A cobblestone street with historic buildings, a wooden chair, and potted plants.

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Check prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

Our top choices for Casole d'Elsa bed & breakfast

A bedroom with a bed, a desk, and a chair. There is a door leading to another room and a window with curtains.

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 P6,279
P7,047 total
includes taxes & fees
Oct 26 - Oct 27
Palazzo delle Erbe
An outdoor café with tables and chairs, a whiteboard, and a door with a sign.

2. Locanda Il Pino

Locanda Il Pino
San Gimignano City Centre
9.8 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Thomas
The price is P5,703
P6,625 total
includes taxes & fees
Oct 6 - Oct 7
Locanda Il Pino
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, (28 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 P5,472
P6,160 total
includes taxes & fees
Nov 2 - Nov 3
Arnolfo B&B
A bedroom with a stone wall, a bed with white linens, a staircase, and a ceiling light fixture.

4. Il Podere Orto

Il Podere Orto
San Gimignano
9.0 out of 10, Wonderful, (6 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 P5,794
P6,725 total
includes taxes & fees
Oct 6 - Oct 7
Il Podere Orto
A narrow stone pathway leading to a rustic building with a wooden door and a window.

5. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (230 reviews)
"Excellent stay, great breakfast and helpful staff."
India
Saion
The price is P12,403
P13,925 total
includes taxes & fees
Oct 26 - Oct 27
Castello di Fonterutoli Wine Resort
A view from a window overlooking a pool, greenery, and a distant building.

6. B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
9.4 out of 10, Exceptional, (60 reviews)
"Staff was extremely helpful and attentive. 20 minute walk from San Gimignano. Beautiful and relaxing property."
United States
Madison
The price is P8,890
P10,131 total
includes taxes & fees
Oct 20 - Oct 21
B&B Ponte a Nappo
A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.

7. La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
9.8 out of 10, Exceptional, (52 reviews)
"Super nice couple run it , the breakfast was à la carte and delicious, nice views too BUT …..be ready to climb a very steep rutted gravel road for 1.5 KILOMETRES , also no A/C so hot , no fridge so you have to ask to put things in their fridge which is very inconvenient. Overall beautiful place people and food 😁"
Canada
Sharon
The price is P6,365
P7,353 total
includes taxes & fees
Oct 18 - Oct 19
La Canonica di San Michele
A view from a balcony with a table and chairs, overlooking a historic town with distinctive architecture, including a prominent tower and a dome.

8. Residenza d'Epoca Relais Campo Regio

Residenza d'Epoca Relais Campo Regio
Siena City Centre
9.8 out of 10, Exceptional, (98 reviews)
"Perfect two night in Siena. Charming hotel with family like staff who are very invested in your stay. Fabulous location!"
United States
Michel
The price is P11,950
P13,427 total
includes taxes & fees
Nov 5 - Nov 6
Residenza d'Epoca Relais Campo Regio
A stone building with a tiled roof, surrounded by well-maintained gardens and vineyards.

9. il Casale del Cotone

il Casale del Cotone
San Gimignano
9.4 out of 10, Exceptional, (149 reviews)
"Room was clean and spacious. Staff was very nice and pleasant! Owner Alessandro was very hands-on and helpful with everything and anything we needed! Dinner on site was the best meal we had in San Gimignano the entire time we were there! Would definitely go back!"
United States
Mary
The price is P10,845
P12,281 total
includes taxes & fees
Oct 31 - Nov 1
il Casale del Cotone
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.

10. Il Defizio

Il Defizio
Gambassi Terme
10.0 out of 10, Exceptional, (66 reviews)
"The location was beautiful. Amazing scenic views in every direction with Volterra on the hill in the distance! The villa was perfect for our family of 4. The kids loved to cool off in the pool after a day of sightseeing and the owners were helpful with any questions we had. Truly a perfect Tuscan getaway!"
United States
Courtney
The price is P7,776
P8,765 total
includes taxes & fees
Oct 8 - Oct 9
Il Defizio
A modern bedroom with a curved bed, a large mirror, and a jungle-themed mural.

11. 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 P6,009
P6,751 total
includes taxes & fees
Oct 22 - Oct 23
San Sebastiano Suite & Luxury
A wicker chair, a lantern, and a vase of flowers on a balcony with a mountain view.

12. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (285 reviews)
"Idyllic Tuscan hotel in the middle of the vineyards. Friendly staff. Great food. Easy location for seeing Chianti region."
United States
Brian
The price is P19,527
P21,761 total
includes taxes & fees
Oct 11 - Oct 12
Borgo Del Cabreo
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.

13. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (569 reviews)
"Everything about this property is wonderful from the lodging to the staff!"
United States
Leslie
The price is P6,065
P7,235 total
includes taxes & fees
Nov 2 - Nov 3
La Certosa di Pontignano
A wooden chair and table with a bottle and wine glass.

14. 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 P4,320
P5,034 total
includes taxes & fees
Oct 6 - Oct 7
B&B Poggiobonizio
A stone building with a circular window and a door, surrounded by purple flowers.

15. La pietra del cabreo

La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (136 reviews)
"It was incredible! Amazing place! Totally recommend!"
Mexico
Jorge Aaron
The price is P19,527
P21,761 total
includes taxes & fees
Oct 15 - Oct 16
La pietra del cabreo
A covered outdoor seating area with white wicker furniture, a table with a vase of flowers, and two candelabras.

16. Country Lodge

Country Lodge
Petriccio
8.6 out of 10, Excellent, (39 reviews)
"Very quiet and comfortable. The staff was so gracious and welcoming. "
United States
Annie
The price is P7,831
P8,896 total
includes taxes & fees
Nov 1 - Nov 2
Country Lodge
A table set for two with a wine glass, a bowl of nuts, and a glass of water.

17. Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (340 reviews)
"In the main city centre, gorgeous quiet hotel. Spacious rooms, good breakfast"
United Kingdom
Manjeet
The price is P9,701
P10,953 total
includes taxes & fees
Oct 11 - Oct 12
Relais degli Angeli
An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

18. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (949 reviews)
"Room clean large spacious staff friendly helpful good quiet location great views"
United Kingdom
Tom
The price is P4,666
P5,414 total
includes taxes & fees
Nov 3 - Nov 4
Il Chiostro del Carmine
A neatly made bed with a tablet, two lamps, and towels on a floral-patterned bedspread.

19. Palazzo Mari

Palazzo Mari
San Gimignano City Centre
9.6 out of 10, Exceptional, (83 reviews)
"Absolutely stunning property- beautiful, clean, roomy with everything you need and lovely views."
Australia
Stan
The price is P4,458
P5,256 total
includes taxes & fees
Oct 17 - Oct 18
Palazzo Mari
A stone wall with a flower pot and a wheel.

20. Rocca degli Olivi

Rocca degli Olivi
San Gimignano
9.4 out of 10, Exceptional, (25 reviews)
"Manfredi is a perfect host in a truly beautiful setting."
United Kingdom
james
Rocca degli Olivi
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 Casole d'Elsa Hotel Reviews

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

8/10 Good
"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!"
Ellen 5-night trip
Posted 7 hours ago
Castiglion del Bosco, A Rosewood Hotel

Find out more about Casole d'Elsa

Casole d'Elsa B&B information

Number of reviews
3,018
Accommodation
114 B&B
Lowest Price
P5,034
Highest Price
P21,761

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.

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