TUIvillas.com
  • Tuscany | Vacation on a country estate
    From USD 431

  • ​Florence | Holiday with the Medici
    From USD 514

  • Chianti | Vacation on a vineyard
    From USD 463

  • Tuscany | ​Holiday with your own pool
    From USD 549

  • Amalfi Coast | Azure blue views
    From USD 418

  • Rome | Trip to the Eternal City
    From USD 588

  • Italy | Vacation in a holiday park
    From USD 348

  • Italy | Extra-large holiday homes with pool
    From USD 1,191

Holiday houses & apartments in Chianti

Map section has been altered.
Reload automatically
Why aren't all the offers displayed? 
map

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.


  • Sorting:
View:
  • Property no. 922150

    Villa a Sesta, Chianti

    Holiday apartment for max. 5 persons

    4.6 out of 5 (5 Customer reviews)
    from USD 852
    for 1 week
    Approx. 130 m², 2 bedrooms, 1 bathroom, pets not allowed, satellite TV, WLAN, washing machine, dishwasher,
    This holiday apartment was last booked 4 days ago.
  • Property no. 833104
    + 3 more

    Poggibonsi, Chianti

    Holiday apartment for max. 4 persons

    5.0 out of 5 (4 Customer reviews)
    from USD 540
    for 1 week
    Approx. 54 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, WLAN, sea approx. 90 km, ,
    There are 3 further property types with 3 accommodations for this complex
  • Property no. 886750

    San Sano, Chianti

    Holiday home for max. 8 persons

    from USD 1,907
    for 1 week
    Approx. 150 m², 3 bedrooms, 3 bathrooms, pets not allowed, satellite TV, WLAN, washing machine,
  • Property no. 1179044

    Pergine Valdarno, Chianti

    Holiday home for max. 2 persons

    from USD 468
    for 1 week
    Approx. 65 m², 1 bedroom, 2 bathrooms, pets are allowed (max. 1), satellite TV, Internet, WLAN, washing machine
    This holiday house was last booked 6 days ago.
  • Property no. 842042

    Tavernelle Val di Pesa, Chianti

    Holiday home for max. 8 persons

    4.0 out of 5 (10 Customer reviews)
    from USD 1,223
    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,
  • Property no. 962124

    Bucine, Chianti

    Holiday home for max. 4 persons

    4.5 out of 5 (4 Customer reviews)
    from USD 816
    for 1 week
    Approx. 45 m², 1 bedroom, 1 bathroom, pets are allowed (on request), satellite TV, Internet, washing machine, sea approx. 150 km,
    This holiday house was last booked day before yesterday.
  • Property no. 627698

    Lamole, Chianti

    Holiday home for max. 6 persons

    from USD 1,535
    for 1 week
    Approx. 150 m², 3 bedrooms, 1 bathroom, pets are allowed (max. 1), digital TV, WLAN, washing machine, dishwasher, ,
  • Property no. 695023
    + 1 more

    Poggibonsi, Chianti

    Holiday apartment for max. 6 persons

    4.9 out of 5 (7 Customer reviews)
    from USD 1,243
    for 1 week
    2 bedrooms, 1 bathroom, pets are allowed (max. 1), Internet, washing machine, dishwasher, , ,
    There is one further property type with one accommodation for this complex
  • Property no. 369126
    + 2 more

    Tavernelle Val di Pesa, Chianti

    Holiday apartment for max. 2 persons

    5.0 out of 5 (6 Customer reviews)
    from USD 372
    for 1 week
    Approx. 37 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1),
    There are 2 further property types with 2 accommodations for this complex
  • Property no. 881917

    Pergine Valdarno, Chianti

    Holiday home for max. 15 persons

    5.0 out of 5 (3 Customer reviews)
    from USD 2,399
    for 1 week
    Approx. 290 m², 9 bedrooms, 7 bathrooms, pets are allowed (max. 2), satellite TV, Complete WLAN coverage, washing machine, dishwasher, ,
  • Property no. 838658

    Poggibonsi, Chianti

    Holiday apartment for max. 4 persons

    from USD 1,091
    for 1 week
    Approx. 85 m², 3 bedrooms, 1 bathroom, pets are allowed (max. 1), satellite TV, WLAN, washing machine, dishwasher,
  • Property no. 843079
    + 3 more

    Passo dei Pecorai, Chianti

    Holiday apartment for max. 5 persons

    from USD 780
    for 1 week
    Approx. 90 m², 2 bedrooms, 1 bathroom, pets not allowed, satellite TV, WLAN, washing machine, dishwasher,
    There are 3 further property types with 3 accommodations for this complex
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
TV commercial by TUI Villas

Take a look at the current commercial by TUI villas here!

 
The TUI quality algorithm

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.

  • Positive customer feedback
  • Comprehensive property description
  • Service and payment via TUI Villas

More information

Offer to holiday home owners

You have a holiday home or apartment of your own and you want to increase your occupancy rate and reach more customers? TUI Villas will assume the active mediation process and Europe-wide marketing – without any risk for you as the owner.

Perhaps your accommodation is a TUI villa. Find out and register as an owner.

Service and contact

Our customer service team is happy to help you with questions regarding accommodation, bookings or reservations:
 

E-mails and requests sent via the form are processed around the clock, even on weekends and on public holidays. 

Or call us on
+49.(0)211.668878830
Mon-Fri 8 a.m. to 5 p.m.,
Sat 8 a.m. to 12 a.m.
(Greenwich Mean Time)

We speak English.