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
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Chianti Region town houses

A villa with a swimming pool, outdoor seating, and a tennis court.

1. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is CA $202
CA $229 total
includes taxes & fees
Oct 23 - Oct 24
Villa Curina Resort
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

2. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is CA $237
CA $260 total
includes taxes & fees
Oct 21 - Oct 22
Villa di Sotto
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

3. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is CA $164
CA $187 total
includes taxes & fees
Oct 25 - Oct 26
B&B La Fonte del Machiavelli
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

4. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
The price is CA $119
CA $138 total
includes taxes & fees
Oct 24 - Oct 25
Mariani Bed & Breakfast
A dining area with a table set for two, featuring a view of greenery through a window.

5. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (39 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is CA $186
CA $211 total
includes taxes & fees
Nov 8 - Nov 9
La Locanda di Pietracupa
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

6. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is CA $187
CA $212 total
includes taxes & fees
Oct 30 - Oct 31
Residenzia del Sogno
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

7. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is CA $407
CA $454 total
includes taxes & fees
Oct 31 - Nov 1
Terre di Baccio
A stone building with a yellow sign reading "b&b erioico".

8. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is CA $178
CA $209 total
includes taxes & fees
Nov 5 - Nov 6
L' Eroico
An arched entrance with a lantern above, flanked by two potted plants.

9. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (108 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is CA $288
CA $323 total
includes taxes & fees
Oct 27 - Oct 28
Villa il Fedino
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

10. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (171 reviews)
"Beautiful setting, stunning views, incredible pool and gardens and so easy to jump on the bus into the city."
United Kingdom
Jacqui
The price is CA $107
CA $137 total
includes taxes & fees
Nov 1 - Nov 2
I Parigi Corbinelli
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

11. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (15 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is CA $180
CA $236 total
includes taxes & fees
Oct 21 - Oct 22
Antica Pieve B&B
A cozy living room with a stone wall, a wine rack, and two sofas.

12. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (27 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is CA $163
CA $179 total
includes taxes & fees
Oct 27 - Oct 28
Villa Cassia di Baccano
Exterior

13. B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (29 reviews)
"Me and my girlfriend really did enjoy this property. Both host were very friendly and welcoming to us. We both did enjoy the feel at Home environment. We would definitely come back here on a future trip. Big shout out to the host for the wonderful cook meals. Great to know a bit about them as well."
United States
Erick
The price is CA $121
CA $139 total
includes taxes & fees
Nov 3 - Nov 4
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
A garden with a stone pathway, wooden benches, and various potted plants.

14. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (87 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is CA $192
CA $219 total
includes taxes & fees
Oct 30 - Oct 31
Antico Borgo il Cardino
A hotel room with a bed, a desk, a television, and a window with curtains.

15. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is CA $63
CA $72 total
includes taxes & fees
Oct 25 - Oct 26
Sportland
A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

16. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (75 reviews)
"Wonderful place, great location."
United States
Khaled
The price is CA $145
CA $165 total
includes taxes & fees
Nov 6 - Nov 7
B&B Palazzo del Magnifico
A balcony with a table, wine glasses, and a bottle, overlooking a historic building with a clock tower and another tower.

17. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.4 out of 10, Exceptional, (888 reviews)
"The people were all extremely nice and helpful, location was amazing, exactly what we were after having never been to Florence !!"
United States
David
The price is CA $146
CA $179 total
includes taxes & fees
Nov 17 - Nov 18
Relais Piazza Signoria
An open wooden door leading to an outdoor patio with a table and chairs.

18. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is CA $129
CA $189 total
includes taxes & fees
Nov 7 - Nov 8
Palazzo al Torrione 2
A table with two wine glasses, a bottle, and a book.

19. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (100 reviews)
"Place was great, beautiful, modern, well maintained and staff was very helpful. I didn’t like that it is far from everything, far from train station, not too many options for food in the vicinity."
United States
Waleska
The price is CA $93
CA $109 total
includes taxes & fees
Oct 25 - Oct 26
Domus il Palio B&B
A bakery display with pastries and a coffee station.

20. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (215 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is CA $104
CA $121 total
includes taxes & fees
Nov 15 - Nov 16
B&B Il Corso
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

Hotel Toscana Ambassador

Hotel Toscana Ambassador

10/10 Excellent
"Excellent hôtel qualité-prix, très propre, très beau déjeuner, bien situé"
Nadine 1-night trip
Posted 8 hours ago
Hotel Toscana Ambassador

Find out more about Chianti Region

Chianti Region Townhomes information

Number of reviews
947
Accommodation
18 Townhomes
Lowest Price
CA $72
Highest Price
CA $454

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