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

We selected the 3060 homes worth renting in this location

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Home spotlights in San Casciano in Val di Pesa

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.

Over the Chianti Hills

Over the Chianti Hills

  • 4 guests

  • 1 bedrooms

Barberino Tavarnelle, Florence

Over the Chianti Hills and far away lies an abundance of Tuscan charm and Mediterranean serenity. Set in the ancient medieval village of San Donato, you'll get a quintessential Italian countryside experience with captivating views over the Tuscan landscape to remind you of your dreamlike location at every opportunity.

The Hillside Escape

The Hillside Escape

  • 13 guests

  • 5 bedrooms

Montespertoli, Florence

The sprawling grounds of this Tuscan villa are home to woodland walks where you can spot birds, a big private pool for cooling dips and lots of different places to dine and unwind out in nature. Inside, the traditional decor won’t be for everyone – the kitchen feels a little dated, but it’s got everything you need for big group meals, and the ramshackle collection of sofas and armchairs is homely.

Oliva Farmhouse

Oliva Farmhouse

  • 4 guests

  • 2 bedrooms

Montespertoli, Florence

Tucked away in the vineyards and olive groves of Chianti, stands this old brick farmhouse. This apartment is located on the ground floor, with private access to a hideaway garden.


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

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Most popular homes in San Casciano in Val di Pesa

Tales of Sunsets

Tales of Sunsets

  • 4 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

Glass of Chianti

Glass of Chianti

  • 8 guests

  • 4 bedrooms

Marcialla, Barberino Tavarnelle

Tuscan Craft

Tuscan Craft

  • 6 guests

  • 2 bedrooms

Montelupo Fiorentino, Florence

The Moon Sanctuary

The Moon Sanctuary

  • 22 guests

  • 11 bedrooms

Greve in Chianti, Florence

Chianti Country

Chianti Country

  • 8 guests

  • 4 bedrooms

Montespertoli, Florence

Miracle Moments

Miracle Moments

  • 14 guests

  • 7 bedrooms

Romola, Tuscany

Wrapped in Ivy

Wrapped in Ivy

  • 10 guests

  • 5 bedrooms

Certaldo, Florence

Cypress Reflections

Cypress Reflections

  • 14 guests

  • 7 bedrooms

Barberino Tavarnelle, 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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