Città di Castello Vacation Rentals

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Dec 8 - Dec 9
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Vacation Rentals in Città di Castello

Pool
Elegant Countryside Retreat

Elegant Countryside Retreat

Città di Castello
$257 nightly
The price is $257
Dec 9 - Dec 10
Total with taxes and fees
Elegant Countryside Retreat
Terrace/patio
Holiday Home in Umbria near Renaissance Castle

Holiday Home in Umbria near Renaissance Castle

Città di Castello
$241 nightly
The price is $241
Dec 15 - Dec 16
Total with taxes and fees
Holiday Home in Umbria near Renaissance Castle
Comfort Apartment, 3 Bedrooms | View from property
Rustic Holiday Home in Citta di Castello With Swimming Pool

Rustic Holiday Home in Citta di Castello With Swimming Pool

Città di Castello
$226 nightly
The price is $249
Jan 7 - Jan 8, 2026
Total with taxes and fees
Rustic Holiday Home in Citta di Castello With Swimming Pool
Microwave, oven, stovetop, dishwasher
The Garden Above the clouds

The Garden Above the clouds

Nuvole
$465 nightly
The price is $468
Dec 9 - Dec 10
Total with taxes and fees
The Garden Above the clouds
Free daily cooked-to-order breakfast
San Michele al Borgo

San Michele al Borgo

Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
$127 nightly
The price is $145
Dec 9 - Dec 10
Total with taxes and fees
San Michele al Borgo
Classic Double or Twin Room, 1 Double Bed | Premium bedding, down comforters, pillowtop beds, minibar
THE MONNA LISA RESORT

THE MONNA LISA RESORT

Arezzo
9.6 out of 10, Exceptional, (8)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
$120 nightly
The price is $140
Dec 19 - Dec 20
Total with taxes and fees
THE MONNA LISA RESORT
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B

DormiVeglia B&B

Monte San Savino
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B
Fridge, microwave, oven, stovetop
Station 27

Station 27

Perugia
10.0 out of 10, Exceptional, (3)
"Sonia is a most wonderful host. She could not have been more helpful. The apartment is perfect, just wished we had been able to stay longer. The apartment is also so very conveniently located near public transport and supermarket. We would absolutely stay here again."
Australia
Glenys R.
$100 nightly
The price is $100
Dec 9 - Dec 10
Total with taxes and fees
Station 27
Property grounds
La casa di Laura

La casa di Laura

Cortona Old Town
10.0 out of 10, Exceptional, (1)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
$178 nightly
The price is $183
Dec 10 - Dec 11
Total with taxes and fees
La casa di Laura
Interior
Castello di Monterone

Castello di Monterone

Perugia
9.8 out of 10, Exceptional, (301)
"Staff was great, the castle itself is incredible."
United States
Kevin
$155 nightly
The price is $177
Dec 9 - Dec 10
Total with taxes and fees
Castello di Monterone
Double Room | Blackout drapes, iron/ironing board, free WiFi
Welchome suites

Welchome suites

Old Town Perugia
9.2 out of 10, Wonderful, (15)
"Great location and host was extremely helpful and quick to communicate. "
United States
Jenifer
$101 nightly
The price is $115
Dec 9 - Dec 10
Total with taxes and fees
Welchome suites
Exterior
Montecchio di Cortona

Montecchio di Cortona

Montecchio
9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
$91 nightly
The price is $91
Dec 31 - Jan 1, 2026
Total with taxes and fees
Montecchio di Cortona
Interior
Cozy attic room close to Perugia station

Cozy attic room close to Perugia station

Perugia
10.0 out of 10, Exceptional, (1)
"The room had all we needed, including a well equipped kitchen. The bed was very comfortable. Stefano was always helpful and generous with his time. He actually made this stay particularly special."
United States
Stefania
$105 nightly
The price is $107
Dec 12 - Dec 13
Total with taxes and fees
Cozy attic room close to Perugia station
1 bedroom, desk, iron/ironing board, WiFi
Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Old Town
10.0 out of 10, Exceptional, (3)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
$131 nightly
The price is $134
Dec 9 - Dec 10
Total with taxes and fees
Cortona Shabby Chic House<br>(Independent & balcony)
Balcony
Cameracaffè Centro

Cameracaffè Centro

Arezzo Centro Storico
8.6 out of 10, Excellent, (179)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
$81 nightly
The price is $97
Dec 15 - Dec 16
Total with taxes and fees
Cameracaffè Centro
Exterior
L'Antica Sosta

L'Antica Sosta

Corciano
9.4 out of 10, Exceptional, (3)
"Molto accoglienti e gentili "
Italy
Valentina
$62 nightly
The price is $68
Dec 9 - Dec 10
Total with taxes and fees
L'Antica Sosta
1 bedroom, travel crib, free WiFi
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2

Cortona Old Town
10.0 out of 10, Exceptional, (6)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
$109 nightly
The price is $114
Dec 9 - Dec 10
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Outdoor pool
Villa Graziella, Romantic Perugia

Villa Graziella, Romantic Perugia

La Valle
9.6 out of 10, Exceptional, (7)
"Great place. Would stay here again."
United States
Rob B.
$196 nightly
The price is $196
Dec 9 - Dec 10
Total with taxes and fees
Villa Graziella, Romantic Perugia
Property grounds
Artisti del Cavallo Tourism

Artisti del Cavallo Tourism

Foiano della Chiana
8.4 out of 10, Very Good, (24)
"Good house for one night. "
Germany
Heiner
$83 nightly
The price is $94
Dec 9 - Dec 10
Total with taxes and fees
Artisti del Cavallo Tourism
Property grounds
Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples

Cortona
$102 nightly
The price is $107
Dec 9 - Dec 10
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
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
"Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally got to our amazing suite and befriending two amazing individuals in the hotel bar. The roof top suite was absolutely amazing! The room is quiet, private and much larger than described on the site. We absolutely loved the room and the privacy. The rooftop suite is the best in the house! Claudio in the bar and Salvatore the sommelier are stellar to guests, they turned around the entire experience! I let them know what had happened upon arrival and they immediately got the GM to reach out to us. Lara, the GM is amazing and quickly made our experience turn into something so special, as we wanted! She is an incredible woman and turned our stay into an incredible experience! The breakfast is nothing less than wonderful and the service in their restaurants are so attentive and the food was delicious. Hands down, I would love to go back again. They certainly made things right by making our romantic stay, exactly what I wanted. They made us feel heard and valued and welcomed at this once in a lifetime experience. We made friends that we will cherish and memories that we will never forget! Claudio, Lara and Salvatore really made our stay exactly what we needed and wanted! "
heather 2-night trip
Posted 2 weeks ago
Monastero di Cortona Hotel & Spa

Find out more about Città di Castello

Everything you need to know about Città di Castello vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Città di Castello vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Città di Castello vacation 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 low season months. For more hustle and bustle, you may prefer to visit Città di Castello in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $94 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Città di Castello?

Yes, you can find vacation rentals close to popular local attractions in Città di Castello, or you can select a more secluded option if you want a relaxing place to 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 vacation home rentals in Città di Castello?

Farmhouse in the hills with panoramic view and swimming pool: This vacation home rental near Città di Castello is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Città di Castello?

Expedia has 46 vacation 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 Collezione Burri Ex Seccatoi del Tabacco, 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 vacation rental in Città di Castello like?

A vacation rental is a private property you can book for a long or short time in Città di Castello. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip.