A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Chianti Region holiday homes

Exterior detail

1. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
9.2 out of 10, Wonderful, (24 reviews)
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
Canada
James
The price is HK$726
HK$1,383 total
includes taxes & fees
22 Sept - 23 Sept
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Interior

2. Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is HK$1,124
HK$1,646 total
includes taxes & fees
24 Sept - 25 Sept
Chianti Craft House Badia a Passignano
Outdoor dining

3. 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 HK$720
HK$2,159 total
includes taxes & fees
18 Oct - 19 Oct
House with views of the Chianti
Pool

4. Ferienanlage Norcenni Mobilehome Happy Premium für 7 Personen

Ferienanlage Norcenni Mobilehome Happy Premium für 7 Personen
Figline Valdrano
Ferienanlage Norcenni Mobilehome Happy Premium für 7 Personen
Interior

5. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"
United States
Susan A.
The price is HK$1,799
HK$3,715 total
includes taxes & fees
14 Oct - 15 Oct
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
Living area

6. casagreve - stylish house in Tuscan village - breathtaking view from its terrace

casagreve - stylish house in Tuscan village - breathtaking view from its terrace
Greve in Chianti
10.0 out of 10, Exceptional, (10 reviews)
"This was my favorite stay during our travels throughout Italy. Restaurants on the square or dining out on the lovely balcony. We had a wonderful stay here. Perfect location for dayctrips to Sienna and Florence, bike riding through Tuscany, . Great hosts as well!"
United States
Linda L.
The price is HK$2,878
HK$3,274 total
includes taxes & fees
8 Oct - 9 Oct
casagreve - stylish house in Tuscan village - breathtaking view from its terrace
Interior

7. Your nest in the Tuscany countryside

Your nest in the Tuscany countryside
Certaldo - Firenze
The price is HK$1,214
HK$2,060 total
includes taxes & fees
18 Sept - 19 Sept
Your nest in the Tuscany countryside
Outdoor dining

8. 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 HK$855
HK$2,447 total
includes taxes & fees
28 Sept - 29 Sept
Wonderful Tuscan farmhouse with large spaces and panoramic views
Outdoor dining

9. 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 HK$660
HK$1,149 total
includes taxes & fees
20 Sept - 21 Sept
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi
Property grounds

10. Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is HK$1,943
HK$2,429 total
includes taxes & fees
20 Sept - 21 Sept
Casa Marisa in Castellina in Chianti
Outdoor dining

11. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
Tavarnelle Val di Pesa
10.0 out of 10, Exceptional, (1 review)
"Das Objekt liegt zwischen Florenz und Siena umgeben von Olivenbäumen. Die Lage ist perfekt für Ausflüge."
Germany
Ramona S.
The price is HK$2,210
HK$2,696 total
includes taxes & fees
8 Oct - 9 Oct
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
Outdoor dining

12. Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Certaldo
10.0 out of 10, Exceptional, (1 review)
"Pros: Die familiäre Aufnahme und Unterstützung war sehr angenehm."
Germany
Anonymous traveller
The price is HK$1,086
HK$1,113 total
includes taxes & fees
23 Sept - 24 Sept
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi
Outdoor dining

13. Historic 'Felciolina' Country House with Private Terrace, 30 Minutes from Florence

Historic 'Felciolina' Country House with Private Terrace, 30 Minutes from Florence
Rignano sull'Arno
8.0 out of 10, Very good, (1 review)
"Pros: Alles was goed voorbereid en ruim aanwezig. Keuken/kook benodigdheden, shampoos, fles wijn, fruitmandje met bananen en appels. Pro-actief en vriendelijk optreden van de host; zo werd verwarming aangezet bij minder goed weer. Cons: Niet van toepassing. We hebben een hele fijne week gehad."
Netherlands
Anonymous traveller
The price is HK$1,336
HK$1,354 total
includes taxes & fees
1 Oct - 2 Oct
Historic 'Felciolina' Country House with Private Terrace, 30 Minutes from Florence
Outdoor pool

14. Farmhouse in Chianti

Farmhouse in Chianti
gaiole in chianti
9.8 out of 10, Exceptional, (6 reviews)
"This location provided our blended family an authentic experience in a small village on top of a mountain in Chianti. The house is surrounded by olive groves and wine grapes. The pool was great and the village, literally less than a city block up the road. Folks are incredibly friendly and helpful. Two of the rooms had their own bathrooms and the other two share a bathroom. There is a common kitchen for cooking and eating. We cooked most nights and ate on the outside terrace. Allesandra is a...
United States
Lara W.
The price is HK$3,643
HK$4,421 total
includes taxes & fees
1 Oct - 2 Oct
Farmhouse in Chianti
Pool

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

Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
The price is HK$1,295
HK$1,313 total
includes taxes & fees
20 Sept - 21 Sept
Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi
Dining

16. Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Montevarchi
The price is HK$1,711
HK$2,616 total
includes taxes & fees
20 Sept - 21 Sept
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Outdoor dining

17. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is HK$2,339
HK$2,690 total
includes taxes & fees
5 Oct - 6 Oct
The Arch Among the Hills of Castellina
Outdoor dining

18. Blue villa surrounded by greenery between Arezzo Florence and Siena

Blue villa surrounded by greenery between Arezzo Florence and Siena
TERRANUOVA BRACCIOLINI
The price is HK$1,079
HK$1,637 total
includes taxes & fees
1 Oct - 2 Oct
Blue villa surrounded by greenery between Arezzo Florence and Siena
Pool

19. 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 HK$2,770
HK$3,349 total
includes taxes & fees
21 Sept - 22 Sept
Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
Interior

20. Little cozy house

Little cozy house
Loro Ciuffenna
The price is HK$630
HK$792 total
includes taxes & fees
21 Sept - 22 Sept
Little cozy house
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

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"What an amazing hotel. The attention to detail on the refurb of the property is phenomenal. Once the tennis court, spa etc are completed this will easily be high hundreds per night. We visited all the other properties in the surrounding area and nothing came close to this hotel. The food and drinks were also brilliant - best meal we had in Tuscany was in the hotel. My only suggestions would be to rotate the staff more - they seemed slightly over worked. Easily one of the best hotels I have stayed in."
David 4-night trip
Posted 1 day ago
Fattoria di Vegi

Find out more about Chianti Region

Chianti Region Vacation Homes information

Number of reviews
78
Accommodation
420 Vacation Homes
Lowest Price
HK$792
Highest Price
HK$4,421

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