Holiday Homes in Chianti Region

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Chianti Region holiday homes

Property grounds

Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills
Siena
9.6 out of 10, Exceptional, (79 reviews)
"Very quiet and nice place to stay. Host’s were great and easy to communicate with"
United States
Tanya G.
The price is NZ$276
includes taxes & fees
24 June - 25 June
Villa with large garden in the Chianti hills
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is NZ$374
includes taxes & fees
5 July - 6 July
Chianti Craft House Badia a Passignano
Outdoor dining

House with views of the Chianti

House with views of the Chianti
impruneta
10.0 out of 10, Exceptional, (4 reviews)
"My wife and I stayed here for our honeymoon and have already talked about returning here for an anniversary. This house was clean, charming and located in a beautiful area. The views from the property are stunning."
United States
Chase B.
The price is NZ$486
includes taxes & fees
5 July - 6 July
House with views of the Chianti
Interior

Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is NZ$540
includes taxes & fees
24 June - 25 June
Casa Marisa in Castellina in Chianti
Outdoor dining

Wonderful Tuscan farmhouse with large spaces and panoramic views

Wonderful Tuscan farmhouse with large spaces and panoramic views
impruneta
9.6 out of 10, Exceptional, (27 reviews)
"Lovely area. Charming house. "
United States
Christine F.
The price is NZ$538
includes taxes & fees
1 July - 2 July
Wonderful Tuscan farmhouse with large spaces and panoramic views
Dining

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Montevarchi
The price is NZ$560
includes taxes & fees
1 July - 2 July
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Dining

Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna
Outdoor dining

The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is NZ$632
includes taxes & fees
24 June - 25 June
The Arch Among the Hills of Castellina
Outdoor dining

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi
Figline Valdarno
The price is NZ$208
includes taxes & fees
24 June - 25 June
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi
Pool

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is NZ$400
includes taxes & fees
24 June - 25 June
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Pool

Donatello Apartment

Donatello Apartment
San Gersolé-torre Rosse
The price is NZ$768
includes taxes & fees
24 June - 25 June
Donatello Apartment
Property grounds

Beautiful home in Poggibonsi SI

Beautiful home in Poggibonsi SI
Poggibonsi SI
4.0 out of 10, (2 reviews)
"Mooie lokatie en prima ontvangen. Gastheer is vriendelijk en behulpzaam en kwam ons graag tegemoet. Maar er ontbraken enkele voor ons belangrijke zaken zoals gordijnen voor het woongedeelte waardoor men zich vooral in de avond toch bekeken voelt als er iemand voorbij loopt.Geen horren in de ramen voor met name de muggen. Hierdoor kon je 's nachts de ramen niet openen om het te laten afkoelen. De matrassen zijn doorgelegen en aan vervanging toe. Het keukengerei is incompleet en ook het...
Netherlands
Franciscus C.
Beautiful home in Poggibonsi SI
Smart TV

House with separate entrance at the gates of Florence and Chianti

House with separate entrance at the gates of Florence and Chianti
Impruneta
The price is NZ$389
includes taxes & fees
1 July - 2 July
House with separate entrance at the gates of Florence and Chianti
Pool

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (1 review)
"Pros: The view and unique traditional apartment. Cons: -"
United States
Anonymous traveller
The price is NZ$704
includes taxes & fees
29 June - 30 June
Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
Pool

Upon request, we can arrange a breakfast basket for €18 per person:sweet or savory. For more details, please write to info@torrerossa.com

Upon request, we can arrange a breakfast basket for €18 per person:sweet or savory. For more details, please write to info@torrerossa.com
Impruneta
The price is NZ$1,119
includes taxes & fees
10 July - 11 July
Upon request, we can arrange a breakfast basket for €18 per person:sweet or savory. For more details, please write to info@torrerossa.com
Pool

The Leonardo Apartment, at the second floor, consist of a large living room and one spacious master double bedroom, a mezzanine with a queen-size bed, one bathroom with shower, and fully equipped kitchen with view on the surrounding countryside.The suite

The Leonardo Apartment, at the second floor, consist of a large living room and one spacious master double bedroom, a mezzanine with a queen-size bed, one bathroom with shower, and fully equipped kitchen with view on the surrounding countryside.The suite
San Gersolé-torre Rosse
The price is NZ$1,127
includes taxes & fees
9 July - 10 July
The Leonardo Apartment, at the second floor, consist of a large living room and one spacious master double bedroom, a mezzanine with a queen-size bed, one bathroom with shower, and fully equipped kitchen with view on the surrounding countryside.The suite
Hair dryer, bidet, towels, soap

Little cozy house

Little cozy house
Loro Ciuffenna
The price is NZ$176
includes taxes & fees
29 June - 30 June
Little cozy house
Interior

THE CASINA OF SANT 'AGOSTINO

THE CASINA OF SANT 'AGOSTINO
Colle di Val d'Elsa
The price is NZ$304
includes taxes & fees
24 June - 25 June
THE CASINA OF SANT 'AGOSTINO
Property grounds

Upon request, we can arrange a breakfast basket for €18 per person:sweet or savory. For more details, please write to info@torrerossa.com

Upon request, we can arrange a breakfast basket for €18 per person:sweet or savory. For more details, please write to info@torrerossa.com
San Gersolé-torre Rosse
The price is NZ$1,407
includes taxes & fees
18 July - 19 July
Upon request, we can arrange a breakfast basket for €18 per person:sweet or savory. For more details, please write to info@torrerossa.com
Pool

The Michelangelo Apartment consist of a large living room and two spacious separate double bedrooms (160x195), two bathrooms with showers, and a fully equipped kitchen with direct access in the private garden.Upon request, we can arrange a breakfast ba

The Michelangelo Apartment consist of a large living room and two spacious separate double bedrooms (160x195), two bathrooms with showers, and a fully equipped kitchen with direct access in the private garden.Upon request, we can arrange a breakfast ba
San Gersolé-torre Rosse
8.0 out of 10, Very good, (1 review)
"The adjourned apartments to make one large apartment are very nice, clean, nicely decorated and in a nice quiet location. The city of Florence is only a short car journey away, 15 minutes maximum and car parking is easy to find. The only downside was a lack of wine glasses, there was none. However other small glassware was available. Would I stay ehre again, that is a yes as the apartments were very clean and included air-conditioning and little extras such as soap, shower gel etc."
United States
Andrew B.
The price is NZ$1,287
includes taxes & fees
6 July - 7 July
The Michelangelo Apartment consist of a large living room and two spacious separate double bedrooms (160x195), two bathrooms with showers, and a fully equipped kitchen with direct access in the private garden.Upon request, we can arrange a breakfast ba
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"I would absolutely recommend Castello Vicchiomaggio! Our room was magnificent and much larger than anticipated— very clean, had all the extras we needed (hair dryer/iron/etc), and the air conditioning worked great! The property is gorgeous and the view is unbeatable. In addition to visiting the tasting room on the property, we also visited several wineries in the area throughout our stay (Antinori and Castello Verrazzano) and it was a great home base. We enjoyed dinner at the restaurant one night (delicious!) and the included breakfast was a great perk. The pool area is also very nice and they provided a pool bag and extra towels in our room to use there. We were also very charmed by the sweet cat that lives on the grounds and the birds (house martins) that were in the area during the time of our stay! The staff was always helpful and kind— I have nothing but great things to say. One warning: our room was on the third floor of the building and there are no elevators. Luckily my husband was with me and able to haul our luggage up the tight stairs. If you have mobility issues, I would recommend asking for a room on a lower floor."
Taylor 2-night trip
Posted 8 hours ago
Castello Vicchiomaggio

Find out more about Chianti Region

Chianti Region Holiday Homes information

Number of reviews
126
Accommodation
403 Holiday Homes
Lowest Price
NZ$176
Highest Price
NZ$1,407

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