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Home spotlights in Radda in Chianti

Stonehill Vines

Stonehill Vines

  • 6 guests

  • 3 bedrooms

Radda in Chianti, Tuscany

This grand stone villa looks the perfect part in a region known for its Renaissance history and castles. Located on a gentle hillside slope, this 16th century home sings of rural Tuscany.

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.

Wild Onion

Wild Onion

  • 4 guests

  • 2 bedrooms

Fonterutoli, Castellina in Chianti

This cosy apartment is located in the heart of historic Fonterutoli, surrounded by beautiful Tuscan countryside. Spend your time visiting local vineyards and wineries, or take a day-trip to Siena.

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.

We selected the top 3% holiday homes in Radda in Chianti Monthly Rentals

Explore the 3150 most perfect homes in our collection

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Most popular homes in Radda in Chianti

The Chianti Hill

The Chianti Hill

  • 5 guests

  • 3 bedrooms

Radda in Chianti, Siena

A Taste of the Hills

A Taste of the Hills

  • 2 guests

  • 1 bedrooms

Castellina in Chianti, Tuscany

Mulberry & Olive

Mulberry & Olive

  • 6 guests

  • 3 bedrooms

Casanuova di Ama, Gaiole in Chianti

Sangiovesece Scenery

Sangiovesece Scenery

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

Vines & Serenity

Vines & Serenity

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

Sunflowers & Sangiovese

Sunflowers & Sangiovese

  • 10 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

Savour the Tuscan Sun

Savour the Tuscan Sun

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Siena

By The Hearthside

By The Hearthside

  • 12 guests

  • 6 bedrooms

Radda in Chianti, Siena

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Radda in Chianti, Siena, Tuscany, Italy, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Radda in Chianti Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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