Book Luxury Short Stay Rentals in Grosseto

We selected the 1126 homes worth renting in this location

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Age 1 to 12

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Home spotlights in Grosseto

Botticelli's Primavera

Botticelli's Primavera

  • 12 guests

  • 6 bedrooms

Castelnuovo Berardenga, Siena

Just driving up to this fabulous Tuscan home is a pleasure in itself. Surrounded by manicured lawns, tall cypress trees and rolling hills, it's an imposing place in a secluded setting.

The Ancient Stone

The Ancient Stone

  • 11 guests

  • 5 bedrooms

Cortona, Arezzo

Perched on the hills overlooking the Val di Chiana, this beautiful home seamlessly blends rustic charm with elegant Tuscan style to create a truly unforgettable stay. Less than a fifteen–minute walk from the centre of Cortona, the owners have thoughtfully restored this traditional farmhouse into a welcoming space that exudes charm.

Escaping Time

Escaping Time

  • 7 guests

  • 3 bedrooms

Sovicille, Tuscany

Nestled in a sea of pea-green pastures, historic olive groves, and undulating hills, this home exudes Tuscan tranquillity. You'll find it in the little village of Brenna, just a forty-minute drive from Siena.

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.


We selected the top 3% holiday homes in Grosseto Short Stay Rentals

Explore the 1126 most perfect homes in our collection

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Most popular homes in Grosseto

Time To Rise

Time To Rise

  • 3 guests

  • 1 bedrooms

Suvereto, Livorno

Tuscan Hideaway

Tuscan Hideaway

  • 4 guests

  • 2 bedrooms

Bucine, Arezzo

Sunflower Beams

Sunflower Beams

  • 3 guests

  • 2 bedrooms

Cortona, Arezzo

Sartini

Sartini

  • 6 guests

  • 3 bedrooms

Sarteano, Siena

Sunny Shore

Sunny Shore

  • 10 guests

  • 4 bedrooms

Portoferraio, Livorno

Cracked Black Pepper

Cracked Black Pepper

  • 3 guests

  • 1 bedrooms

Suvereto, Livorno

Chianti Beauty

Chianti Beauty

  • 8 guests

  • 4 bedrooms

Vertine, Gaiole in Chianti

Wave & Pine

Wave & Pine

  • 8 guests

  • 4 bedrooms

Roccamare, Castiglione della Pescaia

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Grosseto. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Grosseto luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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