A stone building with a clock tower, steps leading up to it, and people walking around.

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Castellina in Chianti country houses

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

1. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (88 reviews)
"Staff were extremely helpful and accommodating. Breakfast and supper are top notch. Location is absolutely beautiful."
Canada
Doug
The price is P9,560
P10,867 total
includes taxes & fees
Oct 18 - Oct 19
Relais la Costa - Dimora Storica
A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

2. 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 P8,048
P8,852 total
includes taxes & fees
Nov 15 - Nov 16
Locanda Casalta
A stone building with a swimming pool, outdoor seating, and trees.

3. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
9.0 out of 10, Wonderful, (64 reviews)
"Loved this B&B. Very close by car to San Gimignano. Good base point for the area"
United States
Allan
The price is P7,282
P8,361 total
includes taxes & fees
Oct 21 - Oct 22
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.

4. Tenuta Guardastelle

Tenuta Guardastelle
San Gimignano
10.0 out of 10, Exceptional, (10 reviews)
"The setting is beautiful and peaceful. The staff and owners are incredibly helpful. The view and walk into San Gimignano was perfect. The wine is 10/10. I’d highly recommend to anyone that wants to visit the area."
Canada
Rolf
The price is P15,573
P17,482 total
includes taxes & fees
Oct 24 - Oct 25
Tenuta Guardastelle
A swimming pool area with lounge chairs and umbrellas, surrounded by a landscaped garden and a hilly backdrop.

5. 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 P5,509
P6,130 total
includes taxes & fees
Oct 16 - Oct 17
Palagina Il Borgo Agricolo
A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

6. 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 P4,612
P5,354 total
includes taxes & fees
Oct 16 - Oct 17
L'Aia di Argia
Restaurant

7. 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 P15,649
P17,495 total
includes taxes & fees
Nov 4 - Nov 5
Palazzo Tiglio - A Small Luxury Hotels of the World
A hot tub with stone steps leading up to it, under a pergola, with a view of distant hills.

8. 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 P5,444
P6,199 total
includes taxes & fees
Oct 22 - Oct 23
Tenuta Castellare di Tonda
A traditional villa with multiple terracotta-tiled roofs, surrounded by lush greenery and trees.

9. Relais de Ricci

Relais de Ricci
Impruneta
The price is P6,444
P10,816 total
includes taxes & fees
Nov 1 - Nov 2
Relais de Ricci
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 P10,348
P11,734 total
includes taxes & fees
Nov 11 - Nov 12
Fattoria di Maiano
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 Castellina in Chianti Hotel Reviews

Italiana Hotels Florence

Italiana Hotels Florence

10/10 Excellent
"Was our second time there so it must be good for that alone."
Gregory 3-night trip
Posted 2 hours ago
Italiana Hotels Florence

Find out more about Castellina in Chianti

Castellina in Chianti Country Houses information

Number of reviews
280
Accommodation
104 Country Houses
Lowest Price
P5,354
Highest Price
P17,495

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