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

We selected the 2856 homes worth renting in this location

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Home spotlights in San Casciano in Val di Pesa

The Moon Sanctuary

The Moon Sanctuary

  • 22 guests

  • 11 bedrooms

Greve in Chianti, Florence

Immersed in the natural beauty of the Chianti hills, this home opens its doors to a magical stay with idyllic views. Consisting of a main house and three independent apartments, this is the perfect setting for families and groups in search of space to stretch out and spend quality time together.

Vineyards & Red Earth

Vineyards & Red Earth

  • 8 guests

  • 3 bedrooms

Barberino Tavarnelle, Florence

Once owned by winemaker Marchesi Torrigiani, this beautiful hillside villa still features the vineyards that were once, and will likely always be, the heart of this farmland. A beautiful sight, it’s only marginally rivalled by the view of the Chianti Hills which is sprawled out right before you from the elevated position of this home.

A Midsummer Daydream

A Midsummer Daydream

  • 6 guests

  • 3 bedrooms

Barberino Tavarnelle, Florence

You might think that you have to pick between homes that respect tradition and those that embrace more contemporary design, but villas such as this one in the Florentine countryside show that you can have both if you choose wisely. Step behind the front door and you'll spot some of the rustic features common in the region's homes, be that wooden ceiling beams, stone archways or the large fireplace in the lounge.

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.


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

Explore the 2856 most perfect homes in our collection

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Most popular homes in San Casciano in Val di Pesa

Love in the Sun

Love in the Sun

  • 12 guests

  • 6 bedrooms

Barberino Tavarnelle, Florence

Cypress Reflections

Cypress Reflections

  • 14 guests

  • 7 bedrooms

Barberino Tavarnelle, Florence

The Papessa

The Papessa

  • 6 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

The Breadbasket

The Breadbasket

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

Umberto Hills

Umberto Hills

  • 8 guests

  • 4 bedrooms

San Casciano in Val di Pesa, Florence

Miracle Moments

Miracle Moments

  • 14 guests

  • 7 bedrooms

Romola, Tuscany

The Sun Kingdom

The Sun Kingdom

  • 10 guests

  • 5 bedrooms

Tignano, Barberino Tavarnelle

Wrapped in Ivy

Wrapped in Ivy

  • 10 guests

  • 5 bedrooms

Certaldo, 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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