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 bed & breakfast

Exterior

1. 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 P8,211
P9,608 total
includes taxes & fees
Sep 24 - Sep 25
Brolio Agriroom
Snack bar

2. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (564 reviews)
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"
United States
Roberto
The price is P6,317
P7,526 total
includes taxes & fees
Oct 6 - Oct 7
La Certosa di Pontignano
Exterior

3. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (228 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is P13,013
P14,602 total
includes taxes & fees
Oct 18 - Oct 19
Castello di Fonterutoli Wine Resort
Aerial view

4. Villa Sant'Uberto Country Inn

Villa Sant'Uberto Country Inn
Radda in Chianti
8.4 out of 10, Very good, (34 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 P6,593
P7,541 total
includes taxes & fees
Oct 16 - Oct 17
Villa Sant'Uberto Country Inn
Premium bedding, down comforters, memory foam beds, minibar

5. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (26 reviews)
"My wife and 3 young (8 and under) children stayed here and we loved it. It was the perfect B&B experience and very child friendly. Mrs Francesca was a sweetheart and prepared amazing cakes and treats for every breakfast. The beautiful property was like an Italian fairy tale and close to many must see sites. "
United States
Caleb
The price is P6,546
P7,345 total
includes taxes & fees
Oct 19 - Oct 20
Casale La Gora
WiFi (free), individually furnished, bed sheets

6. All'Ombra della Torre

All'Ombra della Torre
Siena City Centre
5.4 out of 10, (3 reviews)
"Gaining entry was a nightmare. It was impossible to enter without filling in an online form for both of us and the form wouldn’t accept our passport and other details. When we spoke to the owner he was helpful but it was a terrible and stressful start to our stay. The lift didn’t work so we had to carry our bags upstairs. The room itself was pleasant but the shared bathroom was dirty, had broken shower doors and a disgusting toilet brush. In my opinion you shouldn’t have this property on your...
United Kingdom
Julius
The price is P3,829
P4,500 total
includes taxes & fees
Sep 21 - Sep 22
All'Ombra della Torre
Front of property

7. La pietra del cabreo

La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (134 reviews)
"It was incredible! Amazing place! Totally recommend!"
Mexico
Jorge Aaron
The price is P19,995
P22,283 total
includes taxes & fees
Oct 15 - Oct 16
La pietra del cabreo
Terrace/patio

8. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (39 reviews)
"Very friendly owner and excellent breakfast variety. Room decorated with a lot of attention to detail. We would love to come back another time! "
Germany
Robert
The price is P6,606
P7,555 total
includes taxes & fees
Oct 16 - Oct 17
Bed & Breakfast Le Terrazze del Chianti
Terrace/patio

9. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (283 reviews)
"beautiful hotel! staff is so friendly, we had a great time "
United Kingdom
joseph
The price is P17,695
P19,753 total
includes taxes & fees
Sep 23 - Sep 24
Borgo Del Cabreo
Balcony

10. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (51 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
The price is P6,802
P7,771 total
includes taxes & fees
Sep 28 - Sep 29
Chiantirooms Guesthouse
View from room

11. La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
9.8 out of 10, Exceptional, (52 reviews)
"Super nice couple run it , the breakfast was à la carte and delicious, nice views too BUT …..be ready to climb a very steep rutted gravel road for 1.5 KILOMETRES , also no A/C so hot , no fridge so you have to ask to put things in their fridge which is very inconvenient. Overall beautiful place people and food 😁"
Canada
Sharon
The price is P6,518
P7,530 total
includes taxes & fees
Oct 18 - Oct 19
La Canonica di San Michele
Exterior

12. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (66 reviews)
"Stunning location! I wish we had been able to stay another night and spend a day by the beautiful pool. The drive to Arezzo was short, which allowed for exploring and dinner in the old part of the city!"
United States
Kristen
The price is P7,087
P7,796 total
includes taxes & fees
Sep 21 - Sep 22
B&B Country House Poggio del Drago
Terrace/patio

13. B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (76 reviews)
"Don't be fooled by outside entrance, it was.very nice inside.was very attentive and helpful. Room had everything and great shower room. Lovely breakfast and kitchen that allowed you to cook should you desire. Great stay Bob"
United Kingdom
ROBERT
The price is P4,424
P5,155 total
includes taxes & fees
Sep 21 - Sep 22
B&B Poggiobonizio
Exterior detail

14. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (941 reviews)
"Friendly staff"
United Kingdom
Victoria
The price is P9,025
P10,215 total
includes taxes & fees
Oct 3 - Oct 4
Il Chiostro del Carmine
Front of property

15. A Casa Da Agata

A Casa Da Agata
Loro Ciuffenna
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was aboslutely wonderful! The house and farm lies high up in the Tuscan hills and we were immersed in lush greenery with a river flowing nearby. Lorenzo was very welcoming and cooked us a delicious Tuscan dinner every night. We also loved his beautiful dog and two cats who made our stay extra nice! The room was sprakling clean and very cozy. "
United States
Carolina
The price is P6,863
P7,549 total
includes taxes & fees
Sep 25 - Sep 26
A Casa Da Agata
Blackout drapes, iron/ironing board (on request), WiFi (free)

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 P5,933
P6,887 total
includes taxes & fees
Sep 21 - Sep 22
Il Podere Orto
Exterior

17. Antica Residenza Cicogna

Antica Residenza Cicogna
Siena City Centre
10.0 out of 10, Exceptional, (8 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 P6,488
P7,425 total
includes taxes & fees
Oct 18 - Oct 19
Antica Residenza Cicogna
Free daily buffet breakfast

18. 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 P6,634
P7,586 total
includes taxes & fees
Sep 21 - Sep 22
A Casa di BiaGio B&B
Terrace/patio

19. Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio
Siena City Centre
9.8 out of 10, Exceptional, (98 reviews)
"Perfect two night in Siena. Charming hotel with family like staff who are very invested in your stay. Fabulous location!"
United States
Michel
Residenza d'Epoca Relais Campo Regio
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

Villa Pitiana

Villa Pitiana

10/10 Excellent
"The property is unique, rustic and isolated yet close to Chianti, and Florence. Morning on the terrace watching the valley illuminate as the sun rises from the east; makes the morning coffee and the view worth enduring the crisp morning air. For those that travel with a car it is the perfect place from which to explore the region. Just go!"
James 3-night trip
Posted 6 hours ago
Villa Pitiana

Find out more about Gaiole in Chianti

Gaiole in Chianti B&B information

Number of reviews
2,512
Accommodation
136 B&B
Lowest Price
P4,500
Highest Price
P22,283

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. Borgo Del Cabreo: 11 rooms. 10.4 mi (16.7 km) from the heart of downtown. Enjoy the free buffet breakfast and winery. Relais degli Angeli: 7 rooms. Located 11.3 mi (18.2 km) from the core of Gaiole in Chianti. Enjoy the rooftop terrace and unique décor.
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 Gaiole in Chianti Stadium. 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.

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