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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. 833092
    + 2 more
    from GBP 482
    for 1 week

    Monteriggioni, Chianti

    Holiday apartment for max. 4 persons

    Approx. 110 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, WLAN, sea approx. 95 km, ,
    5.0 out of 5
    2 Customer reviews
    There are 2 further property types with 2 accommodations for this complex
  • Property no. 833104
    + 3 more
    from GBP 399
    for 1 week

    Poggibonsi, Chianti

    Holiday apartment for max. 4 persons

    Approx. 54 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, WLAN, sea approx. 90 km, ,
    5.0 out of 5
    5 Customer reviews
    There are 3 further property types with 3 accommodations for this complex
  • Property no. 695023
    + 1 more
    from GBP 945
    for 1 week

    Poggibonsi, Chianti

    Holiday apartment for max. 6 persons

    2 bedrooms, 1 bathroom, pets are allowed (max. 1), Internet, washing machine, dishwasher, , ,
    4.9 out of 5
    7 Customer reviews
    There is one further property type with one accommodation for this complex
  • Property no. 913027
    from GBP 1,227
    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, ,
    4.0 out of 5
    3 Customer reviews
  • Property no. 487860
    + 3 more
    from GBP 374
    for 1 week

    Barberino Val d'Elsa, Chianti

    Holiday apartment for max. 5 persons

    Approx. 65 m², 2 bedrooms, 1 bathroom, pets are allowed (on request), satellite TV, Complete WLAN coverage, washing machine, dishwasher, sea approx. 80 km,
    5.0 out of 5
    1 Customer review
    There are 3 further property types with 3 accommodations for this complex
  • Property no. 389638
    from GBP 2,437
    for 1 week

    Bucine, Chianti

    Holiday home for max. 25 persons

    Approx. 600 m², 12 bedrooms, 10 bathrooms, pets are allowed (max. 1), washing machine, dishwasher, ,
    5.0 out of 5
    6 Customer reviews
  • Property no. 865316
    from GBP 940
    for 1 week

    Le Tolfe, Chianti

    Holiday home for max. 8 persons

    Approx. 220 m², 4 bedrooms, 2 bathrooms, pets are allowed (max. 1), TV, WLAN, washing machine, dishwasher,
  • Property no. 1011874
    from GBP 5,173
    for 1 week

    Tavarnelle Val di Pesa, Chianti

    Holiday home for max. 13 persons

    7 bedrooms, 7 bathrooms, pets are allowed (max. 1), satellite TV, washing machine, dishwasher, , ,
  • Property no. 1184263
    from GBP 679
    for 1 week

    San Giovanni Valdarno, Chianti

    Holiday home for max. 6 persons

    Approx. 90 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), satellite TV, WLAN, washing machine, dishwasher,
  • Property no. 1292857
    from GBP 614
    for 1 week

    Tavarnelle Val di Pesa, Chianti

    Holiday home for max. 4 persons

    Approx. 80 m², 2 bedrooms, 1 bathroom, pets not allowed, satellite TV, WLAN, washing machine, dishwasher, non-smoking property,
  • Property no. 1361400
    from GBP 1,383
    for 1 week

    Panzano in Chianti, Chianti

    Holiday apartment for max. 2 persons

    Approx. 61 m², 1 bedroom, pets are allowed (max. 2), TV, Internet, dishwasher, beach approx. 130 km,
  • Property no. 1361402
    from GBP 1,172
    for 1 week

    Panzano in Chianti, Chianti

    Holiday apartment for max. 2 persons

    Approx. 44 m², 1 bedroom, pets are allowed (max. 2), TV, Internet, dishwasher, beach approx. 130 km,
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