Current Travel Information
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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 519
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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 605
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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 433
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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 522
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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 445
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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 504
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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 421
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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 2,121
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Tuscany | Vacation on a country estate
474 offers -
Tuscany | Holiday with your own pool
2,116 offers -
The best properties in Italy
1,778 offers -
Italy | That certain something
58 offers -
Italy | Vineyards
430 offers -
Rome | Trip to the Eternal City
28 offers -
Italy | Bathing fun in the holiday park
4,188 offers -
Italy | Houses for group travel
163 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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Figline Valdarno, Chianti
Holiday apartment for max. 4 persons
Property no. 466423
from USD 999for 1 week2 bedrooms, 1 bathroom, pets are allowed (max. 1), TV, Complete Wifi coverage, washing machine, non-smoking property, beach approx. 90 km, farm holidays, communal swimming pool, Free cancellation, Country estate -
Vagliagli, Chianti
Holiday apartment for max. 2 persons
Property no. 635548
+ 49 morefrom USD 523for 1 weekApprox. 50 m², 1 bedroom, 1 bathroom, pets are allowed (on request), communal swimming pool, Free cancellation, Wine-growing estateThere are a total of 20 accommodation units of this property type, all of which are identically furnished.There are 3 further property types with 30 accommodations for this complex- from USD 635/week Holiday apartment for max. 3 persons, approx. 50 m², 1 bedroom, property no. 635549 (20 holiday apartments) Preview
- from USD 703/week Holiday apartment for max. 4 persons, approx. 50 m², 1 bedroom, property no. 635552 (5 holiday apartments) Preview
- from USD 986/week Holiday apartment for max. 6 persons, approx. 65 m², 2 bedrooms, property no. 635554 (5 holiday apartments) Preview
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San Polo in Chianti, Chianti
Holiday apartment for max. 3 persons
Property no. 636329
+ 4 morefrom USD 370for 1 weekApprox. 35 m², 1 bedroom, 1 bathroom, pets are allowed (on request), satellite TV, Complete Wifi coverage, communal swimming pool, Free cancellationThere are 4 further property types with 4 accommodations for this complex- from USD 567/week Holiday apartment for max. 5 persons, approx. 55 m², 2 bedrooms, property no. 636419 Preview
- from USD 997/week Holiday apartment for max. 8 adults + 1 child, approx. 90 m², 4 bedrooms, property no. 636447 Preview
- from USD 598/week Holiday apartment for max. 5 persons, approx. 50 m², 2 bedrooms, property no. 636423 Preview
- from USD 1,022/week Holiday apartment for max. 8 adults + 1 child, approx. 80 m², 4 bedrooms, property no. 636453 Preview
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San Donato, Chianti
Holiday apartment for max. 4 persons
Property no. 644057
+ 15 morefrom USD 876for 1 weekApprox. 48 m², 2 bedrooms, 2 bathrooms, pets not allowed, satellite TV, Complete Wifi coverage, communal swimming pool, Free cancellationThere are 15 further property types with 15 accommodations for this complex- from USD 827/week Holiday apartment for max. 4 persons, approx. 50 m², 2 bedrooms, property no. 644101 Preview
- from USD 629/week Holiday apartment for max. 4 persons, approx. 43 m², 2 bedrooms, property no. 644312 Preview
- from USD 605/week Holiday apartment for max. 3 persons, approx. 30 m², 1 bedroom, property no. 644317 Preview
- from USD 999/week Holiday apartment for max. 4 persons, approx. 75 m², 2 bedrooms, property no. 644306 Preview
- from USD 605/week Holiday apartment for max. 2 persons, approx. 30 m², 1 bedroom, property no. 644319 Preview
- from USD 789/week Holiday apartment for max. 4 persons, approx. 55 m², 2 bedrooms, property no. 644315 Preview
- from USD 1,290/week Holiday apartment for max. 6 persons, approx. 160 m², 3 bedrooms, property no. 644069 Preview
- from USD 605/week Holiday apartment for max. 3 persons, approx. 43 m², 1 bedroom, property no. 644103 Preview
- from USD 488/week Studio for max. 2 persons, approx. 20 m², property no. 644109 Preview
- from USD 999/week Holiday apartment for max. 5 persons, approx. 75 m², 2 bedrooms, property no. 644307 Preview
- from USD 999/week Holiday apartment for max. 5 persons, approx. 85 m², 2 bedrooms, property no. 644072 Preview
- from USD 789/week Holiday apartment for max. 2 adults + 1 child, approx. 75 m², 1 bedroom, property no. 644052 Preview
- from USD 827/week Holiday apartment for max. 3 adults + 1 child, approx. 48 m², 2 bedrooms, property no. 644055 Preview
- from USD 827/week Holiday apartment for max. 4 persons, approx. 50 m², 2 bedrooms, property no. 644081 Preview
- from USD 1,431/week Holiday apartment for max. 6 adults + 1 child, approx. 200 m², 3 bedrooms, property no. 644304 Preview
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Gaiole in Chianti, Chianti
Holiday apartment for max. 5 persons
Property no. 638076
+ 1 morefrom USD 739for 1 weekApprox. 70 m², 2 bedrooms, 1 bathroom, pets are allowed (on request), satellite TV, Complete Wifi coverage, communal swimming pool, Free cancellationThere is one further property type with one accommodation for this complex- from USD 678/week Holiday apartment for max. 5 persons, approx. 80 m², 2 bedrooms, property no. 638077 Preview
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Pietraviva, Chianti
Holiday home for max. 2 persons
Property no. 1670654
from USD 804for 1 weekApprox. 75 m², 1 bedroom, 2 bathrooms, pets not allowed, cable TV, Complete Wifi coverage, washing machine, dishwasher, private pool, Free cancellation, Country estate, natural stone house
