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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Città di Castello Vacation Homes

Our top choices for Città di Castello vacation homes

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
Outdoor pool

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

9.8 out of 10, Exceptional, (6)
"The villa was so comfortable and lovely. Michele was very responsive and helpful. 10/10 experience."
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
Pool

Villa with swimming pool and garden- San Feliciano, Trasimeno lake

8.4 out of 10, Very good, (45)
"We had a great Family Holiday there. We enjoyed the pool so much and the nice terrasse, where we had all our meals and sat in the evenings to watch the Sunset on the lake. We liked the dogs visiting us and Massimo was always helpful."
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
Agriturismo Nestore
Seasonal outdoor pool

Agriturismo Nestore

9.8 out of 10, Exceptional, (6)
"Foi tudo bem. Lugar simples mas muito agradável. "
Agriturismo Nestore
Country cottage in Valmarecchia, ancient heart of Montefeltro, free WIFI
2 bedrooms, free WiFi, bed sheets

Country cottage in Valmarecchia, ancient heart of Montefeltro, free WIFI

10.0 out of 10, Exceptional, (3)
"Nous avons été très très bien reçu, dans une maison à l’écart de tout vis à vis. À notre arrivée des boissons fruits et légumes nous attendez. La maison très propre dispose de tous les équipement. Elle est très bien conçus et la terrasse est très agréable. Nous y retournerons. "
Country cottage in Valmarecchia, ancient heart of Montefeltro, free WIFI
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue
Pool

Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue

10.0 out of 10, Exceptional, (42)
"Federica and Giuseppe were wonderful hosts - great communication throughout the stay and always available. The house was immaculate and well presented. The pool and facilities (swing, table tennis, football pitch etc) were superb. Views were incredible and the area was so peaceful. Highly recommend this villa for a restful break!"
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (8)
"This is a lovely property. Plenty of room. Well equipped with everything you need. The courtyard is a beautiful place for breakfast in the morning and wine in the evening. The flowers planted in the courtyard are beautiful. Please be aware that you must be able to walk up steep hills to get to this property. Of course, pretty much anywhere you go in Cortona is a hill."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
Pool

Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city

10.0 out of 10, Exceptional, (29)
"Fabio and Loretta were incredible guests and went above and beyond to welcome us and make us feel at home. Their space has a lot of room and can definitely make an extended stay of it. The yard and amenities were fantastic and the location is great for day trips to wine country in Tuscany. I actually wish we had more time in the nearby city center of Arezzo because it was great. Overall, we will absolutely recommend this stay and would love to return and stay again! Thank you both so much for...
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
La Dolce Collina
Aerial view

La Dolce Collina

La Dolce Collina
The Old Fashion House
Smart TV

The Old Fashion House

10.0 out of 10, Exceptional, (7)
"My husband and I spent a week here in April. We have been to Italy seven times, always staying in VRBO-type rentals and this rental stands apart as among the nicest. Recently renovated, well-equipped kitchen, balcony, comfortable heat, etc. You can see the owner, Giovanni, took great care with the design and remodeling. The location is perfect — just off the main street. We highly recommend this home! "
The Old Fashion House
Charming Tuscan Retreat: Borgo La Fonte
Dining

Charming Tuscan Retreat: Borgo La Fonte

10.0 out of 10, Exceptional, (2)
"Lovely renovation on a very old Tuscan home! Wonderful amenities. Perfect location. Easy drive to Cortona. Hope to return in the future!"
Charming Tuscan Retreat: Borgo La Fonte
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Pool

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

7.4 out of 10, Good, (3)
"Fascinating site, beautiful nature. Once obviously a well designed location, now somehow run down. Several things in the house and the surrounding are lft behind and broken.Its better to bring with you all you need in case you won't drive the car too often. The accsess takes time and needs a careful driver Communication with agency was always very prompt. Bring toilett paper, dish towels and soap with you....kitchen is small for more than 6 people in case you like to cook not only pasta. I...
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
I Poggi di Belvedere
Pool

I Poggi di Belvedere

10.0 out of 10, Exceptional, (3)
"Recently renovated cottage on the top of a hill, equipped with everything you need. There is a well maintained garden and swimming pool on the plot. The location is very private. When the host is on site, he makes you feel very welcome!"
I Poggi di Belvedere
Holiday Home in Umbria with Pool and Views
Pool

Holiday Home in Umbria with Pool and Views

Holiday Home in Umbria with Pool and Views
Country House Angelo Blù
Seasonal outdoor pool

Country House Angelo Blù

9.4 out of 10, Exceptional, (14)
"Guest house is a nice way of describing the property. A little tough to find. Very nice quality property when you look closely. "
Country House Angelo Blù
Villa with private pool near Castiglion Fiorentino
Pool

Villa with private pool near Castiglion Fiorentino

8.8 out of 10, Excellent, (3)
"We had great stay. Host was excellent."
Villa with private pool near Castiglion Fiorentino
Camera con Vista
Interior

Camera con Vista

The price is CA $65
CA $118 total
includes taxes & fees
Aug 31 - Sep 1
Camera con Vista
Belvilla by OYO Porcini
House | Pool

Belvilla by OYO Porcini

Belvilla by OYO Porcini
Apartment in Tuoro Near Lake Trasimeno
Apartment | Pool

Apartment in Tuoro Near Lake Trasimeno

Apartment in Tuoro Near Lake Trasimeno
Farmhouse in the hills with panoramic view and swimming pool
Pool

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (71)
"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"
Farmhouse in the hills with panoramic view and swimming pool
Typical Tuscan Residence near the farm la Vialla
Outdoor spa tub

Typical Tuscan Residence near the farm la Vialla

9.2 out of 10, Wonderful, (11)
"Wir fühlten uns in der Toskana sehr wohl. Die Übergabe war sehr gut und die Vermieterin sehr freundlich. Die Wegbeschreibung könnte etwas genauer sein. Das Geschirr war leider schmutzig. Nachdem wir es gespült hatten, fühlten wir uns wohl. Wetterbedingt war es sehr kalt und feucht in der Wohnung. Wir bekamen auf Nachfrage den Pelletofen angemacht. Für die Pellets hatten wir Zusatzkosten, dass muss man wissen. Ohne Heizung hätte man es nicht ausgehalten. Leider hat es im auch sehr aus dem Ausguss...
Typical Tuscan Residence near the farm la Vialla
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Este hotel es excepcionalmente bello, unico y perfecto para unas vacaciones en la Toscana. La propiedad esta impecable al igual que las habitaciones, super limpias, cómodas y A/C super fuerte (no muy comunes en Europa) Staff fue muy amable y la cena espectacular. Es un deleite caminar la propiedad. Literalmente en cada metro puede tomarte una foto de ensueños. Recomendamos este hotel 200%. Esta a solo minutos de Cortona una linda ciudad para visitar. Villa de Piazzano te dejara en shock con su belleza desde que vienes por la carretera entre una hilera interminable de pinos cipreses. Simplemente Stunning."
Madeline 1-night trip
Posted 4 days ago
Villa di Piazzano - Small Luxury Hotel of the World