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We selected the 1292 homes worth renting in this location

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Home spotlights in Grosseto

Being of Beauty

Being of Beauty

  • 18 guests

  • 9 bedrooms

Lilliano, Castellina in Chianti

Experience the beauty of Chianti with a stay in this luxurious Tuscan retreat. Owned by a family for more than a hundred years, now you’re invited to step inside and make your own special memories.

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.

Rosemary & Olive

Rosemary & Olive

  • 2 guests

  • 1 bedrooms

Montalcino, Siena

For a taste of authentic Italian living, this stylish home opens its doors to the beauty of southern Siena. Located in the historic town of Montalcino (renowned for its Brunello wine), this is the perfect setting to experience the warmth and depth of Italian living.

Wild Branch

Wild Branch

  • 6 guests

  • 3 bedrooms

Campagnatico, Grosseto

This eco-friendly villa, with stunning views of the Tuscan countryside, is situated close to the medieval town of Grosseto. It boasts some pretty nifty features, such as an indoor fitness area with gym equipment and a sauna.


We selected the top 3% holiday homes in Grosseto Family Friendly Rentals

Explore the 1292 most perfect homes in our collection

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Most popular homes in Grosseto

Casa Dolce Vita

Casa Dolce Vita

  • 2 guests

  • 1 bedrooms

Montepulciano, Siena

Honey & Lavender

Honey & Lavender

  • 10 guests

  • 5 bedrooms

San Casciano dei Bagni, Tuscany

Wrapped in Jasmine & Aloe

Wrapped in Jasmine & Aloe

  • 12 guests

  • 6 bedrooms

Castiglion Fiorentino, Arezzo

The Valley's Mine

The Valley's Mine

  • 10 guests

  • 5 bedrooms

Buonconvento, Siena

Verdant Valley

Verdant Valley

  • 15 guests

  • 8 bedrooms

Poggibonsi, Siena

Tuscany Elegance

Tuscany Elegance

  • 4 guests

  • 2 bedrooms

Roccastrada, Grosseto

Villa da Vinci

Villa da Vinci

  • 16 guests

  • 9 bedrooms

Laterina Pergine Valdarno, Arezzo

Bellissima Casa

Bellissima Casa

  • 4 guests

  • 2 bedrooms

Sovicille, Tuscany

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Check upcoming rates & availability for Grosseto Family Friendly Rentals


Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Grosseto. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Grosseto Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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