Book Luxury Monthly Rentals in Grosseto

We selected the 1128 homes worth renting in this location!

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Age 1 to 12

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Home spotlights in Grosseto

A Rustic Reverie

A Rustic Reverie

  • 4 guests

  • 2 bedrooms

Sovicille, Tuscany

For a taste of authentic Tuscan living, this holiday home is a great choice. This apartment is one of six, renovated from a 15th-century structure by a historically conscious architect.

The Rosso

The Rosso

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Perched on the slopes of the Chianti hills, this stone villa effortlessly blends traditional Tuscan farmhouse charm with modern comforts. Since children under six aren’t permitted here, this villa is a perfect spot for a group seeking a retreat amongst sprawling gardens.

Hillside Vines

Hillside Vines

  • 18 guests

  • 9 bedrooms

Volterra, Pisa

In the undulating Tuscan countryside, this villa sits atop a hill, right on the ancient oil and wine route through olive groves and vineyards. It’s a fifteen-minute drive from Volterra, a medieval walled town with plenty of farm-to-table restaurants and old churches to explore.

The Terracotta Sun

The Terracotta Sun

  • 6 guests

  • 4 bedrooms

Arezzo, Tuscany

Surrounded by olive groves and ancient woods, this traditional farmhouse welcomes you to an authentic stay in the heart of Tuscany. Located on Pomaio hill with sweeping views across the countryside, this is a wonderful setting to retreat into the heart of nature.


We selected the top 3% holiday homes in Grosseto Monthly Rentals

Explore the 1128 most perfect homes in our collection

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Most popular homes in Grosseto

Rolling Hills of Tuscany

Rolling Hills of Tuscany

  • 6 guests

  • 3 bedrooms

Campagnatico, Grosseto

The Rose Blush

The Rose Blush

  • 4 guests

  • 2 bedrooms

Chianciano Terme, Tuscany

Asian Fusion

Asian Fusion

  • 8 guests

  • 4 bedrooms

Montecatini Val di Cecina, Pisa

Wave & Pine

Wave & Pine

  • 8 guests

  • 4 bedrooms

Roccamare, Castiglione della Pescaia

L'Isola

L'Isola

  • 3 guests

  • 2 bedrooms

Capoliveri, Livorno

Mediterranean Flowers

Mediterranean Flowers

  • 10 guests

  • 5 bedrooms

Bibbona, Tuscany

Artistic Grapes

Artistic Grapes

  • 2 guests

  • 1 bedrooms

Montalcino, Siena

The Tuscan Star

The Tuscan Star

  • 8 guests

  • 4 bedrooms

Grosseto, Tuscany

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Grosseto, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Grosseto Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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