Search Townhomes in Chianti Region from CA $67

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
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Nov 27 - Nov 29
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Dec 11 - Dec 13
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Jan 8 - Jan 10

Our top choices for Chianti Region town houses

A bedroom with a stone wall, a large mirror, a bed with white linens, a potted plant, and a view through a window with curtains.

1. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 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 $365
CA $408 total
includes taxes & fees
Nov 13 - Nov 14
Terre di Baccio
An arched entrance with a lantern above, flanked by two potted plants.

2. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (109 reviews)
"Food was amazing, we love how quiet and relaxing it was"
United States
Justyna
The price is CA $225
CA $253 total
includes taxes & fees
Nov 23 - Nov 24
Villa il Fedino
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

3. 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 $122
CA $172 total
includes taxes & fees
Dec 1 - Dec 2
Antica Pieve B&B
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

4. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (94 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is CA $163
CA $186 total
includes taxes & fees
Nov 11 - Nov 12
B&B La Fonte del Machiavelli
A stone building with a yellow sign reading "b&b erioico".

5. 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 $181
CA $212 total
includes taxes & fees
Nov 12 - Nov 13
L' Eroico
A courtyard with a stone building featuring an arched entrance, potted plants, and outdoor seating.

6. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (175 reviews)
"Fabulous breakfast, wonderful views from breakfast room and garden. Very helpful staff, suggesting local restaurants and things to do."
United Kingdom
Susan
The price is CA $107
CA $136 total
includes taxes & fees
Nov 12 - Nov 13
I Parigi Corbinelli
A two-story house with a patio area, potted plants, and outdoor furniture.

7. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (40 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is CA $204
CA $231 total
includes taxes & fees
Nov 13 - Nov 14
La Locanda di Pietracupa
A cozy living room with a stone wall, a wine rack, and two sofas.

8. 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 $135
CA $148 total
includes taxes & fees
Nov 11 - Nov 12
Villa Cassia di Baccano
Exterior

9. 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 $126
CA $145 total
includes taxes & fees
Nov 23 - Nov 24
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

10. 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 $68
CA $78 total
includes taxes & fees
Nov 15 - Nov 16
Sportland
A balcony with wicker furniture, overlooking a historic square with a prominent tower and a clock.

11. Relais Piazza Signoria

Relais Piazza Signoria
Historic Centre of Florence
9.6 out of 10, Exceptional, (895 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 $180 total
includes taxes & fees
Dec 3 - Dec 4
Relais Piazza Signoria
A modern house with glass walls and a patio area.

12. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (94 reviews)
"The Marignolle Relais & Charme is absolutely gorgeous. The rooms are beautifully decorated and everything is so clean. The grounds are well maintained and the pool area is stunning. We loved our two day stay and heartily recommend it. Stay here you’ll love it!!!"
Canada
Honey
The price is CA $185
CA $222 total
includes taxes & fees
Nov 26 - Nov 27
Marignolle Relais and Charme
A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

13. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (218 reviews)
"Very clean and comfortable, great location and staff"
United States
Heather
The price is CA $103
CA $120 total
includes taxes & fees
Nov 15 - Nov 16
B&B Il Corso
A bathroom with a window view of a historic building and a tiled roof.

14. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (497 reviews)
"The room was modern and clean. Enjoyed the breakfast."
Australia
John
The price is CA $125
CA $144 total
includes taxes & fees
Nov 11 - Nov 12
Siena Vip
A table with two wine glasses, a bottle, and a book.

15. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (102 reviews)
"Very nice place. Nice people, clean and just nice"
Denmark
Leo
The price is CA $92
CA $107 total
includes taxes & fees
Nov 18 - Nov 19
Domus il Palio B&B
A room with a bed, a TV, a sofa, a staircase, and a view of greenery outside.

16. Firenze Suite

Firenze Suite
Historic Centre of Florence
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful. It’s an old monastery. Great location for getting around. Would definitely stay there again."
United States
Ricky
The price is CA $157
CA $191 total
includes taxes & fees
Nov 23 - Nov 24
Firenze Suite
A historic building with a clock tower, arched windows, and a shop selling souvenirs.

17. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (117 reviews)
"Hamza is so helpful!! Finding the property is a little tricky, but he helped every step of the way! He also provided excellent dining suggestions and a great cooking class!"
United States
Charles
The price is CA $218
CA $246 total
includes taxes & fees
Nov 12 - Nov 13
PALAZZO DEL PAPA
A view from a window overlooking a rural landscape with fields and a distant mountain range.

18. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
The price is CA $138
CA $160 total
includes taxes & fees
Dec 1 - Dec 2
B&B Palazzo Tortoli
A room with a white wardrobe, a glass-top table, a chair, and a large ornate mirror.

19. B&B Palazzo del Magnifico

B&B Palazzo del Magnifico
Siena City Centre
9.8 out of 10, Exceptional, (77 reviews)
"Breakfast was good and host was great to talk with."
United States
Leslie
The price is CA $143
CA $164 total
includes taxes & fees
Nov 12 - Nov 13
B&B Palazzo del Magnifico
An open wooden door leading to an outdoor patio with a table and chairs.

20. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Very friendly host 🙌 and great location"
Denmark
Klaus
The price is CA $132
CA $193 total
includes taxes & fees
Nov 14 - Nov 15
Palazzo al Torrione 2
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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Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region
Terraced vineyards on a hillside, a small village, and rolling green hills.

Top reviews in Chianti Region

A modern bedroom with a wooden ceiling, a bed with a white headboard, a beige sofa, and a glass-enclosed shower area with marble walls.
Residenza La Musa Amarcord

Residenza La Musa Amarcord

Residenza La Musa Amarcord
Historic Centre of Florence

10/10 Excellent

Very unique and beautiful place, every corner has its own story. Our room is on top floor for a family of 3, spacious, and the amenities are great. Breakfast is good experience too, we have been served fresh vegetables and fruits extract.
Canada
Lu
Reviewed August 6, 2026
Residenza La Musa Amarcord

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