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Book Luxury Villas in San Casciano in Val di Pesa

We selected the 1754 homes worth renting in this location

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Who's coming along?

Adults

Age 13+

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Age 1 to 12

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Home spotlights in San Casciano in Val di Pesa

Chianti Country

Chianti Country

  • 8 guests

  • 4 bedrooms

Montespertoli, Florence

This beautiful home in Tuscany is rich in history. The apartment is part of an estate that dates back to the 11th century when it was a defense watchtower for the castle of Santa Maria Novella.

Brick & Blush

Brick & Blush

  • 11 guests

  • 6 bedrooms

Montelupo Fiorentino, Florence

Drive around thirty minutes from Florence and towards the Tuscan Hills, where you’ll find this beautiful, restored villa. Surrounded by lush vegetation and breathtaking panoramic views, this home welcomes you with bold colours and plenty of heart.

The Breadbasket

The Breadbasket

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

It may be less than a thirty-minute drive from the spectacular Renaissance city of Florence, but this home feels like another world. Located up in the hills, you'll discover a spectacular villa – complete with a clock tower – just outside the small village of Cellai, where time seems to stand still.

Umberto Hills

Umberto Hills

  • 8 guests

  • 4 bedrooms

San Casciano in Val di Pesa, Florence

Set close to the Chianti town of Tavernuzze and with postcard-perfect Florence just a short drive away, the location of this traditional villa is spot on. Perfect for a multi-generational family getaway, along with the main house, there is an annexe en-suite bedroom – perfect for guests looking for extra privacy.


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

Explore the 1754 most perfect homes in our collection

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Most popular homes in San Casciano in Val di Pesa

Wine in Your Water Glass

Wine in Your Water Glass

  • 21 guests

  • 9 bedrooms

Montespertoli, Florence

Olive Vineyards

Olive Vineyards

  • 10 guests

  • 5 bedrooms

San Casciano in Val di Pesa, Florence

Saluti to Chianti

Saluti to Chianti

  • 8 guests

  • 4 bedrooms

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

Nature's Abundance

Nature's Abundance

  • 13 guests

  • 7 bedrooms

Palazzuolo, Barberino Tavarnelle

Tuscan Trees

Tuscan Trees

  • 6 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

The Venus Light

The Venus Light

  • 20 guests

  • 10 bedrooms

Barberino Tavarnelle, Florence

A Midsummer Daydream

A Midsummer Daydream

  • 6 guests

  • 3 bedrooms

Barberino Tavarnelle, Florence

Love in the Sun

Love in the Sun

  • 12 guests

  • 6 bedrooms

Barberino Tavarnelle, Florence

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Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our San Casciano in Val di Pesa, Florence, Tuscany, Italy collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of San Casciano in Val di Pesa.

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