Rent Luxury Self-Catering Apartments in San Casciano in Val di Pesa

We selected the 3770 homes worth renting in this location

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Home spotlights in San Casciano in Val di Pesa

Tuscan Iris

Tuscan Iris

  • 8 guests

  • 5 bedrooms

Tignano, Barberino Tavarnelle

Tuscan character abounds in this stone villa, from wood-beamed ceilings to terracotta-tiled floors. It's the garden, however, that steals the show here.

Into the Groves

Into the Groves

  • 3 guests

  • 1 bedrooms

Montespertoli, Florence

Ground yourself in the extraordinary landscapes of Chianti at this elegant apartment set on a farm estate and yet just a fourteen-minute drive from the charming medieval town of Montespertoli. Belonging to a multi-generational family farm, this place brings all the Tuscan farmhouse charms you're chasing with cool terracotta floors, exposed stonework, and lofty wooden beams.

Historic Hallways

Historic Hallways

  • 14 guests

  • 7 bedrooms

Impruneta, Florence

With grand hallways and ancient features dating back to 1300, this stately Tuscan villa caught our eye for its historic charm. Split over four levels, the house itself can easily host a large group, making it ideal for family getaways.

Wine in Your Water Glass

Wine in Your Water Glass

  • 21 guests

  • 9 bedrooms

Montespertoli, Florence

With a spacious interior, plenty of period features and an inviting outdoor area – there's a lot to love about this recently renovated apartment, which is set within a traditional Tuscan farmhouse and purposely tucked out of the way in the gently rolling hills. Thick stone walls, cool tiled floors, and exposed wooden ceilings lend this ground-floor residence a traditional vibe, while the gorgeous pool entices you to spend most of your days outside under the summer sun.


We selected the top 3% holiday homes in San Casciano in Val di Pesa Self-Catering Apartments

Explore the 3770 most perfect homes in our collection

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Most popular homes in San Casciano in Val di Pesa

The Venus Light

The Venus Light

  • 20 guests

  • 10 bedrooms

Barberino Tavarnelle, Florence

Kind Love

Kind Love

  • 14 guests

  • 7 bedrooms

Barberino Tavarnelle, Florence

The Breadbasket

The Breadbasket

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

The Sun Kingdom

The Sun Kingdom

  • 10 guests

  • 5 bedrooms

Tignano, Barberino Tavarnelle

Lavender & Sunshine

Lavender & Sunshine

  • 10 guests

  • 5 bedrooms

Fiano, Certaldo

Saluti to Chianti

Saluti to Chianti

  • 8 guests

  • 4 bedrooms

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

Wrapped in Ivy

Wrapped in Ivy

  • 10 guests

  • 5 bedrooms

Certaldo, Florence

The Vineyard Dreams

The Vineyard Dreams

  • 14 guests

  • 7 bedrooms

Greve in Chianti, Florence

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Frequently asked questions

Book luxury Self-Catering Apartments in San Casciano in Val di Pesa, Florence, Tuscany, Italy, and enjoy a memorable stay for all the right reasons. We leave no stone unturned in our pursuit of the most remarkable homes, vetting everything from shower pressure to design aesthetic. Every home in our collection of luxury San Casciano in Val di Pesa Self-Catering Rentals comes fully furnished with a well-equipped kitchen, all linens, and essential bathroom toiletries included. And should you need any help in finding the perfect home, our friendly experts are always on hand to help.

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