The Best Homes in Grosseto

Award-winning homes from £98

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Home spotlights in Grosseto

Sunflowers & Sangiovese

Sunflowers & Sangiovese

  • 10 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

Treat yourself to a relaxing stay at this rustic villa in the heart of Chianti, one of the Old World’s best known wine regions. Fully renovated in 2016, this authentic Italian home will delight even the most discerning guest with its characterful design features – think wooden ceilings and gargantuan stone fireplaces – and comprehensive selection of modern amenities.

Tuscany Elegance

Tuscany Elegance

  • 4 guests

  • 2 bedrooms

Roccastrada, Grosseto

This Tuscan home is in a peaceful spot, surrounded by trees and meadows. We love the dining room here, which opens out onto the private garden and boasts countryside views.

The Tuscan Star

The Tuscan Star

  • 8 guests

  • 4 bedrooms

Grosseto, Tuscany

Tucked away in the sleepy hills of the Tuscan Maremma, this rustic home offer tradition and comfort along with incredible views. From here, leisurely days can be spent by the pool or relaxing on the veranda.

Forever Views

Forever Views

  • 10 guests

  • 5 bedrooms

Civitella in Val di Chiana, Tuscany

What could be more idyllic than waking up in a plush bed under the wooden beams of an ancient Tuscan home, only to step outside and be greeted by the sun-kissed hills of the countryside sprawling before you as far as the eye can see? This is exactly what awaits you at this magnificent villa lost in the stunning heart of Tuscany.


We selected the top 3% holiday homes in Grosseto Best Homes

Explore the 1422 most perfect homes in our collection

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Most popular homes in Grosseto

Bellissima Casa

Bellissima Casa

  • 4 guests

  • 2 bedrooms

Sovicille, Tuscany

Lavender & Lemons

Lavender & Lemons

  • 18 guests

  • 9 bedrooms

Bucine, Arezzo

Museum of Light

Museum of Light

  • 20 guests

  • 9 bedrooms

Ferretto, Castiglione del Lago

Verdant Valley

Verdant Valley

  • 15 guests

  • 8 bedrooms

Poggibonsi, Siena

Rolling Hills of Tuscany

Rolling Hills of Tuscany

  • 6 guests

  • 3 bedrooms

Campagnatico, Grosseto

Rusticana Retreat

Rusticana Retreat

  • 14 guests

  • 7 bedrooms

Castiglione d'Orcia, Siena

Beyond the Bridge

Beyond the Bridge

  • 7 guests

  • 3 bedrooms

Colle di Val d'Elsa, Siena

The Vine Song

The Vine Song

  • 8 guests

  • 4 bedrooms

Castelnuovo Berardenga, Siena

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Frequently asked questions

Searching for your dream home in Grosseto, Tuscany, Italy? You've come to the right place: we’re the official selection of the world’s best homes. Our collection of homes in Grosseto, Tuscany, Italy come fully furnished with well-equipped kitchens, toiletries in bathrooms & all linen included. We obsessively check each home for you, so you can book a short or extended stay with peace of mind.

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