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
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct
In one month
16 Oct - 18 Oct
In two months
13 Nov - 15 Nov

Our top choices for Chianti Region guest houses

Chapel

1. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (212 reviews)
"Our recent stay at the Dievole Wine Resort was incredible! The hospitality is second to none. This is the perfect place to unwind in Tuscany. I wish we could’ve stayed longer! Ciao!"
Canada
Marissa
The price is RM1,474
RM1,659 total
includes taxes & fees
14 Oct - 15 Oct
Dievole Wine Resort
Exterior

2. Casa di Palaia

Casa di Palaia
Greve in Chianti
9.4 out of 10, Exceptional, (29 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 RM404
RM463 total
includes taxes & fees
1 Oct - 2 Oct
Casa di Palaia
27-inch flat-screen TV with digital channels, TV, heated floors

3. 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 RM549
RM603 total
includes taxes & fees
28 Sept - 29 Sept
Dimora Casa Eugenia
Garden

4. Homelink Poggibonsi

Homelink Poggibonsi
Barberino Val d'Elsa
6.0 out of 10, (15 reviews)
"There was Ants in the room and property is in very bad condition "
United Kingdom
Avinash
The price is RM172
RM208 total
includes taxes & fees
20 Sept - 21 Sept
Homelink Poggibonsi
Restaurant

5. Borgo Nuovo San Martino

Borgo Nuovo San Martino
Bucine
6.8 out of 10, (10 reviews)
"Definitely going back in the summer"
United States
Josimar
The price is RM443
RM506 total
includes taxes & fees
21 Sept - 22 Sept
Borgo Nuovo San Martino
View from property

6. Villa Gelsomino Garden

Villa Gelsomino Garden
Oltrarno
9.0 out of 10, Wonderful, (142 reviews)
"Great place nice location"
United States
Zaid
The price is RM417
RM526 total
includes taxes & fees
16 Oct - 17 Oct
Villa Gelsomino Garden
Garden

7. Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (141 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is RM335
RM392 total
includes taxes & fees
13 Oct - 14 Oct
Villa Montarioso
Premium bedding, in-room safe, soundproofing, free WiFi

8. Toscanelli Residenza D'epoca

Toscanelli Residenza D'epoca
Historic Centre of Florence
9.6 out of 10, Exceptional, (391 reviews)
"This was the perfect place to stay for my trip to Florence. The location was great, right across from Boboli Gardens, down the street from Ponte Vecchio, and close by a bunch of nice restaurants and wine bars. AC works great too!"
United States
Emily
The price is RM866
RM1,019 total
includes taxes & fees
20 Sept - 21 Sept
Toscanelli Residenza D'epoca
Terrace/patio

9. Blossoms of Siena

Blossoms of Siena
Siena City Centre
9.4 out of 10, Exceptional, (43 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 RM800
RM899 total
includes taxes & fees
14 Oct - 15 Oct
Blossoms of Siena
3-inch Smart TV with digital channels

10. podere la strega

podere la strega
Siena
10.0 out of 10, Exceptional, (4 reviews)
"Vår vistelse på Podere La Strega var fantastisk! Paret som hade hand om oss var alldeles underbara. Frukosten var trevlig vid ett stort gemensamt bord och god mat, mannen på hotellet ordnade en riktigt bra kaffe! Poolområdet var rent och fräsch och det märktes att de tar väl hand om stället. Vi vill åka tillbaka redan nu!"
Sweden
Jenny
The price is RM654
RM739 total
includes taxes & fees
20 Sept - 21 Sept
podere la strega
Fireplace

11. Ottantotto Firenze

Ottantotto Firenze
Historic Centre of Florence
9.6 out of 10, Exceptional, (176 reviews)
"Quaint boutique hotel in great location. Clean comfortable room and nice breakfast. Wonderful restaurant almost next door and close to train station. Highly recommend."
United States
Timothy
Ottantotto Firenze
Exterior

12. Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (94 reviews)
"Fantastic location, helpful and welcoming staff, great sized rooms. 10 out of 10, would recommend."
United States
Stephanie
The price is RM831
RM933 total
includes taxes & fees
22 Sept - 23 Sept
Residenza d'Epoca Le Aquile
Hypo-allergenic bedding, minibar, in-room safe, free WiFi

13. Palazzo Oliveto

Palazzo Oliveto
Oltrarno
7.6 out of 10, Good, (108 reviews)
"Everything in the property was marvelous and impeccable. Plus the staff very helpful. They make our stay so enjoyable. We highly recommend this venue. It is close to all important points to visit, restaurants and shopping points. It was an outstanding experience to us. Thank you very much for your hospitality. ❤️❤️❤️"
Canada
Maria
The price is RM401
RM498 total
includes taxes & fees
8 Oct - 9 Oct
Palazzo Oliveto
Exterior

14. 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 RM671
RM757 total
includes taxes & fees
6 Oct - 7 Oct
AmiRooms Affittacamere
Courtyard

15. Drom Florence Rooms & Apartments

Drom Florence Rooms & Apartments
Historic Centre of Florence
9.8 out of 10, Exceptional, (153 reviews)
"Claudia was very helpful and kind! The hotel is a bit out of the way but a nice stay overall. Very clean and exactly what the photos look like."
Canada
Brianna
The price is RM748
RM879 total
includes taxes & fees
19 Oct - 20 Oct
Drom Florence Rooms & Apartments
Exterior

16. Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.2 out of 10, Very good, (117 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 RM312
RM362 total
includes taxes & fees
20 Sept - 21 Sept
Relais La Corte Dei Cavalieri
Premium bedding, in-room safe, desk, laptop workspace

17. Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (56 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 RM584
RM661 total
includes taxes & fees
27 Sept - 28 Sept
Residenza d'Epoca San Martino 29
Front of property

18. Villa Royal B&B

Villa Royal B&B
Historic Centre of Florence
8.6 out of 10, Excellent, (115 reviews)
"Beautiful hotel and away from the busy main town, nice pool."
Italy
MINH
The price is RM542
RM653 total
includes taxes & fees
11 Oct - 12 Oct
Villa Royal B&B
1 bedroom, minibar, in-room safe, desk

19. Le Nove Muse Guesthouse

Le Nove Muse Guesthouse
San Lorenzo
9.6 out of 10, Exceptional, (11 reviews)
"Excellent to visit Florence"
Canada
Carolyne
The price is RM488
RM594 total
includes taxes & fees
21 Sept - 22 Sept
Le Nove Muse Guesthouse
Terrace/patio

20. Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (195 reviews)
"Thank you so much for a wonderful stay :)"
United Kingdom
Soni
The price is RM385
RM447 total
includes taxes & fees
12 Oct - 13 Oct
Residenza d'Epoca Palazzo Buonaccorsi
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
"very nice historic hotel with great views of the country side and great atmphere. Room size and ammenities were wonderful. The breakfeast was great. Restaurant was nice with historic dishes. Only down side was the gluten and nut free options were limited...mainly for gluten sufferers, since the only gluten free pasta is Penne, which is not great for all dishes and frustratingsince Italy produces a very large variety of great gluten free pasta shapes. Also, my travel partner and I did the same pasta, one gluten free (penne) and one not gluten free. The non-gluten-free pasta came beautifully presented, while the gluten-free pasta came like it was thrown together last minute… like as if you were sitting at your own kitchen table. Impression given with the dinner is that people with allergies, are more a bit of a bother, and the typical mission in Italy, to give visitors an excellent culinary experience, is more less abandoned for people with allergies. that said, accommodating allergies is very difficult these days and at least the menu was clear about which foods contain which allergens."
edward 2-night trip
Posted 12 hours ago
Castello Vicchiomaggio

Find out more about Chianti Region

Chianti Region Guest Houses information

Number of reviews
1,712
Accommodation
8 Guest Houses
Lowest Price
RM208
Highest Price
RM1,659

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