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

Our top choices for Chianti Region guest houses

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

1. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (217 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 7.034.125 ₫
7.969.113 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Dievole Wine Resort
An outdoor seating area with tables and chairs, a wooden bar, and a view of the countryside.

2. Casa di Palaia

Casa di Palaia
Greve in Chianti
9.4 out of 10, Exceptional, (32 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 2.557.864 ₫
2.929.439 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Casa di Palaia
A luxurious room with a chandelier, classical columns, and a dining area with wooden chairs and a table.

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 3.374.959 ₫
3.712.455 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Dimora Casa Eugenia
A two-story building with a patio area featuring outdoor seating and potted plants.

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 1.024.951 ₫
1.243.438 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Homelink Poggibonsi
A stone-walled room with a fireplace, a table with chairs, and a hanging light fixture.

5. Borgo Nuovo San Martino

Borgo Nuovo San Martino
Bucine
7.2 out of 10, Good, (11 reviews)
"Definitely going back in the summer"
United States
Josimar
The price is 2.622.210 ₫
3.000.219 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Borgo Nuovo San Martino
A pathway lined with trees and a large pot in the center.

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 1.963.666 ₫
2.305.023 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Villa Montarioso
A hotel room with a bed, a chair, a table with a magazine, a lamp, and a TV on the wall.

7. Residenze Strozzi Firenze

Residenze Strozzi Firenze
Historic Centre of Florence
9.0 out of 10, Wonderful, (10 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 3.220.934 ₫
3.890.478 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Residenze Strozzi Firenze
A hotel room with a large bed, a desk with a chair, a dining area with chairs, and a view of a building through open windows.

8. Palazzina Fusi

Palazzina Fusi
Historic Centre of Florence
9.2 out of 10, Wonderful, (187 reviews)
"Perfect location! Attentive staff and a very quiet room ."
United States
debbie
The price is 2.461.944 ₫
3.055.502 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Palazzina Fusi
A modern bathroom with a glass shower enclosure, a vanity with a mirror, and a radiator near the window.

9. Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (63 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 3.085.795 ₫
3.510.163 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Residenza d'Epoca San Martino 29
A narrow courtyard with terracotta steps leading to a door, surrounded by potted plants and a small table with a chair.

10. Corte dell'albero

Corte dell'albero
Historic Centre of Florence
9.6 out of 10, Exceptional, (121 reviews)
"Close location to main train station , about 6 minutes walk , also great location and walkable to most attractions, breakfast was very simple"
United States
Marjan
The price is 1.894.654 ₫
2.431.483 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Corte dell'albero
A balcony with wicker furniture, a table with fruit, and a cityscape view.

11. Blossoms of Siena

Blossoms of Siena
Siena City Centre
9.4 out of 10, Exceptional, (45 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 3.778.274 ₫
4.271.889 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Blossoms of Siena
A well-lit hallway with a bench, a dining table with chairs, and potted plants.

12. La Dimora del Mercante

La Dimora del Mercante
Historic Centre of Florence
9.8 out of 10, Exceptional, (152 reviews)
"Clean room, friendly staff, and the location was perfect to explore the city."
United States
Anthony
The price is 3.304.992 ₫
5.143.391 ₫ total
includes taxes & fees
19 Nov - 20 Nov
La Dimora del Mercante
A building with a symmetrical facade, arched windows, and a central door.

13. Villa Gelsomino Garden

Villa Gelsomino Garden
Oltrarno
8.8 out of 10, Excellent, (148 reviews)
"Great place nice location"
United States
Zaid
The price is 1.060.415 ₫
1.577.503 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Villa Gelsomino Garden
A multi-story building with a classic architectural style, featuring a ground-floor entrance with a canopy and a visible storefront.

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 2.562.376 ₫
2.934.606 ₫ total
includes taxes & fees
25 Oct - 26 Oct
B&B Le Aquile
A hotel room with a large bed, two bedside lamps, a window with curtains, and a wall with a unique design.

15. Lumi stays

Lumi stays
Historic Centre of Florence
The price is 2.489.443 ₫
3.085.751 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Lumi stays
A bedroom with a bed, a TV mounted on the wall, a window with a view of buildings, and a radiator.

16. Toscanelli Residenza D'epoca

Toscanelli Residenza D'epoca
Historic Centre of Florence
9.6 out of 10, Exceptional, (398 reviews)
"The room was fantastic & the staff above & beyond helpful & friendly."
United States
Clint
The price is 2.420.022 ₫
3.067.997 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Toscanelli Residenza D'epoca
A historic building with intricate architectural details and a dome.

17. 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 1.634.190 ₫
2.144.973 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Guest House Bel Duomo
A courtyard with outdoor seating, a large planter, and a building in the background.

18. Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.2 out of 10, Very good, (124 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 1.918.398 ₫
2.226.026 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Relais La Corte Dei Cavalieri
A courtyard with a domed building and a bell tower.

19. The Artists' Palace Florence

The Artists' Palace Florence
Historic Centre of Florence
9.4 out of 10, Exceptional, (507 reviews)
"Location, staff, everything is amazing"
Canada
Maryam
The price is 2.633.599 ₫
4.112.791 ₫ total
includes taxes & fees
24 Nov - 25 Nov
The Artists' Palace Florence
A balcony with a view of a pool and landscape, a wooden table with chairs, and a large umbrella.

20. Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (37 reviews)
"This was our second time staying here-- so charming and AMAZING breakfast❤️❤️❤️"
United States
Sasha
Villa Sant Andrea
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 Villa Cesi

Hotel Villa Cesi

10/10 Excellent
"Rooms are very clean and staff are very friendly and super helpful and above all they are caring and very accommodating especially with our elderly less abled parents for which we are very grateful. Property is in a beautiful setting. Restaurant staff also very helpful. Thank you very much to all who hosted us at Villa Cesi."
Anshi 2-night trip
Posted 6 days ago
Hotel Villa Cesi

Find out more about Chianti Region

Chianti Region Guest Houses information

Number of reviews
748
Accommodation
8 Guest Houses
Lowest Price
1.243.438 ₫
Highest Price
7.969.113 ₫