Holiday apartment in Chianti
Find the perfect holiday apartment or ideal holiday house in Chianti (Italy) – with more space, a private kitchen, and full privacy.
Where can I find a good holiday rental in Chianti?
Our partner FeWo-direkt lists apartments, villas and holiday homes in Chianti with photos, guest reviews and live availability.
Holiday apartments in Chianti
Browse thousands of holiday apartments and holiday homes on FeWo-direkt – with guest reviews, photos, and flexible cancellation policies.
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How much does a holiday to Chianti and surrounding area cost?
Currently, offers for Chianti and surrounding area start at 158 €. The average offer price is around 1,325 € (120 accommodations in comparison, as of 15 October 2026).
Live data from our offer comparison — updated daily.
158 €
Offers from
120
Properties compared
94 %
Ø Recommendation (110 hotels)
July
Cheapest travel month currently
Which accommodations in Chianti and surrounding area are the best rated?
The best-rated options in our offer comparison for Chianti and surrounding area currently are Hotel Casolare le Terre Rosse (97 % recommendation), Hotel La Fortezza (98 % recommendation) and c-hotels Ambasciatori (95 % recommendation). This is based on guest reviews from travel providers (only properties with at least 25 reviews).
Hotel Casolare le Terre Rosse ★★★
97 % recommendation (414)
from 1,317 € (7 days)
Hotel La Fortezza ★★★
98 % recommendation (241)
from 969 € (7 days)
c-hotels Ambasciatori ★★★★
95 % recommendation (251)
from 1,248 € (7 days)
When is the best time to visit Chianti?
The best time to visit Chianti is April–June, September–October (harvest season). In summer: Hot, 28–34 °C, dry. In winter: Cool, 4–10 °C, fog in the valleys.
Best travel time
April–June, September–October (harvest season)
Summer
Hot, 28–34 °C, dry
Winter
Cool, 4–10 °C, fog in the valleys
Highlights
Fascinating culture, Excellent cuisine
Is a holiday rental in Chianti worth it?
A holiday apartment in Chianti offers you the perfect combination of independence and comfort. Enjoy Fascinating culture, Excellent cuisine and experience Chianti like a local – with your own retreat after an action-packed day.
Chianti is the dream landscape of Tuscany in its purest form: Gentle hills with vineyards and olive groves, dark cypress avenues leading to stone villas, and medieval villages perched on hilltops. Located between Florence and Siena, the Chianti Classico region (recognizable by the Black Rooster on the label) is one of the most famous wine regions in the world.
Greve in Chianti, the unofficial center, attracts visitors with its triangular main square and the Macelleria Falorni — a legendary butcher shop that has been producing wild boar salami and Finocchiona since 1729. Castellina in Chianti impresses with its Etruscan burial mound and panoramic views. Radda in Chianti, once the capital of the Chianti League, preserves its medieval character with intact city walls.
Wine tourism is a way of life here: Hundreds of wineries (Cantine) offer tastings and tours, many with their own agriturismo for overnight stays. The Chianti Classico DOCG is predominantly made from Sangiovese grapes — the best Riserva wines can compete with Brunello. In addition to wine, the region produces top-quality olive oil, Pecorino cheese, and honey. The most beautiful country roads (Strade Bianche — white gravel roads) invite cycling and convertible excursions. Chianti is not a single destination — it is a way of life.
What are the highlights of Chianti?
The unofficial capital of Chianti has a charming triangular marketplace and numerous enoteche.
The birthplace of Chianti Classico – Baron Ricasoli invented the Chianti recipe here in 1872.
The medieval village with its narrow streets and panoramic terraces is a perfect wine tasting stop.
The former abbey now houses a winery with cooking classes and an excellent restaurant.
The village is famous for Dario Cecchini, Italy's most famous butcher and his Bistecca restaurant.
When is Chianti and surrounding area the cheapest?
Based on current offer prices, July is currently the cheapest travel month for Chianti and surrounding area.
How well are the hotels in Chianti and surrounding area rated?
The 110 rated accommodations in Chianti and surrounding area have an average recommendation of 94 %.
How many holiday apartments and holiday homes are there in Chianti and surrounding area?
Currently, our comparison lists 7 apartments, villas, and holiday homes in Chianti and surrounding area — in addition to this, there is a significantly larger selection from our partner FeWo-direkt.
What should I look out for when renting in Chianti?
The best time to visit Chianti is April–June, September–October (harvest season). For the cheapest holiday apartments, we recommend booking early – especially in peak season, popular accommodations get booked up quickly. Pay attention to reviews from previous guests and check if final cleaning and bed linen are included in the price.
Is a holiday rental worth it for a longer stay?
Holiday apartments are particularly suitable for longer stays: From a week onwards, the price per night often drops significantly. Use the private kitchen to save money, and enjoy the freedom to shape your day at your own pace – without fixed meal times or hotel rules.
Which tools help you plan your Chianti holiday?
4 free tools help you plan your trip to Chianti: Holiday finder, Budget calculator, Packing list and CO₂ calculator. They work directly in your browser.
