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

Search Castiglion Fiorentino Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Castiglion Fiorentino

A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

1. Hotel Park

Hotel Park
4.0 star property
Castiglion Fiorentino
8.8 out of 10, Excellent, (49 reviews)
"The staff was amazing and the hotel is very clean. The pool area with its beautiful views was great and breakfast had everything you could want!"
United States
Karen
The price is £91
includes taxes & fees
7 Oct - 8 Oct
Hotel Park
A terrace with a view of a town, outdoor seating, and a tree.

2. 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 £90
includes taxes & fees
20 Oct - 21 Oct
San Michele al Castello
A multi-story building with green shutters, a balcony, and a sign with a musical note.

3. 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 £93
includes taxes & fees
8 Oct - 9 Oct
Bed & Breakfast Viziottavo
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

4. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is £115
includes taxes & fees
18 Oct - 19 Oct
San Michele al Borgo
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

5. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (78 reviews)
"Good to stay with perfect dinner at the restaurant."
United States
Jinhee
The price is £129
includes taxes & fees
6 Oct - 7 Oct
Cortona Resort - Le Terre Dei Cavalieri
A stone building with a glass table and chairs, surrounded by purple flowers and greenery, overlooking a rural landscape with hills and trees.

6. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
5.0 star property
Cortona
9.4 out of 10, Exceptional, (147 reviews)
"Beautiful place, delicious food and helpful staff"
United States
Qingwen
The price is £324
includes taxes & fees
2 Nov - 3 Nov
Il Falconiere - Relais e Chateaux
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

7. Relais Villa Baldelli

Relais Villa Baldelli
4.0 star property
Cortona
9.4 out of 10, Exceptional, (143 reviews)
"Extraordinary property and setting just below Cortona. Exceptional staff and service. Pool was delightful and peaceful. I cant think of another place I would want to stay when visiting the region."
United States
Peter
The price is £107
includes taxes & fees
7 Oct - 8 Oct
Relais Villa Baldelli
A two-story building with a balcony, multiple windows with shutters, and a well-maintained garden with hedges and potted plants.

8. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
10.0 out of 10, Exceptional, (119 reviews)
"Delightful setting in Tuscan country-side. Very welcoming and attentive staff. Excellent food and wines - organically produced on the property's own farm"
United Kingdom
Ronald
The price is £88
includes taxes & fees
19 Oct - 20 Oct
La Cantina Relais - Fattoria Il Cipresso
A stone building with multiple windows and a courtyard.

9. Villa Borgo San Pietro

Villa Borgo San Pietro
4.0 star property
Cortona
9.4 out of 10, Exceptional, (113 reviews)
"Beautiful villa and beautiful location, close to Cortona with olive grove behind the hotel. Gorgeous pool was long enough to be able to swim lengths. Very large good breakfasts included in the price."
Canada
Olga
The price is £105
includes taxes & fees
6 Oct - 7 Oct
Villa Borgo San Pietro
A pool area with lounge chairs, a hot tub, and a view of mountains.

10. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (343 reviews)
"Breakfast was amazing!! Property was not great, but nice!"
United States
James
The price is £215
includes taxes & fees
25 Oct - 26 Oct
Monastero di Cortona Hotel & Spa
A balcony with two lounge chairs, a small table with a drink, and a scenic view.

11. Hotel San Luca

Hotel San Luca
4.0 star property
Cortona Old Town
8.6 out of 10, Excellent, (444 reviews)
"Wonderful hotel with great view for Tuscany, good breakfast, perfect location to visit Cortona"
Ireland
Mariusz
The price is £74
includes taxes & fees
28 Oct - 29 Oct
Hotel San Luca
A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

12. Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (65 reviews)
"Nice place to stay."
United States
Ronilynn
The price is £93
includes taxes & fees
18 Oct - 19 Oct
Hotel Le Capanne
A balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.

13. Hotel San Michele

Hotel San Michele
4.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (293 reviews)
"The hotel is very centrally located The room are spacious and very clean The staff is efficient and helpful The breakfast could be better and the premises in general need refurbishment"
United States
Tala
The price is £111
includes taxes & fees
5 Nov - 6 Nov
Hotel San Michele
A hotel with a stone-paved courtyard, neatly trimmed hedges, and outdoor seating.

14. Hotel Villa Marsili

Hotel Villa Marsili
4.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (336 reviews)
"Great hotel "
United States
fares
The price is £160
includes taxes & fees
10 Oct - 11 Oct
Hotel Villa Marsili
A balcony with a table set for breakfast, overlooking a cityscape with historic buildings and a river.

15. Hotel Continentale

Hotel Continentale
4.0 star property
Arezzo Centro Storico
8.6 out of 10, Excellent, (490 reviews)
"Great location. Walking distance from central train station."
Canada
Anthony
The price is £108
includes taxes & fees
25 Oct - 26 Oct
Hotel Continentale
A large estate with a swimming pool, surrounded by lush greenery and hills.

16. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
Cortona
9.8 out of 10, Exceptional, (252 reviews)
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."
United Kingdom
Rushab
The price is £534
includes taxes & fees
12 Oct - 13 Oct
Villa di Piazzano - Small Luxury Hotel of the World
A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

17. Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (296 reviews)
"The hotel was well located. Beautiful views. Excellent breakfast. Very personable staff."
United States
Frances
The price is £97
includes taxes & fees
4 Nov - 5 Nov
Hotel Italia
A historic town with a prominent church, a square with a pool, and a well-lit street.

18. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.4 out of 10, Exceptional, (6 reviews)
"Just a fantastic place in the most beautiful setting. Medieval historical ambiance with a modern vibe. Pool area - perfect. Breakfast - perfect. Dinner - perfect. Views - incredible! Location - the best in town!"
United States
Karen
The price is £112
includes taxes & fees
6 Oct - 7 Oct
Relais Cloister Pienza
A multi-story building with a prominent sign reading "MINERVA" on the rooftop.

19. Hotel Minerva

Hotel Minerva
4.0 star property
Arezzo
8.8 out of 10, Excellent, (581 reviews)
"Very recommended"
United States
John
The price is £77
includes taxes & fees
1 Nov - 2 Nov
Hotel Minerva
A large building with a pool, surrounded by greenery and trees.

20. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (349 reviews)
"Was a wonderful stay with beautiful views in a very nice location. Definitely recommend staying here."
United States
Alisa
The price is £182
includes taxes & fees
5 Nov - 6 Nov
Relais Villa Grazianella - UNA Esperienze
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Castiglion Fiorentino Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 3 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Cottages information

Number of reviews
2,820
Accommodation
103 Cottages
Lowest Price
£74
Highest Price
£534