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 Grosseto Province for Your Home Stay

The wonderful Tuscany province of Grosseto is an exciting destination for family holidays. Couples, singles and groups of friends are also sure to be enchanted by this historical and beautiful area. See the 16th century walls around the town of Grosseto which were built by Francesco I de Medici to protect the Medici assets in the area, or visit Grosseto Cathedral with its striking black and white marble façade built in the Romanesque style and dating from the 13th century. There are many interesting churches and buildings, including some opulent palazzi, in the town as well as good shopping and lots of good restaurants and bars. Try the delicious oven baked breads of the region and the Florentine steaks made with beef from local Maremmana cattle. Your holiday villa is the ideal base for day trips throughout this spectacular province. Visit Massa Marittima to see the 13th century cathedral which features a rare 14th century glass rose window, or the medieval village of Prata nearby. Spend days enjoying the coast at Marina di Grosseto or just relax by the pool at your holiday villa. This friendly region has something for everyone and is a great vacation choice.

Holiday Letting in Grosseto Province for your short break

In the southern-most corner of Tuscany, holiday rental accommodation in Grosseto Province will put you in the ideal situation for discovering the historical and cultural treasures of both Rome and Florence - holiday apartments and villas in Grosseto Province being found occupying convenient locations midway between these two magnificent cities giving you the fabulous opportunity to experience two different regions in the same holiday. Accommodation in Grosseto Province is as diverse as the landscapes in which it can be found - from stylish coastal resorts to charming hilltop villages in the peaceful rolling countryside that seems to carpet much of inland Tuscany, holiday rentals in Grosseto Province will cater for your every requirement, and if you like the idea of something more rustic than an apartment or villa, in Grosseto Province, farmhouses and cottages exist with enough rural character and charm to satisfy any craving for a slice of authentic country life in deepest Tuscany. Holiday villa and farmhouse rentals in Grosseto Province will provide you with a suitable base from where the whole family can find something that will appeal to their sense of adventure, so from outdoor sporting activities like horse-riding and mountain-biking to wine tours, day trips to the coast, exploring a WWF nature reserve and the hot springs at Saturnia, or shopping and sightseeing in Florence, holiday accommodation in Grosseto Province will promise more to see and do than you can cram into one vacation!

Best Time to Enjoy Grosseto Province

As you would expect, summer holidays see the demand for luxury villas in Grosseto rise so i

Additional service fee may apply.
  View Map Map
    Villa #1150673
    • 4 BR
    • 3 BA
    • Sleeps 8

    Confirmation within 24 hours

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

      Apartment #1947284
      • 2 BR
      • 1 BA
      • Sleeps 5

      Confirmation within 24 hours

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

        Villa #932533vb
        • 2 BR
        • 2 BA
        • Sleeps 3

        Confirmation within 24 hours

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

          Exceptional! 5/5
          (4 reviews)
          avg/night
          Villa #6111081
          • 5 BR
          • 5 BA
          • Sleeps 10
          4
          Viewed 29 times in the last 48 hours

          Confirmation within 24 hours

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

            Wonderful! 4.8/5
            (18 reviews)
            avg/night
            House #17519
            • 3 BR
            • 2 BA
            • Sleeps 6
            18
            Viewed 17 times in the last 48 hours

            Confirmation within 24 hours

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

              Exceptional! 5/5
              (5 reviews)
              avg/night
              Farmhouse #8026002
              • 2 BR
              • 2 BA
              • Sleeps 5
              5
              Viewed 8 times in the last 48 hours

              Confirmation within 24 hours

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

                Villa #6470269
                • 4 BR
                • 3 BA
                • Separate Toilet
                • Sleeps 8
                3
                Viewed 24 times in the last 48 hours

                Confirmation within 24 hours

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

                  Wonderful! 4.9/5
                  (15 reviews)
                  avg/night
                  Farmhouse #8011159
                  • 4 BR
                  • 4 BA
                  • Sleeps 9
                  15
                  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
                    (5 reviews)
                    avg/night
                    House #1707805
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    5
                    Viewed 15 times in the last 48 hours

                    Confirmation within 24 hours

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

                      Wonderful! 4.8/5
                      (12 reviews)
                      avg/night
                      Multiple rentals Farmhouse #15138
                      • Studio
                      • 1 BA
                      • Sleeps 3
                      12
                      Viewed 18 times in the last 48 hours

                      Instant confirmation

                      Your booking request will be confirmed immediately.

                        Wonderful! 4.9/5
                        (17 reviews)
                        avg/night
                        House #6591673
                        • 3 BR
                        • 2 BA
                        • Sleeps 9
                        17
                        Viewed 16 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
                          Multiple rentals Farmhouse #15138
                          • 2 BR
                          • 1 BA
                          • Sleeps 5
                          12
                          Viewed 18 times in the last 48 hours

                          Instant confirmation

                          Your booking request will be confirmed immediately.

                            House #6644822
                            • 2 BR
                            • 3 BA
                            • Separate Toilet
                            • Sleeps 4
                            3
                            Viewed 17 times in the last 48 hours

                            Confirmation within 24 hours

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

                              House #6937951
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Viewed 23 times in the last 48 hours

                              Confirmation within 24 hours

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

                                Farmhouse #48741
                                • 1 BR
                                • 1 BA
                                • Sleeps 4
                                15

                                Confirmation within 24 hours

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

                                  avg/night
                                  Apartment #6319061
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 7
                                  2
                                  Viewed 10 times in the last 48 hours

                                  Confirmation within 24 hours

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

                                    avg/night
                                    Apartment #6887941
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    Viewed 8 times in the last 48 hours

                                    Confirmation within 24 hours

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

                                      Exceptional! 5/5
                                      (5 reviews)
                                      avg/night
                                      Multiple rentals Chateau / Country House #1000477
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 8
                                      5
                                      Viewed 16 times in the last 48 hours

                                      Confirmation within 24 hours

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

                                        Wonderful! 4.9/5
                                        (16 reviews)
                                        avg/night
                                        Multiple rentals Farmhouse #15138
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 6
                                        16
                                        Viewed 14 times in the last 48 hours

                                        Instant confirmation

                                        Your booking request will be confirmed immediately.

                                          Exceptional! 5/5
                                          (4 reviews)
                                          avg/night
                                          Multiple rentals Apartment #1000477
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          4
                                          Viewed 6 times in the last 48 hours

                                          Confirmation within 24 hours

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

                                            Wonderful! 4.9/5
                                            (30 reviews)
                                            avg/night
                                            Villa #833916
                                            • 5 BR
                                            • 4 BA
                                            • Sleeps 12
                                            30
                                            Viewed 36 times in the last 48 hours

                                            Instant confirmation

                                            Your booking request will be confirmed immediately.

                                              Excellent! 4.7/5
                                              (7 reviews)
                                              avg/night
                                              Multiple rentals Farmhouse #69771
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              7
                                              Viewed 13 times in the last 48 hours

                                              Confirmation within 24 hours

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

                                                Multiple rentals Apartment #6456671
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4

                                                Confirmation within 24 hours

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

                                                  Chateau / Country House #6772348
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  1

                                                  Confirmation within 24 hours

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

                                                    Exceptional! 5/5
                                                    (5 reviews)
                                                    avg/night
                                                    Farmhouse #6607135
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 3
                                                    5

                                                    Confirmation within 24 hours

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

                                                      Apartment #1796858
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      3
                                                      Viewed 5 times in the last 48 hours

                                                      Confirmation within 24 hours

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

                                                        avg/night
                                                        Apartment #1308162
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 5
                                                        1
                                                        Viewed 6 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          Multiple rentals Chateau / Country House #1000477
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          4

                                                          Confirmation within 24 hours

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

                                                            avg/night
                                                            House #1531111
                                                            • 3 BR
                                                            • 1 BA
                                                            • Sleeps 5
                                                            2
                                                            Viewed 19 times in the last 48 hours

                                                            Confirmation within 24 hours

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

                                                              avg/night
                                                              Apartment #6784563
                                                              • 4 BR
                                                              • 1 BA
                                                              • Sleeps 7
                                                              Viewed 15 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Cottage #2556608
                                                                • 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
                                                                  (6 reviews)
                                                                  avg/night
                                                                  Apartment #8026013
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  6
                                                                  Viewed 12 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    Exceptional! 5/5
                                                                    (10 reviews)
                                                                    avg/night
                                                                    Villa #1019868
                                                                    • 6 BR
                                                                    • 6 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 12
                                                                    10
                                                                    Viewed 35 times in the last 48 hours

                                                                    Confirmation within 24 hours

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

                                                                      avg/night
                                                                      Apartment #1506775
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 5
                                                                      Viewed 27 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        Chateau / Country House #875696vb
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4

                                                                        Confirmation within 24 hours

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

                                                                          Apartment #6806759
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 3
                                                                          Viewed 12 times in the last 48 hours

                                                                          Confirmation within 24 hours

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

                                                                            Apartment #6902042
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 3

                                                                            Confirmation within 24 hours

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

                                                                              Villa #6940607
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6

                                                                              Confirmation within 24 hours

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

                                                                                avg/night
                                                                                House #6363111
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                3
                                                                                Viewed 6 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  avg/night
                                                                                  Apartment #6847237
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 7
                                                                                  Viewed 16 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    avg/night
                                                                                    Apartment #6896013
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    Viewed 15 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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

                                                                                      Wonderful! 4.8/5
                                                                                      (4 reviews)
                                                                                      avg/night
                                                                                      Apartment #6609212
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 7
                                                                                      4
                                                                                      Viewed 13 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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

                                                                                        Wonderful! 4.9/5
                                                                                        (65 reviews)
                                                                                        avg/night
                                                                                        Apartment #6021236
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        65
                                                                                        Viewed 26 times in the last 48 hours

                                                                                        Confirmation within 24 hours

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

                                                                                          House #540886
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          49

                                                                                          Confirmation within 24 hours

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

                                                                                            Exceptional! 5/5
                                                                                            (2 reviews)
                                                                                            avg/night
                                                                                            Chateau / Country House #1002862
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 7
                                                                                            2
                                                                                            Viewed 13 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Apartment #6887936
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 10

                                                                                              Confirmation within 24 hours

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

                                                                                                Wonderful! 4.8/5
                                                                                                (5 reviews)
                                                                                                avg/night
                                                                                                Apartment #1207807
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                5
                                                                                                Viewed 37 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  Excellent! 4.3/5
                                                                                                  (6 reviews)
                                                                                                  avg/night
                                                                                                  Apartment #6364833
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  6

                                                                                                  Confirmation within 24 hours

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

                                                                                                    avg/night
                                                                                                    Apartment #6680123
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    3
                                                                                                    Viewed 6 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      avg/night
                                                                                                      Apartment #6701585
                                                                                                      • Studio
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      1
                                                                                                      Viewed 14 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 218