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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Radda in Chianti 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, (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 AU$440
includes taxes & fees
16 Nov - 17 Nov
Dievole Wine Resort
A pathway lined with trees and a large pot in the center.

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 AU$138
includes taxes & fees
17 Nov - 18 Nov
Villa Montarioso
An outdoor seating area with tables and chairs, a wooden bar, and a view of the countryside.

3. 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 AU$146
includes taxes & fees
8 Dec - 9 Dec
Casa di Palaia
Exterior

4. 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 AU$140
includes taxes & fees
18 Nov - 19 Nov
AmiRooms Affittacamere
A staircase with a patterned carpet and a wooden handrail.

5. Palazzo Ninci

Palazzo Ninci
Civitella in Val di Chiana
8.6 out of 10, Excellent, (14 reviews)
"Posizione eccezionale nella piazza centrale di Civitella e con vista sulla val di chiana. Soggiorno un po’ piccolo e camera da letto in soffitta probabilmente non adatto a persone anziane ma altrimenti molto carino. Bagno spazioso. Torneremmo volentieri"
Italy
Maurizio
The price is AU$98
includes taxes & fees
12 Nov - 13 Nov
Palazzo Ninci
A multi-story building with a classic architectural style, featuring a ground-floor entrance with a canopy and a visible storefront.

6. 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 AU$175
includes taxes & fees
12 Nov - 13 Nov
B&B Le Aquile
A stone building with multiple windows and a central entrance.

7. 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 AU$105
includes taxes & fees
12 Nov - 13 Nov
Fondaco del Moro
A two-story building with a patio area featuring outdoor seating and potted plants.

8. 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 AU$69
includes taxes & fees
16 Nov - 17 Nov
Homelink Poggibonsi
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.

9. 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 AU$128
includes taxes & fees
2 Dec - 3 Dec
Palazzina Fusi
A balcony with wicker furniture, a table with fruit, and a cityscape view.

10. 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 AU$240
includes taxes & fees
22 Nov - 23 Nov
Blossoms of Siena
An outdoor courtyard with stone walls, arched doorways, and potted plants.

11. 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 AU$129
includes taxes & fees
12 Nov - 13 Nov
Residenza d'Epoca Palazzo Buonaccorsi
A courtyard with outdoor seating, a large planter, and a building in the background.

12. 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 AU$106
includes taxes & fees
22 Nov - 23 Nov
Relais La Corte Dei Cavalieri
A hallway with a wooden ceiling, a yellow door, and framed pictures on the walls.

13. 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 AU$135
includes taxes & fees
22 Nov - 23 Nov
Florence David's Guesthouse
A modern bathroom with a glass shower enclosure, a vanity with a mirror, and a radiator near the window.

14. 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 AU$182
includes taxes & fees
16 Nov - 17 Nov
Residenza d'Epoca San Martino 29
A balcony with wicker chairs and a small table, overlooking a historic building with a dome.

15. Guest House Bel Duomo

Guest House Bel Duomo
Historic Centre of Florence
8.6 out of 10, Excellent, (1,005 reviews)
"Great location and friendly staff! Would stay again."
United States
Tracy
The price is AU$120
includes taxes & fees
25 Nov - 26 Nov
Guest House Bel Duomo
A multi-story building with a classic architectural style, featuring a central entrance with a canopy, and a series of windows on each floor.

16. 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 AU$292
includes taxes & fees
12 Nov - 13 Nov
Residenza d'Epoca Le Aquile
A narrow street lined with stone buildings, outdoor seating, and a few people walking.

17. La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.0 out of 10, Wonderful, (18 reviews)
"Comfortable beds and nice and clean"
United States
Chrystal
The price is AU$125
includes taxes & fees
17 Nov - 18 Nov
La Casa di Ines
A luxurious room with a chandelier, classical columns, and a dining area with wooden chairs and a table.

18. 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 AU$196
includes taxes & fees
12 Nov - 13 Nov
Dimora Casa Eugenia
A room with a large window, a potted plant, and a view of a building with an archway.

19. 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 AU$201
includes taxes & fees
13 Nov - 14 Nov
Residenze Strozzi Firenze
A bedroom with a bed, bedside tables, a bench, a sofa, and a radiator.

20. Residenza D'epoca Poliziano

Residenza D'epoca Poliziano
San Lorenzo
9.0 out of 10, Wonderful, (74 reviews)
"Great location, clean, quiet"
United States
Charles
The price is AU$124
includes taxes & fees
8 Dec - 9 Dec
Residenza D'epoca Poliziano
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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Learn more about Radda in Chianti

Medieval stone buildings and winding streets make this hilltop town a perfect base for exploring Chianti's vineyards. Sample local wines at enotecas around the main piazza, then join a cooking class to master traditional Tuscan recipes.

See all hotels in Radda in Chianti
A stone building with a tower, arched windows, and a red-tiled roof.

Top reviews in Radda in Chianti

A pathway lined with trees and a large pot in the center.
Villa Montarioso

Villa Montarioso

Villa Montarioso
Montarioso

10/10 Excellent

As a couple travelling with teenage girls and been sharing quite confined spaces, it was fantastic to arrive and have a spacious 2 bedroom family room! The rooms were clean and we had a wonderful outlook from our balcony. The breakfast was great. The young guy at the reception was not only "gorgeous" but also very helpful and obliging. All this and it was a great rate as well! I suppose the only downside would be if you did not have a car (as we did) it is about 10 minutes drive into Siena...
Australia
Christine
Reviewed October 28, 2009
Villa Montarioso