Portole Holiday Rentals

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Holiday Rentals in Portole

Interior
Delcorto Suites
10.0 out of 10, Exceptional, (12)
"This was a beautiful property well maintained and perfectly located in a historic building. The breakfast was delicious, Ricardo the host was wonderful and our room was space and comfortable! The only comment was without A/C the windows needed to stay open and the street was loud."
The price is AU$286
per night
6 June - 7 June
Delcorto Suites
Fridge, microwave, oven, stovetop
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
10.0 out of 10, Exceptional, (101)
"Stephano goes out of his way to make his guests feel at home. The place was comfortable and spotless. We enjoyed getting to know our host and his city. The kitchen is well appointed with a well stocked wine rack. Read through the reviews, they are accurate! Comfortable bedding, lovely surroundings and, oh yes, a wonderful bakery across the street. Highly recommended!"
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Pool
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (98)
"We were group of 16 adults and three children under the age of three. Sonja and Diego could not have been better hosts! They are truly lovely people! Everything was absolutely perfect! The villa is stunning and very child friendly! We opted to have Sonja cook breakfast and dinner for us each day, and her food was absolutely delicious! You must try their pizza and bbq! We enjoyed the tennis court, feeding the horses, and day trips to Siena, Florence, and Montepulciano. The villa location is...
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
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Outdoor pool
Traditional stone cottage in rural, tranquil and quiet location built in 1799
10.0 out of 10, Exceptional, (30)
"Wow. If I could click 10 stars for a review I would. What a fantastic stay with super fantastic people. Our visit was at the end of March and it was beautiful. I can't imagine how beautiful this place would be later in the year. As for the hosts..... they could not have been more friendly and accommodating. They made us feel more like family then guests. I recommend 100% anytime of the year. Not to mention... there is not a more beautiful part of Tuscany."
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (55)
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Interior
Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (37)
"The host was very welcoming upon arrival and gave us a great tour of the property along with some area history. Such a peaceful setting. Really enjoyed the patio upstairs off the bedroom. Great views of the terrain by day and fantastic views of the stars at night. Very close to the enchanting villages on hilltops nearby (Rigamagno and Scrofiano)."
Il Poggio dell'Eremita
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
Outdoor dining
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
10.0 out of 10, Exceptional, (31)
"We had an excellent stay! We loved the house, the cats, and the beautiful views! We spent maybe wonderful evenings cooking pasta and drinking wine in the yard. The only downside was the house was a bit farther than walking distance (which may be what you’re looking for!) and the road was pretty bumpy and dusty. We had a great time and would love to return!"
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
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
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"
Pool
House with garden and panoramic view over Lake Trasimeno
9.8 out of 10, Exceptional, (36)
"Lovely property in a fantastic location far from the Madding Crowd, not that we found a crowd anywhere we visited. The only problem we encountered was the aggressive mosquitoes which stopped us using the pool. Other than that it was a great week away."
House with garden and panoramic view over Lake Trasimeno
Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (54)
"This is a wonderful property in a quiet area, but only a short walk to the piazza and restaurants. The only improvement I would recommend is the shower caddy; all of my travel sized items kept falling out of it."
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Fridge, microwave, oven, stovetop
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
9.8 out of 10, Exceptional, (7)
"Surrounding very nice and quiet. Accomodation very comfortable and huge garden. Large Shilling pool. Everything compiled to have a very nice stay."
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped 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
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
Property grounds
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
9.6 out of 10, Exceptional, (12)
"We enjoyed a lovely week in Val di Chiana in this beautiful remote spot. The hosts helped us to find the property when we first got there. The house is great. There were some issues with the water supply but they responded to the problem very promptly."
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Pool
17th century farmhouse with private pool and Wi-Fi and air conditioning
9.4 out of 10, Exceptional, (32)
"This property is located approx 5km from the beautiful town of Arezzo. There is a bus every hour, daily, from Tregozanno, where the property is actually located, to Arezzo. It is very rustic and in a beautiful setting. So relaxing. And, because it’s not right in town, the best of both worlds. There are no restaurants in Tregozanno but there is a great butcher and deli/mini market. There is also a pharmacy and bar! Maurizio, the owner lives next door and is the loveliest, most helpful human being...
17th century farmhouse with private pool and Wi-Fi and air conditioning
Pool
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
9.4 out of 10, Exceptional, (40)
"Just on the slope nestled between Cortona city and the Calcinaio church, the location was perfect for us. We enjoyed the serenity of no one immediately around us while only being a very short drive from the city walls. (Admittedly, we could have walked, but driving was easier!) Taking day trips to various Tuscan cities and sights was wonderfully served by the central location."
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Pool
Mansion - Arezzo
9.4 out of 10, Exceptional, (16)
"Arezzo proved to be a great jumping off point for a number of our favourite destinations in central Italy. We returned to Firenze and Siena and visited, for the first time, Arezzo, Anghiari and San Marino, all of which were in easy reach. The accommodation was perfect in every way for us. A quiet spot, conveniently close to Arezzo and the essential shops for a self-catering holiday. The rooms were nicely appointed and the accommodation included almost everything necessary for our stay, including...
Mansion - Arezzo
Outdoor pool
Villa with private pool, air conditioning near wineries at 3km from village
9.4 out of 10, Exceptional, (35)
"We had 8 people, 4 sisters and our adult daughters. The Villa was big enough to easily accommodate us. It was the perfect location to stay while venturing out to all the cities and towns that we wanted to see. The train to Florence was only 15 minutes away and it was a quick 1.5 hours to the most beautiful city in the world. The host, Raffaelle, is on property a lot. At first it was awkward, but he is the nicest man and so sweet, that it worked out just fine. There is no instruction manual in...
Villa with private pool, air conditioning near wineries at 3km from village
Don't see what you're looking for?
See all available properties in Portole
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.

Portole Holiday Home Travel Info

Number of holiday homes
157
Popular accommodation
Portole villas
Known landmarks
Cathedral of Cortona, Museum of the Etruscan Academy and Casali Palace
International airport
Perugia (PEG-Sant Egidio)

Other types of properties in Portole you may be interested in

Sauna, hot tub, steam room, massages
Monastero di Cortona Hotel & Spa
5.0 star property
10.0 out of 10, Exceptional, (166)
"Excellent experience!!! Very attentive staff in ALL areas. Room was beautiful!! Breakfast was outstanding!!! Spa space was amazing!!!! A few tight corners but well worth the drive!!!! Love, love, loved the stay! "
The price is AU$548
per night
4 June - 5 June
Monastero di Cortona Hotel & Spa
Courtyard
Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
9.8 out of 10, Exceptional, (174)
"Absolutely amazing"
The price is AU$831
per night
16 June - 17 June
Villa di Piazzano - Small Luxury Hotel of the World
Indoor pool
Precise Tale Poggio Alla Sala
5.0 star property
9.4 out of 10, Exceptional, (38)
"Amazing! "
The price is AU$936
per night
2 June - 3 June
Precise Tale Poggio Alla Sala
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 Portole 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 Portole 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 Portole holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Portole holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portole. 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 Portole 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 Portole holiday rentals we have selected for you start as low as AU$144 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Portole rentals

At Expedia, we put the best Portole 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 Portole 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 Portole 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 Portole. 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 holiday rentals in Portole?

Yes, there are holiday rentals close to the most popular sights in Portole, or you can select a more secluded option if you're looking for a relaxing stay.

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

Podere Casorbica with free parking, large garden, swimming pool.: This holiday home rental outside of Portole 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.

What can I see and do in Portole?

Explore the area and family-friendly sights such as Arezzo Equestrian Centre, or get out into nature at a spot like Lake Trasimeno. Villa Bramasole and Belvedere are a couple of places you'll find in the wider area.

What are holiday rentals like in Portole?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portole. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for small groups.

Recent reviews of Portole properties
Expedia verified reviews

Borgo Il Melone

Borgo Il Melone

5/5 Excellent
"All around excellence. Great location. Clean and spacious. "
A verified traveller stayed at Borgo Il Melone
Posted 2 days ago
Borgo Il Melone