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

Search Guest Houses in Chianti Region from CA $85

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Check prices for these dates

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19
In one month
Jul 31 - Aug 2
In two months
Aug 28 - Aug 30

Our top choices for Chianti Region guest houses

Chapel

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (197 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is CA $475
CA $535 total
includes taxes & fees
Jul 15 - Jul 16
Dievole Wine Resort
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 CA $179
CA $204 total
includes taxes & fees
Jul 9 - Jul 10
Casa di Palaia
Front of property

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 CA $187
CA $206 total
includes taxes & fees
Jul 7 - Jul 8
Dimora Casa Eugenia
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 CA $72
CA $85 total
includes taxes & fees
Jul 20 - Jul 21
Homelink Poggibonsi
Stovetop, cookware/dishes/utensils

Carla's Rooms with Private Bathroom & Shared Kitchen

Carla's Rooms with Private Bathroom & Shared Kitchen
Oltrarno
8.4 out of 10, Very good, (11 reviews)
"My stay was great. Thanks!"
United States
Brett
The price is CA $112
CA $216 total
includes taxes & fees
Jul 12 - Jul 13
Carla's Rooms with Private Bathroom & Shared Kitchen
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 CA $81
CA $112 total
includes taxes & fees
Jul 12 - Jul 13
Villa Gelsomino Garden
Family Apartment | Private kitchen

Florence David's Guesthouse

Florence David's Guesthouse
Historic Centre of Florence
9.2 out of 10, Wonderful, (9 reviews)
"A beautiful room and the host went out of their way to make us feel welcome, despite never actually meeting the check-in process was seamless. The amenities were much appreciated although some instructions for the coffee machine would have been appreciated! Highly recommend"
Canada
Leslie
The price is CA $136
CA $169 total
includes taxes & fees
Aug 3 - Aug 4
Florence David's Guesthouse
Front of property

Soprarno Suites

Soprarno Suites
Historic Centre of Florence
9.8 out of 10, Exceptional, (414 reviews)
"The room was lovely and clean, the breakfast was exemplary and the staff were a delight."
United States
Valerie
The price is CA $318
CA $372 total
includes taxes & fees
Aug 4 - Aug 5
Soprarno Suites
Reception

Foresteria Valdese di Firenze - Casa per Ferie

Foresteria Valdese di Firenze - Casa per Ferie
Historic Centre of Florence
8.8 out of 10, Excellent, (228 reviews)
"Great stay"
United States
Eric
The price is CA $132
CA $165 total
includes taxes & fees
Jul 24 - Jul 25
Foresteria Valdese di Firenze - Casa per Ferie
Standard Double Room, City View (Tornabuoni Small Size Room)

Toscanelli Residenza D'epoca

Toscanelli Residenza D'epoca
Historic Centre of Florence
9.6 out of 10, Exceptional, (386 reviews)
"Great staff and location"
United States
Albert
The price is CA $151
CA $188 total
includes taxes & fees
Jul 18 - Jul 19
Toscanelli Residenza D'epoca
Fireplace

Ottantotto Firenze

Ottantotto Firenze
Historic Centre of Florence
9.6 out of 10, Exceptional, (174 reviews)
"Really beautiful property and wonderful room. Hotel is immaculately clean and we thought the hotel had been renovated to a beautiful finish. We let the hotel know we were staying for our 10 year anniversary, and a bottle of Prosecco was left in our room with a note, which was extremely kind. A great location to stay in, just across the river. Passcode is provided for front door so can come and go as please. Have booked to stay in again in October!"
United Kingdom
Samantha
The price is CA $315
CA $369 total
includes taxes & fees
Aug 4 - Aug 5
Ottantotto Firenze
Apartment, 1 Bedroom

Numa Florence Felice

Numa Florence Felice
Historic Centre of Florence
9.0 out of 10, Wonderful, (38 reviews)
"We love this location! Prime area, beautiful stairs and amazing amentities. Obviously know theres no elevators, but those stairs were lovely and wide. It feels historic and really added charm in our Florence trip."
United States
Fredrich
The price is CA $205
CA $245 total
includes taxes & fees
Aug 2 - Aug 3
Numa Florence Felice
Executive Apartment | Living area

Chic Stay Boutique Apartments

Chic Stay Boutique Apartments
Historic Centre of Florence
9.4 out of 10, Exceptional, (28 reviews)
"Nice location, great welcoming from Angela !!"
United States
AARON
The price is CA $230
CA $353 total
includes taxes & fees
Jul 30 - Jul 31
Chic Stay Boutique Apartments
Interior

Casa Santo Nome di Gesù

Casa Santo Nome di Gesù
Historic Centre of Florence
8.8 out of 10, Excellent, (366 reviews)
"The rooms were spacious and spotless! Great location as a short walk across the bridge to the centre of town and sites, but also a quiet base to come back to after a busy day. The garden area was peaceful and the breakfasts delicious. We loved our stay there. "
United States
Kerri
The price is CA $194
CA $233 total
includes taxes & fees
Aug 1 - Aug 2
Casa Santo Nome di Gesù
City Double or Twin Room, 1 Queen Bed

Le Nove Muse Guesthouse

Le Nove Muse Guesthouse
San Lorenzo
9.4 out of 10, Exceptional, (9 reviews)
"Excellent to visit Florence"
Canada
Carolyne
The price is CA $152
CA $187 total
includes taxes & fees
Aug 2 - Aug 3
Le Nove Muse Guesthouse
Free minibar, in-room safe, laptop workspace, iron/ironing board

Residenza D'epoca Poliziano

Residenza D'epoca Poliziano
San Lorenzo
9.0 out of 10, Wonderful, (51 reviews)
"Had a good stay, room was good and very clean. The area is just outside the city center, so it’s relatively accessible by car and there is parking in the area. I did not like the check in experience as there is no staff on site and the document links shared are quite complicated to access and fill in"
United States
Rutger Johannes
The price is CA $105
CA $179 total
includes taxes & fees
Jul 6 - Jul 7
Residenza D'epoca Poliziano
Courtyard

Drom Florence Rooms & Apartments

Drom Florence Rooms & Apartments
Historic Centre of Florence
9.8 out of 10, Exceptional, (151 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 CA $129
CA $162 total
includes taxes & fees
Jul 6 - Jul 7
Drom Florence Rooms & Apartments
Premium Suite

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 CA $298
CA $347 total
includes taxes & fees
Aug 5 - Aug 6
Fornace Suite
Deluxe Double Room

Casa Botticelli

Casa Botticelli
Historic Centre of Florence
9.6 out of 10, Exceptional, (48 reviews)
"Friendly staff and excellent breakfast "
United States
Mingjiang
The price is CA $436
CA $502 total
includes taxes & fees
Aug 4 - Aug 5
Casa Botticelli
Interior

7heaven pontevecchio rooms

7heaven pontevecchio rooms
Historic Centre of Florence
8.0 out of 10, Very good, (21 reviews)
"GREAT LOCATION, easy, clean, felt safe"
United States
Christina
The price is CA $131
CA $163 total
includes taxes & fees
Jul 8 - Jul 9
7heaven pontevecchio rooms
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

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"This stay was everything we asked for and more. Incredible staff. Beautiful site. Exceptionally curated experience. The highlight for us was wonderful cooking class we took. A close second was the poolside views of the olive orchards and vineyards. Just exceptional."
Brian 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
2,345
Accommodation
8 Guest Houses
Lowest Price
CA $85
Highest Price
CA $535

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