A historic square with a prominent church featuring a clock tower, surrounded by traditional buildings and outdoor cafes.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Città di Castello vacation homes

A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

1. 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 ￥37,765
￥41,541 total
includes taxes & fees
Oct 1 - Oct 2
Rustic Holiday Home in Citta di Castello With Swimming Pool
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.

2. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
The price is ￥8,108
￥12,072 total
includes taxes & fees
Sep 23 - Sep 24
Happy Nest Tuscany Between Florence and Rome
A narrow street with buildings on either side, stone walls, and a clear blue sky.

3. 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 ￥12,883
￥26,576 total
includes taxes & fees
Oct 4 - Oct 5
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
A stone building with a pool, surrounded by trees and outdoor seating.

4. -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 ￥16,216
￥26,666 total
includes taxes & fees
Sep 25 - Sep 26
-2 / 3-seater garage with private garden, swimming pool, park and spa
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 ￥11,351
￥14,594 total
includes taxes & fees
Sep 24 - Sep 25
Holiday home with panoramic terrace ideal for families and couples
A person sitting at an outdoor table with a drink, a bowl of bread, and a glass of juice.

6. Dolce Casa 2 by Tiny Away

Dolce Casa 2 by Tiny Away
Rigutino
The price is ￥13,806
￥19,217 total
includes taxes & fees
Oct 4 - Oct 5
Dolce Casa 2 by Tiny Away
A balcony with a table set for two, featuring a coffee pot and two cups, surrounded by chairs.

7. House 418 Incantevole Appartamento

House 418 Incantevole Appartamento
Perugia
10.0 out of 10, Exceptional, (1 review)
"The apartment was spotless! Cool and spacious, a 3-min walk to the Perugia bus and train station. A perfect home base for day trips in the Umbria region. And host Riccardo is kind and welcoming. "
United States
Cheryl
The price is ￥10,630
￥17,143 total
includes taxes & fees
Sep 23 - Sep 24
House 418 Incantevole Appartamento
A stone building with a sloped roof, a covered porch, and a small garden area.

8. Apartment 'Magnolia Antico Casale '700' with Shared Pool and Wi-Fi

Apartment 'Magnolia Antico Casale '700' with Shared Pool and Wi-Fi
Umbertide
The price is ￥71,193
￥84,378 total
includes taxes & fees
Sep 23 - Sep 24
Apartment 'Magnolia Antico Casale '700' with Shared Pool and Wi-Fi
A stone building with a sloped roof, a covered porch, and a small garden area.

9. Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi

Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi
Umbertide
The price is ￥36,915
￥50,100 total
includes taxes & fees
Sep 23 - Sep 24
Apartment 'Glicine ad Antico Casale '700' with Shared Pool & Wi-Fi

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

Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
Anghiari
The price is ￥19,840
￥19,840 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi

11. Dolce Casa 1 by Tiny Away

Dolce Casa 1 by Tiny Away
Rigutino
The price is ￥14,909
￥20,311 total
includes taxes & fees
Sep 23 - Sep 24
Dolce Casa 1 by Tiny Away
A stone building with a balcony, outdoor seating, and a stone staircase.

12. Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi

Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi
lisciano niccone
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Alles perfect in orde."
Netherlands
Anonymous traveler
The price is ￥83,058
￥83,418 total
includes taxes & fees
Sep 23 - Sep 24
Apartment "Pugnano Alto - Tartufo" with Shared Pool and Wi-Fi

13. 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 ￥14,234
￥17,477 total
includes taxes & fees
Oct 19 - Oct 20
Montecchio di Cortona
A narrow pathway leading to a building with a tree in the center, surrounded by greenery.

14. LANDLORD ALBACHIARA

LANDLORD ALBACHIARA
Ramazzano - Le Pulci
10.0 out of 10, Exceptional, (1 review)
"Ottimo appartamento, molto pulito e confortevole"
Italy
Fabio
The price is ￥16,865
￥20,649 total
includes taxes & fees
Sep 24 - Sep 25
LANDLORD ALBACHIARA
A brick building with a large sliding glass door, a brown door, and a small potted plant.

15. 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 ￥13,843
￥14,564 total
includes taxes & fees
Sep 23 - Sep 24
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
A stone building with a balcony, a wooden table with chairs, and a large umbrella.

16. Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria

Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria
Lisciano Niccone
The price is ￥580,083
￥580,443 total
includes taxes & fees
Oct 8 - Oct 9
Exclusive Private Villa for Groups with Panoramic Pool and Large Common Room – Between Tuscany and Umbria
A table set outdoors with a view of a vineyard and a distant landscape.

17. the SERVITU 'apartment 4/6 places, swimming pool, spa park

the SERVITU 'apartment 4/6 places, swimming pool, spa park
arezzo
The price is ￥28,828
￥40,359 total
includes taxes & fees
Sep 25 - Sep 26
the SERVITU 'apartment 4/6 places, swimming pool, spa park
A hot tub in a grassy outdoor area with a mountain view.

18. Farmhouse with mountain views hot tub

Farmhouse with mountain views hot tub
Cortona
The price is ￥38,594
￥71,545 total
includes taxes & fees
Sep 23 - Sep 24
Farmhouse with mountain views hot tub
A cozy living room with a wooden ceiling, a sofa, a dining table with chairs, a bookshelf, and a view through a window.

19. Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
Castel Rigone
10.0 out of 10, Exceptional, (4 reviews)
"The place was amazing and as advertised! We enjoyed the area very much, the views are amazing! We shopped at the local market and enjoyed dinner in both nights we were there. If we are back in the area, we will stay here again! Saverio was very attentive and gracious. Check in and out couldn’t have been easier! "
United States
John L.
The price is ￥15,892
￥23,460 total
includes taxes & fees
Oct 1 - Oct 2
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!
A bedroom with a bed, two bedside tables, a nightstand, a wall-mounted artwork, and a wooden floor.

20. Cozy city apartment "A Casa di Adriana" - your home away from home!

Cozy city apartment "A Casa di Adriana" - your home away from home!
Perugia
The price is ￥17,117
￥24,865 total
includes taxes & fees
Sep 23 - Sep 24
Cozy city apartment "A Casa di Adriana" - your home away from 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 Città di Castello Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Service was top notch and Claudio at the bar made the best cocktails"
Alexander 2-night trip
Posted 5 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Città di Castello

Città di Castello Vacation Homes information

Number of reviews
15
Accommodation
1293 Vacation Homes
Lowest Price
￥12,072
Highest Price
￥580,443