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Country estate for 4 people in the hills of Chianti.
1/13Between cypresses and cycadsTuscany | Whether a restored farm house or agriturismo – during a country vacation in Tuscany you can experience the nature and regional cuisine.
Per week from USD 353
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Secluded country house for up to 12 people in Chianti.
2/13Holiday with your own poolTuscany | Give your Italian holiday the perfect touch with a holiday home plus pool! And let yourself completely relax with a view of the rolling hills and vineyards.
Per week from USD 586
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Holidaymakers have awarded an average of 4.9 out of 5 possible points to this country estate in Tuscany.
3/13The best properties in ItalyWhether you’re in Tuscany, at Lake Garda, on the Adriatic, the Riviera, Sardinia, Sicily or the Amalfi coast – you’ll find the top-rated holiday homes in Italy here.
Per week from USD 419
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You’ll find this exceptional holiday apartment for four people in the heart of Rome.
4/13That certain somethingItaly | In the end it comes down to the furnishings if one feels comfortable. That applies to both your home and holiday. These holiday houses have a particularly fancy interior which gives them a unique flair for your vacation.
Per week from USD 419
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Holiday residence surrounded by grapevines in Tuscany.
5/13From Chianti to LambruscoItaly | On an Italian vineyard you can straight away taste the wine and experience the production on some country estates up close.
Per week from USD 449
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Apartment situated in an old palazzo near St Peter’s Basilica.
6/13Trip to the Eternal CityRome | After you have visited the antique sights and exciting museums you can return to your retreat and remain completely independent.
Per week from USD 455
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Pool in a holiday resort at Lake Garda. Here amongst others there is an apartment for 4 people.
7/13Entertainment for everyoneItaly | Parents can relax and unwind whilst their children are taken of and entertained in a holiday park or holiday residence.
Per week from USD 395
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Luxurious country estate for up to 20 people in Umbria.
8/13Everyone can come along here!Italy | Circles of friends, large families, teams, and other groups of travellers can experience exciting and relaxing holidays in these XXL houses for 20 people and more.
Per week from USD 1,616
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Tuscany | Vacation on a country estate
436 offers -
Tuscany | Holiday with your own pool
2,398 offers -
The best properties in Italy
1,794 offers -
Italy | That certain something
58 offers -
Italy | Vineyards
345 offers -
Rome | Trip to the Eternal City
26 offers -
Italy | Bathing fun in the holiday park
2,979 offers -
Italy | Houses for group travel
133 offers
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.
Neighbouring holiday regions Chianti
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Pietraviva, Chianti
Holiday home for max. 4 persons
Approx. 75 m², 1 bedroom, 2 bathrooms, pets not allowed, cable TV, Internet, Wifi, washing machine, dishwasher, parking area, private pool -
Pergine Valdarno, Chianti
Holiday home for max. 7 persons
Approx. 100 m², 3 bedrooms, 2 bathrooms, pets are allowed (max. 1), TV, Internet, Wifi, washing machine, dishwasher, non-smoking property, parking area, private pool -
Madonna di Pietracupa, Chianti
Holiday apartment for max. 6 persons
Approx. 90 m², 3 bedrooms, 3 bathrooms, pets not allowed, satellite TV, Internet, Wifi, washing machine, non-smoking property, parking area, communal swimming pool -
Bivio Santo Stefano, Chianti
Holiday home for max. 7 persons
Approx. 140 m², 3 bedrooms, 2 bathrooms, pets are allowed (max. 1), satellite TV, Internet, Wifi, washing machine, dishwasher, non-smoking property, sea approx. 80 km, parking area -
Cavriglia, Chianti
Holiday home for max. 8 persons
Approx. 250 m², 4 bedrooms, 4 bathrooms, pets are allowed (on request), satellite TV, washing machine, dishwasher, sandy beach approx. 100 km, private pool, farm holidays, Country estate, natural stone house -
San Donato, Chianti
Holiday home for max. 8 persons
Approx. 170 m², 4 bedrooms, 3 bathrooms, pets are allowed (max. 2), satellite TV, Wifi, washing machine, dishwasher, private pool -
Madonna di Pietracupa, Chianti
Holiday apartment for max. 4 persons
Approx. 60 m², 1 bedroom, 1 bathroom, pets not allowed, satellite TV, Internet, Wifi, washing machine, non-smoking property, parking area -
Gaiole in Chianti, Chianti
Holiday home for max. 12 persons
Approx. 250 m², 4 bedrooms, 4 bathrooms, pets are allowed (max. 1), TV, Internet, Wifi, washing machine, dishwasher, parking area, private pool, farm holidays, premium -
Dudda, Chianti
Holiday home for max. 2 persons
Approx. 63 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), Internet, dishwasher, non-smoking property, sea approx. 100 km, parking area, More than 100 years old -
Terranuova Bracciolini, Chianti
Holiday home for max. 8 persons
Approx. 250 m², 4 bedrooms, 3 bathrooms, pets are allowed (max. 2), satellite TV, Wifi, washing machine, dishwasher, private pool -
Duddova, Chianti
Holiday home for max. 3 persons
Approx. 67 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 1), satellite TV, Wifi, washing machine, parking area, private pool -
Gaiole in Chianti, Chianti
Holiday home for max. 2 persons
Approx. 72 m², 1 bedroom, 1 bathroom, pets not allowed, satellite TV, Complete Wifi coverage, sea approx. 100 km, farm holidays, communal swimming pool, Cottage, Country estate, natural stone house