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
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul
In one month
7 Aug - 9 Aug
In two months
4 Sep - 6 Sep

Our top choices for Chianti Region guest houses

Garden

Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (140 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is AED 328
AED 381 total
includes taxes & fees
17 Jul - 18 Jul
Villa Montarioso
Exterior

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (52 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 AED 257
AED 283 total
includes taxes & fees
10 Jul - 11 Jul
Fondaco del Moro
View from property

Villa Gelsomino Garden

Villa Gelsomino Garden
Oltrarno
9.0 out of 10, Wonderful, (140 reviews)
"Great place nice location"
United States
Zaid
The price is AED 208
AED 288 total
includes taxes & fees
12 Jul - 13 Jul
Villa Gelsomino Garden
Garden

Homelink Poggibonsi

Homelink Poggibonsi
Barberino Tavarnelle
5.8 out of 10, (14 reviews)
"There was Ants in the room and property is in very bad condition "
United Kingdom
Avinash
The price is AED 183
AED 218 total
includes taxes & fees
10 Jul - 11 Jul
Homelink Poggibonsi
Exterior

Casa di Palaia

Casa di Palaia
Greve in Chianti
9.2 out of 10, Wonderful, (27 reviews)
"The bedroom was large, clean and comfortable as was the bathroom. In particular the owners were very friendly and helpful."
United Kingdom
Steven
The price is AED 463
AED 526 total
includes taxes & fees
10 Jul - 11 Jul
Casa di Palaia
Chapel

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (198 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is AED 1,177
AED 1,328 total
includes taxes & fees
15 Jul - 16 Jul
Dievole Wine Resort
27-inch flat-screen TV with digital channels, TV, heated floors

Dimora Casa Eugenia

Dimora Casa Eugenia
Loro Ciuffenna
9.2 out of 10, Wonderful, (33 reviews)
"Beautiful boutique type stay. They are so welcoming and kind. Room was spacious, bed was comfortable. Breakfast was very tasty. Walked around the village and it was beautiful. Not one complaint, book your stay! "
United States
Shannon
The price is AED 474
AED 521 total
includes taxes & fees
20 Jul - 21 Jul
Dimora Casa Eugenia
Property grounds

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (30 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
The price is AED 1,206
AED 1,349 total
includes taxes & fees
5 Aug - 6 Aug
Poggio Paradiso Resort & Spa
1 bedroom, premium bedding, memory foam beds, minibar

Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (35 reviews)
"This was our second time staying here-- so charming and AMAZING breakfast❤️❤️❤️"
United States
Sasha
The price is AED 441
AED 502 total
includes taxes & fees
15 Jul - 16 Jul
Villa Sant Andrea
Exterior

Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (93 reviews)
"We has a perfect stay: great location, sound proof room,wonderful linens…best of all was the suggestions and help we received from the hosts. They made dinner reservations and helped with directions and lost luggage. Great visit!"
United States
Pamela
The price is AED 648
AED 729 total
includes taxes & fees
13 Jul - 14 Jul
Residenza d'Epoca Le Aquile
Exterior

Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.2 out of 10, Very Good, (110 reviews)
"All is good but the room is not air-conditioned, so it was too warm."
Germany
Hyunjin
The price is AED 250
AED 292 total
includes taxes & fees
15 Jul - 16 Jul
Relais La Corte Dei Cavalieri
Premium bedding, in-room safe, individually decorated, desk

Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (50 reviews)
"Enjoyed our stay."
United States
Rene
The price is AED 488
AED 554 total
includes taxes & fees
13 Jul - 14 Jul
Residenza d'Epoca San Martino 29
Terrace/patio

Blossoms of Siena

Blossoms of Siena
Siena City Centre
9.2 out of 10, Wonderful, (40 reviews)
"Everything was very nice. Very comfortable bed. Very clean. "
United States
Bobby
The price is AED 516
AED 584 total
includes taxes & fees
22 Jul - 23 Jul
Blossoms of Siena
Exterior

AmiRooms Affittacamere

AmiRooms Affittacamere
Siena City Centre
10.0 out of 10, Exceptional, (20 reviews)
"The room was new and very accommodating. Location was great"
United States
Mary
The price is AED 534
AED 605 total
includes taxes & fees
11 Jul - 12 Jul
AmiRooms Affittacamere
Front of property

B&B Le Aquile

B&B Le Aquile
Siena City Centre
9.6 out of 10, Exceptional, (127 reviews)
"Centre of everything and very helpful host"
Canada
kevin
The price is AED 398
AED 454 total
includes taxes & fees
12 Jul - 13 Jul
B&B Le Aquile
Staircase

Palazzo Ninci

Palazzo Ninci
Civitella in Val di Chiana
9.0 out of 10, Wonderful, (12 reviews)
"Camera con ogni confort, situata al centro del paesino molto carino. Colazione molto fornita "
Italy
Sara
The price is AED 278
AED 306 total
includes taxes & fees
9 Aug - 10 Aug
Palazzo Ninci
Terrace/patio

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (184 reviews)
"I would highly recommend this property. The staff were very amazing."
United States
Cynthia
The price is AED 347
AED 403 total
includes taxes & fees
13 Jul - 14 Jul
Residenza d'Epoca Palazzo Buonaccorsi
Front of property

I merli di Ada

I merli di Ada
Siena City Centre
8.2 out of 10, Very Good, (17 reviews)
"Excellent location and staff"
United Kingdom
Chantal
The price is AED 609
AED 687 total
includes taxes & fees
16 Jul - 17 Jul
I merli di Ada
Family Quadruple Room, Non Smoking, City View | Laptop workspace, free WiFi

Duccio Nacci Rooms - guest house

Duccio Nacci Rooms - guest house
San Gimignano City Centre
9.8 out of 10, Exceptional, (7 reviews)
"Estadia maravilhosa, super central, limpa e atendimento super rápido dos proprietários."
Brazil
Tessa
The price is AED 450
AED 516 total
includes taxes & fees
10 Jul - 11 Jul
Duccio Nacci Rooms - guest house
Free self parking

B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (60 reviews)
"Lovely place, I looking the beautiful San Francesco church. Excellent breakfast!"
United Kingdom
Esther
The price is AED 302
AED 412 total
includes taxes & fees
27 Jul - 28 Jul
B&B San Francesco
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

Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"Great trip! Staff was very helpful and few places with free breakfast"
Chau 2-night trip
Posted 1 day ago
Castello Vicchiomaggio