Portole Holiday Rentals from €55: Search Short-Term Rentals

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

Agriturismo Nestore : This holiday home rental outside Portole 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.

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Holiday Rentals in Portole

Our top choices for Portole holiday rentals

"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."

includes taxes & fees

2 Sept - 3 Sept

"We loved this home - everything was perfect and it was easy to find and enjoy. I highly recommend the next time you are wanting to stay in Tuscany! "

"Exceptional service great building felt like a Medici!"

includes taxes & fees

28 Aug - 29 Aug

"My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again! "

"All of the hotel staff did an outstanding job. Our room had everything we needed and the restaurant was great. Breakfast was exceptional. Special shoutout to Neri, the owner, for taking such good care of us. "

"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."

"We had five wonderful days in beautiful Toscana! Great atmosphere, wonderful location of the hotel and very reasonably priced. Eating at their restaurant was quite pricy however. Breakfast ok but excellent croissants and coffee! One of the reasons we picked this hotel was the laundry service which was advertised on hotels.com. No laundry service was available. "

includes taxes & fees

11 Sept - 12 Sept

"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"

"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "

"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."

Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

"Staff molto cordiale e disponibile. "

includes taxes & fees

1 Sept - 2 Sept

"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."

includes taxes & fees

12 Sept - 13 Sept

"Guido’s home in Tuscany is great! My family had an awesome time enjoying the pool, the near by wineries and a cooking class at the villa. The house is rustic, charming and in a great location. The beds are a bit old and the showers were a little small but overall the house fit all the needs of my family. The pool was also excellent and the views from the pool area are incredible. Whenever we needed anything it was always answered quickly. Thanks for an awesome stay!"

"Nice place for a relaxing vacation. Perfect hub for trips to towns like Arezzo, Peruggia or Siena."

"Great place. Would stay here again."

includes taxes & fees

15 Sept - 16 Sept

"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"

"Close to down town, everything you need."

"Jacopo and his family were super friendly, the restaurant is the best in Montepulciano and the views are breathtaking. If we come back we will stay at Osteria del Borgo again without a doubt. "

"Fantastic maintained Villa with great layout for a big family. Beautiful surroundings. Staff easy to reach 24/7. Definatly a place to return to."

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Top Portole Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Este hotel es excepcionalmente bello, unico y perfecto para unas vacaciones en la Toscana. La propiedad esta impecable al igual que las habitaciones, super limpias, cómodas y A/C super fuerte (no muy comunes en Europa) Staff fue muy amable y la cena espectacular. Es un deleite caminar la propiedad. Literalmente en cada metro puede tomarte una foto de ensueños. Recomendamos este hotel 200%. Esta a solo minutos de Cortona una linda ciudad para visitar. Villa de Piazzano te dejara en shock con su belleza desde que vienes por la carretera entre una hilera interminable de pinos cipreses. Simplemente Stunning."

Hotel Villa Marsili

10/10 Excellent

"This hotel gets 5 stars in my book. The staff was welcoming as soon as we arrived and continued to be help throughout our stay. The rooms were old world elegant and so clean. The breakfast was world class, we have never had such large selections of food that were extremely delicious. They really go above and beyond to treat each of their guests like royalty."

Il Falconiere - Relais e Chateaux

10/10 Excellent

"The propriety is one of the nicest I’ve stayed at. Very relaxing atmosphere, comfortable large pool area. Breakfast and lunch options are delicious. Room was very comfortable and spacious. The only problem I experienced was both adjacent rooms were smokers and did so on their patios. We couldn’t enjoy our patio or leave our do open while they were doing so. The property has a health spa and other wellbeing activities, but allows smoking on the property. I would consider this next time. "

Villa Svetoni Wine Resort

10/10 Excellent

"A wonderful setting amongst their winery. Loved our week long stay at Svetoni where the comfortable duplex room was very tastefully done a with modern comfort like Ac and a lovely rain shower. The breakfast was very good each day and the staff were friendly and attentive. The swimming pool is also of a good size."

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"This was my family’s favorite hotel during our trip to Italy. The room was luxurious and spacious, the service was top notch and the pool was an added bonus. We loved the breakfast options and the dinner served at the hotel was one of our favorites of the entire vacation. We had a rental car so were able to take advantage of the proximity to Montepulciano and Pienza. The wine served at the hotel from the on-site winery was very good. We can’t wait to go back!! "

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 €55 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.

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?

Agriturismo Nestore: This holiday home rental outside Portole 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 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 Cortona Cathedral 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

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Holiday Rentals in Portole

Our top choices for Portole holiday rentals

Residenza Fabroni

Il Casale Di Manuele 12, Emma Villas

Delcorto Suites

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

Castello di Gargonza

Luxury Cortona view hilltop Villa

Borgo Dolciano

Farmhouse in the hills with panoramic view and swimming pool

Casina in authentic Tuscany

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Camping Villaggio Cerquestra

Il Poggio dell'Eremita

Villa with private pool, air conditioning near wineries at 3km from village

17th-century Tuscan villa, few km from Cortona!

ancient villa with pool and park in total privacy

Villa Graziella, Romantic Perugia

17th century farmhouse with private pool and Wi-Fi and air conditioning

Charming House in the heart of Montepulciano

Osteria del Borgo

Pretty Tuscan House next Anghiari, 8/14 guest,Pool, A.C WI.FI Family LAST WEEK

Top Portole Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Villa Marsili

Nuovo Etruria Resort

Precise Tale Poggio Alla Sala

Il Falconiere - Relais e Chateaux

Villa Svetoni Wine Resort

Monastero di Cortona Hotel & Spa

Hotel Villa Paradiso

Relais Villa Grazianella - UNA Esperienze

Find out more about Portole

Frequently asked questions