An ancient stone tower with a view of rolling hills and fields in the background.

Roccastrada villas

We found 117 villas — enter your dates for availability

Explore Roccastrada villa rentals

Image of Villa "Il Diaccio" with a panoramic view of the Tuscan Maremma

Villa "Il Diaccio" with a panoramic view of the Tuscan Maremma

Sleeps 7 · 4 bedrooms · 3 bathrooms

Image of Tenuta Di Litiano Villa with Garden and Pool, Roccastrada, Italy

Tenuta Di Litiano Villa with Garden and Pool, Roccastrada, Italy

Sleeps 16 · 8 bedrooms · 6 bathrooms

Image of Dream Pool, near Siena sea views, 9 people, romantically & culinary close

Premier Host

Dream Pool, near Siena sea views, 9 people, romantically & culinary close

Sleeps 9 · 4 bedrooms · 2 bathrooms

Image of An old mill, completely renovated, in the middle of nature

An old mill, completely renovated, in the middle of nature

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Pet-Friendly Finca 'Flores' with Mountain View, Shared Pool & Wi-Fi

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Villa Casale "Il Diaccio" with panoramic views of the Tuscan Maremma

Villa Casale "Il Diaccio" with panoramic views of the Tuscan Maremma

Sleeps 11 · 5 bedrooms · 4 bathrooms

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