A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Search Guest Houses in Chianti Region

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

Our top choices for Chianti Region guest houses

Chapel

1. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (204 reviews)
"The property and location is amazing! The on site amenities are outstanding. The infinity pool has a beautiful view. The wine tasting and tour experience was exceptional. The restaurant for breakfast and dinner is also exceptional. The entire staff at the resort were friendly, and extremely helpful !"
United States
Rory
The price is ₩483,521
₩544,969 total
includes taxes & fees
Aug 25 - Aug 26
Dievole Wine Resort
Exterior

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 ₩186,411
₩211,562 total
includes taxes & fees
Aug 23 - Aug 24
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 ₩190,864
₩209,950 total
includes taxes & fees
Aug 12 - Aug 13
Dimora Casa Eugenia
Garden

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 ₩66,300
₩79,478 total
includes taxes & fees
Aug 12 - Aug 13
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 ₩157,109
₩179,323 total
includes taxes & fees
Aug 31 - Sep 1
Borgo Nuovo San Martino
Front of property

6. Soprarno Suites

Soprarno Suites
Historic Centre of Florence
9.8 out of 10, Exceptional, (416 reviews)
"The room was lovely and clean, the breakfast was exemplary and the staff were a delight."
United States
Valerie
The price is ₩404,926
₩468,202 total
includes taxes & fees
Aug 24 - Aug 25
Soprarno Suites
View from property

7. 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 ₩67,190
₩97,154 total
includes taxes & fees
Aug 18 - Aug 19
Villa Gelsomino Garden
Fireplace

8. Ottantotto Firenze

Ottantotto Firenze
Historic Centre of Florence
9.6 out of 10, Exceptional, (176 reviews)
"Great location and extremely charming!"
United States
Brook
The price is ₩330,361
₩386,182 total
includes taxes & fees
Aug 24 - Aug 25
Ottantotto Firenze
Garden

9. 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 ₩128,374
₩149,397 total
includes taxes & fees
Sep 8 - Sep 9
Villa Montarioso
Interior

10. Casa Santo Nome di Gesù

Casa Santo Nome di Gesù
Historic Centre of Florence
8.8 out of 10, Excellent, (378 reviews)
"Excellent location and wonderful staff in a unique building with an amazing history."
United Kingdom
Matthew
The price is ₩174,239
₩211,192 total
includes taxes & fees
Aug 20 - Aug 21
Casa Santo Nome di Gesù
Exterior

11. 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 ₩265,199
₩298,267 total
includes taxes & fees
Aug 18 - Aug 19
Residenza d'Epoca Le Aquile
Reception

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, (233 reviews)
"I had a lovely stay! Staff were helpful"
United States
Alloura
The price is ₩116,212
₩147,477 total
includes taxes & fees
Aug 12 - Aug 13
Foresteria Valdese di Firenze - Casa per Ferie
Courtyard

13. 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 ₩267,208
₩313,573 total
includes taxes & fees
Sep 2 - Sep 3
Drom Florence Rooms & Apartments
Premium bedding, down comforters, minibar, desk

14. Casa Botticelli

Casa Botticelli
Historic Centre of Florence
9.6 out of 10, Exceptional, (49 reviews)
"Friendly staff and excellent breakfast "
United States
Mingjiang
The price is ₩340,798
₩397,799 total
includes taxes & fees
Aug 16 - Aug 17
Casa Botticelli
Suite (Imperial) | In-room dining

15. Piazza Pitti Palace

Piazza Pitti Palace
Historic Centre of Florence
9.2 out of 10, Wonderful, (140 reviews)
"Great rooms for families. Close to everything! Easy to drive to/"
United States
Raine
The price is ₩254,485
₩302,852 total
includes taxes & fees
Aug 23 - Aug 24
Piazza Pitti Palace
Standard Double Room, City View (Tornabuoni Small Size Room) | Premium bedding, in-room safe, soundproofing, WiFi (free)

16. Toscanelli Residenza D'epoca

Toscanelli Residenza D'epoca
Historic Centre of Florence
9.6 out of 10, Exceptional, (388 reviews)
"Great staff and location"
United States
Albert
The price is ₩168,764
₩208,558 total
includes taxes & fees
Aug 20 - Aug 21
Toscanelli Residenza D'epoca
Apartment, 1 Bedroom, Private Bathroom | Minibar (free items), in-room safe, iron/ironing board, WiFi (free)

17. Residenza D'epoca Poliziano

Residenza D'epoca Poliziano
San Lorenzo
9.0 out of 10, Wonderful, (58 reviews)
"Great location and excellent room."
United States
HALE
The price is ₩132,287
₩209,359 total
includes taxes & fees
Aug 12 - Aug 13
Residenza D'epoca Poliziano
Deluxe Studio Suite, City View | Desk, laptop workspace, cribs (surcharge), WiFi (free)

18. Maggio Living

Maggio Living
Historic Centre of Florence
10.0 out of 10, Exceptional, (4 reviews)
"Excellent! Perfect location!"
Sweden
Ida
The price is ₩243,498
₩287,492 total
includes taxes & fees
Aug 15 - Aug 16
Maggio Living
Premium Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, down comforters

19. Fornace Suite

Fornace Suite
Oltrarno
9.8 out of 10, Exceptional, (33 reviews)
"One of the nicest places I've stayed at!"
United Kingdom
Oopdeshwarnathsingh
The price is ₩267,554
₩313,953 total
includes taxes & fees
Aug 27 - Aug 28
Fornace Suite
Front of property

20. B&B Le Aquile

B&B Le Aquile
Siena City Centre
9.6 out of 10, Exceptional, (128 reviews)
"Centre of everything and very helpful host"
Canada
kevin
The price is ₩168,764
₩192,188 total
includes taxes & fees
Sep 9 - Sep 10
B&B Le Aquile
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chianti Region Hotel Reviews

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Excellent vacation destination."
Janice 3-night trip
Posted 1 day ago
Salvadonica - Borgo del Chianti

Find out more about Chianti Region

Chianti Region Guest Houses information

Number of reviews
1,862
Accommodation
8 Guest Houses
Lowest Price
₩79,478
Highest Price
₩544,969