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Country estate for 4 people in the hills of Chianti.
1/14Between 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 451
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Apartment in the historic centre for 4 people with a view towards the famous Ponte Vecchio.
2/14Holiday with the MediciFlorence | Immerse into the great city of art and science and discover the many sights such as the Ponte Vecchio, the Cathedral Santa Maria del Fiore or the Uffizi from a city apartment.
Per week from USD 464
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Secluded country house for up to 12 people in Chianti.
3/14Holiday 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 541
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Holidaymakers have awarded an average of 4.9 out of 5 possible points to this country estate in Tuscany.
4/14The 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 276
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You’ll find this exceptional holiday apartment for four people in the heart of Rome.
5/14That 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 386
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Holiday residence surrounded by grapevines in Tuscany.
6/14From 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 375
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Apartment situated in an old palazzo near St Peter’s Basilica.
7/14Trip 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 513
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Pool in a holiday resort at Lake Garda. Here amongst others there is an apartment for 4 people.
8/14Entertainment 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 342
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Tuscany | Vacation on a country estate
526 offers -
Florence | Holiday with the Medici
276 offers -
Tuscany | Holiday with your own pool
2,592 offers -
The best properties in Italy
1,442 offers -
Italy | That certain something
81 offers -
Italy | Vineyards
379 offers -
Rome | Trip to the Eternal City
167 offers -
Italy | Bathing fun in the holiday park
7,888 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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Tavarnelle Val di Pesa, Chianti
Holiday home for max. 4 persons
Approx. 80 m², 2 bedrooms, 1 bathroom, pets not allowed, satellite TV, Wifi, washing machine, dishwasher, non-smoking property, parking area, communal swimming pool -
Tavarnelle Val di Pesa, Chianti
Holiday home for max. 5 persons
Approx. 70 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 2), Wifi, sea approx. 125 km, parking area, communal swimming pool -
Gaiole in Chianti, Chianti
Holiday home for max. 2 persons
Approx. 35 m², 1 bedroom, 1 bathroom, pets are allowed (max. 1), TV, Internet, Wifi, washing machine, parking area, farm holidaysThere are 8 further property types with 8 accommodations for this complex- from USD 322/week Holiday apartment for max. 6 persons, approx. 75 m², 2 bedrooms, property no. 34696 Preview
- from USD 454/week Holiday apartment for max. 6 persons, approx. 75 m², 2 bedrooms, property no. 34697 Preview
- from USD 275/week Holiday apartment for max. 4 persons, approx. 32 m², 1 bedroom, property no. 34698 Preview
- from USD 322/week Holiday apartment for max. 6 persons, approx. 65 m², 2 bedrooms, property no. 34699 Preview
- from USD 307/week Holiday apartment for max. 4 persons, approx. 55 m², 2 bedrooms, property no. 34700 Preview
- from USD 920/week Holiday apartment for max. 16 persons, approx. 180 m², 7 bedrooms, property no. 38146 Preview
- from USD 322/week Holiday apartment for max. 6 persons, approx. 50 m², 2 bedrooms, property no. 34701 Preview
- from USD 660/week Holiday home for max. 10 persons, approx. 115 m², 5 bedrooms, property no. 38145 Preview
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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, communal swimming pool -
Dudda, Chianti
Holiday apartment for max. 2 persons
Approx. 38 m², 1 bedroom, 1 bathroom, pets not allowed, satellite TV, Wifi, communal swimming pool, More than 100 years old -
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 houseThere is one further property type with one accommodation for this complex- from USD 946/week Holiday apartment for max. 2 adults + 2 children, approx. 68 m², 2 bedrooms, property no. 969981 Preview
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Pergine Valdarno, Chianti
Holiday home for max. 6 persons
Approx. 100 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, Internet, Wifi, dishwasherThere are 5 further property types with 5 accommodations for this complex- from USD 628/week Holiday home for max. 7 persons, approx. 110 m², 2 bedrooms, property no. 1140300 Preview
- from USD 628/week Holiday home for max. 7 persons, approx. 90 m², 3 bedrooms, property no. 1140302 Preview
- from USD 553/week Holiday home for max. 4 persons, approx. 65 m², 1 bedroom, property no. 1140303 Preview
- from USD 490/week Holiday home for max. 4 persons, approx. 65 m², 1 bedroom, property no. 1140299 Preview
- from USD 725/week Holiday home for max. 6 persons, approx. 60 m², 2 bedrooms, property no. 1140304 Preview
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Panzano in Chianti, Chianti
Holiday home for max. 8 persons
Approx. 140 m², 4 bedrooms, 2 bathrooms, pets are allowed (max. 1), TV, Internet, Wifi, washing machine, dishwasher, non-smoking property, parking area, communal swimming pool, Wine-growing estateThere are 2 further property types with 2 accommodations for this complex- from USD 636/week Holiday home for max. 4 persons, approx. 70 m², 2 bedrooms, property no. 275977 Preview
- from USD 1,722/week Holiday home for max. 12 persons, approx. 210 m², 6 bedrooms, property no. 275979 Preview
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Bucine, Chianti
Holiday apartment for max. 5 persons
Approx. 58 m², 2 bedrooms, 1 bathroom, pets are allowed (max. 2), Wifi, dishwasher, communal swimming poolThere are 3 further property types with 3 accommodations for this complex- from USD 541/week Holiday apartment for max. 6 persons, approx. 63 m², 2 bedrooms, property no. 1155089 Preview
- from USD 378/week Holiday apartment for max. 4 persons, approx. 55 m², 1 bedroom, property no. 1155087 Preview
- from USD 595/week Holiday apartment for max. 6 persons, approx. 78 m², 2 bedrooms, property no. 1155090 Preview
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Gaiole in Chianti, Chianti
Holiday home for max. 6 persons
Approx. 90 m², 3 bedrooms, 2 bathrooms, pets are allowed (max. 1), Wifi, dishwasher, communal swimming pool -
San Donato in Poggio, Chianti
Holiday apartment for max. 4 persons
Approx. 60 m², 2 bedrooms, 1 bathroom, pets not allowed, satellite TV, communal swimming pool -
Villa a Sesta, Chianti
Holiday apartment for max. 4 persons
Approx. 130 m², 2 bedrooms, 3 bathrooms, pets not allowed, satellite TV, Wifi, washing machine, dishwasher, non-smoking property, parking area, communal swimming pool