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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.


  • Montevarchi, Chianti

    Holiday apartment for max. 2 persons

    Property no. 608083
    + 1 more
    from USD 1,577
    for 1 week
    Approx. 55 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), satellite TV, Wifi, dishwasher, non-smoking property, sea approx. 100 km, , , , ,
    5.0 out of 5
    2 Customer reviews
    There is one further property type with one accommodation for this complex
  • Barberino Val d'Elsa, Chianti

    Holiday apartment for max. 8 persons

    Property no. 1670624
    from USD 2,454
    for 1 week
    Approx. 115 m², 4 bedrooms, 2 bathrooms, pets not allowed, satellite TV, dishwasher, non-smoking property, sandy beach approx. 100 km, , ,
  • Tavarnelle Val di Pesa, Chianti

    Holiday apartment for max. 4 persons

    Property no. 1670678
    from USD 1,114
    for 1 week
    Approx. 120 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, Wifi, washing machine, dishwasher, non-smoking property,
    5.0 out of 5
    1 Customer review
  • Gavignano, Chianti

    Holiday apartment for max. 2 persons

    Property no. 2202847
    from USD 751
    for 1 week
    Approx. 40 m², 1 bedroom, 1 bathroom, pets not allowed, satellite TV, Wifi, sandy beach approx. 35 km
  • Bucine, Chianti

    Holiday home for max. 10 persons

    Property no. 877808
    Approx. 350 m², 5 bedrooms, 4 bathrooms, pets are allowed (max. 1), satellite TV, Wifi, washing machine, dishwasher,
  • Tavarnelle Val di Pesa, Chianti

    Holiday apartment for max. 6 persons

    Property no. 1670680
    from USD 1,317
    for 1 week
    Approx. 120 m², 3 bedrooms, 2 bathrooms, pets not allowed, satellite TV, Wifi, washing machine, dishwasher, non-smoking property,
  • Tavarnelle Val di Pesa, Chianti

    Holiday apartment for max. 4 persons

    Property no. 1670709
    from USD 1,202
    for 1 week
    Approx. 120 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, Wifi, washing machine, dishwasher,
  • Tavarnelle Val di Pesa, Chianti

    Holiday apartment for max. 4 persons

    Property no. 1670710
    from USD 1,214
    for 1 week
    Approx. 120 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, Wifi, washing machine, dishwasher, non-smoking property,
  • Tavarnelle Val di Pesa, Chianti

    Holiday apartment for max. 4 persons

    Property no. 1670711
    from USD 1,114
    for 1 week
    Approx. 120 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, Wifi, washing machine, dishwasher, non-smoking property,
  • Bucine, Chianti

    Holiday apartment for max. 4 persons

    Property no. 1923488
    from USD 1,083
    for 1 week
    Approx. 45 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), satellite TV, Wifi, non-smoking property,
  • Bucine, Chianti

    Holiday apartment for max. 4 persons

    Property no. 1923489
    from USD 1,083
    for 1 week
    Approx. 45 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), satellite TV, Wifi, non-smoking property,
  • Bucine, Chianti

    Holiday apartment for max. 6 persons

    Property no. 1923490
    from USD 1,615
    for 1 week
    Approx. 75 m², 2 bedrooms, 2 bathrooms, pets are allowed (max. 1), satellite TV, Wifi,