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
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept
In one month
25 Sept - 27 Sept
In two months
23 Oct - 25 Oct

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, (208 reviews)
"The property is gorgeous with breath taking views everywhere. Staff went above and beyond providing excellent service!! Beautiful Infiniti pool, great food!!"
United States
Karamjit
The price is Rp6.101.061
Rp6.876.416 total
includes taxes & fees
30 Aug - 31 Aug
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
9.2 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 Rp2.281.560
Rp2.592.340 total
includes taxes & fees
1 Sept - 2 Sept
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)
"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 Rp2.408.314
Rp2.649.145 total
includes taxes & fees
30 Aug - 31 Aug
Dimora Casa Eugenia
A two-story building with a patio area featuring outdoor seating and potted plants.

4. 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 Rp760.520
Rp919.196 total
includes taxes & fees
30 Aug - 31 Aug
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
6.8 out of 10, (10 reviews)
"Definitely going back in the summer"
United States
Josimar
The price is Rp1.943.551
Rp2.220.530 total
includes taxes & fees
26 Sept - 27 Sept
Borgo Nuovo San Martino
A building with a symmetrical facade, arched windows, and a central door.

6. 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 Rp1.076.203
Rp1.477.690 total
includes taxes & fees
28 Aug - 29 Aug
Villa Gelsomino Garden
A pathway lined with trees and a large pot in the center.

7. 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 Rp1.622.860
Rp1.888.620 total
includes taxes & fees
8 Sept - 9 Sept
Villa Montarioso
A hotel room with a bed, two chairs, a window with a view, and a vase with flowers.

8. Palazzo Oliveto

Palazzo Oliveto
Oltrarno
7.6 out of 10, Good, (106 reviews)
"I really enjoyed my stay here. The host was also extremely kind and helpful."
Belgium
Mary Mariam
The price is Rp1.162.101
Rp1.526.184 total
includes taxes & fees
29 Aug - 30 Aug
Palazzo Oliveto
A dining area with a round table, wooden chairs, and hanging light fixtures.

9. 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 Rp2.585.768
Rp2.926.969 total
includes taxes & fees
10 Sept - 11 Sept
podere la strega
A bedroom with a bed, a TV mounted on the wall, a window with a view of buildings, and a radiator.

10. Toscanelli Residenza D'epoca

Toscanelli Residenza D'epoca
Historic Centre of Florence
9.6 out of 10, Exceptional, (389 reviews)
"Great staff and location"
United States
Albert
The price is Rp2.133.443
Rp2.636.514 total
includes taxes & fees
30 Aug - 31 Aug
Toscanelli Residenza D'epoca
A narrow cobblestone street with a parked white scooter and a table with chairs in the background.

11. Drom Florence Rooms & Apartments

Drom Florence Rooms & Apartments
Historic Centre of Florence
9.8 out of 10, Exceptional, (152 reviews)
"We had a very nice stay. Claudia was very friendly and service minded The place serves continental breakfast - and is a good idea to supplement it a little bit! Nice and quiet area, where you can walk to most things We can only recommend it Else Marie Hansen May 2026"
Denmark
Else Marie
The price is Rp3.377.951
Rp3.964.083 total
includes taxes & fees
13 Sept - 14 Sept
Drom Florence Rooms & Apartments
A covered courtyard with columns, a bench, and potted plants.

12. Foresteria Valdese di Firenze - Casa per Ferie

Foresteria Valdese di Firenze - Casa per Ferie
Historic Centre of Florence
8.8 out of 10, Excellent, (235 reviews)
"I had a lovely stay! Staff were helpful"
United States
Alloura
The price is Rp1.469.106
Rp1.864.354 total
includes taxes & fees
31 Aug - 1 Sept
Foresteria Valdese di Firenze - Casa per Ferie
A cozy reading nook with a fireplace, bookshelves, and comfortable seating.

13. 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
The price is Rp3.656.670
Rp4.312.064 total
includes taxes & fees
30 Aug - 31 Aug
Ottantotto Firenze

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 Rp2.195.922
Rp2.498.293 total
includes taxes & fees
28 Aug - 29 Aug
AmiRooms Affittacamere
A hotel room with a bed, a desk, a chair, a television, and an air conditioning unit.

15. Le Nove Muse Guesthouse

Le Nove Muse Guesthouse
San Lorenzo
9.4 out of 10, Exceptional, (10 reviews)
"Excellent to visit Florence"
Canada
Carolyne
The price is Rp1.248.835
Rp1.622.056 total
includes taxes & fees
30 Aug - 31 Aug
Le Nove Muse Guesthouse
A bedroom with a bed, bedside tables, a bench, a sofa, and a radiator.

16. Residenza D'epoca Poliziano

Residenza D'epoca Poliziano
San Lorenzo
8.8 out of 10, Excellent, (61 reviews)
"Great location and excellent room."
United States
HALE
The price is Rp1.974.657
Rp2.420.460 total
includes taxes & fees
28 Aug - 29 Aug
Residenza D'epoca Poliziano
A courtyard with outdoor seating, a large planter, and a building in the background.

17. Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.2 out of 10, Very good, (116 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 Rp1.112.438
Rp1.306.461 total
includes taxes & fees
28 Aug - 29 Aug
Relais La Corte Dei Cavalieri
A multi-story building with a classic architectural style, featuring a central entrance with a canopy, and a series of windows on each floor.

18. Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (94 reviews)
"Ada the hostess was very kind and helpfull with all our queries Room was spacious bedding excellent Climate control very good we needed it as it was getting very hot in Siena Grazie Mille Ada & Massimo"
Mexico
Carlos
The price is Rp3.352.552
Rp3.770.586 total
includes taxes & fees
28 Aug - 29 Aug
Residenza d'Epoca Le Aquile
A modern bathroom with a glass shower enclosure, a vanity with a mirror, and a radiator near the window.

19. Residenza d'Epoca San Martino 29

Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (52 reviews)
"Enjoyed our stay."
United States
Rene
The price is Rp2.508.257
Rp2.841.862 total
includes taxes & fees
28 Aug - 29 Aug
Residenza d'Epoca San Martino 29
A grand hallway with a high ceiling, large wooden doors, and classical columns.

20. Casa Santo Nome di Gesù

Casa Santo Nome di Gesù
Historic Centre of Florence
8.8 out of 10, Excellent, (380 reviews)
"Excellent location and wonderful staff in a unique building with an amazing history."
United Kingdom
Matthew
The price is Rp2.211.566
Rp2.680.595 total
includes taxes & fees
29 Aug - 30 Aug
Casa Santo Nome di Gesù
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

Borgo Vescine

Borgo Vescine

10/10 Excellent
"The resort is amazingly restored and preserved and has a wonderful family feel while remains very private and has an exclusive appeal. If it is at all possible I would highly recommend the family style dinner served on Monday night which is available to all the guests. It fascinating to interact with the people who are here for the first time or revisiting for the 30th time."
Bryan 2-night trip
Posted 20 hours ago
Borgo Vescine

Find out more about Chianti Region

Chianti Region Guest Houses information

Number of reviews
1,396
Accommodation
8 Guest Houses
Lowest Price
Rp919.196
Highest Price
Rp6.876.416