Book Luxury Vacation Rentals with a Private Chef in Radda in Chianti

We selected the 3170 homes worth renting in this location

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Age 1 to 12

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Home spotlights in Radda in Chianti

Tuscan Delight

Tuscan Delight

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Nestled on a hillside in Chianti with far-reaching views, this ground-floor apartment is part of a small resort. While it does lack natural light in some areas due to its history as a farm building, it’s comfortable and well-equipped for a restful retreat.

The Chianti Essence

The Chianti Essence

  • 8 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

Surrounded by vineyards and olive groves, this charming stone villa welcomes families to explore Chianti. Drive to the lively market town of Gaiole and Brolio Castle, or admire the Tuscan countryside of Castellina in Chianti.

Vines & Vistas

Vines & Vistas

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Nestled in the heart of the Chianti region, this charming cottage seamlessly blends traditional and modern styles. Surrounded by vineyards, olive groves, and oak forests, with views of the valley and distant castles, you can’t fail to relax here.

The Rosso

The Rosso

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Perched on the slopes of the Chianti hills, this stone villa effortlessly blends traditional Tuscan farmhouse charm with modern comforts. Since children under six aren’t permitted here, this villa is a perfect spot for a group seeking a retreat amongst sprawling gardens.


We selected the top 3% holiday homes in Radda in Chianti Vacation Rentals with a Private Chef

Explore the 3170 most perfect homes in our collection

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Most popular homes in Radda in Chianti

Citrus Pavillion

Citrus Pavillion

  • 20 guests

  • 9 bedrooms

Gaiole in Chianti, Siena

Mulberry & Olive

Mulberry & Olive

  • 6 guests

  • 3 bedrooms

Casanuova di Ama, Gaiole in Chianti

Chianti Sunset

Chianti Sunset

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

Sangiovese Sunset

Sangiovese Sunset

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

Stonehill Vines

Stonehill Vines

  • 6 guests

  • 3 bedrooms

Radda in Chianti, Tuscany

The Olive Stone

The Olive Stone

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

The Olive Dawn

The Olive Dawn

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

Sweet Tuscany

Sweet Tuscany

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

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Frequently asked questions

Explore our unbeatable collection of luxury Vacation Rentals with a Personal Chef in Radda in Chianti, Siena, Tuscany, Italy. Each and every home in our range comes fully furnished with excellently-equipped kitchens, essential bathroom toiletries, and all necessary linens included. Tested aspects of any home range from Wifi speed and shower pressure to a space's feel and design, so there really is nothing left to chance on our mission to discover the greatest properties on offer. Enjoy a stay in one of the Holiday Rentals in Radda in Chianti with a Private Chef today, and remember your trip for all the right reasons. And don't hesitate to contact our team of experts if you require any assistance, as it is their pleasure to help make the process easy.

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