Città di Castello Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Città di Castello holiday rentals

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

1. Elegant Countryside Retreat

Elegant Countryside Retreat
Città di Castello
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed evenings near that fireplace, really nice ambiance when winding down after excursions into town. Garden’s a good spot to chill if you want some fresh air as well."
United States
Anonymous traveller
The price is NZ$536
includes taxes & fees
15 Nov - 16 Nov
Elegant Countryside Retreat
A courtyard with a stone pathway, potted plants, and a building with multiple windows and a door.

2. 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$424
includes taxes & fees
14 Nov - 15 Nov
Rustic Holiday Home in Citta di Castello With Swimming Pool
A stone fireplace with a rustic mantel, a large vase, and a heart-shaped decoration on the wall.

3. The Garden Above the clouds

The Garden Above the clouds
Nuvole
The price is NZ$576
includes taxes & fees
15 Nov - 16 Nov
The Garden Above the clouds
Holiday Home Exterior [summer]

4. Holiday Home in Umbria near Renaissance Castle

Holiday Home in Umbria near Renaissance Castle
Città di Castello
9.6 out of 10, Exceptional, (12 reviews)
"Good value overall considering included pool use and garden space. The location offered beautiful views that enhanced our relaxation throughout the stay."
United States
Anonymous traveller
The price is NZ$436
includes taxes & fees
14 Nov - 15 Nov
Holiday Home in Umbria near Renaissance Castle
An outdoor patio with a wooden table and chairs, surrounded by stone walls and a large shade sail.

5. Country House 'Casale San Pietro' with Mountain View, Private Terrace and Wi-Fi

Country House 'Casale San Pietro' with Mountain View, Private Terrace and Wi-Fi
Città di Castello
The price is NZ$1,339
includes taxes & fees
13 Dec - 14 Dec
Country House 'Casale San Pietro' with Mountain View, Private Terrace and Wi-Fi
A building with a balcony, multiple windows, and a door.

6. Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13 reviews)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
The price is NZ$108
includes taxes & fees
16 Nov - 17 Nov
Dolce Rosa Centro Storico
Pool

7. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
The price is NZ$157
includes taxes & fees
2 Dec - 3 Dec
iConic Wellness Resort
A sectional sofa with a chaise, positioned against a plain wall, on a wooden floor.

8. La Corte dei Servi - Locazione Turistica

La Corte dei Servi - Locazione Turistica
Sansepolcro
The price is NZ$352
includes taxes & fees
16 Nov - 17 Nov
La Corte dei Servi - Locazione Turistica
A stone building with a pool, surrounded by trees and outdoor seating.

9. -2 / Garage for 3 cars with private garden, swimming pool, park and spa

-2 / Garage for 3 cars with private garden, swimming pool, park and spa
sansepolcro (arezzo)
8.4 out of 10, Very good, (5 reviews)
"Het uitzicht was prima, het bed lag ook wel goed, maar ventilatie was niks, waardoor het S’nachts bloedheet was. Het was een verouderde garage, ik zou niemand aanraden dit te boeken. Van park en spa heb ik ook niks gezien."
Netherlands
Sjoukje
The price is NZ$311
includes taxes & fees
14 Nov - 15 Nov
-2 / Garage for 3 cars with private garden, swimming pool, park and spa
A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

10. Locanda del Viandante

Locanda del Viandante
Anghiari
9.2 out of 10, Wonderful, (7 reviews)
"This is really one of those Dinner destinations that has rooms to stay too! 🙂 Beautiful location, and great food, I would have liked to have stayed longer!"
United States
Kenneth
The price is NZ$249
includes taxes & fees
17 Nov - 18 Nov
Locanda del Viandante
A restaurant named 'SALUMERIA FOCACCE E VINI' with outdoor seating and a stone facade.

11. 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 NZ$164
includes taxes & fees
17 Nov - 18 Nov
Limehome Arezzo Duomo
A stone pathway leading to a historic building with a tower, surrounded by greenery and a stone wall.

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

Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
Anghiari
10.0 out of 10, Exceptional, (1 review)
"Comfortable and clean VRBO in the breathtakingly beautiful medieval town of Anghiari. Hosts were lovely and very kind. Location is ideal as it is only a short walk uphill to the town square with coffee shops, restaurants, and other local shops. If we ever get the privilege of visiting again, we would definitely book with these wonderful hosts!"
United States
Kaylyn C.
The price is NZ$219
includes taxes & fees
15 Nov - 16 Nov
Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
A stone building with a balcony and a small garden area with plants.

13. L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is NZ$127
includes taxes & fees
23 Nov - 24 Nov
L'Antica Sosta
A view of a historic town with prominent buildings and a church tower.

14. 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 NZ$188
includes taxes & fees
16 Nov - 17 Nov
Cameracaffè Centro
A corridor with arched ceilings and a concrete floor, leading to a dark doorway.

15. Santacaterina, your oasis of tranquility overlooking the historic walls of Sansepolcro

Santacaterina, your oasis of tranquility overlooking the historic walls of Sansepolcro
Sansepolcro
The price is NZ$321
includes taxes & fees
30 Nov - 1 Dec
Santacaterina, your oasis of tranquility overlooking the historic walls of Sansepolcro
A stone building with a wooden door, surrounded by lush greenery and a clear sky.

16. Farmhouse in Calcinaia on the lake, barn apartment, 4/6 beds, pool, park, SP.

Farmhouse in Calcinaia on the lake, barn apartment, 4/6 beds, pool, park, SP.
arezzo
10.0 out of 10, Exceptional, (1 review)
"Immerso nella natura con alloggio spazioso e completo di tutto. Perfetta organizzione e comunicazione da parte di Francesco chi ci ha dato anche utili consigli sul da farsi e vedere nei paraggi. Consigliato!"
Italy
Riccardo B.
The price is NZ$407
includes taxes & fees
14 Nov - 15 Nov
Farmhouse in Calcinaia on the lake, barn apartment, 4/6 beds, pool, park, SP.
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

17. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is NZ$165
includes taxes & fees
17 Nov - 18 Nov
Artisti del Cavallo Tourism
A rustic brick building with a mural, a clock, and various potted plants.

18. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is NZ$193
includes taxes & fees
14 Nov - 15 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
A spa area with a stone-walled arch, a hot tub, and a small window.

19. 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 NZ$222
includes taxes & fees
22 Nov - 23 Nov
DormiVeglia B&B
A spacious living area with a red sofa, a fireplace, and a herringbone-patterned floor.

20. Teo's house, the perfect place to relax, in the heart of Anghiari

Teo's house, the perfect place to relax, in the heart of Anghiari
Anghiari
10.0 out of 10, Exceptional, (1 review)
"The apartment was clean and cozy. I thoroughly enjoyed my stay. It is located on Corso Giacomo Matteotti and directly across from the main town square. Although not in the walled, traditional historic center, its in a very convenient and central location for exploring the entire town. The host Francesca was extremely helpful and checked in often."
United States
Danna J.
The price is NZ$438
includes taxes & fees
15 Nov - 16 Nov
Teo's house, the perfect place to relax, in the heart of Anghiari
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

A restaurant with glass walls, tables set with white tablecloths, and chairs.
La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo

10/10 Excellent

Our second trip to Fattoria Il Cipresso - a wonderful place to stay and Alberto and all his staff could not be more welcome and friendly. We’re looking forward to our third trip soon!!!
Australia
Julian
Reviewed February 5, 2024
La Cantina Relais - Fattoria Il Cipresso

Find out more about Città di Castello

Everything you need to know about Città di Castello 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 Città di Castello holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Città di Castello holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Città di Castello holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Città di Castello. 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 Città di Castello 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 Città di Castello holiday rentals we have selected for you start as low as NZ$107 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Città di Castello rentals

At Expedia, we put the best Città di Castello 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 Città di Castello 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 Città di Castello 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 Città di Castello. 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

Can I find a holiday rental in Città di Castello?

Yes, there are holiday rentals in Città di Castello close to Centro Culturale Islamico, 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?

Holiday Home in Umbria with Pool: This highly rated holiday home rental in Città di Castello offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Città di Castello?

Expedia has 48 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 Pinacoteca Comunale, whereas Tiber River is one spot to enjoy nature. Town Hall and Collezione Burri Ex Seccatoi del Tabacco 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.

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