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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.

Reviews from our customers

4.4 out of 5 (676 Customer reviews)
1 The holiday homes and apartments in in Chianti have been rated by 676 customers, scoring 4.4 out of 5 houses, on average.

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  • Property no. 922150
    from GBP 616
    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. 1198646
    from GBP 564
    for 1 week

    Romita, Chianti

    Holiday home for max. 6 persons

    Approx. 80 m², 3 bedrooms, 2 bathrooms, pets are allowed (max. 1), satellite TV, WLAN, washing machine, dishwasher,
  • Property no. 842042
    from GBP 885
    for 1 week

    Tavernelle Val di Pesa, Chianti

    Holiday home for max. 8 persons

    Approx. 160 m², 4 bedrooms, 3 bathrooms, pets are allowed (max. 2), satellite TV, Complete WLAN coverage, washing machine, dishwasher, sea approx. 90 km,
    4.2 out of 5
    9 Customer reviews
  • Property no. 1263831
    from GBP 5,649
    for 1 week

    San Vincenti, Chianti

    Holiday home for max. 14 persons

    7 bedrooms, 7 bathrooms, pets not allowed, satellite TV, Internet, WLAN,
  • Property no. 483382
    + -1 more
    from GBP 686
    for 1 week

    Castellina in Chianti, Chianti

    Holiday apartment for max. 4 persons

    Approx. 60 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 1), satellite TV, Complete WLAN coverage, washing machine, dishwasher, sauna, , , ,
    There are 2 further property types with 2 accommodations for this complex
  • Property no. 1238356
    from GBP 1,215
    for 1 week

    San Casciano in Val di Pesa, Chianti

    Holiday home for max. 12 persons

    4 bedrooms, 3 bathrooms, pets are allowed (max. 1), satellite TV, washing machine, dishwasher, non-smoking property, ,
  • Property no. 842886
    from GBP 338
    for 1 week

    San Filippo a Ponzano, Chianti

    Holiday apartment for max. 4 persons

    Approx. 50 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), satellite TV, WLAN, ,
  • Property no. 1268109
    + 4 more
    from GBP 595
    for 1 week

    Monsanto, Chianti

    Holiday apartment for max. 2 persons

    Approx. 18 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), WLAN, non-smoking property,
    There are 4 further property types with 4 accommodations for this complex
    show more
  • Property no. 1178012
    from GBP 608
    for 1 week

    Prumiano, Chianti

    Holiday apartment for max. 2 persons

    Approx. 55 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), TV, washing machine,
  • Property no. 1241977
    from GBP 6,554
    for 1 week

    Monsanto, Chianti

    Holiday home for max. 14 persons

    7 bedrooms, 7 bathrooms, pets not allowed, satellite TV, dishwasher, non-smoking property,
  • Property no. 1015686
    from GBP 2,278
    for 1 week

    Terranuova Bracciolini, Chianti

    Holiday home for max. 14 persons

    Approx. 250 m², 7 bedrooms, 7 bathrooms, pets are allowed (on request), Complete WLAN coverage, washing machine, dishwasher, sea approx. 100 km
  • Property no. 1262963
    from GBP 954
    for 1 week

    Terranuova Bracciolini, Chianti

    Holiday home for max. 10 persons

    5 bedrooms, 4 bathrooms, pets are allowed (max. 1), washing machine, dishwasher, non-smoking property, ,
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