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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chianti Region vacation homes

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

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, (27 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 AED 331
AED 651 total
includes taxes & fees
26 Oct - 27 Oct
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A stone building with multiple windows and a chimney.

2. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is AED 470
AED 533 total
includes taxes & fees
8 Nov - 9 Nov
Agriturismo La Ferrozzola
A view through a wooden door of a courtyard with stone walls and potted plants.

3. 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 AED 513
AED 743 total
includes taxes & fees
18 Oct - 19 Oct
Chianti Craft House Badia a Passignano
A stone building with a courtyard, a table with chairs, and a wheelbarrow.

4. House with views of the Chianti

House with views of the Chianti
impruneta
10.0 out of 10, Exceptional, (5 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 AED 270
AED 1,122 total
includes taxes & fees
28 Oct - 29 Oct
House with views of the Chianti
A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

5. Your nest in the Tuscany countryside

Your nest in the Tuscany countryside
Certaldo - Firenze
The price is AED 555
AED 942 total
includes taxes & fees
16 Oct - 17 Oct
Your nest in the Tuscany countryside
A stone building with a courtyard, outdoor seating, and potted plants.

6. 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 AED 321
AED 1,222 total
includes taxes & fees
21 Oct - 22 Oct
Wonderful Tuscan farmhouse with large spaces and panoramic views
A modern kitchen with a tiled backsplash, a dining area with a table and chairs, and a staircase with a plant shelf.

7. Little cozy house

Little cozy house
Loro Ciuffenna
The price is AED 287
AED 361 total
includes taxes & fees
19 Oct - 20 Oct
Little cozy house
An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

8. 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 AED 492
AED 1,371 total
includes taxes & fees
15 Nov - 16 Nov
Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC
A swimming pool with a wooden deck, a tree with red leaves, and a building with a beige facade.

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 AED 254
AED 476 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi
A brick building with a garden, a metal fence, and a clear sky.

10. Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
Casa Marisa in Castellina in Chianti
A living room with a dining table, two sofas, a coffee table, and a ceiling fan.

11. 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, (11 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.
casagreve - stylish house in Tuscan village - breathtaking view from its terrace
A living room with a TV, a sofa, and a dining area with chairs.

12. 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 AED 411
AED 712 total
includes taxes & fees
2 Nov - 3 Nov
House with separate entrance at the gates of Florence and Chianti
A stone building with a gravel path, outdoor seating, and greenery.

13. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is AED 985
AED 1,145 total
includes taxes & fees
2 Nov - 3 Nov
The Arch Among the Hills of Castellina
A wooden table with two wine glasses and a bottle of wine, set outdoors with a view of greenery and hills.

14. 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 traveler
The price is AED 731
AED 747 total
includes taxes & fees
25 Oct - 26 Oct
Historic 'Felciolina' Country House with Private Terrace, 30 Minutes from Florence
An outdoor patio with a table, chairs, a grill, and a large umbrella.

15. 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 AED 958
AED 1,180 total
includes taxes & fees
16 Oct - 17 Oct
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
A patio with a table and chairs, an umbrella, and a view of a green fence and plants.

16. 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 traveler
The price is AED 891
AED 903 total
includes taxes & fees
15 Nov - 16 Nov
Holiday home 'Sandra House Certaldo' with private garden and Wi-Fi
A dining area with a brick archway, wooden dining table, chairs, and a chandelier.

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

Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Montevarchi
The price is AED 960
AED 1,371 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
A dining area with a table set for two, a view of a vineyard, and a wooden table with a small decorative item.

18. Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna
An aerial view of a traditional villa with multiple buildings, surrounded by lush greenery and trees.

19. Beautiful apartment with A/C, pool, WIFI, TV, balcony and pets allowed, close to Florence

Beautiful apartment with A/C, pool, WIFI, TV, balcony and pets allowed, close to Florence
Impruneta
The price is AED 545
AED 726 total
includes taxes & fees
1 Nov - 2 Nov
Beautiful apartment with A/C, pool, WIFI, TV, balcony and pets allowed, close to Florence
A stone building with a tiled roof, a small window, and a door.

20. Mhateria Relais

Mhateria Relais
Rignano Sull' Arno
10.0 out of 10, Exceptional, (1 review)
"Eine tolle Immobilie, die tatsächlich so gut wie sie beschrieben ist, auch ist."
Germany
Thomas K.
The price is AED 1,026
AED 1,272 total
includes taxes & fees
1 Nov - 2 Nov
Mhateria Relais
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

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

8/10 Good
"Lit un peut moins confortable"
Melanie 2-night trip
Posted 2 days ago
Salvadonica - Borgo del Chianti

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