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

Search Guest Houses in Chianti Region

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Our top choices for Chianti Region 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 NZ$544
includes taxes & fees
16 Nov - 17 Nov
Dievole Wine Resort

2. 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 NZ$178
includes taxes & fees
8 Dec - 9 Dec
Casa di Palaia

3. Dimora Casa Eugenia

Dimora Casa Eugenia
Loro Ciuffenna
9.2 out of 10, Wonderful, (33 reviews)
"Nice hotel, beautiful large room. Nice view over the river. "
Norway
Hilde Stendal
The price is NZ$243
includes taxes & fees
13 Nov - 14 Nov
Dimora Casa Eugenia

4. 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 NZ$92
includes taxes & fees
16 Nov - 17 Nov
Homelink Poggibonsi

5. 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 NZ$246
includes taxes & fees
13 Nov - 14 Nov
Residenze Strozzi Firenze

6. 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 NZ$170
includes taxes & fees
24 Nov - 25 Nov
Villa Montarioso

7. 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 NZ$158
includes taxes & fees
11 Nov - 12 Nov
Residenza d'Epoca Palazzo Buonaccorsi

8. 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 NZ$183
includes taxes & fees
2 Dec - 3 Dec
Antico Centro Suites

9. 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 NZ$172
includes taxes & fees
24 Nov - 25 Nov
AmiRooms Affittacamere

10. 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 NZ$164
includes taxes & fees
19 Nov - 20 Nov
Palazzina Fusi

11. Florence David's Guesthouse

Florence David's Guesthouse
Historic Centre of Florence
9.4 out of 10, Exceptional, (20 reviews)
"Great location"
United States
Rebecca
The price is NZ$166
includes taxes & fees
30 Nov - 1 Dec
Florence David's Guesthouse

12. Villa Gelsomino Garden

Villa Gelsomino Garden
Oltrarno
8.8 out of 10, Excellent, (149 reviews)
"Great place nice location"
United States
Zaid
The price is NZ$106
includes taxes & fees
22 Nov - 23 Nov
Villa Gelsomino Garden

13. Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (65 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 NZ$225
includes taxes & fees
16 Nov - 17 Nov
Residenza d'Epoca San Martino 29

14. 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 NZ$215
includes taxes & fees
17 Nov - 18 Nov
B&B Le Aquile

15. Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.2 out of 10, Very good, (128 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 NZ$130
includes taxes & fees
22 Nov - 23 Nov
Relais La Corte Dei Cavalieri

16. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.4 out of 10, Exceptional, (63 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is NZ$129
includes taxes & fees
11 Nov - 12 Nov
Fondaco del Moro

17. Corte dell'albero

Corte dell'albero
Historic Centre of Florence
9.4 out of 10, Exceptional, (124 reviews)
"Great location for 1 or 2 nights especially if you need to catch the train. Rooms are clean but small and bed is comfortable"
Canada
Robert
The price is NZ$133
includes taxes & fees
22 Nov - 23 Nov
Corte dell'albero

18. 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 NZ$297
includes taxes & fees
22 Nov - 23 Nov
Blossoms of Siena

19. 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 NZ$346
includes taxes & fees
11 Nov - 12 Nov
Residenza d'Epoca Le Aquile

20. Guest House Bel Duomo

Guest House Bel Duomo
Historic Centre of Florence
8.6 out of 10, Excellent, (1,004 reviews)
"Great location and friendly staff! Would stay again."
United States
Tracy
The price is NZ$148
includes taxes & fees
25 Nov - 26 Nov
Guest House Bel Duomo
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

Find out more about Chianti Region

Chianti Region Guest Houses information

Number of reviews
1,541
Accommodation
8 Guest Houses
Lowest Price
NZ$92
Highest Price
NZ$544

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