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Holiday houses in Chianti & holiday apartments in Chianti

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Peaceful holiday home vacation in gorgeous Chianti

No holiday home ever totally feels like home, but you may have a hard time going home after getting a taste of Chianti. It's world-famous for its red wine, but it's the rolling landscapes, quaint villages and rich culture that truly set this area of central Italy apart. Whether you want to throw yourself into non-stop wine tours, explore some stunning countryside, hike mountains, or simply blob out with a book, a holiday apartment in Chianti will not disappoint.

You're on holiday - lap it up!

It is no secret that Chianti is home to some of Tuscany's most famous and impressive wineries, and there are too many fabulous vineyards to visit in one lifetime, let alone one holiday home getaway. However, a good way to start is placing yourself in a holiday apartment in the picturesque towns of Greve or Gaiole where you can get a little slice of local Italian life while also being surrounded by stunning landscapes and almost embarrassingly consistently good weather (hence the quality of the wine). Better yet, these two spots are great gateways to many vineyards offering tastings, tours or simply a good family meal very close to your accommodation.

Holiday homes suiting culture vultures and active holiday-makers alike

Few places manage to do both well, but Chianti really does offer something for everyone. Tuscany's good weather (though never insufferably hot) and sparsely populated, lush countryside offer many opportunities for hiking, cycling or swimming, no matter how young or old you are (or feel). With such stunning natural landscapes at hand, it may feel strange that just a short trip from your Chianti holiday home are the world-class cultural gems of Siena - especially its iconic cathedral and main square - and Florence, whose historical and artistic wealth is matched by very few cities. But that's exactly the case when you rent a holiday home or flat for you, your loved ones or a group of friends in Chianti.


  • Greve in Chianti, Chianti

    Holiday apartment for max. 3 persons

    Property no. 1361402
    from USD 1,869
    for 1 week
    Approx. 44 m², 1 bedroom, 1 bathroom, pets are allowed (max. 2), satellite TV, Internet, dishwasher, beach approx. m,
  • Greve in Chianti, Chianti

    Holiday apartment for max. 5 persons

    Property no. 1361403
    from USD 3,466
    for 1 week
    Approx. 81 m², 2 bedrooms, 2 bathrooms, pets are allowed (max. 2), satellite TV, Internet, dishwasher, beach approx. m,
  • Greve in Chianti, Chianti

    Holiday apartment for max. 4 persons

    Property no. 1483200
    from USD 4,128
    for 1 week
    Approx. 71 m², 2 bedrooms, 2 bathrooms, pets are allowed (max. 2), satellite TV, Internet, dishwasher, beach approx. m,
  • Montevarchi, Chianti

    Holiday home for max. 22 persons

    Property no. 262169
    from USD 3,668
    for 1 week
    Approx. 410 m², 11 bedrooms, 8 bathrooms, pets are allowed (max. 2), TV, Internet, Wifi, washing machine, dishwasher,
    5.0 out of 5
    1 Customer review
  • Castellina in Chianti, Chianti

    Holiday home for max. 4 persons

    Property no. 1850621
    from USD 1,422
    for 1 week
    Approx. 80 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 1), TV, Internet, Wifi, washing machine, dishwasher, ,
  • Ambra, Chianti

    Holiday home for max. 4 persons

    Property no. 3501442
    + 3 more
    from USD 901
    for 1 week
    Approx. 55 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 1), TV, Internet, Wifi, washing machine, dishwasher, non-smoking property, sandy beach approx. m
    There are 3 further property types with 3 accommodations for this complex
  • Cavriglia, Chianti

    Holiday home for max. 8 persons

    Property no. 3501692
    from USD 902
    for 1 week
    Approx. 230 m², 4 bedrooms, 2 bathrooms, pets not allowed, TV, Internet, Wifi, washing machine, dishwasher, non-smoking property,
  • San Donato, Chianti

    Holiday home for max. 5 persons

    Property no. 3501706
    from USD 680
    for 1 week
    Approx. 70 m², 2 bedrooms, 2 bathrooms, pets are allowed (max. 1), TV, washing machine, dishwasher, non-smoking property,
  • San Polo in Chianti, Chianti

    Holiday home for max. 8 persons

    Property no. 3501818
    + 4 more
    from USD 1,133
    for 1 week
    Approx. 110 m², 4 bedrooms, 2 bathrooms, pets are allowed (max. 2), TV, Internet, Wifi, washing machine, dishwasher, non-smoking property
    There are 4 further property types with 4 accommodations for this complex
    show more
  • Bucine, Chianti

    Holiday apartment for max. 5 persons

    Property no. 265172
    + 4 more
    from USD 721
    for 1 week
    Approx. 80 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 1), TV, Internet, Wifi, washing machine,
    There are 4 further property types with 4 accommodations for this complex
    show more
  • Greve in Chianti, Chianti

    Holiday apartment for max. 4 persons

    Property no. 1361401
    from USD 1,754
    for 1 week
    Approx. 60 m², 1 bedroom, 1 bathroom, pets are allowed (max. 2), satellite TV, Internet, dishwasher, beach approx. m,
  • Greve in Chianti, Chianti

    Holiday apartment for max. 4 persons

    Property no. 2303042
    Approx. 55 m², 2 bedrooms, 1 bathroom, pets not allowed, TV, Internet, Wifi, washing machine, dishwasher, non-smoking property, sandy beach approx. m