Book Luxury Villas in Grosseto

We selected the 1022 homes worth renting in this location

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Home spotlights in Grosseto

The Olive Stone

The Olive Stone

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

Enjoying a secluded spot in the Chianti countryside, this traditional stone villa is packed with things to keep you entertained. The gardens are a delight, where olive groves provide a spot for a shady stroll, and vineyards tumble down the hillside around you.

Rustling Oaks

Rustling Oaks

  • 11 guests

  • 5 bedrooms

Valverde, Sarteano

This period stone villa, filled with antique furnishings, is what we call love at first sight. You will have four spacious floors all to yourself for a dream Tuscan escape with your loved ones.

The Italian Dream

The Italian Dream

  • 10 guests

  • 5 bedrooms

Sarteano, Siena

This swoon-worthy Tuscany villa presents a dreamy fairytale-like setting amidst the quiet, green woodland of Sarteano. Unveiling romantic and characteristic scenery, the home itself is also brimming with charm and personality throughout.

Lavender & Wine

Lavender & Wine

  • 6 guests

  • 4 bedrooms

Gavorrano, Grosseto

You’ll find this 19th-century Tuscan farmhouse nestled in the heart of the Grosseto Maremma. Traditional interiors blend seamlessly with modern furnishings, making it feel like a true home away from home.


We selected the top 3% holiday homes in Grosseto Villas

Explore the 1022 most perfect homes in our collection

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Most popular homes in Grosseto

Tuscan Hills

Tuscan Hills

  • 4 guests

  • 2 bedrooms

Monte Sante Marie, Asciano

The Vine Song

The Vine Song

  • 8 guests

  • 4 bedrooms

Castelnuovo Berardenga, Siena

Little Borghis

Little Borghis

  • 10 guests

  • 5 bedrooms

Cortona, Arezzo

Tuscan Roses

Tuscan Roses

  • 10 guests

  • 5 bedrooms

Castelnuovo Berardenga, Siena

Golden Dahlia

Golden Dahlia

  • 14 guests

  • 6 bedrooms

Foiano della Chiana, Tuscany

The Main Event

The Main Event

  • 10 guests

  • 5 bedrooms

Metelliano, Cortona

Sunny Shore

Sunny Shore

  • 10 guests

  • 4 bedrooms

Portoferraio, Livorno

Citrus Pavillion

Citrus Pavillion

  • 20 guests

  • 9 bedrooms

Gaiole in Chianti, Siena

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Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our Grosseto, Tuscany, Italy collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Grosseto.

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