San Casciano in Val di Pesa Unique Homes

We selected the 3770 homes worth renting in this location

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Home spotlights in San Casciano in Val di Pesa

Cypress Reflections

Cypress Reflections

  • 14 guests

  • 7 bedrooms

Barberino Tavarnelle, Florence

Step back in time and experience this Tuscan home, a beautifully restored estate dating back to around 1000 AD. This luxurious countryside escape has a private riverside beach, a swimming pool and plenty of areas to relax and dine in the sun.

Chianti Cheers

Chianti Cheers

  • 4 guests

  • 2 bedrooms

Montespertoli, Florence

Located on a small family-run farm in Montespertoli, nestled in the gently rolling hills of Chianti, is this ‘Forno’ brick-style Italian home. Start your first evening here with the bottle of wine from your welcome basket which has been produced on the vineyard here, as you enjoy the incredible views from your private garden.

Tuscan Roots

Tuscan Roots

  • 2 guests

  • 1 bedrooms

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

If you’re searching for a private slice of Tuscan paradise, it’s time to stop scrolling. This home is a far cry from its origins as an industrial building housing kilns – and it’s easy to see why it made our collection.

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 Unique Homes

Explore the 3770 most perfect homes in our collection

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Most popular homes in San Casciano in Val di Pesa

The Falling Stones

The Falling Stones

  • 6 guests

  • 3 bedrooms

Impruneta, Florence

Olive Vineyards

Olive Vineyards

  • 10 guests

  • 5 bedrooms

San Casciano in Val di Pesa, Florence

Glass of Chianti

Glass of Chianti

  • 8 guests

  • 4 bedrooms

Marcialla, Barberino Tavarnelle

Fairytale in Fresco

Fairytale in Fresco

  • 2 guests

  • 1 bedrooms

Certaldo, Florence

Terracotta Jewel

Terracotta Jewel

  • 8 guests

  • 1 bedrooms

Impruneta, Florence

La Dolce Spiaggia

La Dolce Spiaggia

  • 16 guests

  • 6 bedrooms

San Casciano in Val di Pesa, Florence

An Ode To Wine

An Ode To Wine

  • 14 guests

  • 7 bedrooms

Bagnolo-Cantagallo, Impruneta

The Gem of Tuscany

The Gem of Tuscany

  • 16 guests

  • 11 bedrooms

Pergolato, Toscana

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Frequently asked questions

Plum guide offers a handpicked selection of the most unique homes in San Casciano in Val di Pesa, Florence, Tuscany, Italy. Our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book a short or extended stay and secure the most unique home in San Casciano in Val di Pesa, Florence, Tuscany, Italy for your next getaway. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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