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

Find a Bed and Breakfast in Gaiole in Chianti from CA $111

  • 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
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23
In one month
Sep 4 - Sep 6
In two months
Oct 2 - Oct 4

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 CA $185
CA $216 total
includes taxes & fees
Aug 11 - Aug 12
Brolio Agriroom
Front of property

2. B&B Borgolecchi

B&B Borgolecchi
Gaiole in Chianti
The price is CA $249
CA $287 total
includes taxes & fees
Aug 9 - Aug 10
B&B Borgolecchi
Snack bar

3. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (554 reviews)
"Everything was perfect!"
United States
Edyta
The price is CA $128
CA $154 total
includes taxes & fees
Aug 22 - Aug 23
La Certosa di Pontignano
Exterior detail

4. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (927 reviews)
"Beautiful large room with incredible staff and great breakfast. Positively recommend the place."
United States
Elena
The price is CA $159
CA $181 total
includes taxes & fees
Aug 25 - Aug 26
Il Chiostro del Carmine
Porch

5. Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (326 reviews)
"The rooms were excellently presented. Perfect place to explore Siena"
United Kingdom
Harjinder
The price is CA $201
CA $227 total
includes taxes & fees
Aug 9 - Aug 10
Relais degli Angeli
Aerial view

6. Villa Sant'Uberto Country Inn

Villa Sant'Uberto Country Inn
Radda in Chianti
8.4 out of 10, Very good, (34 reviews)
"Les déjeuners et Allessandra qui est une hôtesse formidable."
Canada
Christian
The price is CA $148
CA $169 total
includes taxes & fees
Aug 24 - Aug 25
Villa Sant'Uberto Country Inn
Terrace/patio

7. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (280 reviews)
"beautiful hotel! staff is so friendly, we had a great time "
United Kingdom
joseph
The price is CA $457
CA $510 total
includes taxes & fees
Aug 18 - Aug 19
Borgo Del Cabreo
Interior

8. La Dimora Dei Monaci

La Dimora Dei Monaci
Siena City Centre
10.0 out of 10, Exceptional, (100 reviews)
"Very accommodating and helpful staff!"
United States
Thomas
The price is CA $205
CA $232 total
includes taxes & fees
Sep 1 - Sep 2
La Dimora Dei Monaci
Exterior

9. 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, (65 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 CA $177
CA $194 total
includes taxes & fees
Aug 7 - Aug 8
B&B Country House Poggio del Drago
Premium bedding, down comforters, memory foam beds, minibar

10. 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 CA $163
CA $183 total
includes taxes & fees
Aug 19 - Aug 20
Casale La Gora
Down comforters, minibar, in-room safe, desk

11. Quattro Cantoni

Quattro Cantoni
Siena City Centre
9.0 out of 10, Wonderful, (93 reviews)
"I loved every single thing about this property, since the moment we entered the premises we realized we were staying in a true Siena old school building, the room was perfect, amenities "
United States
Diana
The price is CA $132
CA $152 total
includes taxes & fees
Aug 23 - Aug 24
Quattro Cantoni
Exterior

12. Antica Residenza Cicogna

Antica Residenza Cicogna
Siena City Centre
10.0 out of 10, Exceptional, (7 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 CA $146
CA $167 total
includes taxes & fees
Aug 6 - Aug 7
Antica Residenza Cicogna
Balcony

13. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.6 out of 10, Exceptional, (50 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
The price is CA $158
CA $180 total
includes taxes & fees
Aug 6 - Aug 7
Chiantirooms Guesthouse
Exterior

14. Locanda Il Pino

Locanda Il Pino
San Gimignano City Centre
10.0 out of 10, Exceptional, (7 reviews)
"Great stay"
United States
Thomas
The price is CA $140
CA $162 total
includes taxes & fees
Aug 10 - Aug 11
Locanda Il Pino
Lobby lounge

15. Antico Granaione

Antico Granaione
Rapolano Terme
10.0 out of 10, Exceptional, (61 reviews)
"old fashion building, clean and affordable"
United States
Irene
The price is CA $131
CA $151 total
includes taxes & fees
Aug 10 - Aug 11
Antico Granaione
Exterior

16. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (222 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
The price is CA $279
CA $314 total
includes taxes & fees
Aug 31 - Sep 1
Castello di Fonterutoli Wine Resort
Terrace/patio

17. B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (74 reviews)
"Everything was great. I strongly recommend "
Canada
Kody
The price is CA $96
CA $112 total
includes taxes & fees
Aug 6 - Aug 7
B&B Poggiobonizio
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 CA $149
CA $171 total
includes taxes & fees
Sep 3 - Sep 4
A Casa di BiaGio B&B
Garden

19. Villa Fiorita

Villa Fiorita
Camollia
8.2 out of 10, Very good, (186 reviews)
"Beautiful stay! "
Germany
Markus
The price is CA $111
CA $129 total
includes taxes & fees
Aug 6 - Aug 7
Villa Fiorita
View from property

20. Casa di Osio

Casa di Osio
Siena City Centre
8.2 out of 10, Very good, (69 reviews)
"Great location and staff"
France
Flavie
The price is CA $80
CA $111 total
includes taxes & fees
Aug 8 - Aug 9
Casa di Osio
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

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."
Nicholas 7-night trip
Posted 11 hours ago
Borgo Scopeto Wine & Country Relais

Find out more about Gaiole in Chianti

Gaiole in Chianti B&B information

Number of reviews
2,277
Accommodation
166 B&B
Lowest Price
CA $111
Highest Price
CA $510

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. Castello di Fonterutoli Wine Resort: 15 rooms. 6.8 mi (10.9 km) from the heart of downtown. Enjoy the designer toiletries and winery. La pietra del cabreo: 11 rooms. Located 10.6 mi (17.1 km) from the core of Gaiole in Chianti. Enjoy the free buffet breakfast and designer toiletries.
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.