20 Best B&B in Chianti Region - Bed and Breakfast from $71

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Our top choices for Chianti Region bed & breakfast

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.

1. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

$57 nightly

Dec 2 - Dec 3

Total with taxes and fees

A narrow stone pathway leading to a rustic building with a wooden door and a window.

2. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

$145 nightly

Nov 16 - Nov 17

Total with taxes and fees

An outdoor patio with tables and chairs, string lights, and hanging glass globes.

3. Bed & Breakfast Le Terrazze del Chianti

Tavarnelle Val di Pesa

Janine und Thomas

$86 nightly

Dec 3 - Dec 4

Total with taxes and fees

A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

4. Casale La Gora

Figline e Incisa Valdarno

Roberto

$76 nightly

Dec 1 - Dec 2

Total with taxes and fees

An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

5. Chiantirooms Guesthouse

Greve in Chianti

Pasquale

$100 nightly

Nov 16 - Nov 17

Total with taxes and fees

An outdoor dining area with tables and chairs, surrounded by greenery and a view of trees and hills.

6. Torrebianca Tuscany

Rignano sull'Arno

Roberto

$77 nightly

Dec 13 - Dec 14

Total with taxes and fees

An outdoor dining area with a table and chairs, a potted plant, and a stone building with a balcony.

7. A Casa Da Agata

Loro Ciuffenna

Carolina

$118 nightly

Dec 1 - Dec 2

Total with taxes and fees

A stone building with a tiled roof, surrounded by greenery and a clear sky.

8. Brolio Agriroom

Gaiole in Chianti

Arturo

$91 nightly

Nov 21 - Nov 22

Total with taxes and fees

A wooden chair and table with a bottle and wine glass.

9. B&B Poggiobonizio

Poggibonsi

ROBERT

$65 nightly

Nov 22 - Nov 23

Total with taxes and fees

A bed with grey linens, two pillows, and a woven blanket.

10. L'Una Dimora

Certaldo

Clarine

$78 nightly

Nov 15 - Nov 16

Total with taxes and fees

A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

11. Arnolfo B&B

Colle di Val d'Elsa

Elsa

$81 nightly

Nov 22 - Nov 23

Total with taxes and fees

A wine bottle and glasses on a tray, a book, and a bouquet of flowers on a table outdoors with a view of trees and buildings.

12. B&B Il Poggiolo delle Rose

Impruneta

Johan

$85 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern bedroom with a curved bed, a large mirror, and a jungle-themed mural.

13. San Sebastiano Suite & Luxury

Colle di Val d'Elsa

Nadia

$67 nightly

Nov 22 - Nov 23

Total with taxes and fees

A large, two-story building with a symmetrical facade, a central entrance with a staircase, and a well-maintained lawn with a circular garden feature.

14. Relais Villa al Vento

Figline e Incisa Valdarno

Ian

$117 nightly

Nov 30 - Dec 1

Total with taxes and fees

A green sofa and two chairs on a wooden deck with a table, overlooking a lush valley.

15. Villa Fillinelle

Tavarnelle Val di Pesa

HYUNHWA

$209 nightly

Nov 15 - Nov 16

Total with taxes and fees

A rectangular swimming pool with a wooden deck, surrounded by lush greenery and a clear sky.

16. Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

Terranuova Bracciolini

Lynn P.

$146 nightly

Nov 15 - Nov 16

Total with taxes and fees

A window view of a building with a bell tower, surrounded by trees and vegetation.

17. "Behind the Walls" Vacation Home

Colle di Val d'Elsa

$192 nightly

Nov 15 - Nov 16

Total with taxes and fees

18. Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B

Terranuova Bracciolini

$149 nightly

Nov 15 - Nov 16

Total with taxes and fees

A dining area with a wooden table, chairs, a vase with sunflowers, and a wooden cabinet with glass doors.

19. A'Loro B&B

Terranuova Bracciolini

Emiliano

$138 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a framed picture on the wall.

20. Superior Room Erba Voglio in Villa le Facezie B&B

Terranuova Bracciolini

$164 nightly

Nov 15 - Nov 16

Total with taxes and fees

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Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

See all hotels in Chianti Region

Terraced vineyards on a hillside, a small village, and rolling green hills.

Top reviews in Chianti Region

A person in a hot tub outdoors with a grassy area and trees in the background.

Poggio Baronti B&B

Bagno a Ripoli

10/10 Excellent

The location is perfect: nestled in the rolling hills of Chiante just 15-20 minutes from Florence. The rooms are clean and up-to-date with beautiful views from the windows. More than anything, Thomas, the owner and manager was more than kind and helpful. We felt at home. Thomas gave us directions, tips, good conversation, and help with anything we asked. The food in the morning (with a daily cake lovingly made by Thomas's mother) was incredible. Our expectations were surpassed. We highly...

Matt

A hallway with a fireplace, a sofa with a patterned cushion, and a large plant.

Dimora del Cardinale - Residenza d'epoca

Historic Centre of Florence

10/10 Excellent

Lynn

A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

La Dimora Dei Monaci

Siena City Centre

10/10 Excellent

we stayed for 4 nights and used Seina as our base for our first visit to Tuscany. The owners were very helpful. They provided maps and information on all the local sights, plus some history of the town. One night we asked them to make dinner reservations and they had to call over 10 places due to a busy night. But they found us a great restaurant for dinner. Another day they provide a detailed schedule for buses to visit one of the towns we were interested in. The B&B is very close to the...

Alan

An arched entrance to a building with a stone facade, a coat of arms above the arch, and a sign indicating the name 'Piazza De' on the left.

Peruzzi Urban Residences

Historic Centre of Florence

10/10 Excellent

James

A bedroom with a bed, a chair, a desk with a mirror, and artwork on the walls.

SPIRIT OF FLORENCE Boutique Rooms

Historic Centre of Florence

10/10 Excellent

Nicole

A spacious public square with a central fountain, surrounded by historic buildings with classical architecture.

RFC Repubblica Florence Core B&B

Historic Centre of Florence

10/10 Excellent

Jerry

Chiantirooms Guesthouse

Greve in Chianti

10/10 Excellent

Samantha

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

Relais degli Angeli

Siena City Centre

10/10 Excellent

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

A stone building with outdoor seating and a pool in the background.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Excellent

Kristen

A view from a balcony with a table and chairs, overlooking a historic town with distinctive architecture, including a prominent tower and a dome.

Residenza d'Epoca Relais Campo Regio

Siena City Centre

10/10 Excellent

christine

A hotel room with a large bed, a desk with a chair, a small table with a lamp, and a stone accent wall.

BandBFirenze 8Cittadella8

Santa Maria Novella

10/10 Excellent

Diane

A view of a historic building with intricate architectural details, a balcony, and a clear sky.

B&B A Florence View

Historic Centre of Florence

10/10 Excellent

The hospitality is impeccable. The property is beyond beautiful and very comfortable. The host Giuliana is a lovely, caring person who truly made our stay very comfortable to include an upgrade with the best view of the Duomo. We stayed 3 days, she kept our luggage for us as we wanted to return for another night. Thanks for sharing some history of the building. It’s been well cared for. 1634 wow, staying in a place of history. We will definitely return. Grazie mil for the amazing and relaxing...

Renee

A modern interior with a seating area, a wine rack, and a large window.

Corte Calzaiuoli Elegant Suites

Historic Centre of Florence

10/10 Excellent

All the staff were wonderful, very friendly and helpful. The room had great amenities - heated towel rack, rain shower, soaking tub, bath robe and slippers, comfortable bed. Breakfast was a great selection and there was fresh squeezed orange juice. We were right in the center of everything, so easy to walk everywhere. I would stay here again. It was a little confusing when we arrived because there is a hotel on the corner with a similar name and even though I showed the taxi driver the...

Diane

A dining area with a wooden ceiling, white chairs, and a table with a white tablecloth.

B&B La Stella D'Oro

Historic Centre of Florence

10/10 Excellent

This B&B was the perfect location in Florence, very close to the Duomo and others things. The breakfast in the morning (though we only had it the first morning) was great. He had an expression machine to make you whatever coffee you wanted in the morning, there was fruit salad, pastries, yogurt, cereal, eggs, and meats and cheeses to have. We were left a large wattle bottle, a small snack, shower caps, slippers, and more in the room upon arrival. It was very clean and updated, the cleanest place...

Anonymous traveler

Frequently Asked Questions

What is the nightly rate for a Bed & Breakfast in Chianti Region?

Prices for B&Bs in Chianti Region often vary, but you can find a great deal from $71 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chianti Region B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.

What is the difference between a Chianti Region Bed & Breakfast and a hotel?

Every Chianti Region B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chianti Region B&Bs.

Book Chianti Region Bed & Breakfast

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Upfront pricing

Check prices for these dates

Our top choices for Chianti Region bed & breakfast

1. La Certosa di Pontignano - Place of Charme

2. Castello di Fonterutoli Wine Resort

3. Bed & Breakfast Le Terrazze del Chianti

4. Casale La Gora

5. Chiantirooms Guesthouse

6. Torrebianca Tuscany

7. A Casa Da Agata

8. Brolio Agriroom

9. B&B Poggiobonizio

10. L'Una Dimora

11. Arnolfo B&B

12. B&B Il Poggiolo delle Rose

13. San Sebastiano Suite & Luxury

14. Relais Villa al Vento

15. Villa Fillinelle

16. Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

17. "Behind the Walls" Vacation Home

18. Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B

19. A'Loro B&B

20. Superior Room Erba Voglio in Villa le Facezie B&B

Learn more about Chianti Region

Top reviews in Chianti Region

Poggio Baronti B&B

10/10 Excellent

Frequently Asked Questions

What is the nightly rate for a Bed & Breakfast in Chianti Region?

What is the difference between a Chianti Region Bed & Breakfast and a hotel?

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