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We selected the 2796 homes worth renting in this location

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Home spotlights in Castelnuovo Berardenga

A Visit from Siena

A Visit from Siena

  • 3 guests

  • 1 bedrooms

Bucine, Arezzo

Set in hectare upon hectare of olive groves and yet just a short drive from the wander-worthy streets of Siena and countless medieval walled towns, the setting of this Tuscan farmhouse apartment is postcard-perfect. A wonderful retreat for two, a single traveller, or a small family, you'll have a private terrace with a barbecue and Jacuzzi (for an additional fee) to soak up the rolling hill vistas, and just across the communal lawns, a shared swimming pool to beat the Tuscan heat.

The Chianti Cottage

The Chianti Cottage

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

This studio apartment in a stone barn conversion is a perfect blend of modern and antique design. We love the infinity pool (40 metres away) which overlooks the Val d'Orcia, offering breathtaking views.

Tuscan Serenity

Tuscan Serenity

  • 6 guests

  • 3 bedrooms

Castelnuovo Berardenga, Siena

Amidst the rolling hills and long stretches of vineyards, you'll be captivated by the peace and serenity of this place from the moment you arrive. Stone clad brickwork and cobbled paths set the scene with a backdrop of the surrounding countryside – painting a picture-perfect view of blissful Tuscan serenity.

Tuscan Hills

Tuscan Hills

  • 4 guests

  • 2 bedrooms

Monte Sante Marie, Asciano

This hilltop haven is perfect for those looking for a quiet, calm and restful stay in Tuscany. The villa can be found thirteen minutes outside of Asciano, with its medieval centre, amid stunning rolling countryside that catches the eye from every angle.


We selected the top 3% holiday homes in Castelnuovo Berardenga Family Friendly Rentals

Explore the 2796 most perfect homes in our collection

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Most popular homes in Castelnuovo Berardenga

Beneath The Autumnal Sun

Beneath The Autumnal Sun

  • 10 guests

  • 5 bedrooms

Castelnuovo Berardenga, Siena

The Chianti Essence

The Chianti Essence

  • 8 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

The Princess of Chianti

The Princess of Chianti

  • 6 guests

  • 3 bedrooms

Barbischio, Gaiole in Chianti

The Olive Stone

The Olive Stone

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

Tuscan Hideaway

Tuscan Hideaway

  • 4 guests

  • 2 bedrooms

Bucine, Arezzo

Tuscan Flower

Tuscan Flower

  • 12 guests

  • 6 bedrooms

Castelnuovo Berardenga, Siena

The Daisy Cutter

The Daisy Cutter

  • 10 guests

  • 5 bedrooms

Bucine, Arezzo

Chianti Sunrise

Chianti Sunrise

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

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Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Castelnuovo Berardenga, Siena, Tuscany, Italy. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Castelnuovo Berardenga Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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