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Holiday Homes & Villas in the Province of Grosseto – Your Maremma Escape

Located in southern Tuscany, the Province of Grosseto is home to much of the renowned Maremma – a region celebrated for its unspoilt nature, vast landscapes and authentic character. Framed by pine forests, rolling hills and pristine beaches, this corner of Tuscany offers an extraordinary variety of scenery, where nature, tradition and the sea come together in perfect harmony.

If you are looking for a holiday accommodation in the Maremma, our villas with pools in the Province of Grosseto provide the perfect setting for discovering southern Tuscany at your own pace. From historic villages and protected nature parks to long sandy beaches and renowned wine regions, the Maremma offers an extraordinary variety of experiences, all far from mass tourism.

In addition to the city of Grosseto, the tuff towns of Pitigliano, Sovana and Sorano are among the province’s cultural highlights. Pitigliano, perched dramatically on a tuff cliff, is one of the most iconic sights in southern Tuscany. Medieval gems such as Massa Marittima and the renowned wine village of Scansano further enrich the region’s unique character. Whether you are looking for a holiday apartment near the coast in the Maremma, a holiday home with a pool in the foothills of Monte Amiata or a country estate surrounded by vineyards, the Province of Grosseto offers an unforgettable holiday in one of Tuscany's most authentic regions.

Our carefully selected holiday homes in the Province of Grosseto combines privacy, comfort and authentic Tuscan charm, allowing you to experience the many different faces of the Maremma.

Tips & Highlights for Your Holiday in Grosseto & the Maremma

Grosseto & the Cultural Heritage of the Maremma

Discover the historic centre of Grosseto, enclosed by its superbly preserved Medici city walls. Narrow streets, lively piazzas and traditional cafés create an authentic, relaxed atmosphere, while landmarks such as Piazza Dante and Grosseto Cathedral reflect the city's distinctive Tuscan character.

You can then immerse yourself in the world of the Butteri—the legendary cattle herders of the Maremma—whose skills and traditions are still kept alive through demonstrations and local events.

Nature Experiences: From Parco della Maremma to Monte Amiata

The Parco Naturale della Maremma – also known as Uccellina Park – is one of Tuscany's most important nature reserves, renowned for its unspoilt dune landscapes, extensive pine forests and pristine coastline. Further inland, the wooded slopes of Monte Amiata, dotted with picturesque villages such as Santa Fiora, invite visitors to enjoy scenic walks, hiking trails and the tranquillity of the Tuscan countryside. Many of our  holiday homes surrounded by nature enjoy breathtaking views across these protected natural landscapes.

Pure Wellness: The Thermal Baths of Saturnia

One of the highlights of southern Tuscany is Terme di Saturnia. Its natural sulphur springs and the famous steaming limestone pools of the Cascate del Mulino are among Italy’s best-known thermal attractions and can be enjoyed free of charge throughout the year. For those seeking a more exclusive wellness experience, the Terme di Saturnia spa resort offers a wide range of treatments.  A visit can easily be combined with a stay in a country house in the Maremma.

The Flavours & Wines of the Maremma

The cuisine of the Province of Grosseto reflects the rich gastronomic traditions of the Maremma. Be sure to try Tortelli Maremmani, hearty wild boar dishes or traditional Pappardelle al Cinghiale – wide ribbon pasta served with a rich wild boar ragù. Wine lovers should not miss the opportunity to sample Morellino di Scansano, the Maremma’s flagship red wine. A holiday at a wine estate in the Maremma promises unforgettable moments of enjoyment surrounded by rolling hills and vineyards.

Festivals & Living Traditions of the Maremma

The traditions of the Maremma are still deeply rooted in its rural heritage. The Butteri—the region’s traditional mounted cattle herders—play a special role. Various local associations preserve this unique heritage by organising equestrian demonstrations and riding competitions.

One of the region's most famous historical events is the Balestro del Girifalco in Massa Marittima – a medieval crossbow tournament between the city’s districts, held twice a year. Village festivals and culinary events throughout the hinterland further enrich the region's cultural life, celebrating local traditions and regional specialities.

From your holiday accommodation in the Maremma, you can discover the region's living traditions through these unique events and celebrations.

Dream Beaches & the Tuscan Archipelago

Long sandy beaches, pine forests and unspoilt dune landscapes stretch along the coast of the Province of Grosseto. Seaside resorts such as Follonica, Castiglione della Pescaia, Marina di Grosseto and Principina a Mare, as well as the Monte Argentario peninsula, are among the most popular coastal destinations in southern Tuscany. One of the region's best-known natural beaches is Cala Violina—a sheltered cove with pale sand and crystal-clear water. Our holiday apartments near the coast provide the perfect setting for discovering the Maremma's charming seaside towns and spectacular coastline.

The Province of Grosseto also includes islands of the Tuscan Archipelago such as Isola del Giglio and Giannutri, renowned for their crystal-clear waters, protected landscapes and peaceful atmosphere.


Discover our hand-picked selection of holiday accommodation in the Province of Grosseto. Carlotta Carrai from Idea Toscana will be happy to advise you personally and help you find the perfect holiday home that best suits your wishes.

9 Holiday Homes in the province of Grosseto

    • Aussenansicht mit Pool
    • Aussenansicht
    • Aussenansicht
    • Aussenansicht
      Agriturismo Aiola, Country estate with 3 Units in the province of Grosseto
      1
      • Agriturismo Il Poggiarello - Weingut in der Südtoskana mit Pool
      • Außenansicht - Agriturismo Il Poggiarello
      • Agriturismo Il Poggiarello - Weingut in der Südtoskana mit Pool
      • Außenansicht - Agriturismo Il Poggiarello
        Agriturismo Il Poggiarello - familiäres Weingut in der Südtoskana, Wine estate with 10 Units in the province of Grosseto
        • Luftbild 2
        • Luftbild - Agriturismo Le Grazie
        • Pool - Agriturismo Le Grazie
        • Agriturismo Le Grazie - Außenansicht Ferienhäuser
          Agriturismo Le Grazie - kleines Landgut in der Maremma - meernah, Country estate with 5 Units in the province of Grosseto
          1
            LA SILVA, Holiday House in the province of Grosseto
            15
            6
            6
            from €232
            per night
              Villa Monte Bottigli, Villa in the province of Grosseto
              12
              6
              8
              from €5,184
              per week
                Poggetti San Luigi Country Home Follonica, Holiday House in the province of Grosseto
                11
                6
                4
                from €2,494
                per week
                  Lia Holiday Home, Private Pool and View, Val D'Orcia, Villa in the province of Grosseto
                  18
                  10
                  8
                  from €3,525
                  per week
                    Poggio Cavallino Private Pool, Wifi, Maremma, Villa in the province of Grosseto
                    11
                    5
                    5
                    on request
                      Argentarola House, Porto Santo Stefano, Seaview And Pool, Holiday Apartment in the province of Grosseto
                      4
                      1
                      1
                      from €744
                      per week
                      • Aussenansicht mit Pool
                      • Aussenansicht
                      • Aussenansicht
                      • Aussenansicht
                        48
                        IT-1129

                        Agriturismo Aiola, Country estate with 3 Units in the province of Grosseto

                        • 1 pet allowed
                        WLAN · Washing machine · Shared pool · Pool · child-friendly · pet friendly
                        • Agriturismo Il Poggiarello - Weingut in der Südtoskana mit Pool
                        • Außenansicht - Agriturismo Il Poggiarello
                        • Agriturismo Il Poggiarello - Weingut in der Südtoskana mit Pool
                        • Außenansicht - Agriturismo Il Poggiarello
                          23
                          IT-1108

                          Agriturismo Il Poggiarello - familiäres Weingut in der Südtoskana, Wine estate with 10 Units in the province of Grosseto

                          WLAN · Air condition · Breakfast · Pool · child-friendly · pet friendly
                          • Luftbild 2
                          • Luftbild - Agriturismo Le Grazie
                          • Pool - Agriturismo Le Grazie
                          • Agriturismo Le Grazie - Außenansicht Ferienhäuser
                            35
                            IT-1073

                            Agriturismo Le Grazie - kleines Landgut in der Maremma - meernah, Country estate with 5 Units in the province of Grosseto

                            • 1 pet allowed
                            WLAN · Air condition · Pool · pet friendly
                              40
                              033601

                              LA SILVA, Holiday House in the province of Grosseto

                              Typisches Steinhaus, umgeben von einem großen Garten und saisonal Pool in Panoramalage.
                              • Max. 15 Guests
                              • 250 m2 living space
                              • 6 Bedrooms
                              • 6 Bathroom
                              Washing machine · TV · Dishwasher · Pool · pet friendly
                              from €232
                              per night
                                50
                                94-802001

                                Villa Monte Bottigli, Villa in the province of Grosseto

                                5 Stars DTV
                                • Max. 12 Guests
                                • 465 m2 living space
                                • 6 Bedrooms
                                • 8 Bathroom
                                WLAN · pet friendly
                                from €5,184
                                per week
                                  36
                                  94-1225001

                                  Poggetti San Luigi Country Home Follonica, Holiday House in the province of Grosseto

                                  • Max. 11 Guests
                                  • 280 m2 living space
                                  • 6 Bedrooms
                                  • 4 Bathroom
                                  WLAN · pet friendly
                                  from €2,494
                                  per week
                                    44
                                    94-1611001

                                    Lia Holiday Home, Private Pool and View, Val D'Orcia, Villa in the province of Grosseto

                                    • Max. 18 Guests
                                    • 340 m2 living space
                                    • 10 Bedrooms
                                    • 8 Bathroom
                                    WLAN · pet friendly
                                    from €3,525
                                    per week
                                      30
                                      94-1316001

                                      Poggio Cavallino Private Pool, Wifi, Maremma, Villa in the province of Grosseto

                                      • Max. 11 Guests
                                      • 400 m2 living space
                                      • 5 Bedrooms
                                      • 5 Bathroom
                                      WLAN · pet friendly
                                      on request
                                        42
                                        94-856001

                                        Argentarola House, Porto Santo Stefano, Seaview And Pool, Holiday Apartment in the province of Grosseto

                                        • Max. 4 Guests
                                        • 65 m2 living space
                                        • 1 Bedrooms
                                        • 1 Bathroom
                                        WLAN · Pool · pet friendly
                                        from €744
                                        per week