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

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Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

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 ₩183,546
₩214,793 total
includes taxes & fees
Aug 30 - Aug 31
Brolio Agriroom
Front of property

2. B&B Borgolecchi

B&B Borgolecchi
Gaiole in Chianti
B&B Borgolecchi
Snack bar

3. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (557 reviews)
"Everything was perfect!"
United States
Edyta
The price is ₩113,311
₩137,534 total
includes taxes & fees
Sep 8 - Sep 9
La Certosa di Pontignano
Exterior

4. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (224 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
The price is ₩302,713
₩339,448 total
includes taxes & fees
Aug 27 - Aug 28
Castello di Fonterutoli Wine Resort
Aerial view

5. 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 ₩159,919
₩182,352 total
includes taxes & fees
Sep 15 - Sep 16
Villa Sant'Uberto Country Inn
Premium bedding, down comforters, memory foam beds, minibar

6. 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 ₩168,351
₩188,417 total
includes taxes & fees
Aug 27 - Aug 28
Casale La Gora
Terrace/patio

7. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (281 reviews)
"beautiful hotel! staff is so friendly, we had a great time "
United Kingdom
joseph
The price is ₩370,130
₩413,606 total
includes taxes & fees
Aug 27 - Aug 28
Borgo Del Cabreo
Balcony

8. 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 ₩160,061
₩182,513 total
includes taxes & fees
Aug 30 - Aug 31
Chiantirooms Guesthouse
Porch

9. Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (334 reviews)
"The rooms were excellently presented. Perfect place to explore Siena"
United Kingdom
Harjinder
The price is ₩199,929
₩226,368 total
includes taxes & fees
Aug 31 - Sep 1
Relais degli Angeli
Exterior

10. 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 ₩145,409
₩166,412 total
includes taxes & fees
Aug 31 - Sep 1
Antica Residenza Cicogna
Front of property

11. La pietra del cabreo

La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (127 reviews)
"Such a wonderful stay! The property is beautiful and everything is well appointed. We arrived and were upgraded to an incredible suite with sweeping views of the Tuscan hills. The pool is great, the staff is great, breakfast is great. Will definitely stay again!"
United States
Sean
The price is ₩565,670
₩628,683 total
includes taxes & fees
Aug 30 - Aug 31
La pietra del cabreo
Front of property

12. B&B San Francesco

B&B San Francesco
Siena City Centre
9.4 out of 10, Exceptional, (53 reviews)
"Lovely apartment on top of the city with great views and comfortable rooms. The wifi in our room was a bit weak, but everything else was great."
United States
Mark
The price is ₩117,173
₩135,354 total
includes taxes & fees
Aug 27 - Aug 28
B&B San Francesco
Terrace/patio

13. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Barberino Tavarnelle
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 ₩133,247
₩153,035 total
includes taxes & fees
Sep 17 - Sep 18
Bed & Breakfast Le Terrazze del Chianti
Exterior detail

14. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (936 reviews)
"Nice quiet part of town but still walkable to the centre. Nice breakfast and cool to be staying in an old monastery/convent"
United Kingdom
Isabelle
The price is ₩178,008
₩202,255 total
includes taxes & fees
Aug 27 - Aug 28
Il Chiostro del Carmine
Superior Double or Twin Room | View from room

15. La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
9.8 out of 10, Exceptional, (50 reviews)
"The entire property was unique and beautiful which was directly due to the beautiful couple that run the property!"
United States
Erin
The price is ₩151,687
₩174,933 total
includes taxes & fees
Sep 26 - Sep 27
La Canonica di San Michele
Deluxe Studio Suite | Blackout drapes, iron/ironing board (on request), WiFi (free)

16. Il Podere Orto

Il Podere Orto
San Gimignano
9.0 out of 10, Wonderful, (4 reviews)
"Very difficult to get to without a car."
United States
jackson
The price is ₩147,372
₩170,167 total
includes taxes & fees
Aug 27 - Aug 28
Il Podere Orto
Double Room, City View | WiFi (free), individually furnished, bed sheets

17. 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 ₩84,679
₩99,609 total
includes taxes & fees
Sep 4 - Sep 5
All'Ombra della Torre
Garden

18. Villa Fiorita

Villa Fiorita
Camollia
8.2 out of 10, Very Good, (186 reviews)
"Beautiful stay! "
Germany
Markus
The price is ₩111,027
₩128,589 total
includes taxes & fees
Aug 31 - Sep 1
Villa Fiorita
Exterior

19. 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 ₩146,342
₩160,976 total
includes taxes & fees
Aug 30 - Aug 31
B&B Country House Poggio del Drago
Terrace/patio

20. 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 ₩98,887
₩115,228 total
includes taxes & fees
Sep 2 - Sep 3
B&B Poggiobonizio
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

Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."
Nicholas 2-night trip
Posted 1 hour ago
Poderi Arcangelo

Find out more about Gaiole in Chianti

Gaiole in Chianti B&B information

Number of reviews
2,768
Accommodation
136 B&B
Lowest Price
₩99,609
Highest Price
₩628,683

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.