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

                                    House #1992424
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    7

                                    Confirmation within 24 hours

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

                                      Multiple rentals Villa #8120549
                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 7

                                      Confirmation within 24 hours

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

                                        Villa #6862286
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 7
                                        15

                                        Confirmation within 24 hours

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

                                          Farmhouse #435593vb
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 8
                                          29

                                          Confirmation within 24 hours

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

                                            Villa #604892vb
                                            • 5 BR
                                            • 5 BA
                                            • Sleeps 13

                                            Confirmation within 24 hours

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

                                              House #582787vb
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              3

                                              Confirmation within 24 hours

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

                                                Villa #424405
                                                • 4 BR
                                                • 3 BA
                                                • Separate Toilet
                                                • Sleeps 8
                                                1 Review

                                                Confirmation within 24 hours

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

                                                  Villa #902391vb
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 8

                                                  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.

                                                      Farmhouse #89525
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      13

                                                      Confirmation within 24 hours

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

                                                        Apartment #8019595
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 5
                                                        2 Reviews

                                                        Confirmation within 24 hours

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

                                                          Apartment #435134
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          22

                                                          Confirmation within 24 hours

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

                                                            Apartment #6735666
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            17

                                                            Confirmation within 24 hours

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

                                                              Apartment #1839664
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              5

                                                              Confirmation within 24 hours

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

                                                                Villa #8043542
                                                                • 3 BR
                                                                • 3 BA
                                                                • Separate Toilet
                                                                • Sleeps 7
                                                                2 Reviews

                                                                Confirmation within 24 hours

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

                                                                  Villa #6833488
                                                                  • 6 BR
                                                                  • 7 BA
                                                                  • Sleeps 12
                                                                  3

                                                                  Confirmation within 24 hours

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

                                                                    Apartment #2551718
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    1 Review

                                                                    Confirmation within 24 hours

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

                                                                      Apartment #6740882
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4

                                                                      Confirmation within 24 hours

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

                                                                        House #413951
                                                                        • 1 BR
                                                                        • 2 BA
                                                                        • Sleeps 2
                                                                        22

                                                                        Confirmation within 24 hours

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

                                                                          House #1922653
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6

                                                                          Confirmation within 24 hours

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

                                                                            Villa #6842529
                                                                            • 8 BR
                                                                            • 7 BA
                                                                            • Sleeps 16

                                                                            Instant confirmation

                                                                            Your booking request will be confirmed immediately.

                                                                              Apartment #6059609
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 4
                                                                              49

                                                                              Confirmation within 24 hours

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

                                                                                Apartment #1148424
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                4

                                                                                Confirmation within 24 hours

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

                                                                                  Villa #6835857
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  2 Reviews

                                                                                  Confirmation within 24 hours

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

                                                                                    Apartment #8022189
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    13

                                                                                    Confirmation within 24 hours

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

                                                                                      Villa #6823500
                                                                                      • 2 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 5
                                                                                      1 Review

                                                                                      Confirmation within 24 hours

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

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

                                                                                        Confirmation within 24 hours

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

                                                                                          Farmhouse #1842956
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 8
                                                                                          4

                                                                                          Confirmation within 24 hours

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

                                                                                            Multiple rentals Apartment #8125211
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 5
                                                                                            2 Reviews

                                                                                            Confirmation within 24 hours

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

                                                                                              Chateau / Country House #6753004
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4

                                                                                              Confirmation within 24 hours

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

                                                                                                Villa #6730153
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6

                                                                                                Confirmation within 24 hours

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

                                                                                                  Villa #6025975
                                                                                                  • 4 BR
                                                                                                  • 4 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 8

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Villa #6805903
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    2 Reviews

                                                                                                    Confirmation within 24 hours

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

                                                                                                      House #8166880
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+