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Home spotlights in San Casciano in Val di Pesa

The Librarian

The Librarian

  • 11 guests

  • 6 bedrooms

San Casciano In Val di Pesa, San Casciano in Val di Pesa

Up in the Chianti hills, this villa is surrounded by olive groves and vineyards. The setting is idyllic Tuscan countryside, yet it’s only 1km into the charming town of San Casciano Val di Pesa, whose narrow streets have a handful of traditional restaurants, shops and pavement cafés.

An Ode To Wine

An Ode To Wine

  • 14 guests

  • 7 bedrooms

Bagnolo-Cantagallo, Impruneta

Located on a hilltop in Florentine Chianti, this elegant, aristocratic home has glorious vistas over the surrounding hills, covered with vineyards and olive groves. It sits within a renowned wine estate producing excellent quality wines, which you can taste in the medieval cellar situated in the basement.

La Dolce Spiaggia

La Dolce Spiaggia

  • 16 guests

  • 8 bedrooms

San Casciano in Val di Pesa, Florence

For panoramic views of olive groves, vineyards and Tuscany's trademark landscapes, this restored country house tucked away in the Chianti region will do the trick. Surrounded by a hectare of beauty, easily admired from various seating areas and a private pool with a jacuzzi, this property offers a peaceful retreat for the whole family.

A Glass Of Chianti

A Glass Of Chianti

  • 2 guests

  • 1 bedrooms

Montespertoli, Florence

This apartment shares its location with a family-run farm in pretty Montespertoli. The family produces wine and olive oil from a picturesque spot amid the gentle Chianti hills, surrounded by vineyards, olive groves and woods – it’s delightfully rustic.


We selected the top 3% holiday homes in San Casciano in Val di Pesa Vacation Rentals

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Most popular homes in San Casciano in Val di Pesa

Umberto Hills

Umberto Hills

  • 8 guests

  • 4 bedrooms

San Casciano in Val di Pesa, Florence

The Falling Stones

The Falling Stones

  • 6 guests

  • 3 bedrooms

Impruneta, Florence

Chianti Cheers

Chianti Cheers

  • 4 guests

  • 2 bedrooms

Montespertoli, Florence

Oliva Farmhouse

Oliva Farmhouse

  • 4 guests

  • 2 bedrooms

Montespertoli, Florence

Historic Hallways

Historic Hallways

  • 14 guests

  • 7 bedrooms

Impruneta, Florence

The Hillside Escape

The Hillside Escape

  • 13 guests

  • 5 bedrooms

Montespertoli, Florence

Wine in Your Water Glass

Wine in Your Water Glass

  • 21 guests

  • 9 bedrooms

Montespertoli, Florence

Into the Groves

Into the Groves

  • 3 guests

  • 1 bedrooms

Montespertoli, Florence

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in San Casciano in Val di Pesa, Florence, Tuscany, Italy. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect San Casciano in Val di Pesa Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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