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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.


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  • Property no. 1305063
    from GBP 816
    for 1 week

    Bucine, Chianti

    Holiday home for max. 8 persons

    Approx. 180 m², 4 bedrooms, pets are allowed (max. 2), satellite TV, washing machine, dishwasher, beach approx. 124 km,
  • Property no. 922150
    from GBP 648
    for 1 week

    Villa a Sesta, Chianti

    Holiday apartment for max. 5 persons

    Approx. 130 m², 2 bedrooms, 1 bathroom, pets not allowed, satellite TV, WLAN, washing machine, dishwasher,
    4.6 out of 5
    5 Customer reviews
  • Property no. 1199496
    from GBP 425
    for 1 week

    Strada in Chianti, Chianti

    Holiday apartment for max. 2 persons

    Approx. 90 m², 1 bedroom, 1 bathroom, pets not allowed, TV, Internet, washing machine, dishwasher, non-smoking property (from 04/11/2017),
  • Property no. 431878
    + 7 more
    from GBP 959
    for 1 week

    Pergine Valdarno, Chianti

    Holiday apartment for max. 8 persons

    Approx. 114 m², 3 bedrooms, 2 bathrooms, pets are allowed (max. 2), satellite TV, Complete WLAN coverage, dishwasher, ,
    There are 7 further property types with 7 accommodations for this complex
    show more
  • Property no. 913027
    from GBP 1,279
    for 1 week

    Figline Valdarno, Chianti

    Holiday home for max. 10 persons

    4 bedrooms, 4 bathrooms, pets are allowed (max. 1), satellite TV, washing machine, dishwasher, ,
    5.0 out of 5
    1 Customer review
  • Property no. 1166016
    from GBP 254
    for 1 week

    Pergine Valdarno, Chianti

    Holiday apartment for max. 4 persons

    Approx. 60 m², 1 bedroom, 1 bathroom, pets not allowed, TV, Internet, WLAN, washing machine, non-smoking property
  • Property no. 618607
    + 3 more
    from GBP 460
    for 1 week

    Impruneta, Chianti

    Holiday home for max. 4 persons

    Approx. 75 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, Internet, washing machine, dishwasher, non-smoking property (from 04/11/2017),
    5.0 out of 5
    1 Customer review
    There are 3 further property types with 3 accommodations for this complex
  • Property no. 335549
    + 4 more
    from GBP 588
    for 1 week

    Castellina in Chianti, Chianti

    Holiday apartment for max. 6 persons

    Approx. 120 m², 3 bedrooms, 2 bathrooms, pets are allowed (max. 1), satellite TV, Internet, washing machine, dishwasher,
    4.6 out of 5
    5 Customer reviews
    There are 4 further property types with 4 accommodations for this complex
    show more
  • Property no. 738894
    from GBP 519
    for 1 week

    San Casciano in Val di Pesa, Chianti

    Holiday apartment for max. 4 persons

    1 bedroom, 1 bathroom, pets are allowed (on request), WLAN,
  • Property no. 738896
    from GBP 682
    for 1 week

    San Casciano in Val di Pesa, Chianti

    Holiday apartment for max. 6 persons

    2 bedrooms, 1 bathroom, pets are allowed (on request),
  • Property no. 738898
    from GBP 682
    for 1 week

    San Casciano in Val di Pesa, Chianti

    Holiday apartment for max. 6 persons

    2 bedrooms, 1 bathroom, pets are allowed (on request),
  • Property no. 738906
    from GBP 519
    for 1 week

    Sambuca, Chianti

    Holiday apartment for max. 4 persons

    1 bedroom, 1 bathroom, pets are allowed (on request),
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