Book Luxury Monthly Rentals in Grosseto

We selected the 1550 homes worth renting in this location

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Home spotlights in Grosseto

Pistachio Pesto

Pistachio Pesto

  • 8 guests

  • 2 bedrooms

Arezzo, Tuscany

This home is a true haven nestled right in the heart of Arezzo. With its luscious garden and rustic interior, it's the perfect place to kick back and relax away from the hustle and bustle.

Rusticana Retreat

Rusticana Retreat

  • 14 guests

  • 7 bedrooms

Castiglione d'Orcia, Siena

This villa captures the rustic charm of old Italy. Surrounded by 40 hectares of land boasting olive groves, vineyards, orchards, and meadows with grazing horses, it’s an idyllic escape into the Tuscan countryside.

One of the Greats

One of the Greats

  • 10 guests

  • 5 bedrooms

San Gimignano, Siena

Nestled away in the countryside outside the idyllic hilltown of San Gimignano, this extraordinary villa combines exquisite interior design and a sprawling collection of amenities to make for an address that is sure to win over even the most discerning of guests. As you walk about the house for the first time, you might find it difficult to single out a favourite room.

The Vines of the Vineyard

The Vines of the Vineyard

  • 2 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

Lounge by the lavender-edged 18-metre lap pool with its beautiful views of the forested hills and distant hilltop village of Castagnoli. You can’t see the pool from the house, as it's 70 metres down a track, past the owner's villa – but once there, it’s a sight to behold.


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

Explore the 1550 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

A Pleasant Retreat

A Pleasant Retreat

  • 10 guests

  • 4 bedrooms

Paciano, Perugia

The Chianti Hills

The Chianti Hills

  • 8 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

The Olive House

The Olive House

  • 10 guests

  • 5 bedrooms

Murlo, Siena

Honey & Lavender

Honey & Lavender

  • 10 guests

  • 5 bedrooms

San Casciano dei Bagni, Tuscany

Aglio e Olio

Aglio e Olio

  • 9 guests

  • 5 bedrooms

Montepulciano, Siena

Grosseto Getaway

Grosseto Getaway

  • 12 guests

  • 6 bedrooms

Grosseto, Tuscany

Love & Serenity

Love & Serenity

  • 10 guests

  • 4 bedrooms

Grosseto, Tuscany

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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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