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Montecastelli Holiday Rentals

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Our top choices for Montecastelli holiday rentals

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.
The price is AU$153
includes taxes & fees
11 Dec - 12 Dec
Station 27

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
Castello di Monterone

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
The price is AU$156
includes taxes & fees
16 Dec - 17 Dec
Welchome suites

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.
The price is AU$296
includes taxes & fees
11 Dec - 12 Dec
La casa di Laura

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
The price is AU$222
includes taxes & fees
11 Dec - 12 Dec
San Michele al Borgo

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
The price is AU$164
includes taxes & fees
13 Dec - 14 Dec
Cozy attic room close to Perugia station

Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning
Tuoro sul Trasimeno
10.0 out of 10, Exceptional, (1)
"Pros: Hervorragende Ausstattung der Küche. Sehr gute Kommunikation mit dem Gastgeber. Sehr sauber und liebevoll eingerichtet."
Germany
Anonymous traveller
The price is AU$252
includes taxes & fees
14 Dec - 15 Dec
Apartment 'Trasimeno' with Private Garden, Wi-Fi and Air Conditioning

L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3)
"Molto accoglienti e gentili "
Italy
Valentina
The price is AU$114
includes taxes & fees
11 Dec - 12 Dec
L'Antica Sosta

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
The price is AU$205
includes taxes & fees
11 Dec - 12 Dec
Cortona Shabby Chic House<br>(Independent & balcony)

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.
The price is AU$171
includes taxes & fees
15 Dec - 16 Dec
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

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.
The price is AU$298
includes taxes & fees
11 Dec - 12 Dec
Villa Graziella, Romantic Perugia

The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino
Castiglion fiorentino
10.0 out of 10, Exceptional, (1)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
The price is AU$248
includes taxes & fees
27 Dec - 28 Dec
The window on the tower apartment new castiglion fiorentino

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, (3)
"The only thing this place could have that it doesn't is an infinity pool! We loved it here. It was a last minute booking and the host was super helpful. STUNNING views from the patio, and the lake is a short drive down the hill. Also, a very cool little town with restaurants just a two minute drive.Our favorite stays in Italy we're in these little remote towns. Soooo nice. "
United States
Adam H.
The price is AU$217
includes taxes & fees
8 Jan - 9 Jan 2026
Vacation Home La Perla del Lago-All the comfort of your own home with a lake view!

Elegant Apartment city center Perugia

Elegant Apartment city center Perugia
Old Town Perugia
9.0 out of 10, Wonderful, (2)
"El apartamento es perfecto. Estuvimos como en nuestra propia casa. Muchas gracias, María."
Spain
Francisco Alejando
The price is AU$727
includes taxes & fees
24 Dec - 25 Dec
Elegant Apartment city center Perugia

Tenuta Borgo San Michele

Tenuta Borgo San Michele
Gubbio
9.2 out of 10, Wonderful, (5)
"Un posto davvero tranquillo immenso nel verde. Colazione abbondante e variegata. Gentilissimo il signore alla reception che ci ha dato consigli per vivere al meglio il nostro soggiorno."
Italy
Laura
The price is AU$206
includes taxes & fees
12 Dec - 13 Dec
Tenuta Borgo San Michele

Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (11)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is AU$276
includes taxes & fees
14 Dec - 15 Dec
Cortonas Rooftop Nest

Apartment "Papà Giuseppe La Cantina" with Shared Pool & Wi-Fi

Apartment "Papà Giuseppe La Cantina" with Shared Pool & Wi-Fi
Cortona
8.0 out of 10, Very good, (1)
"Pros: Heel leuk is de maandagavond met alle gasten gezamenlijk eten op uitnodiging van de gastheer. Cons: In de advertentie wordt airco aangegeven maar die is er niet,"
United States
Anonymous traveller
The price is AU$146
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment "Papà Giuseppe La Cantina" with Shared Pool & Wi-Fi

House 418 Incantevole Appartamento

House 418 Incantevole Appartamento
Perugia
10.0 out of 10, Exceptional, (1)
"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 AU$170
includes taxes & fees
25 Dec - 26 Dec
House 418 Incantevole Appartamento

Vacation home Beppina, typical cortonese house, in the center, animals welcome

Vacation home Beppina, typical cortonese house, in the center, animals welcome
Cortona Old Town
The price is AU$165
includes taxes & fees
11 Dec - 12 Dec
Vacation home Beppina, typical cortonese house, in the center, animals welcome

The little house in Perugia

The little house in Perugia
Perugia
The price is AU$164
includes taxes & fees
11 Dec - 12 Dec
The little house in Perugia
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 Montecastelli Hotel Reviews

Find out more about Montecastelli

Everything you need to know about Montecastelli 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 Montecastelli 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 Montecastelli holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montecastelli holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montecastelli. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montecastelli 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 Montecastelli holiday rentals we have selected for you start as low as AU$156 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montecastelli rentals

At Expedia, we put the best Montecastelli 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 Montecastelli 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 Montecastelli 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 Montecastelli. 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 Montecastelli?

Yes, there are holiday rentals close to the most popular sights in Montecastelli, or you can select a more secluded option if you're looking for a relaxing stay. Montecastelli is known for its spas and theme park. Make sure you have time to check out the cathedral and coffee shops during your trip.

What are some of the best holiday rentals that Montecastelli has to offer?

Agriturismo Nestore: This holiday home rental outside Montecastelli offers a garden, an arcade/games room and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware.

What can I see and do in Montecastelli?

Explore the area and family-friendly sights such as Centro Turistico Sportivo Di Candeleto, or get out into nature at a spot like Tiber River. In the wider area, you’ll find Historic Town Montone and Civitella Ranieri Castle.

What’s a holiday rental in Montecastelli like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montecastelli. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip.