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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. 1187208
    from GBP 1,225
    for 1 week

    San Donato, Chianti

    Holiday home for max. 8 adults + 1 child

    Approx. 200 m², 4 bedrooms, 4 bathrooms, pets not allowed, washing machine, dishwasher, non-smoking property, ,
  • Property no. 1156405
    from GBP 652
    for 1 week

    Castellina in Chianti, Chianti

    Holiday apartment for max. 4 persons

    Approx. 65 m², 1 bedroom, pets are allowed (max. 2), satellite TV, Internet, beach approx. 121 km,
  • Property no. 1300090
    from GBP 586
    for 1 week

    Bucine, Chianti

    Holiday apartment for max. 3 persons

    Approx. 45 m², 1 bedroom, pets are allowed (max. 2), TV, washing machine, beach approx. 140 km,
  • Property no. 1295343
    from GBP 572
    for 1 week

    Pergine Valdarno, Chianti

    Holiday home for max. 7 persons

    Approx. 100 m², 3 bedrooms, 2 bathrooms, pets are allowed (max. 1), satellite TV, Internet, WLAN, washing machine, dishwasher,
    5.0 out of 5
    2 Customer reviews
  • Property no. 844200
    + 5 more
    from GBP 398
    for 1 week

    San Donato in Poggio, Chianti

    Holiday apartment for max. 2 persons

    Approx. 40 m², 1 bedroom, 1 bathroom, pets not allowed, satellite TV, Complete WLAN coverage, dishwasher, sea approx. 90 km,
    5.0 out of 5
    3 Customer reviews
    There are 5 further property types with 5 accommodations for this complex
    show more
  • Property no. 1372205
    from GBP 499
    for 1 week

    Gaiole in Chianti, Chianti

    Holiday home for max. 5 persons

    Approx. 80 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 1), satellite TV, WLAN, dishwasher, ,
  • Property no. 1156409
    from GBP 798
    for 1 week

    Castellina in Chianti, Chianti

    Holiday apartment for max. 6 persons

    Approx. 95 m², 2 bedrooms, pets are allowed (max. 2), satellite TV, Internet, beach approx. 121 km,
  • Property no. 22731
    from GBP 615
    for 1 week

    Ambra, Chianti

    Holiday home for max. 6 persons

    Approx. 140 m², 2 bedrooms, 1 bathroom, pets not allowed, TV, washing machine, ,
  • Property no. 648381
    from GBP 934
    for 1 week

    Greve in Chianti, Chianti

    Holiday apartment for max. 4 persons

    Approx. 100 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, washing machine, dishwasher, ,
    4.3 out of 5
    3 Customer reviews
  • Property no. 1145335
    from GBP 552
    for 1 week

    Pergine Valdarno, Chianti

    Holiday apartment for max. 4 persons

    Approx. 110 m², 2 bedrooms, 1 bathroom, pets not allowed, satellite TV, WLAN, washing machine, dishwasher,
  • Property no. 1363099
    from GBP 359
    for 1 week

    Pergine Valdarno, Chianti

    Holiday home for max. 5 persons

    Approx. 80 m², 2 bedrooms, 2 bathrooms, pets are allowed (max. 1), Internet, WLAN, washing machine, dishwasher,
  • Property no. 22991
    from GBP 705
    for 1 week

    Terranuova Bracciolini, Chianti

    Holiday home for max. 8 persons

    Approx. 115 m², 3 bedrooms, 1 bathroom, pets not allowed, TV, washing machine, dishwasher, ,
    4.0 out of 5
    3 Customer reviews
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