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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Portole holiday rentals

Classic Double or Twin Room, 1 Double Bed | Premium bedding, down duvets, pillow-top beds, minibar
THE MONNA LISA RESORT

Townhouse in Arezzo

THE MONNA LISA RESORT
9.6 out of 10, Exceptional, (8)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
The price is ฿4,642
฿5,326 total
includes taxes & fees
1 Jan - 2 Jan 2026
THE MONNA LISA RESORT
Free daily cooked-to-order breakfast
San Michele al Borgo

Townhouse in Castiglion Fiorentino

San Michele al Borgo
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ฿3,860
฿4,393 total
includes taxes & fees
8 Jan - 9 Jan 2026
San Michele al Borgo
Outdoor pool, pool loungers
Borgo Dolciano

Aparthotel in Chiusi

Borgo Dolciano
9.0 out of 10, Wonderful, (25)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is ฿5,284
฿5,886 total
includes taxes & fees
27 Dec - 28 Dec
Borgo Dolciano
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B

Townhouse in Monte San Savino

DormiVeglia B&B
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B
Property grounds
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very good, (24)
"Good house for one night. "
Germany
Heiner
The price is ฿2,655
฿2,994 total
includes taxes & fees
1 Jan - 2 Jan 2026
Artisti del Cavallo Tourism
Apartment | 2 bedrooms, desk
Mery s House Elegant Apartment

Apartment in Montepulciano

Mery s House Elegant Apartment
The price is ฿10,697
฿16,262 total
includes taxes & fees
25 Jan - 26 Jan 2026
Mery s House Elegant Apartment
Room, 1 Bedroom, Accessible, Smoking | Interior
Room in Apartment - Two-room Apartment

Apartment in Arezzo

Room in Apartment - Two-room Apartment
10.0 out of 10, Exceptional, (1)
"A little tricky to locate but friendly staff and very walkable to see the sites."
Canada
Thelma
The price is ฿3,843
฿4,447 total
includes taxes & fees
8 Jan - 9 Jan 2026
Room in Apartment - Two-room Apartment
Exterior
Castello di Gargonza

Residence in Monte San Savino

Castello di Gargonza
3.0 star property
9.2 out of 10, Wonderful, (39)
"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. "
United States
Diane
Castello di Gargonza
Exterior
L'Antica Sosta

Townhouse in Corciano

L'Antica Sosta
9.4 out of 10, Exceptional, (3)
"Molto accoglienti e gentili "
Italy
Valentina
The price is ฿2,174
฿2,392 total
includes taxes & fees
15 Jan - 16 Jan 2026
L'Antica Sosta
Interior entrance
Poggio del Sole

Holiday Home in Castiglione del Lago

Poggio del Sole
8.0 out of 10, Very good, (4)
"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "
Mexico
RAUL
Poggio del Sole
Luxury Room, Jetted Tub, City View | Free WiFi, bed sheets
B&B 52cento

Townhouse in Arezzo Centro Storico

B&B 52cento
8.0 out of 10, Very good, (73)
"Exactly how it is described and very near the train station. Walkable distance to all the things to do around there. I really enjoyed my stay there. "
United States
Maria de Lourdes
The price is ฿2,516
฿2,987 total
includes taxes & fees
8 Jan - 9 Jan 2026
B&B 52cento
Comfort Apartment, 3 Bedrooms | View from property
Rustic Holiday Home in Citta di Castello With Swimming Pool

Holiday Home in Città di Castello

Rustic Holiday Home in Citta di Castello With Swimming Pool
The price is ฿4,910
฿5,401 total
includes taxes & fees
10 Jan - 11 Jan 2026
Rustic Holiday Home in Citta di Castello With Swimming Pool
Balcony
Cameracaffè Centro

Townhouse in Arezzo Centro Storico

Cameracaffè Centro
8.6 out of 10, Excellent, (179)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
The price is ฿2,862
฿3,368 total
includes taxes & fees
18 Jan - 19 Jan 2026
Cameracaffè Centro
Business centre
Allegra Toscana - Affittacamere Guest house

Townhouse in Arezzo Centro Storico

Allegra Toscana - Affittacamere Guest house
7.0 out of 10, Good, (16)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
Allegra Toscana - Affittacamere Guest house
Apartment, 1 Bedroom, Smoking, Balcony | 1 bedroom
Two-room Apartment for 3 People With Kitchen and Private Bathroom

Apartment in Arezzo

Two-room Apartment for 3 People With Kitchen and Private Bathroom
8.0 out of 10, Very good, (1)
"The property is in a great location in Arezzo and the owner communicated clearly, thoroughly with us and this was much appreciated since we are still novice VRBO users. Not having a designated parking spot caused some frustration when we ended up finding an open spot a block away. "
United States
Robert
The price is ฿4,393
฿5,051 total
includes taxes & fees
8 Jan - 9 Jan 2026
Two-room Apartment for 3 People With Kitchen and Private Bathroom
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 Portole Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was perfect! Would like to give this Property a 6 Star rating. The staff made you feel like royalty!!"
Sabrina 4-night trip
Posted 7 days ago
Monastero di Cortona Hotel & Spa

Find out more about Portole

Search for holiday rentals in Portole on Expedia! You can easily find your home rentals, villas, holiday apartments in Portole using one of the methods below:

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Look no further and take a look at our great range of rental properties in Portole!

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 can I see and do in Portole?

Explore the area and family-friendly sights such as Naturalistic Oasis La Valle, 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.