Portole Holiday Rentals from €96: Search Short-Term Rentals

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Holiday Rentals in Portole

"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."

includes taxes & fees

27 Nov - 28 Nov

"Property is perfect for the view and the loction"

"Beautiful location, very handy for the lake (swimming, pedelos etc) and with some lovely restaurants and gelatos in the local town! Views from the property are amazing, it is very quiet and peaceful"

"John & Dianne were utterly lovely and made every effort for us. The listing is very clear and if you're looking for peace and quiet in a serene valley, you couldn't do better. The track should be driven with care but after the first time accompanied by John, it's not too bad. I wouldn't bring a car with low clearance though. John and Dianne are in their home next door which was nice to know. They very much left us to it and didn't mind us playing our music by the pool. Otherwise we didn't see...

"I have never seen a hotel or bed and breakfast staff as hospitable and kind as the staff at Osteria del Borgo. I would return in a heartbeat. The B&B itself was wonderful, but the staff made the experience unforgettable."

"We stayed for 10 days recently and had a great time, the house was easy to find and the host answered our queries straight away, he also visited the property every other day to water the plants and check that everything was ok. We had a problem with the dishwasher one day and an electrician turned up within 30 minutes. The photos of the house are true to life and the views from the shaded terrace are amazing. The pool was used almost every day and was cleaned regularly usually early before we...

"All good."

includes taxes & fees

26 Nov - 27 Nov

"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"

"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"

"We are traveling with 6 persons through Italy. This villa was a wonderful change of pace to the crowded streets of the cities. Beauty, clean, and well stocked. A little off the grid but worth the train rides and car rental. "

"This house and adjacent apartment was perfect for a larger group. The rooms are comfortable and well equipped. The property was lovely and has a spectacular pool. A few things to note. The house name is not a location on a map and if you use an app like Google then you must use the name on the wall outside the property. The hot water takes a very long time to get to the upper floor shower and it’s almost impossible to fill a hot bath. That’s to be expected in a house of this age and it’s well...

"Sehr zentraĺ mitten in der Altstadt. Man muss aber steile Treppenwege gehen. Alle Gegenstände des täglichen Bedarfs waren alle vorhanden. Gute Küchenausstattung (scharfe Messer!!!)"

Seasonal outdoor pool, pool umbrellas, pool loungers

"The hotel is located in a beautiful original old monastery with excellent rooms. The staff is very friendly and professional. The surrounding space is very nice and there is large swimming pool, a must during hot summer days. Dinning is on a very high level, food is excellent and the meals are provided all day. We will definitely come back again in the future. I can sincerely recommend this facility to everyone seeking quiet, peaceful holliday in a beautiful authentic setting in Umbria. "

"We had a very happy stay at this house in the country with our two friends. It is ideally located within an hour’s drive of interesting sites and historic towns. The place and its surroundings allowed us a restful and pleasant respite from our busier daytrips. The house was comfortable, beds were very good and the garden provided a peaceful setting with a choice of sitting and lounging areas. Louise was lovely, an excellent hostess who responded quickly to our questions and needs. "

"We had a great stay at Massimo place. The grounds and pool were great! The views were to die for, and we had a different sun set every night! Thanks for the great stay Massimo! Will definitely back if in the area."

"I had the best experience here. I had come here with a group 22 years ago at age 13. I had wanted to relive and reminisce being at the castle and my experience was just as it was 22 years later at age 35!! I adored the staff and their attention and care to me as a solo traveling female. I felt like they became more than staff during my time, but friends. They showed me the inside of the room I stayed in with my grandparents as a little girl. It was really special to walk though. I always felt...

includes taxes & fees

6 Dec - 7 Dec

"Stayed here for 14 days. Generous space with lots of room for multiple guests. We didn't realize the villa was two separate units. This was unexpected as we thought there would be a central indoor staircase. We made it work but we did feel separate from each other. Eduardo brought us lovely treats from a local bakery a couple of times which was very kind. You definitely need a vehicle to stay here. While it says there are a few things in walking distance we felt the car was necessary....

"We had a great time. We stayed for two days"

includes taxes & fees

1 Dec - 2 Dec

"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."

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"Staff was very helpful and courteous. Bar and restaurant were excellent! "

includes taxes & fees

22 Dec - 23 Dec

"The inside and outside is beautiful. It overlooks the town of Cortona. The staff were fantastic. They treated us like we were part of their own families."

"Great place"

includes taxes & fees

2 Dec - 3 Dec

Find out more about Portole

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, apart-hotels, 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 favorite 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 depends 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 €96 per night. Entering your travel dates in the search wizard you might find 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.

Recent reviews of Portole properties

5/5 Excellent

Gran estadia en Montepulciano

"Excelente lugar para quedarse....muy comodo, super bien ubicado (en el centro), parqueo incluido cercano, la habitacion muy bonita estilo medieval con las comodidades y baño moderno. Buen desayuno, surtido. Muy bien atendidos por Federica. El hotel queda en un 2do piso sin ascensor por si tienen muchas maletas..."

A verified traveller stayed at Palazzo Carletti

Posted 2 days ago

Relais Villa Grazianella - UNA Esperienze

5/5 Excellent

"Stunning Tuscan views, beautifully updated historic propert, warm, friendly and marvelously competent staff, delicious food and wine…this place is a marvel. We enjoyed three days in autumn. The countryside was beautiful and the days were sunny with ideal temperatures. They have a gorgeous swimming pool which should make it even better during summer, though I can’t complain because the off season prices we got were a steal. Words cannot describe how wonderful this place is."

A verified traveller stayed at Relais Villa Grazianella - UNA Esperienze

Posted 3 weeks ago

Villa di Piazzano - Small Luxury Hotel of the World

5/5 Excellent

"The Villa di Piazzano is stunning down to the smallest detail. The staff is attentive, pleasant and helpful. The food and wine at the onsite restaurant was some of the best we had on our 23-day trip across Italy. One of our favorite stays for sure!"

A verified traveller stayed at Villa di Piazzano - Small Luxury Hotel of the World

Posted 1 month ago

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?

Farmhouse in the hills with panoramic view and swimming pool: This holiday home rental outside of Portole is located in a rural location, and has a fireplace, a balcony 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. Make the most of garden in this rental home to help you unwind.

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 Isola Maggiore. Villa Bramasole and Giuseppe Garibaldi Memorial 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.

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Holiday Rentals in Portole

Check Portole holiday rental availability

Holiday Rentals in Portole

Residenza Fabroni

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

House with garden and panoramic view over Lake Trasimeno

Traditional stone cottage in rural, tranquil and quiet location built in 1799

Osteria del Borgo

Farmhouse in the hills with panoramic view and swimming pool

Delcorto Suites

Big house

Villa Scopetello with Pool and Tennis court near Montepulciano and Siena

Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Casa Campau by Interhome

Abbazia San Faustino Residenza d'Epoca

Heritage Tuscan Farmhouse with private swimming pool

Villa with swimming pool and garden- San Feliciano, Trasimeno lake

Castello di Gargonza

Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!

Mansion - Arezzo

Charming Villa with private pool <br>Villaventotto

Cottage " I due Pini"

Other types of properties in Portole you may be interested in

Hotel Minerva

Monastero di Cortona Hotel & Spa

Hotel Continentale

Find out more about Portole

Recent reviews of Portole properties

Palazzo Carletti

Monastero di Cortona Hotel & Spa

Villa Svetoni Wine Resort

Relais Il Falconiere

Hotel Italia

Cameracaffè Centro

Relais Villa Grazianella - UNA Esperienze

Palazzo Mosela Alla Porta

Villa di Piazzano - Small Luxury Hotel of the World

Frequently asked questions