Book Luxury Short Stay Rentals in Grosseto

We selected the 1080 homes worth renting in this location

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Home spotlights in Grosseto

Honey & Lavender

Honey & Lavender

  • 10 guests

  • 5 bedrooms

San Casciano dei Bagni, Tuscany

A trip to rustic Tuscany is always a good idea – and staying in this beautiful home seals the deal. This gorgeous pale stone house is tucked just outside of the small town of Palazzone in the Tuscan countryside.

Tuscan Haven

Tuscan Haven

  • 2 guests

  • 2 bedrooms

Sovicille, Tuscany

Situated a short drive outside the bustling medieval city of Siena, this villa offers a true escape in the Tuscan countryside. Originally constructed as a watchtower, its 12th-century exterior has been updated with a stunning glass pavilion that offers 270-degree views of rolling Tuscan hills covered in cypress trees and olive groves.

Little Borghis

Little Borghis

  • 10 guests

  • 5 bedrooms

Cortona, Arezzo

Flanked by Tuscany's postcard-perfect cypress trees and commanding magnificent views of the rolling hills and vineyards beyond, the setting for this farmhouse villa would be hard to beat. Spend lazy mornings exploring nearby Cortona, one of the oldest Etruscan towns in the region (a sixteen-minute drive).

Bellissima Casa

Bellissima Casa

  • 4 guests

  • 2 bedrooms

Sovicille, Tuscany

​​Restored by an Italian architect with a gentle touch, this villa has been updated and split into more modern apartments, but without ever compromising on the original charm. By honouring the villa's history – and thereby retaining its character – the home feels traditionally Tuscan with its terracotta tiles and wooden beams.


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

Explore the 1080 most perfect homes in our collection

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Most popular homes in Grosseto

È la Vita

È la Vita

  • 8 guests

  • 4 bedrooms

Ansedonia, Orbetello

The Lavender Harvest

The Lavender Harvest

  • 11 guests

  • 5 bedrooms

Manciano, Grosseto

Vines & Vistas

Vines & Vistas

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Tuscan Travels

Tuscan Travels

  • 5 guests

  • 2 bedrooms

Pomarance, Pisa

A Sweet Symphony

A Sweet Symphony

  • 4 guests

  • 2 bedrooms

La Dogana, Cortona

Shades of Green

Shades of Green

  • 10 guests

  • 5 bedrooms

Città della Pieve, Perugia

Tuscan Delight

Tuscan Delight

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Bria

Bria

  • 6 guests

  • 3 bedrooms

Castel del Piano, Grosseto

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Grosseto, Tuscany, Italy. 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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