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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.


  • Incisa in Val d'Arno, Chianti

    Holiday home for max. 10 persons

    Property no. 1623720
    from GBP 1,271
    for 1 week
    Approx. 150 m², 4 bedrooms, 2 bathrooms, pets are allowed (max. 1), TV, Wifi, washing machine, dishwasher, ,
  • Pietraviva, Chianti

    Holiday home for max. 4 persons

    Property no. 1670654
    from GBP 597
    for 1 week
    Approx. 75 m², 1 bedroom, 2 bathrooms, pets not allowed, cable TV, Internet, Wifi, washing machine, dishwasher, ,
    5.0 out of 5
    5 Customer reviews
  • Tavarnelle Val di Pesa, Chianti

    Holiday apartment for max. 8 persons

    Property no. 1452000
    + 4 more
    from GBP 577
    for 1 week
    Approx. 115 m², 3 bedrooms, 2 bathrooms, pets are allowed (on request), satellite TV, Internet, Wifi, washing machine, non-smoking property, sea approx. 96.6 km, ,
    There are 4 further property types with 4 accommodations for this complex
    show more
  • Barberino Val d'Elsa, Chianti

    Holiday home for max. 14 persons

    Property no. 1414340
    from GBP 1,742
    for 1 week
    Approx. 600 m², 7 bedrooms, 6 bathrooms, pets are allowed (max. 2), satellite TV, Wifi, washing machine, dishwasher,
  • Ambra, Chianti

    Holiday home for max. 8 persons

    Property no. 1432367
    from GBP 1,049
    for 1 week
    Approx. 160 m², 4 bedrooms, 2 bathrooms, pets not allowed, satellite TV, Wifi, washing machine, dishwasher, non-smoking property, ,
  • Pievasciata, Chianti

    Holiday apartment for max. 4 persons

    Property no. 1670655
    from GBP 321
    for 1 week
    2 bedrooms, 1 bathroom, pets not allowed, satellite TV, Internet, Wifi, dishwasher, non-smoking property, sea approx. 80 km,
    5.0 out of 5
    1 Customer review
  • Pergine Valdarno, Chianti

    Holiday home for max. 6 persons

    Property no. 1140306
    from GBP 690
    for 1 week
    Approx. 80 m², 3 bedrooms, 2 bathrooms, pets are allowed (on request), satellite TV, Internet, Wifi, washing machine, dishwasher, ,
  • Greve in Chianti, Chianti

    Holiday home for max. 6 persons

    Property no. 1846751
    from GBP 557
    for 1 week
    Approx. 80 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 1), satellite TV, Wifi, washing machine, dishwasher,
  • San Casciano in Val di Pesa, Chianti

    Holiday home for max. 4 persons

    Property no. 1342424
    + 1 more
    from GBP 648
    for 1 week
    Approx. 70 m², 2 bedrooms, 2 bathrooms, pets are allowed (on request), satellite TV, Wifi, non-smoking property, ,
    4.6 out of 5
    14 Customer reviews
    There is one further property type with one accommodation for this complex
  • Terranuova Bracciolini, Chianti

    Holiday home for max. 8 persons

    Property no. 352031
    from GBP 1,309
    for 1 week
    Approx. 250 m², 4 bedrooms, 3 bathrooms, pets are allowed (max. 2), satellite TV, Wifi, washing machine, dishwasher,
    4.0 out of 5
    1 Customer review
  • Pergine Valdarno, Chianti

    Holiday home for max. 2 persons

    Property no. 1363098
    from GBP 564
    for 1 week
    Approx. 69 m², 1 bedroom, 2 bathrooms, pets are allowed (on request), satellite TV, Internet, Wifi, washing machine, non-smoking property,
  • Impruneta, Chianti

    Holiday home for max. 2 persons

    Property no. 1458901
    from GBP 557
    for 1 week
    Approx. 100 m², 1 bedroom, 1 bathroom, pets not allowed, Wifi, washing machine, dishwasher,
    5.0 out of 5
    2 Customer reviews
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