Book Luxury Airbnb Alternatives in Radda in Chianti

We selected the 3150 homes worth renting in this location

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Home spotlights in Radda in Chianti

Chianti Classico

Chianti Classico

  • 12 guests

  • 6 bedrooms

Radda in Chianti, Tuscany

High up in the hills of Chianti sits this magnificent eighteenth-century residence, flanked by olive groves, rose gardens and lemon trees. The sublime archway structures harken back to the traditional Italian palazzo, and the interiors – prizing terracotta tiles and antique furniture – have a distinctly regal feel.

Vino Classico

Vino Classico

  • 8 guests

  • 3 bedrooms

Villa, Radda in Chianti

Traditional and romantic, this charming Tuscan home is in wine country, and we can practically smell the freshly uncorked Chianti from here. Beautiful to look at, both inside and out, and surrounded by lovely gardens, this is the kind of place where everything can just slow right down.

Oak & Vine

Oak & Vine

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

Surrounded by Chianti countryside, this home has tranquillity running through its core. Ideal for a couple on an Italian getaway, we love the private terrace here – just the spot to enjoy undisturbed quality time with your loved one, whether sunbathing, dining alfresco or raising a glass in a toast to your holiday.

Chianti Hilltop

Chianti Hilltop

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

This beautiful, traditional villa sits in the Chianti countryside between the wine towns of Radda and Gaiole in Chianti. It’s a splendid spot, whether you plan on exploring the local vineyards or just want to laze beside the private pool and admire the view – you can look forward to a 180-degree panorama of the countryside and a nearby hilltop town.


We selected the top 3% holiday homes in Radda in Chianti Airbnb Alternatives

Explore the 3150 most perfect homes in our collection

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Most popular homes in Radda in Chianti

The Rosso

The Rosso

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Wild Roses

Wild Roses

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

Stonehaven

Stonehaven

  • 12 guests

  • 6 bedrooms

Radda in Chianti, Tuscany

The Olive Vine

The Olive Vine

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

The Fruits of Chianti

The Fruits of Chianti

  • 6 guests

  • 3 bedrooms

Radda in Chianti, Tuscany

The Hilltop Dream

The Hilltop Dream

  • 12 guests

  • 6 bedrooms

Radda in Chianti, Tuscany

Vines & Vistas

Vines & Vistas

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

A Truffled Retreat

A Truffled Retreat

  • 19 guests

  • 10 bedrooms

Castellina in Chianti, Siena

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Radda in Chianti to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Radda in Chianti Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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