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

Search Guest Houses in Chianti Region from CA $70

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for Chianti Region guest houses

Chapel

1. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (210 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 CA $478
CA $539 total
includes taxes & fees
Oct 11 - Oct 12
Dievole Wine Resort
Exterior

2. Casa di Palaia

Casa di Palaia
Greve in Chianti
9.4 out of 10, Exceptional, (28 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 $132
CA $152 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $172
CA $190 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $58
CA $70 total
includes taxes & fees
Sep 27 - Sep 28
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 CA $151
CA $172 total
includes taxes & fees
Sep 21 - Sep 22
Borgo Nuovo San Martino
View from property

6. Villa Gelsomino Garden

Villa Gelsomino Garden
Oltrarno
9.0 out of 10, Wonderful, (141 reviews)
"Great place nice location"
United States
Zaid
The price is CA $147
CA $185 total
includes taxes & fees
Sep 15 - Sep 16
Villa Gelsomino Garden
Reception

7. Foresteria Valdese di Firenze - Casa per Ferie

Foresteria Valdese di Firenze - Casa per Ferie
Historic Centre of Florence
8.8 out of 10, Excellent, (240 reviews)
"Rooms with AC, shops and laundromats within a block, incredible good restaurants at less than 10 minutes walk"
Canada
Jorge
The price is CA $167
CA $203 total
includes taxes & fees
Oct 11 - Oct 12
Foresteria Valdese di Firenze - Casa per Ferie
Standard Double Room, City View (Tornabuoni Small Size Room)

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 CA $207
CA $250 total
includes taxes & fees
Sep 25 - Sep 26
Toscanelli Residenza D'epoca
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 CA $122
CA $143 total
includes taxes & fees
Oct 7 - Oct 8
Villa Montarioso
Deluxe Quadruple Room

10. 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 CA $128
CA $160 total
includes taxes & fees
Oct 8 - Oct 9
Palazzo Oliveto
3-inch Smart TV with digital channels

11. 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 CA $201
CA $227 total
includes taxes & fees
Sep 20 - Sep 21
podere la strega
Premium Suite

12. Fornace Suite

Fornace Suite
Oltrarno
9.8 out of 10, Exceptional, (34 reviews)
"Traveling with my best friends for our friendship anniversary, the accommodations at Fornance Suite were amazing. I’ve recommended this stay to family and friends; if you’re considering staying here, please do! The staff went above and beyond for us during our stay. Our suite was beautiful and extremely clean."
United States
Jordan
The price is CA $443
CA $507 total
includes taxes & fees
Oct 11 - Oct 12
Fornace Suite
Courtyard

13. 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 CA $142
CA $176 total
includes taxes & fees
Sep 13 - Sep 14
Drom Florence Rooms & Apartments
Fireplace

14. 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 CA $386
CA $447 total
includes taxes & fees
Oct 6 - Oct 7
Ottantotto Firenze
Exterior

15. 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 CA $264
CA $297 total
includes taxes & fees
Oct 2 - Oct 3
Residenza d'Epoca Le Aquile
Front of property

16. Soprarno Suites

Soprarno Suites
Historic Centre of Florence
9.8 out of 10, Exceptional, (417 reviews)
"The room was lovely and clean, the breakfast was exemplary and the staff were a delight."
United States
Valerie
The price is CA $541
CA $617 total
includes taxes & fees
Oct 4 - Oct 5
Soprarno Suites
City Double or Twin Room, 1 Queen Bed

17. 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 CA $205
CA $244 total
includes taxes & fees
Sep 13 - Sep 14
Le Nove Muse Guesthouse
Suite (Imperial) | In-room dining

18. 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 CA $407
CA $470 total
includes taxes & fees
Sep 14 - Sep 15
Piazza Pitti Palace
Terrace/patio

19. 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 CA $125
CA $153 total
includes taxes & fees
Sep 28 - Sep 29
Residenza d'Epoca Palazzo Buonaccorsi
Apartment, 1 Bedroom, Private Bathroom

20. 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 CA $218
CA $259 total
includes taxes & fees
Oct 5 - Oct 6
Residenza D'epoca Poliziano
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

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town

10/10 Excellent
"Friendly staff!"
larisa 1-night trip
Posted 15 hours ago
hu Firenze Certosa camping in town

Find out more about Chianti Region

Chianti Region Guest Houses information

Number of reviews
1,840
Accommodation
8 Guest Houses
Lowest Price
CA $70
Highest Price
CA $617

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