Panoramic shot of a traditional hilltop town in Grosseto, Italy

Grosseto, Italy

Find beautiful Grosseto vacation rentals


Check in
Check out

Grosseto vacation rentals

Tucked away on the shores of the Tyrrhenian Sea on the coast of Tuscany, Grosseto is an enigmatic and historic city in Italy’s most famous province. The city center of Grosseto is encircled by intact stone walls, preserving the ancient feel of the place, and with countless historical buildings and attractions, a vacation in Grosseto is like taking a trip back through time itself. 

Our Grosseto vacation rentals also have a touch of something historic about them. From authentic stone farmhouse-style homes to palatial villas, these incredible rentals look right at home in the rolling hills of the Tuscan countryside. Sleeping as many as 26 guests in complete luxury, and with fantastic facilities including private pools, housekeeping and chef services, and pet-friendly features, our Grosseto vacation rentals are the perfect choice for unforgettable adventures in Italy.

Find Grosseto vacation rentals
La Casa Di Elsa vacation rental in Grosseto, Tuscany

Useful information

Where is Grosseto, Italy?

Grosseto is the province of Tuscany on Italy’s west coast.

What is the nearest airport to Grosseto?

Pisa International Airport is the closest major international airport to Grosseto. It is 98 miles away.

How far is Grosseto from Rome?

Grosseto is 117 miles away from the Italian capital, Rome.

Does Grosseto have a beach?

Yes, Grosseto does have a rather fine, long, sandy beach.

Grosseto town plaza


Our dedicated and knowledgeable Travel Planners will be on hand to help you from the moment you book and throughout your stay


We offer you the best selection of homes in beautiful destinations and trending hotspots


Expect excellence as standard, giving you the top-quality you deserve every time you stay

Villas in Grosseto, Italy, with private pools

There is nothing more relaxing than taking a rejuvenation dip in your own private pool. Even better is when that pool happens to have a breathtaking view of the Tuscan countryside to soak in while you swim. With our villas in Grosseto, Italy with private pools, you can have that and more. These stunning vacation rentals have outdoor swimming pools and recreation areas with loungers, patios, and alfresco dining spots, making the outside space just as luxurious as the inside space. From quaint and quirky traditional farmhouses to grand mansions for large groups, our Grosseto vacation rentals with pools are perfect for any party size, and have got a serious wow factor that you're sure to remember fondly for years to come.

Find Grosseto vacation rentals with pools
Montebendico vacation rental with a private pool in Grosseto, Italy

Book with Confidence

With over 100,000 happy guests every year and international media writing about our incredible homes and service, you can book your next stay with us with total confidence.

Conde Nast Traveler
The Telegraph
The Times

Get travel tips and inspiration on our socials

Get travel tips and inspiration on our socials