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

Search Cottages in Castiglion Fiorentino

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Castiglion Fiorentino

Outdoor banquet area

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 €115
includes taxes & fees
24 Sept - 25 Sept
San Michele al Castello
Rooftop terrace

2. 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 €108
includes taxes & fees
21 Sept - 22 Sept
Hotel Park
Exterior

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 €99
includes taxes & fees
25 Sept - 26 Sept
Bed & Breakfast Viziottavo
Exterior

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 €142
includes taxes & fees
21 Sept - 22 Sept
San Michele al Borgo
Front of property

5. Villa Schiatti

Villa Schiatti
4.0 star property
Castiglion Fiorentino
9.0 out of 10, Wonderful, (49 reviews)
"It was a great location with fabulous views. I wish they had more options for liquors and food. The road getting into the property was not easy access due to narrow roads."
United States
Soudabeh
The price is €156
includes taxes & fees
30 Sept - 1 Oct
Villa Schiatti
Interior

6. The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino
Castiglion fiorentino
10.0 out of 10, Exceptional, (1 review)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
The window on the tower apartment new castiglion fiorentino
Private kitchen

7. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is €71
includes taxes & fees
21 Sept - 22 Sept
Happy Nest Tuscany Between Florence and Rome
Exterior

8. Capannina - Borgo Dolci Colline Resort Apartment with Pool, Terrace & Shared Garden

Capannina - Borgo Dolci Colline Resort Apartment with Pool, Terrace & Shared Garden
Castiglion Fiorentino
Capannina - Borgo Dolci Colline Resort Apartment with Pool, Terrace & Shared Garden
Exterior

9. Cascina Borgo Dolci Colline-Limonaia in Castiglion Fiorentino

Cascina Borgo Dolci Colline-Limonaia in Castiglion Fiorentino
Castiglion Fiorentino
Cascina Borgo Dolci Colline-Limonaia in Castiglion Fiorentino
Exterior

10. Cascina 'Borgo Dolci Colline-Ziraia'

Cascina 'Borgo Dolci Colline-Ziraia'
Castiglion Fiorentino
Cascina 'Borgo Dolci Colline-Ziraia'
Exterior

11. Borgo Dolci Colline-Loggia Farmhouse in Castiglion Fiorentino

Borgo Dolci Colline-Loggia Farmhouse in Castiglion Fiorentino
Castiglion Fiorentino
Borgo Dolci Colline-Loggia Farmhouse in Castiglion Fiorentino
Exterior

12. Borgo Dolci Colline-Querce Farmhouse in Castiglion Fiorentino

Borgo Dolci Colline-Querce Farmhouse in Castiglion Fiorentino
Castiglion Fiorentino
Borgo Dolci Colline-Querce Farmhouse in Castiglion Fiorentino
Exterior

13. Cipresso Apartment at Borgo Dolci Colline Resort with Shared Pool, Wi-Fi & Air Conditioning

Cipresso Apartment at Borgo Dolci Colline Resort with Shared Pool, Wi-Fi & Air Conditioning
Castiglion Fiorentino
The price is €170
includes taxes & fees
11 Oct - 12 Oct
Cipresso Apartment at Borgo Dolci Colline Resort with Shared Pool, Wi-Fi & Air Conditioning
Exterior

14. Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi & Air Conditioning

Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi & Air Conditioning
Castiglion Fiorentino
Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi & Air Conditioning
Front of property

15. Villa Borgo San Pietro

Villa Borgo San Pietro
4.0 star property
Cortona
9.4 out of 10, Exceptional, (111 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 €121
includes taxes & fees
4 Oct - 5 Oct
Villa Borgo San Pietro
Exterior

16. Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (64 reviews)
"A very enjoyable stay at a rustic secluded hotel in the heart of Tuscany. Our rooms were clean and well maintained and the breakfast buffet is very good. The staff was friendly and helpful"
United States
Robert
The price is €130
includes taxes & fees
30 Sept - 1 Oct
Hotel Le Capanne
City view

17. Relais Villa Baldelli

Relais Villa Baldelli
4.0 star property
Cortona
9.4 out of 10, Exceptional, (141 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 €132
includes taxes & fees
28 Sept - 29 Sept
Relais Villa Baldelli
Aerial view

18. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
9.8 out of 10, Exceptional, (77 reviews)
"I will be back again! Lovely place. Restaurant is excellent too!"
United States
Dana
The price is €134
includes taxes & fees
23 Sept - 24 Sept
Cortona Resort - Le Terre Dei Cavalieri
Property entrance

19. Hotel Villa Marsili

Hotel Villa Marsili
4.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (335 reviews)
"Great hotel "
United States
fares
The price is €202
includes taxes & fees
2 Oct - 3 Oct
Hotel Villa Marsili
Rooftop terrace

20. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
4.0 star property
Arezzo
8.6 out of 10, Excellent, (172 reviews)
"Breakfast great , staff great "
United States
Luis Mauricio
The price is €77
includes taxes & fees
21 Sept - 22 Sept
Il Gentiluomo Hotel & SPA
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 Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"The place is on the top of a hill with breathtaking views during the day and sunset. The breakfast was good prepared by a chef open to satisfy the guest tastes. Really enjoyed the stay, close to nearby towns and a lunch at their winery was a great experience as well."
Nancy 4-night trip
Posted 5 hours ago
Villa Tiberini Wine Relais

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Cottages information

Number of reviews
1,606
Accommodation
102 Cottages
Lowest Price
€62
Highest Price
€202