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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.


  • Property no. 1670654
    from GBP 613
    for 1 week

    Pietraviva, Chianti

    Holiday home for max. 4 persons

    Approx. 75 m², 1 bedroom, 2 bathrooms, pets not allowed, cable TV, Internet, Wifi, washing machine, dishwasher, ,
    5.0 out of 5
    4 Customer reviews
  • Property no. 1699635
    from GBP 619
    for 1 week

    Dudda, Chianti

    Holiday home for max. 2 persons

    Approx. 63 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), Internet, dishwasher, non-smoking property, sea approx. 100 km, ,
  • Property no. 1670645
    from GBP 537
    for 1 week

    Dudda, Chianti

    Holiday apartment for max. 3 persons

    Approx. 40 m², 1 bedroom, 1 bathroom, pets not allowed, TV, Internet, washing machine,
  • Property no. 1670683
    from GBP 692
    for 1 week

    Madonna di Pietracupa, Chianti

    Holiday apartment for max. 4 persons

    Approx. 60 m², 2 bedrooms, 1 bathroom, pets not allowed, satellite TV, Internet, Wifi, washing machine, non-smoking property, ,
  • Property no. 1673072
    from GBP 1,218
    for 1 week

    Bivio Santo Stefano, Chianti

    Holiday home for max. 7 persons

    Approx. 140 m², 3 bedrooms, 2 bathrooms, pets are allowed (max. 1), satellite TV, Internet, Wifi, washing machine, dishwasher, non-smoking property, sea approx. 80 km,
  • Property no. 1711300
    from GBP 1,998
    for 1 week

    Cavriglia, Chianti

    Holiday home for max. 8 persons

    Approx. 250 m², 4 bedrooms, 4 bathrooms, pets are allowed (on request), satellite TV, washing machine, dishwasher, sandy beach approx. 100 km, , , ,
  • Property no. 1699638
    from GBP 817
    for 1 week

    Pergine Valdarno, Chianti

    Holiday apartment for max. 5 persons

    Approx. 85 m², 2 bedrooms, 1 bathroom, pets not allowed, satellite TV, washing machine, non-smoking property, ,
  • Property no. 1711308
    from GBP 697
    for 1 week

    Poggibonsi, Chianti

    Holiday apartment for max. 4 persons

    Approx. 112 m², 2 bedrooms, 1 bathroom, pets are allowed (on request), satellite TV, ,
  • Property no. 1711294
    from GBP 889
    for 1 week

    Gaiole in Chianti, Chianti

    Holiday home for max. 2 persons

    Approx. 72 m², 1 bedroom, 1 bathroom, pets not allowed, satellite TV, Complete Wifi coverage, sea approx. 100 km, , , , ,
    5.0 out of 5
    6 Customer reviews
  • Property no. 1295343
    from GBP 799
    for 1 week

    Pergine Valdarno, Chianti

    Holiday home for max. 7 persons

    Approx. 100 m², 3 bedrooms, 2 bathrooms, pets are allowed (max. 1), TV, Internet, Wifi, washing machine, dishwasher, non-smoking property, ,
    5.0 out of 5
    4 Customer reviews
  • Property no. 1670463
    from GBP 771
    for 1 week

    Montevarchi, Chianti

    Holiday apartment for max. 2 persons

    Approx. 36 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), satellite TV, Internet, Wifi, dishwasher, non-smoking property, sea approx. 140 km, ,
  • Property no. 1670634
    from GBP 692
    for 1 week

    Madonna di Pietracupa, Chianti

    Holiday apartment for max. 4 persons

    2 bedrooms, 1 bathroom, pets not allowed
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