A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

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Check prices for these dates

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

Our top choices for Castiglion Fiorentino bed & breakfast

An outdoor event with people seated at tables, surrounded by stone buildings and greenery.

1. San Michele al Castello

San Michele al Castello
Castiglion Fiorentino
9.8 out of 10, Exceptional, (13 reviews)
"Everything was perfect!"
United States
Alejandro
The price is AED 379
AED 433 total
includes taxes & fees
15 Oct - 16 Oct
San Michele al Castello
A breakfast buffet with various food items and beverages.

2. Bed & Breakfast Viziottavo

Bed & Breakfast Viziottavo
Castiglion Fiorentino
10.0 out of 10, Exceptional, (9 reviews)
"Struttura molto pulita e tranquilla particolare per l' ispirazione Dantesca delle camere, personale gentilissimo e disponibile. Ci ritorneremo volentieri "
Italy
luigi
The price is AED 323
AED 372 total
includes taxes & fees
16 Oct - 17 Oct
Bed & Breakfast Viziottavo
A large, rectangular swimming pool surrounded by a well-maintained lawn, with a house and garden in the background.

3. Casa Bellavista

Casa Bellavista
Cortona
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful stay ! True hospitality - we felt welcomed and we loved the property, the wonderful breakfast and Simonetta who went out of her way to make our stay unforgettable."
United States
Israel
The price is AED 633
AED 713 total
includes taxes & fees
18 Oct - 19 Oct
Casa Bellavista
A terraced garden with a stone staircase, outdoor seating, and a red statue.

4. Casa Kita

Casa Kita
Cortona Old Town
9.4 out of 10, Exceptional, (31 reviews)
The price is AED 326
AED 388 total
includes taxes & fees
2 Nov - 3 Nov
Casa Kita
A courtyard with stone buildings, a wooden staircase, and a grassy area with stepping stones.

5. Casale l'Antico Carro

Casale l'Antico Carro
Cortona
8.8 out of 10, Excellent, (51 reviews)
"The rooms were clean, easy drive to Camucia and plenty of parking"
United States
l thoma
The price is AED 449
AED 510 total
includes taxes & fees
16 Oct - 17 Oct
Casale l'Antico Carro
A stone pathway leading to a gated entrance, surrounded by greenery and a view of hills.

6. B&B Il Mandorlo

B&B Il Mandorlo
Cortona
The price is AED 270
AED 305 total
includes taxes & fees
9 Nov - 10 Nov
B&B Il Mandorlo
A room with a stone wall, a chandelier, and a wooden cabinet.

7. Antiche Mura

Antiche Mura
Arezzo Centro Storico
9.6 out of 10, Exceptional, (100 reviews)
"In the heart of old town, Antiche Mura is just perfect. Barbara and her brother were extremely warm hosts. The place to stay in Arezzo."
India
Bhavin
The price is AED 287
AED 340 total
includes taxes & fees
26 Oct - 27 Oct
Antiche Mura
A nighttime swimming pool with stone buildings in the background.

8. B&B Le Caselle

B&B Le Caselle
Lucignano
9.2 out of 10, Wonderful, (28 reviews)
"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 379
AED 417 total
includes taxes & fees
11 Oct - 12 Oct
B&B Le Caselle
A lush garden with tall trees and a swimming pool.

9. Al Giardino degli Etruschi

Al Giardino degli Etruschi
Chiusi
9.8 out of 10, Exceptional, (40 reviews)
"Beautiful place to visit. Wonderful attentive hosts Chickens very entertaining. Loved it here"
United States
Susan
The price is AED 300
AED 330 total
includes taxes & fees
22 Oct - 23 Oct
Al Giardino degli Etruschi
A bright dining area with a white table, chairs, and a bookshelf. A window with curtains allows natural light, and a door leads to an outdoor balcony.

10. Cento Passi Dal Duomo

Cento Passi Dal Duomo
Arezzo Centro Storico
9.0 out of 10, Wonderful, (47 reviews)
"The property was located close to attractions in old town. Lovely balcony to sit on overlooking the city. Staff was helpful with recommendations and inquiries. Room was clean. Great spot for a couple."
Canada
Tanis
The price is AED 273
AED 325 total
includes taxes & fees
25 Oct - 26 Oct
Cento Passi Dal Duomo
A kitchen with a brick archway, a wooden table with pies, and a clock on the wall.

11. A Casa di BiaGio B&B

A Casa di BiaGio B&B
Rapolano Terme
10.0 out of 10, Exceptional, (27 reviews)
"It is an increable place to stay. Unbealiable very charm and cozy decoration, with everything you need. "
United States
Juan Diego
The price is AED 359
AED 411 total
includes taxes & fees
2 Nov - 3 Nov
A Casa di BiaGio B&B
A hotel room with a classic design, featuring a large bed, a sitting area with a table and chairs, and a wooden door with a brass handle.

12. Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (250 reviews)
"Amazing place. Small, intimate, very luxurious. Wonderful staff, beautiful breakfast, amazing location. Highly recommended."
United States
Kenneth
The price is AED 779
AED 873 total
includes taxes & fees
3 Nov - 4 Nov
Palazzo Carletti
A courtyard with stone flooring, a barrel, and a building with green shutters.

13. B&B Casa Fattorini Double Room Diana

B&B Casa Fattorini Double Room Diana
Toscana
The price is AED 370
AED 465 total
includes taxes & fees
19 Oct - 20 Oct
B&B Casa Fattorini Double Room Diana
A brick archway leading to a courtyard with a statue, a dartboard, and a bicycle.

14. B&B Villa La Nussa

B&B Villa La Nussa
Capolona
9.0 out of 10, Wonderful, (30 reviews)
"Our family of 5 stayed for 4 nights. We spent some days exploring the area and seeing some of the nearby towns and relaxing at La Nussa. La Nussa was wonderful. The property is beautiful. The pool allowed us to cool off on hot days. Our hosts were wonderful. They made us feel welcome and cared for. It is obvious that they enjoy hosting and caring for people. The hosts had suggestions for sights to see nearby and places to eat. The rooms were clean and cooled by AC. If we ever return to...
Canada
Robert
The price is AED 215
AED 261 total
includes taxes & fees
1 Nov - 2 Nov
B&B Villa La Nussa
A stone building with a covered outdoor seating area, a staircase, and a view of the countryside.

15. Il Cardo Resort

Il Cardo Resort
Anghiari
9.0 out of 10, Wonderful, (15 reviews)
"A beautiful and picturesque resort. About a 15-20 min walk from the town center. Friendly staff and a nice breakfast. "
United States
Brendan
The price is AED 483
AED 531 total
includes taxes & fees
19 Oct - 20 Oct
Il Cardo Resort
A room with a piano, stone walls, a wooden cabinet, and a bench.

16. Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (62 reviews)
"old fashion building, clean and affordable"
United States
Irene
The price is AED 317
AED 365 total
includes taxes & fees
2 Nov - 3 Nov
Antico Granaione
A couple in a hot tub on a deck with a view of a green landscape.

17. Charming bungalow with whirlpool in Tuscany: peace, nature and comfort.

Charming bungalow with whirlpool in Tuscany: peace, nature and comfort.
Antria
The price is AED 618
AED 733 total
includes taxes & fees
10 Oct - 11 Oct
Charming bungalow with whirlpool in Tuscany: peace, nature and comfort.
A room with a large window overlooking a scenic landscape.

18. Palazzo Nobile di San Donato

Palazzo Nobile di San Donato
Montepulciano
9.6 out of 10, Exceptional, (89 reviews)
"Great location, amazing rooms and good and friendly service"
United States
michael
The price is AED 532
AED 602 total
includes taxes & fees
8 Nov - 9 Nov
Palazzo Nobile di San Donato
A stone building with a sign for 'B&B' and a knight statue outside.

19. La Pecora e l'Agnello

La Pecora e l'Agnello
Caprese Michelangelo
10.0 out of 10, Exceptional, (8 reviews)
"The best b&b i visited "
Germany
Lea
The price is AED 340
AED 374 total
includes taxes & fees
23 Oct - 24 Oct
La Pecora e l'Agnello
Private pool

20. B&B Il Sarale

B&B Il Sarale
Città di Castello
10.0 out of 10, Exceptional, (2 reviews)
"Perfekt. Lovely place. Great views from the house. Clean facilities. Nice dog and cats. We will definitely come back "
Denmark
Maria
The price is AED 478
AED 526 total
includes taxes & fees
3 Nov - 4 Nov
B&B Il Sarale
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 Castiglion Fiorentino Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Gorgeous hotel, amazing staff, beautiful spa....a stunning property and goes the extra distance to make you feel special! Highly recommend. Breakfast and dinner were wonderful!"
Jayne 3-night trip
Posted 1 hour ago
Monastero di Cortona Hotel & Spa

Frequently asked questions

Searching for B&Bs in Castiglion Fiorentino?
If you're looking for something a little quirkier than your standard hotel experience, a bed and breakfast could be a great option for your vacation. If you'd like to learn more about Castiglion Fiorentino through its top sites and landmarks, Vasari Loggia and Cassero Tower are some notable monuments to check out.
Why choose a B&B versus a traditional hotel?
With attentive service, opportunities to meet other guests, and tasty breakfasts, B&Bs offer a truly one-of-a-kind setting.
What are the top B&Bs in Castiglion Fiorentino?
Here are some B&Bs in the surrounding area: San Michele al Castello: 4 rooms. 0.1 mi (0.1 km) from the heart of Castiglion Fiorentino. Enjoy the free full breakfast and massage services. Palazzo Carletti: 5 rooms. 18.6 mi (30 km) from the heart of downtown.La Corte Medicea: 3 rooms. Located 18.3 mi (29.5 km) from the core of Castiglion Fiorentino. Enjoy the winery and onsite dining.
How many Bed & Breakfasts will I be able to find in Castiglion Fiorentino?
Expedia has 5 B&Bs for your stay in Castiglion Fiorentino.
When should I stay at a B&B in Castiglion Fiorentino?
When you're dreaming of a stay in Castiglion Fiorentino, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Castiglion Fiorentino is 35 inches.
What is there to do in Castiglion Fiorentino?
If you're looking for some activities to entertain you on your trip, consider visiting Tennis Club Castiglionese and Agricola Buccelletti Winery. You might put Val di Chiana and Vasari Loggia on your list if you want to see more of the area.
How can I get to and around Castiglion Fiorentino?
You can map out your trip in and around Castiglion Fiorentino ahead of time with these transportation options. Fly into Sant Egidio Airport (PEG), which is located 33.7 mi (54.3 km) away from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.