Book Luxury Monthly Rentals in Grosseto

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The Last Tranquility

The Last Tranquility

  • 12 guests

  • 4 bedrooms

Dicomano, Florence

Tucked away in the Tuscan countryside, this beautiful farmhouse is ideal for tranquil family holidays. Overlooking Dicomano and the surrounding valley from the poolside, swimming comes with a view.

The Tuscan Farm

The Tuscan Farm

  • 14 guests

  • 7 bedrooms

Sovicille, Tuscany

Whether you’re here for the famous landscapes, rich history, culture or cuisine, one thing’s for sure, if you want to experience Tuscany at its finest, this charming villa is the place to be. In an idyllic countryside location, this home is surrounded by luscious greenery, rolling hills and landscapes, making it the ideal spot for sunset views and stargazing.

Italian Rose Retreat

Italian Rose Retreat

  • 12 guests

  • 6 bedrooms

Cortona, Arezzo

Surrounded by stunning countryside, this traditional Italian villa is ideal for a rustic family escape or a friendly reunion. Whether you’re perched on one of the balconies upstairs or sunning yourself in the garden, you’ll have sprawling vistas to enjoy.

Wild Onion

Wild Onion

  • 4 guests

  • 2 bedrooms

Fonterutoli, Castellina in Chianti

This cosy apartment is located in the heart of historic Fonterutoli, surrounded by beautiful Tuscan countryside. Spend your time visiting local vineyards and wineries, or take a day-trip to Siena.


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

Explore the 0 most perfect homes in our collection

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Most popular homes

Life in Sepia

Life in Sepia

  • 4 guests

  • 2 bedrooms

Casole d'Elsa, Siena

Lilies in the Pond

Lilies in the Pond

  • 6 guests

  • 3 bedrooms

Migliarino Pisano, Vecchiano

Tuscan Haven

Tuscan Haven

  • 2 guests

  • 2 bedrooms

Sovicille, Tuscany

The Painted Rose

The Painted Rose

  • 15 guests

  • 9 bedrooms

Monte Argentario, Tuscany

The Whispering Hills

The Whispering Hills

  • 6 guests

  • 2 bedrooms

Arezzo, Tuscany

A Country Garden

A Country Garden

  • 10 guests

  • 6 bedrooms

Montepulciano, Siena

The Perennial Harvest

The Perennial Harvest

  • 12 guests

  • 6 bedrooms

San Casciano dei Bagni, Tuscany

Two Seas

Two Seas

  • 12 guests

  • 6 bedrooms

Punta Ala, Castiglione della Pescaia

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Grosseto, Tuscany, Italy, 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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