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
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept
In one month
2 Oct - 4 Oct
In two months
30 Oct - 1 Nov

Our top choices for Castiglion Fiorentino guest houses

A courtyard with stone buildings, a gravel path, and potted plants.

1. B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (61 reviews)
"Lovely place, I looking the beautiful San Francesco church. Excellent breakfast!"
United Kingdom
Esther
The price is AU$155
includes taxes & fees
26 Sept - 27 Sept
B&B San Francesco
A stone building with multiple windows and a central entrance.

2. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (58 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is AU$112
includes taxes & fees
7 Sept - 8 Sept
Fondaco del Moro
A stone staircase with red steps leading up to a building.

3. Villa Sargiano

Villa Sargiano
Arezzo
8.8 out of 10, Excellent, (12 reviews)
"If you love nature, that's the perfect place to enjoy and relax. The property has all the amenities for families with kids: - space inside and outside - pool (opened during the summer season) - Kitchen - TV - air condition and heating system working properly and even together if needed. This always keeps the temperature you want. The property owner is flexible during the check-in time, very friendly and wants to guarantee you have the best experience staying in his Villa. The welcome bottle of...
United States
Giuseppe
The price is AU$164
includes taxes & fees
13 Sept - 14 Sept
Villa Sargiano
A staircase with a patterned carpet and a wooden handrail.

4. Palazzo Ninci

Palazzo Ninci
Civitella in Val di Chiana
8.8 out of 10, Excellent, (13 reviews)
"Posizione eccezionale nella piazza centrale di Civitella e con vista sulla val di chiana. Soggiorno un po’ piccolo e camera da letto in soffitta probabilmente non adatto a persone anziane ma altrimenti molto carino. Bagno spazioso. Torneremmo volentieri"
Italy
Maurizio
The price is AU$99
includes taxes & fees
7 Sept - 8 Sept
Palazzo Ninci
A bedroom with a bed, a ceiling fan, a desk, a chair, a TV, and a window with blinds.

5. Santo Spirito

Santo Spirito
Saione
8.2 out of 10, Very good, (55 reviews)
"comfortable apartment, two spacey rooms, washing machine, cooking tools, fridge, good shower and easy check in process. only 10' walk to the city center, supermarket just 200m away + safe place to store my bicycle. it's great for a one day or longer stay in Arezzo."
Netherlands
Ariel
The price is AU$110
includes taxes & fees
11 Sept - 12 Sept
Santo Spirito
A view through an arched window of a historic building with a bell tower, a courtyard, and surrounding architecture.

6. LA CORTE DEL RE SUITE AREZZO

LA CORTE DEL RE SUITE AREZZO
Arezzo Centro Storico
8.8 out of 10, Excellent, (32 reviews)
"A wonderful stay at a beautiful place! We loved our time here in Arezzo and highly recommend it."
United States
Amy
The price is AU$175
includes taxes & fees
10 Sept - 11 Sept
LA CORTE DEL RE SUITE AREZZO
A room with a glass floor, stone walls, and a door in the center.

7. SUGAR ROOMS Residenza d' Epoca

SUGAR ROOMS Residenza d' Epoca
Arezzo Centro Storico
10.0 out of 10, Exceptional, (32 reviews)
"Super nice staff and great room (unique and modern in a historic building) right on the main shopping street, yet quiet."
United States
Carmen
The price is AU$336
includes taxes & fees
8 Sept - 9 Sept
SUGAR ROOMS Residenza d' Epoca
A stone building with a tiled roof, multiple windows, and a staircase leading to the entrance.

8. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
9.8 out of 10, Exceptional, (40 reviews)
"Beautiful property in a very beautiful location. Breakfast is very good and the staff is extremely helpful."
United Kingdom
Giulio
The price is AU$459
includes taxes & fees
5 Oct - 6 Oct
Poggio Paradiso Resort & Spa
A restaurant with brick arches, wooden tables, and chairs. There are wine bottles on a shelf and a hanging light fixture.

9. Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (199 reviews)
"Beautiful.property conveniently located with a variety of dining options"
United States
David
The price is AU$221
includes taxes & fees
17 Sept - 18 Sept
Palazzo Mosela Alla Porta
A building entrance with a red awning, potted plants, and a dog lying on the ground.

10. Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (62 reviews)
"There’s probably not a bad location in Montepulciano, but this place is pretty much ideal, just minutes from both the main square and the Main Street. Everything was clean and well maintained, and it has a nice rustic feel. The breakfast was great, with many sweet and savory choices in a buffet setting. The hosts are both friendly and helpful. Highly recommended!"
United States
Armand
The price is AU$188
includes taxes & fees
7 Sept - 8 Sept
Meublè Evoè
A stone-walled room with a fireplace, a table with chairs, and a hanging light fixture.

11. Borgo Nuovo San Martino

Borgo Nuovo San Martino
Bucine
6.8 out of 10, (10 reviews)
"Definitely going back in the summer"
United States
Josimar
The price is AU$173
includes taxes & fees
21 Sept - 22 Sept
Borgo Nuovo San Martino
A two-story building with a brick facade, multiple balconies, and a courtyard with outdoor seating.

12. Piccola Siesta b&b

Piccola Siesta b&b
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"Great spot with a nice restaurant and pizzeria nearby!"
Canada
Darren
The price is AU$130
includes taxes & fees
2 Oct - 3 Oct
Piccola Siesta b&b
A staircase with a brick archway, a painting of a field, and a door with a window.

13. MontepulcianoLettings

MontepulcianoLettings
Montepulciano
10.0 out of 10, Exceptional, (6 reviews)
"The property is extremely well located near the start of the old town and was walkable to everywhere. Our room was small but very lovely and when we stuck our heads out of the window, we had an amazing view of the old town! The only problem was parking - we couldnt find any bc of a festival - but thats not the hotels fauot! Just be a bit organsjed - and i recommend parking behind the bus terminal (Eu10 per day)."
Australia
Charmaine
The price is AU$181
includes taxes & fees
5 Oct - 6 Oct
MontepulcianoLettings
A stone building with a courtyard, a small fountain, and a tree.

14. Antica Quercia & Spa

Antica Quercia & Spa
Chianciano Terme
7.8 out of 10, Good, (33 reviews)
"Beautiful and charming hotel with spacious rooms. The staff is very welcoming and makes you feel like home. I highly recommend this hotel. "
France
Anaïs
The price is AU$134
includes taxes & fees
8 Sept - 9 Sept
Antica Quercia & Spa
A balcony with a view of a green landscape, a tall tree, and a lamp post.

15. Villa Bizzi

Villa Bizzi
Città di Castello
The price is AU$758
includes taxes & fees
22 Sept - 23 Sept
Villa Bizzi
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

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"This is an incredibly beautiful and charming place to stay. We loved our time here. It was perfect"
Maryna 3-night trip
Posted 19 hours ago
Il Falconiere - Relais e Chateaux

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Guest Houses information

Number of reviews
236
Accommodation
41 Guest Houses
Lowest Price
AU$99
Highest Price
AU$758

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