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

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Castiglion Fiorentino apartments

Interior

1. 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 price is AED 424
AED 594 total
includes taxes & fees
8 Aug - 9 Aug
The window on the tower apartment new castiglion fiorentino
Dining

2. Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.

Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.
Toscana
The price is AED 573
AED 671 total
includes taxes & fees
8 Aug - 9 Aug
Casa Lèon, Relax Nature and Comfort in the Heart of Valdichiana.
Outdoor dining

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

Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi, and Air Conditioning
Castiglion Fiorentino
The price is AED 3,073
AED 3,081 total
includes taxes & fees
1 Sep - 2 Sep
Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi, and Air Conditioning
Apartment (1 Bedroom) | Front of property

4. Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is AED 415
AED 473 total
includes taxes & fees
8 Aug - 9 Aug
Vicolo Della Scala Rooms - Il Sole
Interior

5. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (38 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is AED 554
AED 847 total
includes taxes & fees
8 Aug - 9 Aug
La Finestra sul Teatro
Property grounds

6. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (8 reviews)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is AED 397
AED 414 total
includes taxes & fees
10 Aug - 11 Aug
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Interior

7. Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is AED 552
AED 641 total
includes taxes & fees
28 Aug - 29 Aug
Cortona Shabby Chic House<br>(Independent & balcony)
Exterior detail

8. Vacation home Beppina, typical cortonese house, in the center, animals welcome

Vacation home Beppina, typical cortonese house, in the center, animals welcome
Cortona Old Town
The price is AED 354
AED 445 total
includes taxes & fees
8 Aug - 9 Aug
Vacation home Beppina, typical cortonese house, in the center, animals welcome
Property grounds

9. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is AED 607
AED 709 total
includes taxes & fees
9 Aug - 10 Aug
Cortonas Rooftop Nest
Spa

10. Room 'Il Rifugio' with Wi-Fi

Room 'Il Rifugio' with Wi-Fi
Foiano della Chiana
The price is AED 349
AED 366 total
includes taxes & fees
10 Aug - 11 Aug
Room 'Il Rifugio' with Wi-Fi
TV

11. Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
Toscana
9.0 out of 10, Wonderful, (2 reviews)
"Great appartment really nice. Great view. Very nice and reactive owner.However it is imperative to have a car to go there, even by walking very fast it takes minimum 50 minutes to go to the center.And also take note that there are stairs to get to the appartment."
United States
Louis / Jeanne M.
The price is AED 382
AED 475 total
includes taxes & fees
29 Aug - 30 Aug
Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.
1 bedroom, iron/ironing board, WiFi (free), bed sheets

12. Alò - One Bedroom Apartment, Sleeps 2

Alò - One Bedroom Apartment, Sleeps 2
Arezzo
The price is AED 257
AED 511 total
includes taxes & fees
9 Aug - 10 Aug
Alò - One Bedroom Apartment, Sleeps 2
Exterior detail

13. Cosy apartment for 2 people with WIFI, TV and pets allowed

Cosy apartment for 2 people with WIFI, TV and pets allowed
Cortona Old Town
The price is AED 581
AED 672 total
includes taxes & fees
29 Aug - 30 Aug
Cosy apartment for 2 people with WIFI, TV and pets allowed
Exterior detail

14. Casa Beppina Cortona by Interhome

Casa Beppina Cortona by Interhome
Cortona Old Town
The price is AED 586
AED 607 total
includes taxes & fees
29 Aug - 30 Aug
Casa Beppina Cortona by Interhome
Room, 1 Bedroom, Accessible, Smoking | 1 bedroom

15. Room-two-room Apartment

Room-two-room Apartment
Arezzo
10.0 out of 10, Exceptional, (1 review)
"A little tricky to locate but friendly staff and very walkable to see the sites."
Canada
Thelma
The price is AED 444
AED 514 total
includes taxes & fees
7 Sep - 8 Sep
Room-two-room Apartment
Interior

16. MariSanti House - Three Bedroom Apartment, Sleeps 6

MariSanti House - Three Bedroom Apartment, Sleeps 6
Arezzo
The price is AED 467
AED 806 total
includes taxes & fees
9 Aug - 10 Aug
MariSanti House - Three Bedroom Apartment, Sleeps 6
1 bedroom, WiFi (free), bed sheets

17. Room 'Art Rooms - Leonardo Da Vinci' with Shared Terrace, Wi-Fi and Air Conditioning

Room 'Art Rooms - Leonardo Da Vinci' with Shared Terrace, Wi-Fi and Air Conditioning
IL Vignale
The price is AED 745
AED 771 total
includes taxes & fees
8 Aug - 9 Aug
Room 'Art Rooms - Leonardo Da Vinci' with Shared Terrace, Wi-Fi and Air Conditioning
Interior

18. The Golden Key Your Charme Appartment in Tuscany

The Golden Key Your Charme Appartment in Tuscany
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
"Absolutely a 5 star hotel suite. Big rooms. In a mixed use high rise building. A little off the beaten path. Found no problem with walking to the majority of the old town sites."
United States
Anonymous traveler
The price is AED 552
AED 730 total
includes taxes & fees
8 Aug - 9 Aug
The Golden Key Your Charme Appartment in Tuscany
Exterior detail

19. Room 'Stanza Della Guglia' with Wi-Fi and Air Conditioning

Room 'Stanza Della Guglia' with Wi-Fi and Air Conditioning
Monte San Savino
The price is AED 399
AED 416 total
includes taxes & fees
5 Sep - 6 Sep
Room 'Stanza Della Guglia' with Wi-Fi and Air Conditioning
Flat-screen TV

20. Fatucchi holiday home

Fatucchi holiday home
foiano della chiana
8.0 out of 10, Very Good, (1 review)
"La sua posizione, al centro di Foiano, è un ottimo punto di partenza per escursioni nelle città di Arezzo, Cortona, Pienza, ecc. Ottima l'accoglienza del proprietario e la pulizia."
Italy
Roberta S.
The price is AED 573
AED 658 total
includes taxes & fees
8 Aug - 9 Aug
Fatucchi holiday home
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was absolutely perfect and we would happily go back."
Haim 3-night trip
Posted 6 hours ago
Monastero di Cortona Hotel & Spa

Frequently asked questions

What's it like to stay at an apartment in Castiglion Fiorentino?
You'll find 20 apartments to choose from in Castiglion Fiorentino for your trip.
Why would you choose an apartment versus a traditional hotel?
An apartment is often more spacious than a traditional hotel room and comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples looking for something with a more local feel.
What's the top apartment for my stay in Castiglion Fiorentino?
Below is a favorite apartment in the area: Poggio Cennina Resort: Located in Bucine, 17.9 mi/28.7 km from the heart of Castiglion Fiorentino. Includes free WiFi and separate dining areas. Free parking and a fitness center are on site.
How many apartments should I expect to find in Castiglion Fiorentino?
Expedia has 20 apartments to book in Castiglion Fiorentino.
What will the weather be like when I travel to Castiglion Fiorentino?
Though weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay in Castiglion Fiorentino. The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Castiglion Fiorentino is 35 inches.
What should I see and do in Castiglion Fiorentino?
Cultural attractions include Municipal Art Gallery, whereas Val di Chiana is a spot to enjoy nature. Other places in town to visit include Vasari Loggia and Archaeological Museum.
What's the best way to get to and around Castiglion Fiorentino?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Sant Egidio Airport (PEG), which is located 33.7 mi (54.3 km) away from the heart of the city. To venture out into the surrounding area, ride aboard one of the trains from Castiglion Fiorentino Station.