Montecastelli Holiday Rentals

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Holiday Rentals in Montecastelli

Castello di Monterone
Interior
Castello di Monterone
9.8 out of 10, Exceptional, (263)
"We arrived early and could check in. Used pool and jacuzzi overlooking Perugia. Lovely and relaxing at the end of the trip. First impressions of this ancient castle did not disappoint. Staff were welcoming and friendly. Hotel and grounds were impressive. Room was very comfortable. Had a drink outside before dinner. Still taking it all in. Dinner was incredible. Had a great nights sleep and breakfast was a huge choice of self serve items. Lots of home made unusual choices. Loved our unique castle...
The price is AU$340
per night
7 July - 8 July
Castello di Monterone
House with garden and panoramic view over Lake Trasimeno
Pool
House with garden and panoramic view over Lake Trasimeno
9.8 out of 10, Exceptional, (38)
"Beautiful view from the terrace as well as from the pool. House was very clean and well equipped. The host was great and helped us with everything we needed."
House with garden and panoramic view over Lake Trasimeno
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (57)
"We loved absolutely everything about our stay in Cortona! Samantha and Alen were great communicators and made the check in easy. The apartment is perfection! From the tall, shuttered windows, beautiful tiled floors, high ceilings and amazing terrace, it was amazing!! The location couldn’t have been better and the views….. Even though I didn’t really use it, the kitchen was well stocked. All in all- wow!! We didn’t want to leave and hope to be back."
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Outdoor pool
Traditional stone cottage in rural, tranquil and quiet location built in 1799
10.0 out of 10, Exceptional, (32)
"property and hosts were great. the drive down to it was an experience not to miss. you could hear a pin drop if it wasn't for the birds songs all day. thank you John and Diana for a brill time. 11 stars 🌟"
Traditional stone cottage in rural, tranquil and quiet location built in 1799
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (57)
"My family of four (11 and 14 year old girls) had the best four nights at this villa. The house itself was so charming and well stocked, the grounds beautiful and well maintained, and the pool and welcome retreat each day after exploring the surrounding towns. We didn’t even touch the extra apartment with two additional bedrooms! Highly recommend!"
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Cortona Umbria / family lake view villa near Tuscany + large salted pool
Outdoor pool
Cortona Umbria / family lake view villa near Tuscany + large salted pool
10.0 out of 10, Exceptional, (84)
"Great area to visit. Handy to a lot of spectacular sights. Barbara is the best!"
Cortona Umbria / family lake view villa near Tuscany + large salted pool
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, (58)
"A super holiday. The location is superb with many places of interest within a 1 hour drive. Pool was maintained well and clean. We had a great 2 weeks."
Farmhouse in the hills with panoramic view and swimming pool
Large independent villa with pool: privacy, absolute quiet and sweeping views.
Property grounds
Large independent villa with pool: privacy, absolute quiet and sweeping views.
9.2 out of 10, Wonderful, (16)
"Thanks, Etienne"
Large independent villa with pool: privacy, absolute quiet and sweeping views.
Camping Village Punta Navaccia
Exterior
Camping Village Punta Navaccia
3.0 star property
9.0 out of 10, Wonderful, (11)
"Great campsite, beautiful location and not crowded. Lovely pool, good playground and beautiful beach and lakeside area. Port at 1 minute walk with ferries to Isola Maggiore, Passignano and Castiglione. Tuoro train station at 5 minutes walk, so Perugia and Arezzo at 30 minutes. Albeit few trains stop at Tuoro. Two supermarkets at 10 minutes walk. Staff were brilliant; hard to persuade the children to leave the campsite. Overall, excellent and would consider going again! "
The price is AU$175
per night
1 July - 2 July
Camping Village Punta Navaccia
Podere Casorbica with free parking, large garden, swimming pool.
Exterior
Podere Casorbica with free parking, large garden, swimming pool.
9.4 out of 10, Exceptional, (11)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, swimming pool.
Abbazia San Faustino Residenza d'Epoca
Seasonal outdoor pool, pool umbrellas, pool loungers
Abbazia San Faustino Residenza d'Epoca
7.4 out of 10, Good, (14)
"The Abbazia is a wonderful place in a beautiful situation, rural and tranquil. "
The price is AU$217
per night
20 July - 21 July
Abbazia San Faustino Residenza d'Epoca
Cottage " I due Pini"
Exterior
Cottage " I due Pini"
10.0 out of 10, Exceptional, (35)
"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."
Cottage " I due Pini"
Villa Primula - Holiday Rental in Cortona, Tuscany
Pool
Villa Primula - Holiday Rental in Cortona, Tuscany
9.6 out of 10, Exceptional, (45)
"A great villa for a 3 generation group; lovely pool and garden with plenty of outside furniture. Cafes, shops and transport are within walking distance. Spacious rooms and well equipped kitchen. Owner very helpful."
Villa Primula - Holiday Rental in Cortona, Tuscany
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Pool
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
9.4 out of 10, Exceptional, (41)
"Nice enough property, very clean. You need to reconfigure furniture in living room so more people can sit. Ok for 2 people but not really inviting and comfortable. Don't need the dining table in that room or that huge hutch. More wine glasses and bowls needed. Update master bedroom mattress. Very uncomfortable. Grounds very enjoyable! Property manager very responsive and helpful. Not really walkable up to hilltop. Reason for the lower rating is the house is over 200 years old...
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Big offer summer 2019 wonderful villa with pool Tuscan Umbrian Border Italy
Big offer summer 2019 wonderful villa with pool Tuscan Umbrian Border Italy
10.0 out of 10, Exceptional, (28)
"We had a lovely stay in Umbria with a total of 10 friends (and 4 small children). It is a lovely place, perfectly suitable for such large groups. We enjoyed the lovely garden, barbecue and swimming pool a lot. Thank you!"
Big offer summer 2019 wonderful villa with pool Tuscan Umbrian Border Italy
Villa Mulino - Completely renovated old mill in Tuscany
A heated pool
Villa Mulino - Completely renovated old mill in Tuscany
9.6 out of 10, Exceptional, (4)
Villa Mulino - Completely renovated old mill in Tuscany
Beautiful villa with spectacular views in a rural location
Outdoor pool
Beautiful villa with spectacular views in a rural location
9.8 out of 10, Exceptional, (38)
"Fabulous location and property. We had a fantastic family holiday in the house. Great area to explore. Madeline was lovely. We will be back"
Beautiful villa with spectacular views in a rural location
Casa Lina - private pool and garden to enjoy with friends or family
Pool
Casa Lina - private pool and garden to enjoy with friends or family
10.0 out of 10, Exceptional, (1)
"Tout était parfait! Contact avec les propriétaires excellents."
Casa Lina - private pool and garden to enjoy with friends or family
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
Exterior
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
9.8 out of 10, Exceptional, (52)
"The property was built in 1500 but updated recently. It definitely has its quirks related to gas and electricity. More written instructions in the home would be useful. The home is spacious with the exception of the galley style kitchen. There is a lovely courtyard that seems to be very unique to properties within the walls of Cortona. There are a couple of nice walks around Cortona. You are not too far from Sienna for a day trip."
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
Heritage Tuscan Farmhouse with private swimming pool
Pool
Heritage Tuscan Farmhouse with private swimming pool
10.0 out of 10, Exceptional, (39)
"We had a lovely holiday at Villa Rasenna. Louise is a great host and was very helpful and replied very quickly to any queries. The kitchen is well equipped and the sitting area comfortable and homely. We made good use of the pool. We enjoyed a great meal in the villa cooked by Elena and a local wine tasting and pizza in the village. There are lovely walks from the villa in the local countryside. Would definitely recommend a holiday and we would love to return. Thanks Louise."
Heritage Tuscan Farmhouse with private swimming pool
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See all available properties in Montecastelli
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.

Montecastelli Holiday Home Travel Info

Number of holiday homes
9
Known landmarks
Civitella Ranieri Castle, Church of Santa Maria della Reggia and Villa Valentina Resort e Spa
International airport
Perugia (PEG-Sant Egidio)

Other types of properties in Montecastelli you may be interested in

Chocohotel
Seasonal outdoor pool
Chocohotel
3.0 star property
8.6 out of 10, Excellent, (430)
"Breakfast was wonderfully fun. Dinner was excellent."
The price is AU$196
per night
7 July - 8 July
Chocohotel
Hotel Giò Wine e Jazz Area
View from property
Hotel Giò Wine e Jazz Area
4.0 star property
8.6 out of 10, Excellent, (529)
"Great stay"
The price is AU$182
per night
2 July - 3 July
Hotel Giò Wine e Jazz Area
Sina Brufani
Indoor pool
Sina Brufani
5.0 star property
9.2 out of 10, Wonderful, (528)
"Great location, front desk and breakfast staff were very friendly and helpful (dinner staff not so friendly). Beds and pillows were firm/hard. Room was large and had a beautiful view. Breakfast was plentiful, fresh, and there were some good gluten-free options too."
The price is AU$331
per night
11 July - 12 July
Sina Brufani
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.

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$175 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?

Podere Casorbica with free parking, large garden, swimming pool.: This holiday home rental outside of Montecastelli is located in a rural location, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Monte Castelli?

Expedia has 1133 holiday rentals for your stay in Monte Castelli.

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 Lake Trasimeno and Historic Town Montone.

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.

Recent reviews of Montecastelli properties
Expedia verified reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5/5 Excellent
A must stay in Cortona
"Absolutely beautiful hotel. The service was so very warm and welcoming. The lunch and breakfast were exceptional. The converted monastery had so much history. We enjoyed the spa as well. "
A verified traveller stayed at Monastero di Cortona Hotel & Spa
Posted 1 day ago
Monastero di Cortona Hotel & Spa