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Our top choices for Gaiole in Chianti bed & breakfast

Brolio Agriroom

Brolio Agriroom
Gaiole in Chianti
8.8 out of 10, Excellent, (10)
"Ricasoli is stunning, and nice place to stay nearby"
United States
Arturo
Brolio Agriroom

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is AED 303
AED 350 total
includes taxes & fees
23 Dec - 24 Dec
La Certosa di Pontignano

Il Sorriso

Il Sorriso
Oltrarno
9.2 out of 10, Wonderful, (129)
"Easy to check in remotely. It was located next to a lot of restaurants and a nice park that we were able to walk to. Angelica, the property manager was so helpful! She provided me with great information on how to check in and use keys to get into the building. "
United States
Natashka
Il Sorriso

Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (59)
"old fashion building, clean and affordable"
United States
Irene
Antico Granaione

Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (870)
"Terrific place to stay. Breakfast was great, staff were friendly, and the view we had was stunning. Lots of room Old monastery was very interesting. "
Canada
John
Il Chiostro del Carmine

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, (57)
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
B&B Country House Poggio del Drago

Antiche Mura

Antiche Mura
Arezzo Centro Storico
9.4 out of 10, Exceptional, (86)
"It was my second stay at the Antiche Mura, and I was pleased to find that it remains a very comfortable place right in the middle of the city, near the main cathedral. "
United States
Dennis
Antiche Mura

Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (35)
"Friendly host and great place to stay. "
Canada
Pasquale
Chiantirooms Guesthouse

Quattro Cantoni

Quattro Cantoni
Siena City Centre
9.0 out of 10, Wonderful, (81)
"Absolutely loved this stay. The staff were incredibly helpful and got me taxis etc when I needed them. The room was so comfortable with high tech support for working and relaxing. The meals were absolutely delicious and served with great customer service. This was a gem of a place to stay. The area is also beautiful and has much to offer in terms of a relaxing stay. I would happily go again! "
United Kingdom
Yvonne
The price is AED 265
AED 309 total
includes taxes & fees
22 Dec - 23 Dec
Quattro Cantoni

San Sebastiano Suite & Luxury

San Sebastiano Suite & Luxury
Colle di Val d'Elsa
8.6 out of 10, Excellent, (7)
"Great location and beautiful place to stay. Loved the interior decorating and host was good too. Would stay again. "
Canada
Nadia
San Sebastiano Suite & Luxury

Torrebianca Tuscany

Torrebianca Tuscany
Rignano sull'Arno
9.6 out of 10, Exceptional, (40)
"Lovely pool Breakfast good"
United Kingdom
christine
The price is AED 379
AED 423 total
includes taxes & fees
11 Jan - 12 January 2026
Torrebianca Tuscany

Arnolfo B&B

Arnolfo B&B
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (26)
"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 360
AED 405 total
includes taxes & fees
28 Dec - 29 Dec
Arnolfo B&B

B&B Le Caselle

B&B Le Caselle
Lucignano
9.2 out of 10, Wonderful, (23)
"Cozy place in nice ambience, close to small historical village. Super friendly team, and also arranged pizza for me even though I had a late 10pm arrival. Great stay!"
Norway
Anonymous traveler
The price is AED 418
AED 460 total
includes taxes & fees
22 Dec - 23 Dec
B&B Le Caselle

Poggio Baronti B&B

Poggio Baronti B&B
Bagno a Ripoli
10.0 out of 10, Exceptional, (155)
"The location is excellent for traveling both to Florence and to Toscana. The facility is in a perfect condition, clean and modern even though it is an old building. The owner is welcoming and strive to answer any question. "
United States
shimon
Poggio Baronti B&B

B&B San Francesco

B&B San Francesco
Siena City Centre
9.4 out of 10, Exceptional, (46)
"Very nice enjoyable stay"
United States
Michael
B&B San Francesco

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (62)
"Simone is a really nice person, he help us a lot, very friendly, room was clean, breakfast was good. "
United States
Odalis
B&B Poggiobonizio

B&B Il Poggiolo delle Rose

B&B Il Poggiolo delle Rose
Impruneta
9.4 out of 10, Exceptional, (87)
"Great place to stay. The manager (or owner, I am not sure) was very helpful and accomodating, pointing us to the best places to visit/park in Florence city. There were great breakfast options on site and the rooms are very clean despite not being a 5-star hotel. Thank you for hosting us during our 1-night stay in Florence!"
United States
Suzanna
The price is AED 400
AED 453 total
includes taxes & fees
20 Jan - 21 January 2026
B&B Il Poggiolo delle Rose

La Dimora Dei Monaci

La Dimora Dei Monaci
Siena City Centre
10.0 out of 10, Exceptional, (86)
"Fantastic accommodations! Very comfortable bed! Spacious room, and beautiful. We definitely recommend."
United States
Karin
La Dimora Dei Monaci

Lantico Gabbiano: Room Terry

Lantico Gabbiano: Room Terry
Toscana
The price is AED 378
AED 473 total
includes taxes & fees
22 Dec - 23 Dec
Lantico Gabbiano: Room Terry

B&B Siena in Centro - Diffuso

B&B Siena in Centro - Diffuso
Siena City Centre
8.6 out of 10, Excellent, (162)
"Great staff, good location and quiet"
United States
Molly
The price is AED 324
AED 373 total
includes taxes & fees
15 Jan - 16 January 2026
B&B Siena in Centro - Diffuso
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

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: La Certosa di Pontignano: 7.7 mi (12.4 km) from the heart of Gaiole in Chianti. Enjoy the local cuisine breakfast and rooftop terrace. Castello di Fonterutoli Wine Resort: 15 rooms. 6.8 mi (10.9 km) from the downtown core. Enjoy the designer toiletries and winery. B&B San Francesco: 8 rooms. Situated 11.3 mi (18.1 km) from the heart of Gaiole in Chianti. Borgo Del Cabreo: 11 rooms. 10.4 mi (16.7 km) from the heart of downtown. Enjoy the free buffet breakfast and winery. Il Chiostro del Carmine: 21 rooms. Located 11.9 mi (19.1 km) from the core of Gaiole in Chianti. Enjoy the free buffet breakfast and in-room dining.
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.

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