Search Guest Houses in Castellina in Chianti

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Our top choices for Castellina in Chianti guest houses

1. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (219 reviews)
"This stay was absolutely perfect. The staff is amazing and we had a great time! The food is also great!"
Norway
Magdalena
The price is P17,072
P19,342 total
includes taxes & fees
Nov 16 - Nov 17
Dievole Wine Resort

2. Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (144 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is P5,116
P5,979 total
includes taxes & fees
Nov 15 - Nov 16
Villa Montarioso

3. Homelink Poggibonsi

Homelink Poggibonsi
Barberino Val d'Elsa
5.8 out of 10, (16 reviews)
"There was Ants in the room and property is in very bad condition "
United Kingdom
Avinash
The price is P2,873
P3,442 total
includes taxes & fees
Nov 9 - Nov 10
Homelink Poggibonsi

4. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (207 reviews)
"This was one of the best places we stayed. We hiked the Tuscany portion of the Via Francegena and this stop was the best. The hotel is uniquely refurbished to include the 1,000 year old structures. It was an absolute delight. Blanca, was particularity helpful and accommodating. This is the best place to stay"
United States
Douglas
The price is P4,750
P5,577 total
includes taxes & fees
Nov 9 - Nov 10
Residenza d'Epoca Palazzo Buonaccorsi

5. Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.2 out of 10, Very good, (127 reviews)
"Easy checkin/checkout, easy with the dog also. Very nice scenery, well located, close to the train station, within the walled city. No AC but the there was a decent fan so no sweating at night despite 30C+ weather."
Canada
Ranmal
The price is P4,139
P4,834 total
includes taxes & fees
Nov 9 - Nov 10
Relais La Corte Dei Cavalieri

6. AmiRooms Affittacamere

AmiRooms Affittacamere
Siena City Centre
10.0 out of 10, Exceptional, (30 reviews)
"I couldn't have been more pleased with this lovely room, located on the main artery of Sienna just steps from the Piazza del Campo! Perfectly clean, modern, friendly staff... a delightful stay in an amazing city. Highly recommend!"
United States
Richard
The price is P5,271
P6,079 total
includes taxes & fees
Nov 15 - Nov 16
AmiRooms Affittacamere

7. Casa di Palaia

Casa di Palaia
Greve in Chianti
9.2 out of 10, Wonderful, (33 reviews)
"This is a great place to stay if you want a relaxed feel at home experience when visiting Chianti. The owner will set you up with a good breakfast with various options like boiled eggs, bread, your selection of coffee or cappuccino and varied pastries and fruits. The view and whole scenery is awesome! We hope to be back soon!"
United States
Belisario
The price is P5,461
P6,288 total
includes taxes & fees
Dec 8 - Dec 9
Casa di Palaia

8. Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (64 reviews)
"Such a beautiful place to stay and so handy to the main square and restraunts we loved our stay here"
United Kingdom
Cara
The price is P6,898
P7,868 total
includes taxes & fees
Nov 16 - Nov 17
Residenza d'Epoca San Martino 29

9. B&B Le Aquile

B&B Le Aquile
Siena City Centre
9.6 out of 10, Exceptional, (133 reviews)
"A lovely room, hosts were extremely helpful, there some noise from the nearby kitchen, but this did not detract our enjoyment of our stay."
United Kingdom
Susan
The price is P6,139
P7,034 total
includes taxes & fees
Nov 9 - Nov 10
B&B Le Aquile

10. La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.0 out of 10, Wonderful, (17 reviews)
"Comfortable beds and nice and clean"
United States
Chrystal
The price is P4,656
P5,473 total
includes taxes & fees
Nov 10 - Nov 11
La Casa di Ines

11. Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
9.8 out of 10, Exceptional, (99 reviews)
"Wonderful location, charming room, and Ada is the best at taking care of guests! Our favorite hotel of our month long journey."
United States
Claire
The price is P10,232
P11,536 total
includes taxes & fees
Nov 9 - Nov 10
Residenza d'Epoca Le Aquile

12. Blossoms of Siena

Blossoms of Siena
Siena City Centre
9.4 out of 10, Exceptional, (46 reviews)
"The convenience of the hotel being so close to so many activities and a lot of restaurants within walking distance from the hotel."
United States
Walter
The price is P9,182
P10,382 total
includes taxes & fees
Nov 10 - Nov 11
Blossoms of Siena

13. Duccio Nacci Rooms - guest house

Duccio Nacci Rooms - guest house
San Gimignano City Centre
9.8 out of 10, Exceptional, (8 reviews)
"Estadia maravilhosa, super central, limpa e atendimento super rápido dos proprietários."
Brazil
Tessa
The price is P6,898
P7,939 total
includes taxes & fees
Nov 9 - Nov 10
Duccio Nacci Rooms - guest house

14. alla scala 1746

alla scala 1746
Siena City Centre
7.8 out of 10, Good, (7 reviews)
"With access to the beauty of the best of Siena, we absolutely luxuriated and felt the warm vibe of the people, the buildings, the sunshine and the food. It felt magical!"
United States
Christie
The price is P8,410
P9,532 total
includes taxes & fees
Nov 9 - Nov 10
alla scala 1746

15. Palazzo Patrizi Suite & Spa

Palazzo Patrizi Suite & Spa
Siena City Centre
9.8 out of 10, Exceptional, (6 reviews)
"Staff were so lovely and helpful! The location was perfect and the bed was so comfortable. I loved everything about my stay!"
United States
Holly
The price is P18,404
P20,525 total
includes taxes & fees
Dec 1 - Dec 2
Palazzo Patrizi Suite & Spa

16. Palazzina Fusi

Palazzina Fusi
Historic Centre of Florence
9.2 out of 10, Wonderful, (193 reviews)
"Great location, the hotel is acceptable, not bad if you want a very centric location. Lots of restaurants and attractions nearby"
United States
Jorge
The price is P5,553
P6,951 total
includes taxes & fees
Nov 25 - Nov 26
Palazzina Fusi

17. I merli di Ada

I merli di Ada
Siena City Centre
8.0 out of 10, Very good, (18 reviews)
"Excellent location and staff"
United Kingdom
Chantal
The price is P6,490
P7,420 total
includes taxes & fees
Nov 15 - Nov 16
I merli di Ada

18. Antico Centro Suites

Antico Centro Suites
Historic Centre of Florence
9.0 out of 10, Wonderful, (370 reviews)
"The room was clean, reasonably priced, and very cozy. Even though it is right in the city center, it was completely quiet inside—you don’t hear any of the city's hustle."
Germany
Martin
The price is P5,116
P6,471 total
includes taxes & fees
Dec 3 - Dec 4
Antico Centro Suites

19. Guest House Bel Duomo

Guest House Bel Duomo
Historic Centre of Florence
8.6 out of 10, Excellent, (1,001 reviews)
"Great location and friendly staff! Would stay again."
United States
Tracy
The price is P3,966
P5,206 total
includes taxes & fees
Nov 25 - Nov 26
Guest House Bel Duomo

20. Residenze Strozzi Firenze

Residenze Strozzi Firenze
Historic Centre of Florence
9.2 out of 10, Wonderful, (13 reviews)
"As a solo traveler, this was perfect and so cozy. In the middle of everything and I could easily come back to rest as many times as I needed without it feeling like a hassle. The staff was really helpful too!"
United States
Ariana
The price is P7,174
P8,734 total
includes taxes & fees
Nov 9 - Nov 10
Residenze Strozzi Firenze
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.

Learn more about Castellina in Chianti

Medieval stone buildings line the narrow streets where you'll find Tuscany's best wine shops and the fascinating Etruscan tomb museum. Climb the fortress tower for panoramic vineyard views, then join locals at Piazza del Comune for aperitivo hour with regional cheeses.

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