Holiday Rentals in Città di Castello

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
9 Aug - 10 Aug
Tomorrow
10 Aug - 11 Aug
Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug

Holiday Rentals in Città di Castello

Peaceful rustic house with stunning views, garden and pergola.
Relax under a rustic pergola surrounded by lush greenery and enjoy dining or unwinding in a shaded area.

Peaceful rustic house with stunning views, garden and pergola.

9.4 out of 10, Exceptional, (31)
"A small but perfectly formed home from home. It was hard to leave!"
Peaceful rustic house with stunning views, garden and pergola.
Castello di Monterone
Step into this historic space, featuring a plush sofa and bookshelves filled with a collection of books.

Castello di Monterone

9.8 out of 10, Exceptional, (287)
"It was almost as if we have the place to ourselves, magical building with excellent staff "
Castello di Monterone
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Enjoy a serene view from this outdoor space with a table and chairs.

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.6 out of 10, Exceptional, (69)
"My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again! "
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Farmhouse in the hills with panoramic view and swimming pool
Relax by the serene pool surrounded by lush greenery and vibrant flowers.

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
17th century farmhouse with private pool and Wi-Fi and air conditioning
Relax by the serene pool surrounded by lush greenery and a charming stone building.

17th century farmhouse with private pool and Wi-Fi and air conditioning

9.4 out of 10, Exceptional, (37)
"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"
17th century farmhouse with private pool and Wi-Fi and air conditioning
Welchome suites
Relax in a serene bathroom with a glass-enclosed sauna and shower.

Welchome suites

9.8 out of 10, Exceptional, (6)
The price is €123
includes taxes & fees
12 Aug - 13 Aug
Welchome suites
Luxury Cortona view hilltop Villa
Relax in a patio area with a comfortable outdoor space for dining and relaxation.

Luxury Cortona view hilltop Villa

10.0 out of 10, Exceptional, (48)
"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."
Luxury Cortona view hilltop Villa
Casina in authentic Tuscany
Standalone building surrounded by lush gardens and greenery.

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (65)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
Casina in authentic Tuscany
Villa Graziella, Romantic Perugia
Relax by the serene pool surrounded by lush trees and lounge chairs.

Villa Graziella, Romantic Perugia

9.4 out of 10, Exceptional, (6)
"Great place. Would stay here again."
The price is €172
includes taxes & fees
21 Aug - 22 Aug
Villa Graziella, Romantic Perugia
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Stroll through the lush garden, lined with vibrant wisteria vines and surrounded by a variety of trees and shrubs.

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

9.8 out of 10, Exceptional, (32)
"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Agriturismo Borgo Spagnoli
Enjoy cooking in this charming kitchen with a stone wall, black stove, and light-colored cabinets.

Agriturismo Borgo Spagnoli

8.6 out of 10, Excellent, (10)
"Hostess very kind and engaging. Had nice map of the area with suggested places to visit."
Agriturismo Borgo Spagnoli
Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.
Enjoy al fresco dining amidst lush greenery and a charming wooden table setting.

Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.

Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.
Camping Villaggio Cerquestra
Relax by the pool surrounded by lush greenery and scenic hills, with lounge chairs and umbrellas providing shaded areas.

Camping Villaggio Cerquestra

3.0 star property
9.0 out of 10, Wonderful, (21)
"Staff molto cordiale e disponibile. "
Camping Villaggio Cerquestra
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Relax by the pool surrounded by lush greenery and comfortable wicker furniture.

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

10.0 out of 10, Exceptional, (17)
"This worked out really well for our extended family across 3 generations. Lots of space, great amenities, and we loved Arezzo. Liliana is a brilliant host"
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Typical Tuscan Residence near the farm la Vialla
Relax by the serene pool surrounded by lush greenery and a scenic city view.

Typical Tuscan Residence near the farm la Vialla

9.0 out of 10, Wonderful, (10)
"Wir verbrachten eine sehr schöne erholsame und erlebnisreiche Woche in der Toskana. Das Haus liegt in einem sehr kleinen Ort. Sehr ruhig gelegen nur Zu.- und Abfahrten der wenigen Bewohner des Orts. Das alte historische Haus wurde vor einigen Jahren komplett saniert, behielt aber seinen Charm. Für Hundebesitzer die ihren Liebling gerne mit in den Urlaub nehmen ist es jedoch wichtig: Im Online-Inserat ist angegeben "Haustiere erlaubt/haustierfreundlich". Vorort erfährt man daß diese jedoch nur im...
Typical Tuscan Residence near the farm la Vialla
Villa Vallorsaia with private pool, lake view, no neighbors
Guests can enjoy a refreshing swim in the pool surrounded by a serene natural setting.

Villa Vallorsaia with private pool, lake view, no neighbors

10.0 out of 10, Exceptional, (14)
"We had a joint family holiday and a small wedding towards the end of the week. The location is beautiful and Chiara was very pleasant to communicate with. We recommend the wine tasting! "
The price is €1,297
includes taxes & fees
4 Sept - 5 Sept
Villa Vallorsaia with private pool, lake view, no neighbors
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Enjoy a refreshing swim in the pool surrounded by lush greenery and a charming patio area.

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

10.0 out of 10, Exceptional, (42)
"We spent a few nice days in spring '25 in Cortona"
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
Relax by the pool surrounded by lush greenery and a serene view.

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

8.4 out of 10, Very good, (43)
"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
House with garden and panoramic view over Lake Trasimeno
Relax by the serene infinity pool overlooking a tranquil lake and distant mountains, surrounded by lush greenery and a well-maintained lawn.

House with garden and panoramic view over Lake Trasimeno

9.8 out of 10, Exceptional, (46)
"Beautiful location, very handy for the lake (swimming, pedelos etc) and with some lovely restaurants and gelatos in the local town! Views from the property are amazing, it is very quiet and peaceful"
House with garden and panoramic view over Lake Trasimeno
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Enjoy a serene evening under the stars at our poolside dining area, surrounded by a historic building's rustic charm.

Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

10.0 out of 10, Exceptional, (16)
"We had a great time, despite the heat. It's a bit of a drive up the mountain to Santarsa specifically, so make sure you have enough cars!"
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Città di Castello Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect"
Jeremy 2-night trip
Posted 2 days ago
Monastero di Cortona Hotel & Spa

Frequently asked questions

Can I find a holiday rental in Città di Castello?

Yes, there are holiday rentals close to the most popular sights in Città di Castello, or you can select a more secluded option if you're looking for a relaxing stay. Città di Castello is known for its museums and cathedral. Make sure you have time to check out the art and university setting during your trip.

What are some of the best holiday rentals that Città di Castello has to offer?

Agriturismo Borgo Spagnoli: This holiday home rental outside of Città di Castello is located in a regional park, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Kick off your shoes and enjoy yourself with a rooftop terrace and a private garden. Our travellers also rate Peaceful rustic house with stunning views, garden and pergola. as a favourite home for rent in Città di Castello.

How many holiday rentals are there in Città di Castello?

Expedia has 50 holiday rentals for your stay in Città di Castello.

What’s there to see and do in Città di Castello?

Cultural attractions include Fondazione Palazzo Albizzini Collezione Burri and Cathedral Museum, whereas Tiber River is one spot to enjoy nature. Palazzo del Podestà and Town Hall are other places to visit while you're in town.

What’s a holiday rental in Città di Castello like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Città di Castello. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip.