Grosseto Luxury Houses

Award-winning homes from £98

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Home spotlights in Grosseto

Tee Time in Tuscany

Tee Time in Tuscany

  • 6 guests

  • 3 bedrooms

Gavorrano, Grosseto

Tee off in Tuscany at this home on a golf resort in Grosseto. Perched on the edge of an 18-hole course, you can also take advantage of the complex's shared swimming pool, clubhouse, and restaurant.

Sipping Chianti

Sipping Chianti

  • 10 guests

  • 5 bedrooms

Rapale, Bucine

This is an excellent base from which to explore Tuscany and Chianti. The stone villa is a classic example of Tuscan style, which has been renovated into a comfortable home – it has everything you might need and is still full of authentic charm.

Olive Delight

Olive Delight

  • 9 guests

  • 5 bedrooms

Castiglione della Pescaia, Grosseto

Nestled in the Maremma countryside and surrounded by olive groves, a mere four kilometres from the beach of Castiglione della Pescaia, this charming villa waits to welcome you home. It’s worth noting that the keeper lives on-site in a separate home near the entrance gate, and there’s an annexe on-site for the exclusive use of the owner, but don’t let that detract from everything this home offers.

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.


We selected the top 3% holiday homes in Grosseto Houses

Explore the 996 most perfect homes in our collection

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Most popular homes in Grosseto

Golden Dahlia

Golden Dahlia

  • 14 guests

  • 6 bedrooms

Foiano della Chiana, Tuscany

The Softest Crimson

The Softest Crimson

  • 8 guests

  • 4 bedrooms

Le Corchie, Cortona

Flora Fortress

Flora Fortress

  • 12 guests

  • 9 bedrooms

Paciano, Perugia

Emerald Hills

Emerald Hills

  • 10 guests

  • 5 bedrooms

Monticiano, Siena

The Terracotta Sun

The Terracotta Sun

  • 6 guests

  • 4 bedrooms

Arezzo, Tuscany

Wild Branch

Wild Branch

  • 6 guests

  • 3 bedrooms

Campagnatico, Grosseto

Tuscan Flow

Tuscan Flow

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

The Lucia

The Lucia

  • 10 guests

  • 5 bedrooms

Cortona, Arezzo

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Frequently asked questions

All Plum Guide houses in Grosseto, Tuscany, Italy have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each house in Grosseto, Tuscany, Italy before approving it, so you can book with peace of mind.

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