San Casciano in Val di Pesa Family Friendly Hotel Alternatives

We selected the 2956 homes worth renting in this location

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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.

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.

The Falling Stones

The Falling Stones

  • 6 guests

  • 3 bedrooms

Impruneta, Florence

Elegant and unique, this home makes for an excellent base in Tuscany. It’s in the village of Impruneta on the outskirts of Florence, surrounded by countryside, olive groves and vineyards – it also borders the Chianti Classico region.


We selected the top 3% holiday homes in San Casciano in Val di Pesa Family Friendly Hotel Alternatives

Explore the 2956 most perfect homes in our collection

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Most popular homes in San Casciano in Val di Pesa

Chianti Cheers

Chianti Cheers

  • 4 guests

  • 2 bedrooms

Montespertoli, Florence

La Dolce Spiaggia

La Dolce Spiaggia

  • 16 guests

  • 6 bedrooms

San Casciano in Val di Pesa, Florence

A Midsummer Daydream

A Midsummer Daydream

  • 6 guests

  • 3 bedrooms

Barberino Tavarnelle, Florence

Oliva Farmhouse

Oliva Farmhouse

  • 4 guests

  • 2 bedrooms

Montespertoli, Florence

Wine in Your Water Glass

Wine in Your Water Glass

  • 21 guests

  • 9 bedrooms

Montespertoli, Florence

Miracle Moments

Miracle Moments

  • 14 guests

  • 7 bedrooms

Romola, Tuscany

The Hillside Escape

The Hillside Escape

  • 13 guests

  • 5 bedrooms

Montespertoli, Florence

Into the Groves

Into the Groves

  • 3 guests

  • 1 bedrooms

Montespertoli, Florence

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Frequently asked questions

Explore our family friendly hotel alternatives in San Casciano in Val di Pesa, Florence, Tuscany, Italy. We’ve cherry-picked a collection of spacious homes in safe, residential neighbourhoods popular with local parents. Find a fully furnished home with fun kids' bedrooms, well-equipped kitchens, multiple bathrooms and often outdoor space too. Our friendly team of Plum Experts are on-hand 24/7 to help you book your dream family friendly hotel alternative in San Casciano in Val di Pesa, Florence, Tuscany, Italy.

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