Rent Luxury Self-Catering Apartments in Radda in Chianti

We selected the 3514 homes worth renting in this location

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Home spotlights in Radda in Chianti

Citrus Pavillion

Citrus Pavillion

  • 20 guests

  • 9 bedrooms

Gaiole in Chianti, Siena

Overlooking vineyards, olive groves, and ancient oak forests, this collection of restored farmhouses offer the ultimate relaxed country retreat. With a refreshingly refurbished interior, saltwater infinity pool, bubbly outdoor jacuzzi, private spa and gym, and enough alfresco dining opportunities to shake a stick at, we are positive that this home offers something for each and every guest.

Chianti Dream

Chianti Dream

  • 4 guests

  • 2 bedrooms

San Sano, Gaiole in Chianti

Set in the picturesque village of San Sano, this home offers the best of both worlds – easy access to amenities and a quiet space to retreat to and relax. You won’t tire of the vineyard views here.

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.

Tuscan Cottage

Tuscan Cottage

  • 2 guests

  • 1 bedrooms

Radda in Chianti, Tuscany

This beautifully restored and furnished Tuscan home is the true epitome of an Italian cottage done right. Right in the heart of the Chianti countryside, with the iconically distinctive cypress trees all around, this is the perfect haven for honeymooners looking for a romantic getaway or a solo tripper after a comfortable home close to Florence.


We selected the top 3% holiday homes in Radda in Chianti Self-Catering Apartments

Explore the 3514 most perfect homes in our collection

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Most popular homes in Radda in Chianti

The Olive Vine

The Olive Vine

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

Toscana Per Sempre

Toscana Per Sempre

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

The Tuscan Moon

The Tuscan Moon

  • 10 guests

  • 5 bedrooms

Castellina in Chianti, Tuscany

Chianti Sangria

Chianti Sangria

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

Vino Classico

Vino Classico

  • 8 guests

  • 3 bedrooms

Villa, Radda in Chianti

Dream of Light

Dream of Light

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

A Truffled Retreat

A Truffled Retreat

  • 19 guests

  • 10 bedrooms

Castellina in Chianti, Siena

Cicerone

Cicerone

  • 12 guests

  • 7 bedrooms

Radda in Chianti, Tuscany

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Frequently asked questions

Book luxury Self-Catering Apartments in Radda in Chianti, Siena, 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 Radda in Chianti 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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