Top B&B in Castiglion Fiorentino in 2026

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Our top choices for Castiglion Fiorentino bed & breakfast

A terrace with a view of a town, outdoor seating, and a tree.

1. San Michele al Castello

Castiglion Fiorentino

Edward

3.007.079 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a dark-colored bed, wooden ceiling beams, a white bedside table, and a wall-mounted light fixture.

2. Bed & Breakfast Viziottavo

Castiglion Fiorentino

luigi

3.150.590 ₫ total

includes taxes & fees

13 Nov - 14 Nov

A courtyard with stone buildings, a wooden staircase, and a grassy area with stepping stones.

3. Casale l'Antico Carro

Cortona

l thoma

3.517.945 ₫ total

includes taxes & fees

7 Nov - 8 Nov

A rooftop patio with outdoor furniture, potted plants, and a stone wall.

4. Casa Kita

Cortona Old Town

Joy

2.726.903 ₫ total

includes taxes & fees

1 Dec - 2 Dec

A courtyard with a fountain, a tree, and a building with a tiled roof.

5. B&B Il Mandorlo

Cortona

2.341.451 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A nighttime swimming pool with stone buildings in the background.

6. B&B Le Caselle

Lucignano

Anonymous traveller

2.919.605 ₫ total

includes taxes & fees

6 Dec - 7 Dec

A room with a stone wall, a chandelier, and a wooden cabinet.

7. Antiche Mura

Arezzo Centro Storico

Bhavin

2.382.434 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A stone-arched entrance to a building with a glass door, potted flowers, and wall-mounted lights.

8. LA CORTE DI AMBRA

Cortona Old Town

Sandro

5.312.937 ₫ total

includes taxes & fees

20 Nov - 21 Nov

A table with a cup, a plate with a pastry, and a flower pot by a window overlooking a cityscape.

9. Cento Passi Dal Duomo

Arezzo Centro Storico

Tanis

2.970.717 ₫ total

includes taxes & fees

7 Nov - 8 Nov

A bedroom with a large bed, a desk, and a wall-mounted mirror.

10. BioBenessere B&B

Saione

Harald

4.283.819 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

11. B&B Country House Poggio del Drago

Civitella in Val di Chiana

Kristen

3.656.996 ₫ total

includes taxes & fees

25 Nov - 26 Nov

A kitchen with a brick archway, a wooden table with pies, and a clock on the wall.

12. A Casa di BiaGio B&B

Rapolano Terme

Juan Diego

2.878.947 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A stone building with a covered outdoor seating area, a staircase, and a view of the countryside.

13. Il Cardo Resort

Anghiari

David

3.643.380 ₫ total

includes taxes & fees

7 Nov - 8 Nov

A brick archway leading to a courtyard with a statue, a dartboard, and a bicycle.

14. B&B Villa La Nussa

Capolona

"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...

Robert

2.412.027 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A room with a large window overlooking a scenic landscape.

15. Palazzo Nobile di San Donato

Montepulciano

michael

4.153.741 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A brick building with a sign for 'AFFITTACAMERE CANTINE MEDICE' and a gate labeled 'CAMERE ZIMMER'.

16. La Corte Medicea

Montepulciano

Kenneth

2.755.552 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A patio with a table and chairs, a bottle of wine, and a glass of red wine. The patio overlooks a scenic landscape with rolling hills and a distant building.

17. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Montalcino

Yuanjun

1.026.259 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A neatly made bed with two pillows, a bedside lamp, and a nightstand.

18. Alle Terme B&B

Rapolano Terme

Cheryl

2.513.313 ₫ total

includes taxes & fees

3 Dec - 4 Dec

A room with a piano, stone walls, a wooden cabinet, and a bench.

19. Antico Granaione

Rapolano Terme

Irene

2.632.692 ₫ total

includes taxes & fees

22 Nov - 23 Nov

View all properties

Learn more about Castiglion Fiorentino

Climb the medieval walls of this hilltop town for sweeping views across Tuscany's Val di Chiana countryside. Explore the Etruscan Archaeological Museum inside Palazzo Casali, then enjoy aperitivo with locals in Piazza del Municipio.

See all hotels in Castiglion Fiorentino

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

Top reviews in Castiglion Fiorentino

San Michele al Castello

Castiglion Fiorentino

10/10 Excellent

ABRAHAM

Bed & Breakfast Viziottavo

Castiglion Fiorentino

10/10 Excellent

marianne

BioBenessere B&B

Saione

10/10 Excellent

Absolutely amazing stay! The best most attentive hosts you could wish for. Rooms are clean, comfortable and well equipped. Food was exceptional for a buffet breakfast. Healthy fresh produce to feed your soul as well as your stomach. Automatic check in when you recieve your code which is simple to do as long as youre on or after check in time specified. This place is truly an oasis in the middle of a bustling city and when you walk through the door its like being transported into your own...

Andrew

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Excellent

My husband and I had a wonderful stay at Poggio del Drago - Emanuele is a perfect host and made us feel very welcome throughout our stay. The room itself was lovely - recently renovated and looking lovely. The pool is perfectly located, overlooking the olive groves and with plenty of loungers for all guests. Breakfast was great - a large breakfast table where all guests sat together and took breakfast - an array of sliced meats, cereals, and also a coffee machine to make yourself a cappuccino or...

katy

Antiche Mura

Arezzo Centro Storico

10/10 Excellent

Jennifer

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.

Palazzo Carletti

Montepulciano

10/10 Excellent

Richard

Antico Granaione

Rapolano Terme

10/10 Excellent

Caroline

A garden pathway leading to a building with a yellow facade and arched windows.

Residenza Dei Ricci Relais

Chiusi

10/10 Excellent

Ann Marie

Palazzo Nobile di San Donato

Montepulciano

10/10 Excellent

John

B&B Le Caselle

Lucignano

10/10 Excellent

Super miejsce, pokój idealny dla dwojga, w łazience wszystko co niezbędne, codziennie typowe włoskie śniadanie, brakowało mi jajek i omletów, ale każdego dnia było pyszne prosciutto, rogaliki, domowe dżemy, owsianka i owoce Zawsze możesz liczyć na pyszną kawę przygotowaną przez gospodarza. Oprócz poniedziałku, możesz być na miejscu w restauracji degustować lokalne toskańskie jedzenie i wino. A wszystko było pyszne. wszystko to dostępne było w rodzinnym hotelu otoczonym zielenią, którą każdego...

Tomasz

Cento Passi Dal Duomo

Arezzo Centro Storico

10/10 Excellent

Shirley

La Corte Medicea

Montepulciano

10/10 Excellent

Jacqueline

A stone patio with a metal table and chair, overlooking a valley with a sunset.

Badia Il Vingone

Città di Castello

8/10 Good

Badia il Vingone is an old stone country house. I stayed in the top floor of a separate cottage with a roof terrace overlooking the swimming pool. Great pool. Continental breakfast which I took in the garden. Amazing views over the rolling hills of Umbria and Tuscany. Delicious dinner in the restaurant. Nadia and her family worked very hard to welcome me to the B&B and prepare and serve the dinner. Thank you

NinaL

A bedroom with a bed, a wooden bench, a desk, and a mirror.

Palazzo Danesi

Montepulciano

10/10 Excellent

Olivia

B&B Villa La Nussa

Capolona

8/10 Good

We enjoyed our stay here with two children. The host is on hand to help and give advice about places to visit. She noticed we had booked an apartment without a kitchen and gave me the option to swap which we appreciated. We didn't have air conditioning but with the amazing old buildings, built with thick stone walls, we only felt we needed it when the temperature reached over 35 degrees. Again the host allowed us to swap rooms. The place is near a main road which we got used to after the first...

Anonymous traveller

Frequently Asked Questions

Searching for B&Bs in Castiglion Fiorentino?

If you're looking for something a little more offbeat than your standard hotel, a bed and breakfast could be the perfect alternative for your holiday. 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 visit.

Why should you consider a B&B over a traditional hotel room?

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

How many bed & breakfasts can I expect to find in Castiglion Fiorentino?

Expedia has 5 B&Bs for your time in Castiglion Fiorentino.

What's the best time of year to 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 temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castiglion Fiorentino is 901 mm.

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 should 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?

Mapping out your trip in and around Castiglion Fiorentino is easy with these transportation options. Fly into Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), which is located 33.7 mi (54.3 km) 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.

Search B&B in Castiglion Fiorentino

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castiglion Fiorentino bed & breakfast

1. San Michele al Castello

2. Bed & Breakfast Viziottavo

3. Casale l'Antico Carro

4. Casa Kita

5. B&B Il Mandorlo

6. B&B Le Caselle

7. Antiche Mura

8. LA CORTE DI AMBRA

9. Cento Passi Dal Duomo

10. BioBenessere B&B

11. B&B Country House Poggio del Drago

12. A Casa di BiaGio B&B

13. Il Cardo Resort

14. B&B Villa La Nussa

15. Palazzo Nobile di San Donato

16. La Corte Medicea

17. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

18. Alle Terme B&B

19. Antico Granaione

Learn more about Castiglion Fiorentino

Top reviews in Castiglion Fiorentino

San Michele al Castello

10/10 Excellent

Frequently Asked Questions

Searching for B&Bs in Castiglion Fiorentino?

Why should you consider a B&B over a traditional hotel room?

How many bed & breakfasts can I expect to find in Castiglion Fiorentino?

What's the best time of year to stay at a B&B in Castiglion Fiorentino?

What is there to do in Castiglion Fiorentino?

How can I get to and around Castiglion Fiorentino?