Book Luxury Villas in Radda in Chianti

We selected the 1648 homes worth renting in this location

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Home spotlights in Radda in Chianti

The Ode to Beauty

The Ode to Beauty

  • 14 guests

  • 7 bedrooms

Radda in Chianti, Tuscany

This traditional Tuscan home opens its doors to the natural beauty of the Chianti region. Nestled amid the trees, the private garden lends itself perfectly to lazy days by the pool.

Tuscan Whisper

Tuscan Whisper

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

In the quaint village of Lecchi in Chianti, this semi-detached cottage is part of Montebuoni, a Tuscan hamlet with stunning views of Chianti Classico's vineyards. While the little cottage and its private Mediterranean terrace are all yours, the swimming pools, tennis court and vast gardens are shared with other guests staying on this small resort.

Chianti Sangria

Chianti Sangria

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

At this rustic villa, rolling vineyards are on your doorstep. We mean that quite literally – the owners are local winemakers, and they offer tastings in the medieval tower-turned-wine bar.

Wild Roses

Wild Roses

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

Tucked away in the Tuscan countryside, this idyllic villa promises plenty of rest, relaxation and rustic charm. Famous for its rolling hills, acres of vineyards and quaint, historic hamlets, there's no better spot to explore all this region has to offer.


We selected the top 3% holiday homes in Radda in Chianti Villas

Explore the 1648 most perfect homes in our collection

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Most popular homes in Radda in Chianti

Vines & Vistas

Vines & Vistas

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Paolo's Vine

Paolo's Vine

  • 6 guests

  • 3 bedrooms

Galenda, Gaiole in Chianti

Sangiovesece Scenery

Sangiovesece Scenery

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

Vino Classico

Vino Classico

  • 8 guests

  • 3 bedrooms

Villa, Radda in Chianti

Citrus Pavillion

Citrus Pavillion

  • 20 guests

  • 9 bedrooms

Gaiole in Chianti, Siena

The Olive Tint

The Olive Tint

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Stonehill Vines

Stonehill Vines

  • 6 guests

  • 3 bedrooms

Radda in Chianti, Tuscany

The Olive Vine

The Olive Vine

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

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Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our Radda in Chianti, Siena, Tuscany, Italy collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Radda in Chianti.

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