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

Search Castiglion Fiorentino Cottage Rentals

  • 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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec
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 S$162
includes taxes & fees
7 Sept - 8 Sept
San Michele al Castello
Exterior

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 S$156
includes taxes & fees
26 Sept - 27 Sept
Bed & Breakfast Viziottavo
Rooftop terrace

3. 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 S$158
includes taxes & fees
7 Sept - 8 Sept
Hotel Park
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 S$201
includes taxes & fees
8 Sept - 9 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 S$214
includes taxes & fees
28 Sept - 29 Sept
Villa Schiatti
Aerial view

6. 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 S$185
includes taxes & fees
30 Sept - 1 Oct
Cortona Resort - Le Terre Dei Cavalieri
Exterior

7. Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (63 reviews)
"A very nice stay. Friendly and helpfull staff. Very nice Pool. Good breakfast outside. "
United States
Georg
The price is S$178
includes taxes & fees
8 Sept - 9 Sept
Hotel Le Capanne
Front of property

8. Villa Borgo San Pietro

Villa Borgo San Pietro
4.0 star property
Cortona
9.4 out of 10, Exceptional, (109 reviews)
"Very comfortable beds and excellent air conditioning. Delicious breakfast with lots of variety - sitting in a lovely open area surrounded by olive trees and rosemary bushes. Very helpful staff! Bathroom could be improved, but otherwise, just perfect for our needs!"
United States
Mark Aurel
The price is S$176
includes taxes & fees
4 Oct - 5 Oct
Villa Borgo San Pietro
Dining

9. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
10.0 out of 10, Exceptional, (118 reviews)
"I can't stay enough about our stay here! The service, food, and room was outstanding. Staying here is a MUST, you won't regret it!"
United States
Angela
The price is S$209
includes taxes & fees
29 Sept - 30 Sept
La Cantina Relais - Fattoria Il Cipresso
City view

10. Relais Villa Baldelli

Relais Villa Baldelli
4.0 star property
Cortona
9.4 out of 10, Exceptional, (139 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 S$182
includes taxes & fees
28 Sept - 29 Sept
Relais Villa Baldelli
Front of property

11. Agriturismo Parco Fiorito

Agriturismo Parco Fiorito
Tuoro sul Trasimeno
9.4 out of 10, Exceptional, (13 reviews)
"Relais without any kind of support to Visitors. Any reception or service available (they inform the reason: no information from Hotel.com about my reservation). In fact its not in regular operacional situation. After contact the owner by Phone and await 1 hour the atention was good."
Brazil
Anonymous traveller
The price is S$204
includes taxes & fees
6 Sept - 7 Sept
Agriturismo Parco Fiorito
Rooftop terrace

12. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
4.0 star property
Arezzo
8.6 out of 10, Excellent, (167 reviews)
"Breakfast great , staff great "
United States
Luis Mauricio
The price is S$111
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Unique and beautifully appointed hotel. We loved our stay here. The spa is lovely and the food was fabulous. The staff are wonderful especially Allesandro, Federico, Orlando, Matteo and all the lovely staff at breakfast. The housekeeping staff were very friendly and we had an amazing time here. We stayed for 10 nights so got to know Cortona and the surrounding area very well."
Vanessa 10-night trip
Posted 15 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Cottages information

Number of reviews
690
Accommodation
67 Cottages
Lowest Price
S$111
Highest Price
S$214

Explore a world of travel with Expedia