Piosina Holiday Rentals

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Our top choices for Piosina holiday rentals

San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is AU$196
includes taxes & fees
8 Jan - 9 Jan 2026
San Michele al Borgo

Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
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 AU$153
includes taxes & fees
26 Jan - 27 Jan 2026
Cameracaffè Centro

Elegant Countryside Retreat

Elegant Countryside Retreat
Città di Castello
The price is AU$296
includes taxes & fees
10 Jan - 11 Jan 2026
Elegant Countryside Retreat

Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
Dolce Rosa Centro Storico

B&B 52cento

B&B 52cento
Arezzo Centro Storico
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 AU$143
includes taxes & fees
8 Jan - 9 Jan 2026
B&B 52cento

La casa di Laura

La casa di Laura
Cortona Old Town
10.0 out of 10, Exceptional, (1)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
The price is AU$309
includes taxes & fees
7 Jan - 8 Jan 2026
La casa di Laura

Locanda Guidi

Locanda Guidi
Sansepolcro
9.0 out of 10, Wonderful, (2)
"No one in reception on arrival or departure. Only one small bottle of water in the room. ID cards left in the entry hall with no supervision. Very nice room, excellent location, very clean but totally lacking in "accoglienza"."
Ireland
Michael
Locanda Guidi

Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house
Arezzo Centro Storico
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

Deluxe room Cartazucchero in the heart of Arezzo

Deluxe room Cartazucchero in the heart of Arezzo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (2)
"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...
United States
Hector
The price is AU$125
includes taxes & fees
7 Jan - 8 Jan 2026
Deluxe room Cartazucchero in the heart of Arezzo

City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (6)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is AU$171
includes taxes & fees
5 Jan - 6 Jan 2026
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is AU$206
includes taxes & fees
2 Jan - 3 Jan 2026
Cortona Shabby Chic House<br>(Independent & balcony)

The window on the tower apartment new castiglion fiorentino

The window on the tower apartment new castiglion fiorentino
Castiglion fiorentino
10.0 out of 10, Exceptional, (1)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
The price is AU$249
includes taxes & fees
27 Dec - 28 Dec
The window on the tower apartment new castiglion fiorentino

Living suite Verdeconiglio in the heart of Arezzo

Living suite Verdeconiglio in the heart of Arezzo
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1)
"It was a beautiful and quiet part of town and was very close to everything. The property manager spoke pretty good English which made everything much easier. It is a beautiful comforting and clean stay in the heart of Arezzo. Thank you. Era una zona bellissima e tranquilla della città, vicinissima a tutto. Il gestore parlava un ottimo inglese, il che ha reso tutto molto più semplice. È stato un soggiorno splendido, confortevole e pulito nel cuore di Arezzo. Grazie."
United States
Andrew T.
The price is AU$156
includes taxes & fees
7 Jan - 8 Jan 2026
Living suite Verdeconiglio in the heart of Arezzo

Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra

Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
The price is AU$268
includes taxes & fees
12 Jan - 13 Jan 2026
Tolletta 10 e Lode - One Bedroom House, Sleeps 4

LE ORTENSIE Independent mini-apartment outdoor space and small garden

LE ORTENSIE Independent mini-apartment outdoor space and small garden
Arezzo
10.0 out of 10, Exceptional, (1)
"From the moment we checked in, Giacinta was a gem to talk to, even with her broken English :). The apartment was very clean and the A/C worked great, specially after a busy day outside. Just a short drive to the historic district and also to some wineries and vineyards. Overall I will rate this place a 10 and recommend to anyone visiting Arezzo in the Tuscany region of Italy."
United States
Jose P.
The price is AU$268
includes taxes & fees
2 Jan - 3 Jan 2026
LE ORTENSIE Independent mini-apartment outdoor space and small garden

Sanniccolo'20 - Historic Residence

Sanniccolo'20 - Historic Residence
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1)
"We stayed in the apartment for two nights with a family of four. The apartment is in a great location that is walkable to all the main areas of Arezzo. Close to shops and restaurants and the main piazza. The apartment was clean and plenty of room for a family of four. The communication was great and very easy to locate the apartment from the train station and enter the building. We loved our stay and would definitely stay again."
United States
Tony V.
The price is AU$251
includes taxes & fees
28 Dec - 29 Dec
Sanniccolo'20 - Historic Residence

Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (11)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is AU$293
includes taxes & fees
5 Jan - 6 Jan 2026
Cortonas Rooftop Nest

Apartment "La Finestra sul Fiume" with Private Terrace

Apartment "La Finestra sul Fiume" with Private Terrace
Subbiano
10.0 out of 10, Exceptional, (3)
"Pros: Tutto molto pulito, il proprietario si è rivelata una persona gentilissima e molto disponibile"
Italy
Anonymous traveller
The price is AU$150
includes taxes & fees
7 Jan - 8 Jan 2026
Apartment "La Finestra sul Fiume" with Private Terrace

Vacation home Beppina, typical cortonese house, in the center, animals welcome

Vacation home Beppina, typical cortonese house, in the center, animals welcome
Cortona Old Town
The price is AU$163
includes taxes & fees
29 Dec - 30 Dec
Vacation home Beppina, typical cortonese house, in the center, animals welcome
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 Piosina Hotel Reviews

Find out more about Piosina

Everything you need to know about Piosina 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 Piosina 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 Piosina holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Piosina holiday rentals: An excellent choice for every season

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

How to find incredible deals on Piosina rentals

At Expedia, we put the best Piosina 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 Piosina 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 Piosina 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 Piosina. 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

Are there holiday rentals in Piosina?

Yes, there are holiday rentals close to the most popular sights in Piosina, or you can select a more secluded option if you're looking for a relaxing stay. Piosina is known for its coffee shops and restaurants.

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

Beautiful tuscan villa with pool, ideal for groups: This holiday home rental outside of Piosina is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 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 patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What’s there to see and do in Piosina?

While exploring the area, visit family-friendly sights like Aboca Museum, or get outside and enjoy nature at Tiber River. Fondazione Palazzo Albizzini Collezione Burri and Vitelli Palace alla Cannoniera are a couple of places you'll find in the wider area.

What’s a holiday rental in Piosina like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Piosina. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.