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

Search B&B in Gaiole in Chianti

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for Gaiole in Chianti bed & breakfast

A stone building with a tiled roof, surrounded by a well-maintained garden and a view of rolling hills.

1. Cavarchino B&B

Cavarchino B&B
Gaiole in Chianti
10.0 out of 10, Exceptional, (49 reviews)
"Hosts Carolina and Greta were very friendly and helpful! Breakfasts were wonderful and the swimming pool was very welcome in the heat."
Canada
Victor
The price is AED 545
AED 632 total
includes taxes & fees
7 Nov - 8 Nov
Cavarchino B&B
A stone building with a tiled roof, surrounded by greenery and a clear sky.

2. Brolio Agriroom

Brolio Agriroom
Gaiole in Chianti
8.8 out of 10, Excellent, (10 reviews)
"Ricasoli is stunning, and nice place to stay nearby"
United States
Arturo
The price is AED 316
AED 380 total
includes taxes & fees
7 Nov - 8 Nov
Brolio Agriroom
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

3. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (574 reviews)
"Everything about this property is wonderful from the lodging to the staff!"
United States
Leslie
The price is AED 348
AED 416 total
includes taxes & fees
2 Nov - 3 Nov
La Certosa di Pontignano - Place of Charme
A narrow stone pathway leading to a rustic building with a wooden door and a window.

4. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (232 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is AED 641
AED 722 total
includes taxes & fees
15 Nov - 16 Nov
Castello di Fonterutoli Wine Resort
A wine glass on a table with a view of a sunset and distant mountains.

5. Villa Sant'Uberto Country Inn

Villa Sant'Uberto Country Inn
Radda in Chianti
8.4 out of 10, Very good, (35 reviews)
"Flott beliggenhet med herlig utsikt over dal, solnedgang og sol på frokostområdet. Hyggelig personale. Merknad: Wifi fungerte kun for oss i fellesområdet/hovedbygget."
Norway
Karine
The price is AED 362
AED 415 total
includes taxes & fees
23 Oct - 24 Oct
Villa Sant'Uberto Country Inn
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.

6. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (287 reviews)
"Idyllic Tuscan hotel in the middle of the vineyards. Friendly staff. Great food. Easy location for seeing Chianti region."
United States
Brian
The price is AED 873
AED 977 total
includes taxes & fees
18 Oct - 19 Oct
Borgo Del Cabreo
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

7. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (30 reviews)
"The property was very clean and very nice and the breakfast was really good"
United States
Roberto
The price is AED 256
AED 290 total
includes taxes & fees
8 Nov - 9 Nov
Casale La Gora
A stone building with a circular window and a door, surrounded by purple flowers.

8. La pietra del cabreo

La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (141 reviews)
"It was incredible! Amazing place! Totally recommend!"
Mexico
Jorge Aaron
The price is AED 1,081
AED 1,206 total
includes taxes & fees
28 Oct - 29 Oct
La pietra del cabreo
A table set for two with a wine glass, a bowl of nuts, and a glass of water.

9. Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (342 reviews)
"In the main city centre, gorgeous quiet hotel. Spacious rooms, good breakfast"
United Kingdom
Manjeet
The price is AED 532
AED 602 total
includes taxes & fees
15 Nov - 16 Nov
Relais degli Angeli
An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

10. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
The price is AED 354
AED 405 total
includes taxes & fees
9 Nov - 10 Nov
Chiantirooms Guesthouse
An outdoor patio with tables and chairs, string lights, and hanging glass globes.

11. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (44 reviews)
"a nice property with a friendly and helpful owner, located in a beautiful old village from the XX century and in the middle of the tuscany wine area if you like quiet thats a good place to stay"
United States
Mario
The price is AED 357
AED 409 total
includes taxes & fees
25 Oct - 26 Oct
Bed & Breakfast Le Terrazze del Chianti
An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

12. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (954 reviews)
"Room clean large spacious staff friendly helpful good quiet location great views"
United Kingdom
Tom
The price is AED 272
AED 316 total
includes taxes & fees
8 Nov - 9 Nov
Il Chiostro del Carmine
A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

13. Arnolfo B&B

Arnolfo B&B
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (29 reviews)
"Stunning property in a cute hilltop town. Garden with tables and lounge chairs to have breakfast or hang out in the evenings. The rooms have nice details and good quality beds. "
France
Elsa
The price is AED 293
AED 331 total
includes taxes & fees
6 Nov - 7 Nov
Arnolfo B&B
A historic building with multiple stories, green shutters, and a visible entrance.

14. B&B San Francesco

B&B San Francesco
Siena City Centre
9.4 out of 10, Exceptional, (59 reviews)
"Great stay."
Canada
Albert
The price is AED 270
AED 314 total
includes taxes & fees
15 Nov - 16 Nov
B&B San Francesco
Exterior

15. Antica Residenza Cicogna

Antica Residenza Cicogna
Siena City Centre
10.0 out of 10, Exceptional, (9 reviews)
"Lovely hotel in the heart of Siena, seconds away from any major monuments! Lovely breakfast, and friendly staff!"
United Kingdom
Matthew
The price is AED 329
AED 378 total
includes taxes & fees
5 Nov - 6 Nov
Antica Residenza Cicogna
A bedroom with a stone wall, a bed with white linens, a staircase, and a ceiling light fixture.

16. Il Podere Orto

Il Podere Orto
San Gimignano
9.0 out of 10, Wonderful, (6 reviews)
"Very clean room. The kitchen well equipped. Parking just in front of the b&b. Great wine tasting at Poggio ai Laghi in Monteriggioni that is from the same owner. Simone was an excellent sommelier that made our experience unique"
Italy
Elena
The price is AED 396
AED 456 total
includes taxes & fees
15 Nov - 16 Nov
Il Podere Orto
A stone building with a courtyard, featuring a central archway and a tiled roof.

17. Il Canto del Sole

Il Canto del Sole
Monteroni d'Arbia
10.0 out of 10, Exceptional, (24 reviews)
"Lovely place! Beautiful grounds and buildings. The kindest and most welcoming owners. Very delicious array of homemade pastries, breads, and other breakfast items. "
United States
Corinna
The price is AED 522
AED 595 total
includes taxes & fees
27 Oct - 28 Oct
Il Canto del Sole
An outdoor dining area with tables and chairs, surrounded by greenery and a view of trees and hills.

18. Torrebianca Tuscany

Torrebianca Tuscany
Rignano sull'Arno
9.6 out of 10, Exceptional, (47 reviews)
"Very nice hotel."
United States
Roberto
The price is AED 288
AED 323 total
includes taxes & fees
15 Nov - 16 Nov
Torrebianca Tuscany
A kitchen with a brick archway, a wooden table with pies, and a clock on the wall.

19. A Casa di BiaGio B&B

A Casa di BiaGio B&B
Rapolano Terme
10.0 out of 10, Exceptional, (27 reviews)
"It is an increable place to stay. Unbealiable very charm and cozy decoration, with everything you need. "
United States
Juan Diego
The price is AED 358
AED 410 total
includes taxes & fees
9 Nov - 10 Nov
A Casa di BiaGio B&B
A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

20. La Dimora Dei Monaci

La Dimora Dei Monaci
Siena City Centre
10.0 out of 10, Exceptional, (103 reviews)
"Great location for piazza il Campo."
United Kingdom
jane
The price is AED 403
AED 460 total
includes taxes & fees
9 Nov - 10 Nov
La Dimora Dei Monaci
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gaiole in Chianti Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."
Victor 4-night trip
Posted 4 hours ago
Hotel Chiusarelli

Frequently asked questions

Searching for B&Bs in Gaiole in Chianti?
Whether you're on a family vacation and want a small, cozy place to stay, or you're traveling solo and hoping to meet fellow tourists, a B&B can be a good choice for many different types of travelers. When you want to explore some attractions in town, Meleto Castle and Badia a Coltibuono are worth a stop.
How do you know if a B&B is the best choice for you?
With attentive service, opportunities to meet other guests, and of course a full breakfast, B&Bs all have a truly one-of-a-kind setting.
What are the best B&Bs in Gaiole in Chianti?
Here are some well-liked B&Bs in the surrounding area: Cavarchino B&B: 6 rooms. 0.2 mi (0.4 km) from the heart of Gaiole in Chianti. Enjoy the free buffet breakfast and outdoor pool. La Certosa di Pontignano: 7.7 mi (12.4 km) from the downtown core. Enjoy the rooftop terrace and deli. Il Chiostro del Carmine: 21 rooms. Situated 11.9 mi (19.1 km) from the heart of Gaiole in Chianti. Enjoy the free buffet breakfast and in-room dining. Relais degli Angeli: 7 rooms. 11.3 mi (18.2 km) from the heart of downtown. Enjoy the rooftop terrace and unique décor. Borgo Del Cabreo: 11 rooms. Located 10.4 mi (16.7 km) from the core of Gaiole in Chianti. Enjoy the free buffet breakfast and winery.
What's the best time of year to stay at a B&B in Gaiole in Chianti?
When you're dreaming of a trip to Gaiole in Chianti, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Gaiole in Chianti is 37 inches.
What is there to do in Gaiole in Chianti?
If you're looking for some activities to entertain you on your trip, consider visiting Badia a Coltibuono and Cantalici Winery. You might put Meleto Castle and Castle of Brolio on your list if you want to see more of the area.
How can I get to and around Gaiole in Chianti?
Planning your excursions in and around Gaiole in Chianti is easier with these transportation options. Fly into Florence Airport, Peretola (FLR), which is located 25.9 mi (41.7 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia