A stone castle with battlements overlooking a lush valley with vineyards.

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Gaiole in Chianti town houses

A stone building with a yellow sign reading "b&b erioico".

1. 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 ₩222,805
₩257,692 total
includes taxes & fees
Sep 27 - Sep 28
L' Eroico
A villa with a swimming pool, outdoor seating, and a tennis court.

2. 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 ₩236,793
₩266,772 total
includes taxes & fees
Sep 23 - Sep 24
Villa Curina Resort
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

3. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is ₩122,424
₩140,966 total
includes taxes & fees
Oct 7 - Oct 8
Mariani Bed & Breakfast
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

4. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is ₩216,208
₩300,830 total
includes taxes & fees
Oct 1 - Oct 2
Villa di Sotto
A bakery display with pastries and a coffee station.

5. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (208 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 ₩159,428
₩181,670 total
includes taxes & fees
Sep 30 - Oct 1
B&B Il Corso
A bathroom with a window view of a historic building and a tiled roof.

6. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (480 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is ₩150,055
₩171,360 total
includes taxes & fees
Oct 21 - Oct 22
Siena Vip
A table with two wine glasses, a bottle, and a book.

7. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is ₩93,070
₩108,677 total
includes taxes & fees
Oct 22 - Oct 23
Domus il Palio B&B
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

8. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (111 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
The price is ₩284,804
₩319,584 total
includes taxes & fees
Oct 8 - Oct 9
PALAZZO DEL PAPA
A view from a window overlooking a cityscape with terracotta rooftops and a prominent dome structure in the distance.

9. A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Christiana was the perfect hostess. Accommodations were quaint. Rooms and common areas were spotless. Breakfast and cafe were amazing. A true gem located in the heart of Siena. Close to shops, restaurants, and enotecas. I highly recommend you stay. "
United States
Christina
The price is ₩178,390
₩202,529 total
includes taxes & fees
Oct 18 - Oct 19
A Casa Mastacchi
An arched entrance with a lantern above, flanked by two potted plants.

10. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is ₩330,157
₩369,473 total
includes taxes & fees
Oct 18 - Oct 19
Villa il Fedino
A traditional stone building with a courtyard, a staircase, and potted plants.

11. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is ₩143,371
₩164,009 total
includes taxes & fees
Oct 13 - Oct 14
Il Pozzo di Sant'Andrea
A dining area with a table set for two, featuring a view of greenery through a window.

12. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (38 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is ₩238,046
₩268,151 total
includes taxes & fees
Sep 26 - Sep 27
La Locanda di Pietracupa
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

13. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is ₩121,135
₩139,548 total
includes taxes & fees
Sep 23 - Sep 24
Villa Fontis Rapolano
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

14. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is ₩417,640
₩465,785 total
includes taxes & fees
Sep 25 - Sep 26
Terre di Baccio
A modern hotel room with a wooden door, a white sink, a bathtub, a bed with white bedding, and a bedside table with a lamp.

15. Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (160 reviews)
"Great location and lovely staff!"
United States
Dawn
The price is ₩143,751
₩164,426 total
includes taxes & fees
Oct 19 - Oct 20
Piazza Paradiso Accomodation
A rectangular swimming pool with a clear blue water surface, surrounded by a brick patio. There are several lounge chairs and umbrellas around the pool area.

16. Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (56 reviews)
"A lovely rural B&B with very kind staff."
Canada
Allison
The price is ₩171,821
₩195,305 total
includes taxes & fees
Oct 6 - Oct 7
Villa Rosa Panzano
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

17. 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 ₩171,821
₩226,805 total
includes taxes & fees
Oct 12 - Oct 13
Antica Pieve B&B
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

18. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is ₩176,830
₩200,818 total
includes taxes & fees
Oct 6 - Oct 7
Residenzia del Sogno
A building with a sign reading 'Villa Le Camelie' and multiple flags.

19. Villa le Camelie Siena

Villa le Camelie Siena
Petriccio
8.6 out of 10, Excellent, (8 reviews)
"Nice for the price. Would stay there again."
United States
Mark
The price is ₩114,553
₩132,304 total
includes taxes & fees
Oct 5 - Oct 6
Villa le Camelie Siena
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

20. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is ₩389,034
₩434,238 total
includes taxes & fees
Sep 24 - Sep 25
Ca' Bianca Tuscany Relais
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 Gaiole in Chianti Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"This hotel is well maintained and delicious breakfast. Great location to walk to everything in Siena"
Christian 2-night trip
Posted 9 hours ago
Hotel Chiusarelli

Find out more about Gaiole in Chianti

Gaiole in Chianti Town Houses information

Number of reviews
1,394
Accommodation
114 Town Houses
Lowest Price
₩108,677
Highest Price
₩465,785