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Grosseto Luxury Rentals

We selected the 246 homes worth renting in this location

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Home spotlights in Grosseto

A Sweet Symphony

A Sweet Symphony

  • 4 guests

  • 2 bedrooms

La Dogana, Cortona

Set amidst the verdant greenery of the Tuscan countryside, this elegant home invites you to experience the timeless charm of Italian living. And from the moment of arrival, the atmospheric presence of the villa feels inspiring.

Love & Serenity

Love & Serenity

  • 10 guests

  • 4 bedrooms

Grosseto, Tuscany

With stunning views across the Tuscan Maremma, this home will captivate you from the moment of arrival. There’s a peaceful garden, a private pool and a terrace for magical evening meals.

Bella Toscana

Bella Toscana

  • 10 guests

  • 4 bedrooms

Monteverdi Marittimo, Tuscany

There’s a reason so many romantic films are set in Tuscany. The softly undulating hills, vibrant bougainvillaea, perpetual sunshine and unhurried way of life are a dream come true.

Serenade Me

Serenade Me

  • 10 guests

  • 5 bedrooms

Populonia, Tuscany

Perched on the cliffs of Populonia, this home offers a picture-perfect Italian escape. Outside, you can soak in the stunning sea views while relaxing on the terrace.

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

Explore the 246 most perfect homes in our collection

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Most popular homes in Grosseto

On A Wing & Prayer

On A Wing & Prayer

  • 4 guests

  • 2 bedrooms

Orvieto, Terni

Silence of Nature

Silence of Nature

  • 8 guests

  • 4 bedrooms

Castel Giorgio, Terni

Museum of Light

Museum of Light

  • 20 guests

  • 9 bedrooms

Ferretto, Castiglione del Lago

The Lucia

The Lucia

  • 10 guests

  • 5 bedrooms

Cortona, Arezzo

Italian Grove

Italian Grove

  • 14 guests

  • 7 bedrooms

San Casciano dei Bagni, Tuscany

The White Vine

The White Vine

  • 12 guests

  • 6 bedrooms

Torrita di Siena, Siena

Follow the Moment

Follow the Moment

  • 4 guests

  • 2 bedrooms

Gavorrano, Grosseto

An Italian Tale

An Italian Tale

  • 14 guests

  • 7 bedrooms

Radda in Chianti, Tuscany

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A handpicked selection of the best luxury homes in Grosseto, Tuscany, Italy, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.

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