
Arcidosso is a comune (municipality) in the Province of Grosseto in the Italian region of Tuscany, located about 100 kilometres (62 mi) south of Florence and about 35 kilometres (22 mi) northeast of Grosseto and near the town of Montalcino.

Campagnatico is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany, located about 100 kilometres (62 mi) south of Florence and about 20 kilometres (12 mi) northeast of Grosseto in the valley of the Ombrone River.
Capalbio is a comune (municipality) in the Province of Grosseto in Tuscany region of Italy, located about 150 kilometres (93 mi) south of Florence and about 45 kilometres (28 mi) southeast of Grosseto. Capalbio borders the following municipalities: Manciano, Montalto di Castro, Orbetello.

Castel del Piano is a town and comune (municipality) of Province of Grosseto in the Tuscany, central Italy.

Castell'Azzara is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany, located about 120 kilometres (75 mi) southeast of Florence and about 50 kilometres (31 mi) east of Grosseto.

Castiglione della Pescaia, regionally simply abbreviated as Castiglione, is an ancient seaside town in the province of Grosseto, in Tuscany, central Italy. The modern city grew around a medieval 12th century fortress and a large fishery, from which it acquired its designation. Today Castiglione is a very popular tourist destination with attractions that include beaches, natural parks, biking trails, historical Etruscan archaeological sites, a panoramic mediaeval hamlet as well as the natural reserve Diaccia Botrona, a swampy humid environment of historical relevance whose endangered wildlife comprise pink flamingoes, mallards and ducks.
Cinigiano is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany, located about 100 kilometres (62 mi) south of Florence and about 25 kilometres (16 mi) northeast of Grosseto.

Civitella Paganico is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany. It features agricultural land, the main economy of the region, interspersed with dense forest. It is home to a variety of plant and animal species. Civitella Paganico is home to the Petriolo hot springs, which have been enjoyed by travelers for thousands of years.

Follonica is a town and comune (township) of province of Grosseto in the Italian region of Tuscany, on the Gulf of Follonica, about 40 kilometres (25 mi) northwest of the city of Grosseto.
Gavorrano is a mountain-side comune (municipality) in the Province of Grosseto in the western Italian region of Tuscany, located about 100 km (62 mi) southwest of Florence and about 25 km (16 mi) northwest of Grosseto. Gavorrano borders the municipalities of Castiglione della Pescaia, Grosseto, Massa Marittima, Roccastrada and Scarlino.

Grosseto is a city and comune in the central Italian region of Tuscany, the capital of the Province of Grosseto. The city lies 14 kilometres from the Tyrrhenian Sea, in the Maremma, at the centre of an alluvial plain on the Ombrone river.

Isola del Giglio is an Italian island and comune situated in the Tyrrhenian Sea, off the coast of Tuscany, and is part of the Province of Grosseto. The island is one of seven that form the Tuscan Archipelago, lying within the Arcipelago Toscano National Park. Giglio means "lily" in Italian, and though the name would appear consistent with the insignia of Medici Florence, it originally derives from the Latin name of the island, Igilium, which in turn could be related to the Ancient Greek name of the neighbouring Capraia, Αἰγύλιον, from Ancient Greek: αἴξ, romanized: aíx, lit. 'goat'.

Magliano in Toscana is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany, located about 130 kilometres south of Florence and about 25 kilometres southeast of Grosseto.
Manciano is a town and comune in the southern part of the province of Grosseto, Tuscany, central Italy. It has a population of about 7,300.

Massa Marittima is a town and comune of the province of Grosseto, southern Tuscany, Italy, 49 km NNW of Grosseto.

Monte Argentario is a comune (municipality) and a peninsula belonging to the Province of Grosseto in the Italian region Tuscany, located about 150 kilometres (93 mi) south of Florence and about 35 kilometres (22 mi) south of Grosseto. The peninsula is connected with the mainland by three spits of land which form two lagoons, the Laguna di Ponente on the west side and the Laguna di Levante on the east side of the middle dam. The two main villages on Monte Argentario are Porto Santo Stefano, chief town, facing north, and Porto Ercole facing south.
Monterotondo Marittimo is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany, located about 80 kilometres (50 mi) southwest of Florence and about 45 kilometres (28 mi) northwest of Grosseto, near the Colline Metallifere.

Montieri is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany, located about 70 kilometres (43 mi) south of Florence and about 40 kilometres (25 mi) north of Grosseto.

Orbetello is a town and comune in the province of Grosseto (Tuscany), Italy. It is located about 35 kilometres (22 mi) south of Grosseto, on the eponymous lagoon, which is home to an important Natural Reserve.
Pitigliano is a town in the province of Grosseto, located about 80 kilometres (50 mi) south-east of the city of Grosseto, Tuscany, Italy.

Roccalbegna is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany, located about 110 kilometres (68 mi) south of Florence and about 35 kilometres (22 mi) east of Grosseto.
Roccastrada is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany, located about 90 kilometres (56 mi) south of Florence and about 25 kilometres (16 mi) north of Grosseto, between the Maremma plain and the Colline Metallifere.
Santa Fiora is a comune (municipality) in the Province of Grosseto, in the Italian region of Tuscany, located about 110 kilometres southeast of Florence and about 40 km (25 mi) east of Grosseto. Santa Fiora borders the following municipalities: Abbadia San Salvatore, Arcidosso, Castel del Piano, Castell'Azzara, Piancastagnaio, Roccalbegna, Semproniano.
Scansano is a town and comune, of medieval origin, in the province of Grosseto, Tuscany, central Italy. The area which Scansano lies within is called Maremma.
Scarlino is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany, located about 100 km (62 mi) southwest of Florence and about 25 km (16 mi) northwest of Grosseto.

Seggiano is a comune (municipality) in the Province of Grosseto in the Italian region Tuscany, located about 100 kilometres (62 mi) south of Florence and about 40 kilometres (25 mi) northeast of Grosseto.
Semproniano is a comune (municipality) in the Province of Grosseto in the Italian region of Tuscany, about 120 kilometres (75 mi) south of Florence and about 35 kilometres (22 mi) east of Grosseto.

Sorano is a town and comune in the province of Grosseto, southern Tuscany (Italy).