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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Casole d'Elsa bed & breakfast

A dining table with a bowl and plates, a fork, and a view of a mountainous landscape through an arched window.

1. Palazzo delle Erbe

Palazzo delle Erbe
Village of Casole d'Elsa
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, nice area and excellent staff!"
United States
Bijan
The price is AED 329
AED 370 total
includes taxes & fees
10 Nov - 11 Nov
Palazzo delle Erbe
A bedroom with a stone wall, a bed with white linens, a staircase, and a ceiling light fixture.

2. Il Podere Orto

Il Podere Orto
San Gimignano
9.4 out of 10, Exceptional, (8 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 AED 319
AED 371 total
includes taxes & fees
9 Nov - 10 Nov
Il Podere Orto
A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

3. Arnolfo B&B

Arnolfo B&B
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (29 reviews)
"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 302
AED 341 total
includes taxes & fees
9 Nov - 10 Nov
Arnolfo B&B
View from room

4. B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
9.4 out of 10, Exceptional, (62 reviews)
"Staff was extremely helpful and attentive. 20 minute walk from San Gimignano. Beautiful and relaxing property."
United States
Madison
The price is AED 419
AED 481 total
includes taxes & fees
9 Nov - 10 Nov
B&B Ponte a Nappo
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

5. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (581 reviews)
"Great location amazing place"
United States
Rodolfo
The price is AED 234
AED 291 total
includes taxes & fees
9 Nov - 10 Nov
La Certosa di Pontignano - Place of Charme
A modern bedroom with a curved bed, a large mirror, and a jungle-themed mural.

6. San Sebastiano Suite & Luxury

San Sebastiano Suite & Luxury
Colle di Val d'Elsa
8.0 out of 10, Very good, (9 reviews)
"Great location and beautiful place to stay. Loved the interior decorating and host was good too. Would stay again. "
Canada
Nadia
The price is AED 250
AED 283 total
includes taxes & fees
1 Dec - 2 Dec
San Sebastiano Suite & Luxury
A modern interior with a large glass door, a seating area with striped chairs, a desk, and a decorative wall with a logo.

7. Locanda Il Pino

Locanda Il Pino
San Gimignano City Centre
9.8 out of 10, Exceptional, (12 reviews)
"We would definitely stay here again."
Canada
Sandra
The price is AED 332
AED 385 total
includes taxes & fees
9 Nov - 10 Nov
Locanda Il Pino
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

8. il Casale del Cotone

il Casale del Cotone
San Gimignano
9.4 out of 10, Exceptional, (150 reviews)
"This was a Tuscan country villa with a magnificent hilltop view of all the surrounding wine and olive groves. The estate gardens, sitting area and small chapel was designed for relaxing maybe drink some wine and enjoy this villa that's part of haven. Alejandro made guest a special delicious dinner i will never forget. I highly recommend this villa if you want to experience the true Tuscan country Villa,"
United States
Isaac
il Casale del Cotone
A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

9. Palazzo Mari

Palazzo Mari
San Gimignano City Centre
9.6 out of 10, Exceptional, (84 reviews)
"Absolutely stunning property- beautiful, clean, roomy with everything you need and lovely views."
Australia
Stan
The price is AED 288
AED 337 total
includes taxes & fees
9 Nov - 10 Nov
Palazzo Mari
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

10. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is AED 574
AED 648 total
includes taxes & fees
9 Nov - 10 Nov
Castello di Fonterutoli Wine Resort
A historic building with a bell tower, surrounded by lush greenery and a view of distant hills.

11. "Behind the Walls" Vacation Home

"Behind the Walls" Vacation Home
Colle di Val d'Elsa
10.0 out of 10, Exceptional, (1 review)
The price is AED 491
AED 802 total
includes taxes & fees
1 Dec - 2 Dec
"Behind the Walls" Vacation Home
A hotel room with a wooden desk, a television, two beds, and a large window with curtains.

12. B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (77 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 AED 251
AED 276 total
includes taxes & fees
12 Nov - 13 Nov
B&B Poggiobonizio
A table set for two with a wine glass, a bowl of nuts, and a glass of water.

13. Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (346 reviews)
"In the main city centre, gorgeous quiet hotel. Spacious rooms, good breakfast"
United Kingdom
Manjeet
The price is AED 408
AED 465 total
includes taxes & fees
1 Dec - 2 Dec
Relais degli Angeli
A terrace with wicker furniture, a white umbrella, and potted plants.

14. I Coppi

I Coppi
San Gimignano
9.8 out of 10, Exceptional, (74 reviews)
"Great location. Very clean room. Excellent breakfast. Free parking even after check out.Thank you so much for your hospitality."
United States
Yury
The price is AED 611
AED 693 total
includes taxes & fees
9 Dec - 10 Dec
I Coppi
A narrow street with historic stone buildings, a red car parked on the side, and a tower in the background.

15. Palazzo al Torrione

Palazzo al Torrione
San Gimignano City Centre
8.8 out of 10, Excellent, (57 reviews)
"Checkin was easy and quick. The staff was fantastic. The room was clean and very nice. This is a nice place to stay."
United States
Louis
The price is AED 431
AED 494 total
includes taxes & fees
9 Nov - 10 Nov
Palazzo al Torrione
A stone building with a courtyard, featuring a central archway and a tiled roof.

16. Il Canto del Sole

Il Canto del Sole
Monteroni d'Arbia
10.0 out of 10, Exceptional, (25 reviews)
"Lovely place! Beautiful grounds and buildings. The kindest and most welcoming owners. Very delicious array of homemade pastries, breads, and other breakfast items. "
United States
Corinna
Il Canto del Sole
An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

17. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (963 reviews)
"Great location and very helpful staff"
United States
Edward
The price is AED 301
AED 348 total
includes taxes & fees
9 Nov - 10 Nov
Il Chiostro del Carmine
A cozy outdoor patio with stone flooring, wooden tables and chairs, and a variety of potted plants and flowers.

18. Villa Sestilia

Villa Sestilia
Montaione
9.6 out of 10, Exceptional, (19 reviews)
"This is a lovely country property, perfect for relaxing and resting"
United States
Christian
The price is AED 528
AED 593 total
includes taxes & fees
8 Dec - 9 Dec
Villa Sestilia
A bed with grey linens, two pillows, and a woven blanket.

19. L'Una Dimora

L'Una Dimora
Certaldo
8.4 out of 10, Very good, (9 reviews)
"The location was excellent with convenient distances from the funicular, the train, restaurants and the square. Very safe and pleasant."
United States
Clarine
The price is AED 291
AED 329 total
includes taxes & fees
11 Nov - 12 Nov
L'Una Dimora
An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

20. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
The price is AED 371
AED 425 total
includes taxes & fees
9 Nov - 10 Nov
Chiantirooms Guesthouse
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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Learn more about Casole d'Elsa

Medieval stone buildings surround Casole d'Elsa's charming piazza, where local cafés serve Tuscan wines and homemade pasta. Climb the ancient fortress walls for countryside views, then join cooking classes to learn authentic recipes from village families.

See all hotels in Casole d'Elsa
A hilltop town with historic buildings and lush greenery.

Top reviews in Casole d'Elsa

A dining table with a bowl and plates, a fork, and a view of a mountainous landscape through an arched window.
Palazzo delle Erbe

Palazzo delle Erbe

Palazzo delle Erbe
Village of Casole d'Elsa

10/10 Excellent

Very clean, nice area and excellent staff!
United States
Bijan
Reviewed May 18, 2025
Palazzo delle Erbe

Frequently Asked Questions

Searching for B&Bs in Casole d'Elsa?

Whether you're traveling with your family and want a friendly place to stay, or you're traveling solo and hoping to get some tips from locals, B&Bs can be a great choice for many types of vacationers. When you want to explore some attractions in town, Val di Merse and Terre di Vini are worth a stop.

Are you thinking about B&Bs over traditional hotel rooms?

With attentive service, opportunities to mingle with other guests, and of course a full breakfast to start the day, B&Bs all have a unique environment.

What are the best bed and breakfasts in Casole d'Elsa?

Here are some well-liked B&Bs in the area: La Certosa di Pontignano: 15.9 mi (25.6 km) from the heart of Casole d'Elsa. Enjoy the rooftop terrace and deli. Il Chiostro del Carmine: 21 rooms. 14.4 mi (23.1 km) from the downtown core. Enjoy the free buffet breakfast and in-room dining. Relais degli Angeli: 7 rooms. Situated 14.3 mi (23 km) from the heart of Casole d'Elsa. Enjoy the rooftop terrace and unique décor.

What's the best time of year to stay at a B&B in Casole d'Elsa?

When you're dreaming of a trip to Casole d'Elsa, 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 Casole d'Elsa is 37 inches.

What is there to do in Casole d'Elsa?

When you want to explore some things to do in town, Val di Merse and Terre di Vini are some notable sights to visit. You might check out Archeological and Collegiate Church Museum if you have time to see more of the area.

How can I get to and around Casole d'Elsa?

You can map out your trip in and around Casole d'Elsa ahead of time with these transportation options. Fly into Florence Airport, Peretola (FLR), which is located 32.7 mi (52.6 km) away from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.