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Relaxed vacation at a holiday home in Chianti

Whether it be a cozy holiday apartment in an old-fashioned village, a picturesque rural holiday house surrounded by lush green meadows and age-old farmhouses, or a bed and breakfast in a villa, there are many holiday rentals to suit your needs in Chianti. Centrally located between Siena and Florence, Chianti is a great place to base yourself and a day trip in the surrounding areas is quick and easy. It is famous for its vineyards and wineries, which produce some of the world's most popular red wines.

Tips for a vacation in Chianti

In Chianti, you can look forward to driving down winding roads to enjoy the view of the vineyards over the hills or stopping to visit wine cellars and taste great red wines. Hilltop villages, many with medieval churches and buildings still standing, offer a charming backdrop for your holiday in Chianti. Go beyond the olive groves and vineyards of Chianti to enjoy the various activities and events that take place throughout the year. The area’s food festivals, sporting events and rock concerts are great fun for the entire family. If you love contemporary art and spending time outdoors, don't forget to visit the beautiful Chianti Sculpture Park, which is set in the woods between Vagliagli and Pievasciata. Although you might think that Chianti is all about wine, there are many fun family activities in Chianti that don’t necessarily involve wine, unless you want them to. Popular attractions for the whole family include the Multifunctional observatory of the Chianti, the Archeological Museum of Chianti Senese and la Rocca di Staggia castle.

Why book a holiday home in Chianti through TUIvillas.com?

TUIvillas.com offers a trustworthy and competent platform for renting a holiday home in Chianti. TUIvillas.com is a reliable source for not only luxury holiday houses but budget-friendly holiday rentals as well.

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

    Villa a Sesta, Chianti

    Holiday apartment for max. 5 persons

    4.6 out of 5 (5 Customer reviews)
    from USD 768
    for 1 week
    Approx. 130 m², 2 bedrooms, 1 bathroom, pets not allowed, satellite TV, WLAN, washing machine, dishwasher,
  • Property no. 842042

    Tavernelle Val di Pesa, Chianti

    Holiday home for max. 8 persons

    4.2 out of 5 (9 Customer reviews)
    from USD 1,103
    for 1 week
    Approx. 160 m², 4 bedrooms, 3 bathrooms, pets are allowed (max. 2), satellite TV, Complete WLAN coverage, washing machine, dishwasher, sea approx. 90 km,
  • Holiday home 1222558 for 8 persons in Linari NEW
    Property no. 1222558

    Linari, Chianti

    Holiday home for max. 8 persons

    from USD 1,784
    for 1 week
    Approx. 200 m², 3 bedrooms, 3 bathrooms, pets not allowed, satellite TV, Internet, WLAN, washing machine, dishwasher, non-smoking property,
  • Property no. 1161987

    Volpaia, Chianti

    Holiday home for max. 11 persons

    from USD 3,233
    for 1 week
    6 bedrooms, 5 bathrooms, pets not allowed, satellite TV, Internet, WLAN, washing machine, dishwasher, , ,
  • Holiday home 1238356 for 12 persons in San Casciano in Val di Pesa NEW
    Property no. 1238356

    San Casciano in Val di Pesa, Chianti

    Holiday home for max. 12 persons

    from USD 1,514
    for 1 week
    4 bedrooms, 3 bathrooms, pets are allowed (max. 1), satellite TV, washing machine, dishwasher, non-smoking property, ,
    This holiday house was last booked day before yesterday.
  • Holiday home 1263834 for 6 persons in Selvole NEW
    Property no. 1263834

    Selvole, Chianti

    Holiday home for max. 6 persons

    from USD 3,223
    for 1 week
    3 bedrooms, 3 bathrooms, pets not allowed, satellite TV, Internet, WLAN, washing machine, dishwasher,
  • Property no. 655806

    Gaiole in Chianti, Chianti

    Holiday apartment for max. 9 persons

    4.2 out of 5 (5 Customer reviews)
    from USD 1,038
    for 1 week
    Approx. 180 m², 4 bedrooms, 4 bathrooms, pets are allowed (max. 2), satellite TV, Complete WLAN coverage, washing machine, dishwasher, beach approx. 12 km,
  • Property no. 695023
    + 1 more

    Poggibonsi, Chianti

    Holiday apartment for max. 6 persons

    4.9 out of 5 (7 Customer reviews)
    from USD 1,120
    for 1 week
    2 bedrooms, 1 bathroom, pets are allowed (max. 1), Internet, washing machine, dishwasher, , ,
    This holiday apartment was last booked 3 days ago.
    There is one further property type with one accommodation for this complex
  • Property no. 638076
    + 1 more

    Gaiole in Chianti, Chianti

    Holiday apartment for max. 5 persons

    4.3 out of 5 (8 Customer reviews)
    from USD 606
    for 1 week
    Approx. 70 m², 2 bedrooms, 1 bathroom, pets are allowed (on request), satellite TV, Internet, washing machine, ,
    There is one further property type with one accommodation for this complex
  • Property no. 1140306

    Pergine Valdarno, Chianti

    Holiday home for max. 6 persons

    from USD 824
    for 1 week
    Approx. 80 m², 3 bedrooms, 2 bathrooms, pets are allowed (on request), TV, WLAN, washing machine, dishwasher, sea approx. 112 km, ,
  • Property no. 623733
    + 7 more

    Pergine Valdarno, Chianti

    Holiday apartment for max. 5 persons

    4.0 out of 5 (1 Customer review)
    from USD 681
    for 1 week
    Approx. 60 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 2), satellite TV, Complete WLAN coverage, dishwasher, ,
    This holiday apartment was last booked day before yesterday.
    There are 7 further property types with 7 accommodations for this complex
    more
  • Property no. 913689
    + 1 more

    Mercatale in Val di Pesa, Chianti

    Holiday apartment for max. 4 persons

    from USD 437
    for 1 week
    Approx. 90 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), satellite TV, WLAN, washing machine, dishwasher,
    This holiday apartment was last booked 5 days ago.
    There is one further property type with one accommodation for this complex
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We scan hundreds of thousands of holiday homes for you and only take on verified providers. But only when a holiday home fulfils our quality and service criteria, will our quality algorithm single it out with the TUI smile.

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