Portole Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Portole vacation rentals

Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
$76 nightly
The price is $91
Apr 19 - Apr 20
Total with taxes and fees
iConic Wellness Resort
Exterior

L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
$62 nightly
The price is $69
May 4 - May 5
Total with taxes and fees
L'Antica Sosta
Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.4 out of 10, Exceptional, (20 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
$125 nightly
The price is $142
Apr 9 - Apr 10
Total with taxes and fees
B&B Piccolo Hotel
Porch

Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (181 reviews)
"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
$85 nightly
The price is $100
Apr 14 - Apr 15
Total with taxes and fees
Cameracaffè Centro
Front of property

Residence al Lago

Residence al Lago
Contrada Fontivegge
8.6 out of 10, Excellent, (37 reviews)
"We stayed for one night, but the rooms are only good for night, it was very expensive for the room and location "
United States
Hananeh
$93 nightly
The price is $106
Apr 29 - Apr 30
Total with taxes and fees
Residence al Lago
Exterior

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very Good, (24 reviews)
"Good house for one night. "
Germany
Heiner
$80 nightly
The price is $91
Apr 10 - Apr 11
Total with taxes and fees
Artisti del Cavallo Tourism
Breakfast area

Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
$110 nightly
The price is $121
Apr 8 - Apr 9
Total with taxes and fees
Locanda Antico Borgo
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (27 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
$93 nightly
The price is $107
Apr 14 - Apr 15
Total with taxes and fees
DormiVeglia B&B
Exterior

Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (25 reviews)
"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
$153 nightly
The price is $170
Apr 15 - Apr 16
Total with taxes and fees
Borgo Dolciano
Exterior

San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
$105 nightly
The price is $120
Apr 10 - Apr 11
Total with taxes and fees
San Michele al Borgo
Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room

B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very Good, (74 reviews)
"Stayed in the top floor room with the terrace and seating area. Definitely a great decision. Arrezo was the starting point of our Tuscany tour and glad we spent an extra night and day. Great room super convenient to town and the train station. "
United States
Edward
$90 nightly
The price is $106
Apr 13 - Apr 14
Total with taxes and fees
B&B 52cento
Reception

Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house
Arezzo Centro Storico
7.0 out of 10, Good, (16 reviews)
"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
$113 nightly
The price is $135
Apr 13 - Apr 14
Total with taxes and fees
Allegra Toscana - Affittacamere Guest house
Lunch and dinner served, local cuisine

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
$249 nightly
The price is $278
Apr 6 - Apr 7
Total with taxes and fees
Castello di Gargonza
Courtyard

Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (5 reviews)
"Amazing stay at this hotel I would recommend it. Great hospitality, clean and picture postcard views. "
United Kingdom
Liam
$312 nightly
The price is $346
Apr 12 - Apr 13
Total with taxes and fees
Fontelunga Hotel & Villas
Cottage | Dining

Tuscan Retreat With Pool

Tuscan Retreat With Pool
Lucignano
$255 nightly
The price is $283
Apr 7 - Apr 8
Total with taxes and fees
Tuscan Retreat With Pool
Apartment, 1 Bedroom, Smoking, Balcony | 1 bedroom

Two-room Apartment for 3 People With Kitchen and Private Bathroom

Two-room Apartment for 3 People With Kitchen and Private Bathroom
Arezzo
8.0 out of 10, Very Good, (1 review)
"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
$138 nightly
The price is $159
Apr 7 - Apr 8
Total with taxes and fees
Two-room Apartment for 3 People With Kitchen and Private Bathroom
Loft, Hill View | Living area

Castello Valenzino

Castello Valenzino
Umbertide
$363 nightly
The price is $399
Apr 19 - Apr 20
Total with taxes and fees
Castello Valenzino
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Relais Santa Margherita

Relais Santa Margherita
Capolona
8.0 out of 10, Very Good, (6 reviews)
"Man entspannt gerne am Pool und der Bar."
Germany
Anonymous traveler
$168 nightly
The price is $188
Apr 6 - Apr 7
Total with taxes and fees
Relais Santa Margherita
Apartment (1 Bedroom) | Front of property

Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$111 nightly
The price is $127
Apr 7 - Apr 8
Total with taxes and fees
Vicolo Della Scala Rooms - La Luna
Cottage | Dining

Tuscan Style Apartment with View of the Hills

Tuscan Style Apartment with View of the Hills
Lucignano
$237 nightly
The price is $264
Apr 6 - Apr 7
Total with taxes and fees
Tuscan Style Apartment with View of the Hills
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
"The staff and facilities were excellent "
Guillermo 2-night trip
Posted 1 day ago
Monastero di Cortona Hotel & Spa

Find out more about Portole

Everything you need to know about Portole vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portole vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Portole vacation 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 low season months. For more hustle and bustle, you may prefer to visit Portole in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $170 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Portole rentals

At Expedia, we put the best Portole vacation 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 vacation.

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 vacation rentals in Portole?

Yes, we have vacation rentals near top attractions in Portole, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Portole?

Farmhouse in the hills with panoramic view and swimming pool: Visitors like this Portole vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Make the most of the 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 Naturalistic Oasis La Valle, or get out into nature at a spot like Isola Maggiore. Eremo Le Celle and Villa Bramasole are a couple of places you'll find in the larger area.

What are vacation rentals like in Portole?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Portole. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip.