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

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Chianti Region country houses

A swimming pool area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

1. Palagina Il Borgo Agricolo

Palagina Il Borgo Agricolo
Figline e Incisa Valdarno
10.0 out of 10, Exceptional, (17 reviews)
"This was one of the best places to stay with two young children. There was so much for them to do and we all loved the pool with splash pad. The farm, the playground, the grounds… everything was perfect! Highly recommend!"
United States
Casey
The price is ￥26,755
￥29,609 total
includes taxes & fees
Oct 23 - Oct 24
Palagina Il Borgo Agricolo
Restaurant

2. Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
9.6 out of 10, Exceptional, (5 reviews)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
The price is ￥36,395
￥40,745 total
includes taxes & fees
Nov 22 - Nov 23
Palazzo Tiglio - A Small Luxury Hotels of the World
An outdoor patio with a stone table, a plate of food, a glass of red drink, and a sunflower.

3. Cappannelle Country House Tuscany

Cappannelle Country House Tuscany
Castiglion Fibocchi
10.0 out of 10, Exceptional, (2 reviews)
"Huset var underbart, ligger avskilt och lugnt. Mycket hjälpsam hyresvärd, Marusca som vi även fick nöjet att träffa. Nära till allting där vi bodde, bank, apotek, snabbköp, restauranger mm. Stort hus med gott om utrymme, stor underbar trädgård. 😎😘"
Sweden
Peter
The price is ￥11,060
￥20,869 total
includes taxes & fees
Nov 16 - Nov 17
Cappannelle Country House Tuscany
A traditional villa with multiple terracotta-tiled roofs, surrounded by lush greenery and trees.

4. Relais de Ricci

Relais de Ricci
Impruneta
The price is ￥14,649
￥25,528 total
includes taxes & fees
Nov 22 - Nov 23
Relais de Ricci
A stone building with a swimming pool, surrounded by trees and a view of the landscape.

5. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (89 reviews)
"Staff were extremely helpful and accommodating. Breakfast and supper are top notch. Location is absolutely beautiful."
Canada
Doug
The price is ￥24,426
￥27,757 total
includes taxes & fees
Oct 25 - Oct 26
Relais la Costa - Dimora Storica
A stone building with a swimming pool, outdoor seating, and trees.

6. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
9.0 out of 10, Wonderful, (66 reviews)
"Pretty, picturesque and peaceful!! Will stay again if ever back in San Gimignano"
United States
Paul
The price is ￥14,284
￥16,601 total
includes taxes & fees
Nov 22 - Nov 23
Il Castagnolo Country B&B
A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

7. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
10.0 out of 10, Exceptional, (11 reviews)
"It was amazing!"
United States
Mary
The price is ￥32,572
￥36,718 total
includes taxes & fees
Oct 24 - Oct 25
Tenuta Guardastelle
A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

8. Locanda Casalta

Locanda Casalta
Strove
8.0 out of 10, Very good, (2 reviews)
"A lovely place to stay in the countryside 20 minutes drive from Siena. There was very good communication from the hotel and everything was ready for us when we arrived. The breakfast was provided in a nearby bar which was typical Italian style and perfectly fine. We only stayed one night but were very happy with everything."
United Kingdom
Alexander
The price is ￥18,892
￥20,781 total
includes taxes & fees
Oct 25 - Oct 26
Locanda Casalta
A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

9. L'Aia di Argia

L'Aia di Argia
Monteroni d'Arbia
9.2 out of 10, Wonderful, (17 reviews)
"Beautiful place to stay. Had some difficulties finding the place , but it's very cozy"
United States
mario
The price is ￥11,658
￥13,534 total
includes taxes & fees
Nov 9 - Nov 10
L'Aia di Argia
A balcony with a table set for two, overlooking a calm river and lush greenery.

10. Fattoria di Maiano

Fattoria di Maiano
Fiesole
9.0 out of 10, Wonderful, (24 reviews)
"Our first visit to Tuscany and this was a beautiful location. We had the 3 bedroom apartment and it was so much space. Full kitchen with terrace, living room with TV if you want it, views of the Tuscan countryside from the windows. We had breakfast on sight each day, dinner a few times. Fresh and local ingredients. I loved walking through the property seeing the animals and in the trails through the woods. Only 5km outside of Florence, it's a great location to still do the touristy things in...
Canada
Charlotte
The price is ￥22,757
￥25,921 total
includes taxes & fees
Nov 22 - Nov 23
Fattoria di Maiano
A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

11. Wine Estate Paradiso di Cacuci

Wine Estate Paradiso di Cacuci
Montalcino
8.0 out of 10, Very good, (4 reviews)
"They overbooked the wine vineyard and had me stay in their hotel in Montalcino. They didn’t charge me for the stay but it was inconvenient and it wasn’t the stay that i planned. The restaurant next door that they recommended wasn’t what i was looking for. I wantwd a classic tuscan meal."
Italy
Tony
The price is ￥41,142
￥46,677 total
includes taxes & fees
Oct 23 - Oct 24
Wine Estate Paradiso di Cacuci
A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

12. Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (49 reviews)
"Most beautiful and relaxing place on the planet😁"
United States
Marko
The price is ￥18,337
￥20,882 total
includes taxes & fees
Nov 10 - Nov 11
Fattoria Pieve a Salti
A cellar with wine racks, a wooden table, and barrels.

13. CASALE DI VALLE DIMORA STORICA

CASALE DI VALLE DIMORA STORICA
Vinci
9.4 out of 10, Exceptional, (3 reviews)
"Awesome stay. Great Breakfast. Little bit of a language barrier, but Sara did a great job!"
United States
Paul
The price is ￥25,204
￥29,501 total
includes taxes & fees
Oct 23 - Oct 24
CASALE DI VALLE DIMORA STORICA
A stone building with a pool, surrounded by trees and outdoor seating.

14. Fattorie di Celli

Fattorie di Celli
Poppi
8.8 out of 10, Excellent, (6 reviews)
"A wonderful place for kids. Tree nest. Two pools. Tidy grounds. "
United Kingdom
Samuel
The price is ￥31,164
￥34,280 total
includes taxes & fees
Oct 26 - Oct 27
Fattorie di Celli
A swimming pool with a stone wall and a bench, surrounded by lights.

15. Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.6 out of 10, Excellent, (46 reviews)
"Very nice place to visit and stay with integration of the wineyard, restaurant, rooms. But the great point is definitely the joyful presence of Aldo and his delicious food, made with family's heritage touch."
Brazil
Marcelo
The price is ￥11,244
￥13,080 total
includes taxes & fees
Oct 27 - Oct 28
Cordella in Montalcino Wine Resort
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

16. Tenuta Castellare di Tonda

Tenuta Castellare di Tonda
Montaione
8.0 out of 10, Very good, (53 reviews)
"The reception was extremely helpful with all our queries even before we got to the property and really helped make sure we had a comfortable stay. The apartment came with amazing views and the basic necessities. The pool was a very nice size and kept clean for us to enjoy. We also booked a horse riding lesson which was with a great instructor and I’d highly recommend a ride if you have the time. Thanks for the hospitality! "
United Kingdom
Shifnaz
The price is ￥12,989
￥14,821 total
includes taxes & fees
Oct 30 - Oct 31
Tenuta Castellare di Tonda
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

17. Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (27 reviews)
"Really fresh beautiful place with real nice people tucked away in a romantic town with amazing views try it you won't regret it"
United States
nocham
The price is ￥31,767
￥34,944 total
includes taxes & fees
Oct 26 - Oct 27
Laqua Vineyard
A swimming pool with lounge chairs and umbrellas, surrounded by grass and trees, with a view of distant hills.

18. Agriturismo La Palazzina

Agriturismo La Palazzina
Palaia
8.4 out of 10, Very good, (26 reviews)
"Fantastic views and rustic setting. Was a wonderful place to stay"
European Union
Dave
The price is ￥24,604
￥28,309 total
includes taxes & fees
Oct 27 - Oct 28
Agriturismo La Palazzina
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

19. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
10.0 out of 10, Exceptional, (1 review)
"Great place. Beautiful area "
United States
Kristie
The price is ￥14,532
￥17,796 total
includes taxes & fees
Nov 12 - Nov 13
Country House Podere Casorbica
A bar area with a counter, a plant, and bottles of alcohol.

20. Agriturismo Torreghiotta

Agriturismo Torreghiotta
Pistoia
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and quiet place to rest. "
United States
Anonymous traveler
The price is ￥18,982
￥23,013 total
includes taxes & fees
Oct 31 - Nov 1
Agriturismo Torreghiotta
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

Hotel Toscana Ambassador

Hotel Toscana Ambassador

10/10 Excellent
"Excellent hôtel qualité-prix, très propre, très beau déjeuner, bien situé"
Nadine 1-night trip
Posted 2 days ago
Hotel Toscana Ambassador

Find out more about Chianti Region

Chianti Region Country Houses information

Number of reviews
317
Accommodation
11 Country Houses
Lowest Price
￥13,080
Highest Price
￥46,677

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