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

Holiday Homes in Castiglion Fiorentino

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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

Our top choices for Castiglion Fiorentino holiday homes

A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

1. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is NZ$133
includes taxes & fees
5 Sept - 6 Sept
Happy Nest Tuscany Between Florence and Rome
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

2. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is NZ$211
includes taxes & fees
6 Sept - 7 Sept
Dolce Casa 2 by Tiny Away

3. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is NZ$224
includes taxes & fees
6 Sept - 7 Sept
Dolce Casa 1 by Tiny Away
A hot tub with a wooden exterior, surrounded by a wooden deck and railing, overlooking a mountainous landscape.

4. Hillside home in an ancient Camaldolese hamlet

Hillside home in an ancient Camaldolese hamlet
Cortona
The price is NZ$673
includes taxes & fees
3 Oct - 4 Oct
Hillside home in an ancient Camaldolese hamlet
A park with picnic tables, a playground, and a gravel path.

5. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is NZ$160
includes taxes & fees
5 Sept - 6 Sept
Holiday home with panoramic terrace ideal for families and couples
A narrow street with buildings on either side, stone walls, and a clear blue sky.

6. Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
The price is NZ$280
includes taxes & fees
4 Oct - 5 Oct
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
A kitchen counter with a coffee maker, a paper towel holder, and a window with a view of greenery.

7. Holiday Home 'La Casina All'angolo'

Holiday Home 'La Casina All'angolo'
Civitella in Val di Chiana
The price is NZ$313
includes taxes & fees
30 Sept - 1 Oct
Holiday Home 'La Casina All'angolo'
A brick building with a large sliding glass door, a brown door, and a small potted plant.

8. Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Foiano della Chiana
The price is NZ$160
includes taxes & fees
6 Sept - 7 Sept
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

9. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is NZ$192
includes taxes & fees
5 Oct - 6 Oct
Montecchio di Cortona
A rustic kitchen with stone walls, a wooden ceiling, a green sofa with cushions, and a view through a large arched window.

10. Vacation Home 'La Limonaia' with Pool, Private Terrace & Wi-Fi

Vacation Home 'La Limonaia' with Pool, Private Terrace & Wi-Fi
Monte San Savino
6.0 out of 10, (2 reviews)
"My husband and I booked this place and were unable to stay due to lack of communication regarding check-in procedure. The listing states the host will make contact 3 days before which didn’t happen. We sent several messages the day of check-in and didn’t hear from the host until well after the check-in time (4pm). Given the remote location and time of day, we were worried we wouldn’t have anywhere to stay for the night so we booked a hotel in Arezzo which we were lucky to get on a holiday...
Canada
Anonymous traveller
The price is NZ$420
includes taxes & fees
10 Sept - 11 Sept
Vacation Home 'La Limonaia' with Pool, Private Terrace & Wi-Fi
A hot tub in a grassy outdoor area with a mountain view.

11. Farmhouse with mountain views hot tub

Farmhouse with mountain views hot tub
Cortona
The price is NZ$784
includes taxes & fees
14 Sept - 15 Sept
Farmhouse with mountain views hot tub
A window with a view of a building with a clock tower, balconies, and a clear sky.

12. Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo

Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo
Arezzo Centro Storico
The price is NZ$309
includes taxes & fees
7 Sept - 8 Sept
Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo
A building with a stone facade, multiple windows, and a balcony.

13. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
Cortona
The price is NZ$662
includes taxes & fees
20 Sept - 21 Sept
Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
A wooden deck with a hot tub and a swing chair, surrounded by a wooden fence and covered by a translucent roof.

14. Charming bungalow with whirlpool in Tuscany: peace, nature and comfort

Charming bungalow with whirlpool in Tuscany: peace, nature and comfort
Antria
The price is NZ$346
includes taxes & fees
5 Sept - 6 Sept
Charming bungalow with whirlpool in Tuscany: peace, nature and comfort
A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

15. Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is NZ$316
includes taxes & fees
3 Oct - 4 Oct
Double room with private bathroom in the countryside 5 minutes from Montepulciano
A room with a sofa, a wooden cabinet, a table with a vase, and a chandelier.

16. Holiday Home 'Casa Corniolo' with Mountain View, Private Terrace and Balcony

Holiday Home 'Casa Corniolo' with Mountain View, Private Terrace and Balcony
Monte San Savino
The price is NZ$561
includes taxes & fees
4 Oct - 5 Oct
Holiday Home 'Casa Corniolo' with Mountain View, Private Terrace and Balcony
A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

17. Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool
Città di Castello
The price is NZ$450
includes taxes & fees
1 Oct - 2 Oct
Rustic Holiday Home in Citta di Castello With Swimming Pool

18. Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi

Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
Anghiari
The price is NZ$178
includes taxes & fees
5 Oct - 6 Oct
Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
A stone building with a pool, surrounded by trees and outdoor seating.

19. -2 / 3-seater garage with private garden, swimming pool, park and spa

-2 / 3-seater garage with private garden, swimming pool, park and spa
sansepolcro (arezzo)
9.6 out of 10, Exceptional, (4 reviews)
"Es waren traumhafte Tage. So extrem ruhig ..... Richtig entspannend. Alles da zur Selbstversorgung an Küchenutensilien. Alles sehr sauber. Der Besitzer sehr freundlich und bemüht. Wir fahren nächstes Jahr wieder hin ..... Aber länger. Sehr empfehlenswert"
Austria
Margit H.
The price is NZ$302
includes taxes & fees
8 Sept - 9 Sept
-2 / 3-seater garage with private garden, swimming pool, park and spa
An aerial view of a historic building complex with multiple structures, surrounded by lush greenery and vineyards.

20. Laurel House

Laurel House
Toscana
The price is NZ$659
includes taxes & fees
10 Sept - 11 Sept
Laurel House
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."
Rushab 3-night trip
Posted 17 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Castiglion Fiorentino

Castiglion Fiorentino Holiday Homes information

Number of reviews
5
Accommodation
1330 Holiday Homes
Lowest Price
NZ$450
Highest Price
NZ$621