A vineyard with rows of grapevines on rolling hills, a small house, and a mountain range in the background.

San Casciano in Val di Pesa farm rentals

We found 63 farm rentals — enter your dates for availability

Find the best place to stay - San Casciano in Val di Pesa

Image of "Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

Premier Host

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

Sleeps 18 · 9 bedrooms · 8+ bathrooms

Image of Casale Tagliafune,a XV century's Country Villa near Florence with vineyards view

Casale Tagliafune,a XV century's Country Villa near Florence with vineyards view

Sleeps 10 · 5 bedrooms · 5 bathrooms

Image of Villa Lacustre: A characteristic and welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.

Premier Host

Villa Lacustre: A characteristic and welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.

Sleeps 12 · 4 bedrooms · 3+ bathrooms

Image of FABULOUS 9BR-8.5BA VILLA WITH PRIVATE HEATED POOL, IN PRIME LOCATION NEAR FLORENCE!

FABULOUS 9BR-8.5BA VILLA WITH PRIVATE HEATED POOL, IN PRIME LOCATION NEAR FLORENCE!

Sleeps 18 · 9 bedrooms · 8+ bathrooms

Image of Lantico Gabbiano: Room Terry

Lantico Gabbiano: Room Terry

Sleeps 2 · 1 bedroom · 1 bathroom

Image of 1 bedroom bed & breakfast in tuscany

1 bedroom bed & breakfast in tuscany

Sleeps 2 · 1 bedroom · 1 bathroom

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