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

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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

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 Rp2.318.357
Rp2.711.200 total
includes taxes & fees
2 Nov - 3 Nov
L' Eroico
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 Rp3.009.797
Rp3.310.777 total
includes taxes & fees
12 Oct - 13 Oct
Villa di Sotto
A spacious living area with a wooden staircase, a red sofa, a small round table, and a white chair.

3. 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 Rp2.286.576
Rp2.595.737 total
includes taxes & fees
11 Oct - 12 Oct
Villa Curina Resort
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.

4. 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 Rp2.195.551
Rp2.495.631 total
includes taxes & fees
6 Oct - 7 Oct
Villa Rosa Panzano
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

5. 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 Rp2.259.607
Rp2.566.072 total
includes taxes & fees
6 Oct - 7 Oct
Residenzia del Sogno
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

6. 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 Rp1.564.343
Rp1.801.281 total
includes taxes & fees
13 Oct - 14 Oct
Mariani Bed & Breakfast
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 Rp4.874.165
Rp5.442.085 total
includes taxes & fees
16 Oct - 17 Oct
Terre di Baccio
A bathroom with a window view of a historic building and a tiled roof.

8. Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (485 reviews)
"Fantastic location and very friendly staff, we will definitely be back"
United Kingdom
Luis
The price is Rp1.667.261
Rp1.914.491 total
includes taxes & fees
2 Nov - 3 Nov
Siena Vip
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

9. 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 Rp4.310.635
Rp4.822.203 total
includes taxes & fees
8 Oct - 9 Oct
Ca' Bianca Tuscany Relais
A bakery display with pastries and a coffee station.

10. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (212 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 Rp1.564.343
Rp1.801.281 total
includes taxes & fees
4 Nov - 5 Nov
B&B Il Corso
A cozy living room with a stone wall, a wine rack, and two sofas.

11. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (26 reviews)
"Such a lovely experience, the perfect getaway place with perfect room, breakfast, pool, staff, lunch and dinner. we will definitely come back. 10/10 ❤️"
Finland
Veera
The price is Rp2.616.387
Rp2.878.026 total
includes taxes & fees
21 Oct - 22 Oct
Villa Cassia di Baccano
A hotel room with a bed, a bedside table with a lamp, a potted plant, and a view of the outside through the window.

12. PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (114 reviews)
"The setup was more like a guest house/Bed and Breakfast. It was impeccably clean and newly renovated, which made it very cozy and comfortable. Everything needed was provided. The location was half a block from the Piazza del Campo. And last but not least, Hamza was one of the most welcoming and gracious hosts imaginable, directing us to a magical Trattoria, Pappei’s, that felt like you were visiting your own Nonna! Wonderful!!!"
United States
Walter
The price is Rp3.248.209
Rp3.653.534 total
includes taxes & fees
3 Nov - 4 Nov
PALAZZO DEL PAPA
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

13. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (87 reviews)
"Beautiful location, beautiful rooms. Host is very friendly and accommodating."
Australia
James
The price is Rp2.085.791
Rp2.374.874 total
includes taxes & fees
6 Oct - 7 Oct
B&B La Fonte del Machiavelli
Pool

14. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is Rp1.333.875
Rp1.588.019 total
includes taxes & fees
25 Oct - 26 Oct
iConic Wellness Resort
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, (99 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 Rp1.189.296
Rp1.388.729 total
includes taxes & fees
20 Oct - 21 Oct
Domus il Palio B&B
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, (74 reviews)
"Wonderful place, great location."
United States
Khaled
The price is Rp1.840.985
Rp2.105.588 total
includes taxes & fees
4 Nov - 5 Nov
B&B Palazzo del Magnifico
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 Rp2.195.551
Rp2.898.152 total
includes taxes & fees
24 Oct - 25 Oct
Antica Pieve B&B
A stone courtyard with a bench, potted plants, and a building in the background.

18. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is Rp1.759.712
Rp1.996.061 total
includes taxes & fees
30 Oct - 31 Oct
Casa di Campagna in Toscana
A dining area with a table set for two, featuring a view of greenery through a window.

19. 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 Rp3.041.778
Rp3.426.460 total
includes taxes & fees
6 Oct - 7 Oct
La Locanda di Pietracupa
A room with a bed, a leather sofa, and a window with a view of a building outside.

20. Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (104 reviews)
"Great location."
Canada
Marie-Christine
The price is Rp1.251.475
Rp1.634.235 total
includes taxes & fees
3 Nov - 4 Nov
Al Mercato B&B
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

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Amazing hotel, amenities, food, staff & location. This was a gem to find & so enjoyable to stay at. Loved it"
Banafsheh 3-night trip
Posted less than an hour ago
Radisson Blu Hotel, Florence

Find out more about Gaiole in Chianti

Gaiole in Chianti Town Houses information

Number of reviews
1,326
Accommodation
114 Town Houses
Lowest Price
Rp1.388.729
Highest Price
Rp5.442.085