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Our top choices for Castiglion Fiorentino holiday rentals

1. 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 £113
includes taxes & fees
15 Nov - 16 Nov
San Michele al Borgo

2. "La fenêtre sur la tour" New Apartment in Castiglion Fiorentino

"La fenêtre sur la tour" New Apartment in 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 £113
includes taxes & fees
30 Nov - 1 Dec
"La fenêtre sur la tour" New Apartment in Castiglion Fiorentino

3. Casa Lèon: Relaxation, Nature, and Comfort in the Heart of Valdichiana.

Casa Lèon: Relaxation, Nature, and Comfort in the Heart of Valdichiana.
Toscana
The price is £141
includes taxes & fees
12 Dec - 13 Dec
Casa Lèon: Relaxation, Nature, and Comfort in the Heart of Valdichiana.

4. 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 £126
includes taxes & fees
14 Nov - 15 Nov
Cipresso Apartment at Borgo Dolci Colline Resort with Shared Pool, Wi-Fi & Air Conditioning

5. Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning

Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning
Castiglion Fiorentino
The price is £569
includes taxes & fees
8 Dec - 9 Dec
Holiday Home 'Casa Dei Girasoli' with Private Pool, Wi-Fi and Air Conditioning

6. Arc two-bedroom apartment

Arc two-bedroom apartment
Cortona
The price is £229
includes taxes & fees
14 Nov - 15 Nov
Arc two-bedroom apartment

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

Capannina - Borgo Dolci Colline Resort Apartment with Pool, Terrace & Shared Garden
Castiglion Fiorentino
The price is £110
includes taxes & fees
15 Nov - 16 Nov
Capannina - Borgo Dolci Colline Resort Apartment with Pool, Terrace & Shared Garden

8. 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
The price is £273
includes taxes & fees
14 Nov - 15 Nov
Apartment 'Granaio - Borgo Dolci Colline' with Private Pool, Wi-Fi & Air Conditioning

9. Pheasant swimming pool flat with 3 bedrooms and two bathrooms

Pheasant swimming pool flat with 3 bedrooms and two bathrooms
Toscana
The price is £350
includes taxes & fees
14 Nov - 15 Nov
Pheasant swimming pool flat with 3 bedrooms and two bathrooms

10. Tobacconist's flat on two floors consisting of 3 bedrooms and two bathrooms

Tobacconist's flat on two floors consisting of 3 bedrooms and two bathrooms
Toscana
The price is £342
includes taxes & fees
14 Nov - 15 Nov
Tobacconist's flat on two floors consisting of 3 bedrooms and two bathrooms

11. La Lepre swimming pool flat with 3 bedrooms and two bathrooms

La Lepre swimming pool flat with 3 bedrooms and two bathrooms
Toscana
The price is £350
includes taxes & fees
16 Nov - 17 Nov
La Lepre swimming pool flat with 3 bedrooms and two bathrooms

12. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
The price is £66
includes taxes & fees
2 Dec - 3 Dec
iConic Wellness Resort

13. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
9.0 out of 10, Wonderful, (6 reviews)
"I really liked the brand new room. Nice design and super comfy bed. Plus free coffee is a nice addition to the experience there. Loved it. Plus my personal highlight were the nice views into the historical center of Arezzo."
Germany
Florian
The price is £68
includes taxes & fees
17 Nov - 18 Nov
Limehome Arezzo Duomo

14. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is £82
includes taxes & fees
15 Nov - 16 Nov
Dolce Casa 2 by Tiny Away

15. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
"The BiBi was perfect for my needs. Its location is excellent, and the room had all the needed amenities. Fabio was a gracious host, orienting me to Arezzo and recommending a wonderful trattoria close by. I highly recommend and hope to return!"
United States
Carol
The price is £76
includes taxes & fees
2 Dec - 3 Dec
Bibi Boutique

16. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (31 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is £99
includes taxes & fees
16 Nov - 17 Nov
DormiVeglia B&B

17. Vacation home with a panoramic terrace, ideal for families and couples

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
The price is £64
includes taxes & fees
14 Nov - 15 Nov
Vacation home with a panoramic terrace, ideal for families and couples

18. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is £170
includes taxes & fees
14 Nov - 15 Nov
CASA AMBRA

19. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (195 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
The price is £84
includes taxes & fees
16 Nov - 17 Nov
Cameracaffè Centro

20. Cortona Shabby Chic House<br>(Detached & Balcony)

Cortona Shabby Chic House<br>(Detached & 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 £117
includes taxes & fees
15 Nov - 16 Nov
Cortona Shabby Chic House<br>(Detached & Balcony)
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.

Find holiday rentals that suit your style

Top Castiglion Fiorentino Hotel Reviews

Find out more about Castiglion Fiorentino

Everything you need to know about Castiglion Fiorentino holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castiglion Fiorentino holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castiglion Fiorentino holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castiglion Fiorentino holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castiglion Fiorentino. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castiglion Fiorentino holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castiglion Fiorentino holiday rentals we have selected for you start as low as £65 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castiglion Fiorentino rentals

At Expedia, we put the best Castiglion Fiorentino holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castiglion Fiorentino rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castiglion Fiorentino holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castiglion Fiorentino. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Castiglion Fiorentino?

Yes, there are holiday rentals close to the most popular sights in Castiglion Fiorentino, or you can select a more secluded option if you're looking for a relaxing stay. Castiglion Fiorentino is known for its wineries and churches. Make sure you have time to check out the monuments and art during your trip.

How many holiday rentals are there in Castiglion Fiorentino?

With 85 Expedia holiday rentals, you're guaranteed to find just the right place for your Castiglion Fiorentino stay.

What can I see and do in Castiglion Fiorentino?

Enjoy the area's cultural attractions such as Museo Diocesano, or get outdoors into nature at a spot like Val di Chiana. Tennis Club Castiglionese and Vasari Loggia are other places to visit while you're in town.

What are holiday rentals like in Castiglion Fiorentino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castiglion Fiorentino. Holiday rentals provide amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip.