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Grosseto is one of Tuscany's hidden gems, the unofficial capital of the stunning Maremma region known for its food, wine and medieval history. Once a fortified village on the road between Pisa and Rome, Grosseto has maintained its medieval charm, sitting in the rolling green valley of the Ombrone river and oozing with history and charm. To stay in one of our Grosseto villas is to unwind, be surrounded by nature and to eat good food and drink even better wine, to discover nature in its wild parks and to live history in its nearby ancient ruins. Grosseto itself lies just 14 km from the azure Tyrrhenian Sea with its beautiful coastline, and the nearby hills hide many world-class wineries.

Things to do in Grosseto

Beautiful buildings? Check. Scenic setting? Check. Near the coast? Check. Grosseto has all the components that make for a fantastic villa holiday, and the best news is it's still under-the-radar. While the hills and coastline call with their beaches and wineries, make sure to head into Grosseto itself, where you'll find an enchanting green and historical city with many spectacular sites. Don't leave without visiting the Grosseto Cathedral, stopping in the Maremma Museum of Archaeology and Art and relaxing in the Piazza Dante – home of the Palazzo Aldobrandeschi palace. North of the city lies the Archeologica di Roselle, the Etruscan ruins older than Pompeii, while to the east there's the Marina di Grosseto and golden sands of Principina a Mare. Dining in Grosseto is also spectacular, near such incredible wineries and hills filled with local produce, and the best restaurants in town are found in the historic centre. If you're looking for lazy days under the Tuscan sun, only our Grosseto villas with a private pool will do.

Our villas in Grosseto are near all the main sites of the city like the grand Cathedral of St Lawrence, the Piazza Dante and the Archaeological Museum of Art, but also to attractions like the ancient ruins of Roselle.

Grosseto coast, Tuscany
Grosseto coastline, Tuscany

History and Culture in Grosseto

There are numerous historical and cultural sites you can visit from your Grosseto villa, including Gothic churches, ancient Etruscan ruins, great museums and galleries and crumbling city walls. Visit the historic Medicean Walls to get a feel for Grosetto's and Italy's medieval past, before venturing on to admire the grand Genoese Cattedrale di San Lorenzo and The Maremma Museum of Archaeology and Art – one of the best collections in the Maremma region. The historical highlight of a villa holiday in Grosseto are the ruins of the ancient Etruscan city of Roselle, a sprawling archaeological site with city walls and mosaics.

Family holidays in Grosseto

Pack up the car and head for the beach, with the coast just a short drive west from our family villas in Grosseto. The coastal hub of the city of the Marina di Grosseto, a buzzing yacht-filled seaside resorts with some great restaurants, shops, bars and a sprawling golden sand beach with umbrellas, sunbeds, lifeguards and great facilities. Nearby there's the beach in Principina a Mare, more rugged and windswept but equally as fantastic for a family day at the beach. Kids and adults alike will love visiting the quirky Caseificio Inno al Sole just outside the city, a buffalo farm and cheese-making farm where kids can meet the buffalos and adults can go to heaven with a selection of cheeses like buffalo mozzarella. Stock up and head back to your Grosseto villa to cook up an Italian feast the whole family will love, or head into town to one of the many family-friendly pizzerias and trattorias.

Grosseto boat excursion, Tuscany
Grosseto coast and sea, Tuscany

Adventurous activities in Grosseto

If you fancy some adventure on your Tuscany villa holiday, you're in the right place. There are currently 302 bonified hiking routes in the Grosseto area, 279 medium hikes, 39 long-distance and five city walks. Take on one of the great trails around the Roselle archaeological site, or perhaps hire a mountain bike to go further afield. A multitude of watersports also await guests staying in our villas in Grosseto, with many sailing, boating and diving tour operators found in and around Grosseto Marina. All rugged and windswept, kite surfing, and surfing are very popular in the region.

Romance in Grosseto

From enjoying a day soaking up the Tuscan sun from your Grosseto villa with a private pool to exploring the medieval streets of the city and dining by candlelight in a piazza, there are plenty of ways to make your Grosseto villa holiday a romantic one. Grosseto Marina is a great place to spend a day sunbathing, paddling and relaxing, and a great place for a romantic sunset stroll. The rolling countryside around Grosseto is also speckled with fantastic wineries open for tastings and tours, and it's easy to spend a romantic day out from your couple's villa exploring the likes of award-winning Fattoria Le Pupille and the stunning Val Della Rose. In Grosseto, enjoy a romantic stroll around the Piazza Dante before enjoying a romantic meal of fine Maremma fare. Don't miss the Sangiovese wine, rich ragu and fresh seafood caught in the Tuscan Archipelago National Park.

All Villas in Grosseto

Why book your villa holiday with us?

villa expertise


Having worked within the villa industry collectively for over 50 years, there isn’t a Mediterranean holiday location we haven’t visited. From couples retreats to large, family properties - our carefully curated collections offer something for everyone. Villa holidays are our passion - let us help you find your perfect destination.

peace of mind


We want you to feel safe and secure that you’re choosing the right villa holiday provider, both before you travel, as well as during your holiday. Book with confidence with our financial guarantee through our membership with ABTOT and travel safely with our Health & Safety accreditation through Sanderson Phillips and Tranquilico.


Refund Guarantee


Book with us knowing that, 7 days before your holiday begins, if you cannot travel due to; local lockdown, your destination being added to the red travel list, or a change in vaccination entry requirement, we will offer you a full refund on over 95% of our villa holidays. *Terms and conditions apply

personal service


We are here to help you, whenever you need us. Our UK team is on hand to answer any queries you may have, no matter how big or small and we are available via email, phone or live chat. Your holiday happiness is as important to us, as it is to you.


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