Book Luxury Short Stay Rentals in Radda in Chianti

We selected the best homes worth renting in this location

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Home spotlights

By The Hearthside

By The Hearthside

  • 12 guests

  • 6 bedrooms

Radda in Chianti, Siena

We immediately fell in love with the view from the swimming pool at this villa tucked into the Chianti hills. Nothing but green hills as far as the eye can see.

Vineyard Sunset

Vineyard Sunset

  • 6 guests

  • 3 bedrooms

Radda in Chianti, Tuscany

Nestled in the Tuscan countryside with a private pool, serene outdoor space and views across Chianti’s vineyard-laced hills – what’s not to love about this home? Comfortable for a family or group of friends, inside, you’ll find a seamless blend of traditional and modern.

Chianti Classic

Chianti Classic

  • 4 guests

  • 2 bedrooms

Radda in Chianti, Siena

If you fancy living like a Tuscan local, this chic townhouse in the heart of Radda will be right up your street. Set across three floors, it’s an ideal base for two couples, with the bedrooms on separate floors and the living area in between, allowing plenty of opportunity for privacy, or to come together to socialise.

The Chianti Hill

The Chianti Hill

  • 5 guests

  • 3 bedrooms

Radda in Chianti, Siena

Peace and placidity await you at this authentically Tuscan bungalow. It sits in a serene countryside spot in Radda in Chianti, just a short stroll from some lovely shops and restaurants in the heart of the village, while also being a drive away from Florence and Arezzo for delightful day trips spent exploring their historic streets.


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

Explore the 4 most perfect homes in our collection

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A Glass of Brunello

A Glass of Brunello

  • 10 guests

  • 5 bedrooms

San Miniato, Pisa

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Radda in Chianti, Siena, Tuscany, Italy. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Radda in Chianti luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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