Book Luxury Airbnb Alternatives in San Casciano in Val di Pesa

We selected the 2650 homes worth renting in this location

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Home spotlights in San Casciano in Val di Pesa

Castle in Green

Castle in Green

  • 12 guests

  • 6 bedrooms

Barberino Tavarnelle, Florence

This traditional Italian farmhouse has been carefully restored to create a beautiful villa. Set on the edge of the small village of Tavarnelle in the hills surrounding Florence, there’s definitely a touch of old school romance to this home.

Vintage Vines

Vintage Vines

  • 8 guests

  • 3 bedrooms

Montespertoli, Florence

Enchanting doesn't even begin to describe this old farmhouse in the heart of Tuscany. At first glance, we were captivated by the apple red shutters, ivy-clad stone walls and serene country setting, but once we stepped inside, we fell even more in love with the romantic, welcoming and rustic interior.

Into the Olive Grove

Into the Olive Grove

  • 10 guests

  • 5 bedrooms

San Filippo a Ponzano, Barberino Tavarnelle

Conveniently located in San Filippo a Ponzano, a rural village on a hill in Chianti, from here you'll be within easy reach of Florence (a forty-five-minute drive away) and Siena (a thirty-minute drive away). Prepare to be blown away by the never-ending landscapes amidst fields of oak woods, vineyards, and olive groves upon arrival.

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.


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

Explore the 2650 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

Vineyards & Red Earth

Vineyards & Red Earth

  • 8 guests

  • 3 bedrooms

Barberino Tavarnelle, Florence

Glass of Chianti

Glass of Chianti

  • 8 guests

  • 4 bedrooms

Marcialla, Barberino Tavarnelle

Tales of Sunsets

Tales of Sunsets

  • 4 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

Tuscan Trees

Tuscan Trees

  • 6 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

Wine in Your Water Glass

Wine in Your Water Glass

  • 21 guests

  • 9 bedrooms

Montespertoli, Florence

Oliva Farmhouse

Oliva Farmhouse

  • 4 guests

  • 2 bedrooms

Montespertoli, Florence

The Stone Mill Escape

The Stone Mill Escape

  • 14 guests

  • 7 bedrooms

Barberino Tavarnelle, Florence

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in San Casciano in Val di Pesa to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury San Casciano in Val di Pesa Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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