Pieve Santo Stefano Holiday Rentals

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Our top choices for Pieve Santo Stefano holiday rentals

Townhouse in Loro Ciuffenna

Villa Cassia di Baccano
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is NZ$220
includes taxes & fees
8 Jan - 9 Jan 2026
Villa Cassia di Baccano

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 NZ$180
includes taxes & fees
7 Jan - 8 Jan 2026
Cameracaffè Centro

Townhouse in Subbiano

Villa La Ginestra
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

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 NZ$295
includes taxes & fees
3 Jan - 4 Jan 2026
THE MONNA LISA RESORT

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 NZ$237
includes taxes & fees
8 Jan - 9 Jan 2026
San Michele al Borgo

Townhouse in Sansepolcro

Locanda Guidi
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

Townhouse in Anghiari

Locanda del Viandante
9.0 out of 10, Wonderful, (6)
"Smuk beliggenhed - meget autentisk på den gode måde"
Denmark
tina
The price is NZ$274
includes taxes & fees
3 Jan - 4 Jan 2026
Locanda del Viandante

Townhouse in Sansepolcro

Dolce Rosa Centro Storico
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

Townhouse in Pratovecchio Stia

B&B da Ronald...a Pian del Papa
8.0 out of 10, Very good, (11)
"La struttura è facilmente raggiungibile. Supersilenziosa e in una zona tranquilla, con un fantastico panorama. Proprietari gentilissimi!"
Italy
Tatiana
B&B da Ronald...a Pian del Papa

Apartment in Città di Castello

Elegant Countryside Retreat
The price is NZ$329
includes taxes & fees
10 Jan - 11 Jan 2026
Elegant Countryside Retreat

Holiday Home in Castiglion fibocchi

Casa Da Vinci for two
8.0 out of 10, Very good, (1)
"Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend."
Germany
Perdita I.
The price is NZ$138
includes taxes & fees
1 Jan - 2 Jan 2026
Casa Da Vinci for two

Apartment in Arezzo Centro Storico

Deluxe room Cartazucchero in the heart of Arezzo
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 NZ$144
includes taxes & fees
7 Jan - 8 Jan 2026
Deluxe room Cartazucchero in the heart of Arezzo

Townhouse in Arezzo Centro Storico

B&B 52cento
8.0 out of 10, Very good, (73)
"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
The price is NZ$163
includes taxes & fees
14 Jan - 15 Jan 2026
B&B 52cento
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 NZ$306
includes taxes & fees
2 Jan - 3 Jan 2026
LE ORTENSIE Independent mini-apartment outdoor space and small garden

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 in Pergine Valdarno

Casa Vacanze Le Fornaci
9.4 out of 10, Exceptional, (3)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is NZ$257
includes taxes & fees
4 Jan - 5 Jan 2026
Casa Vacanze Le Fornaci

Apartment in Arezzo Centro Storico

Living suite Verdeconiglio in the heart of Arezzo
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 NZ$181
includes taxes & fees
7 Jan - 8 Jan 2026
Living suite Verdeconiglio in the heart of Arezzo

Holiday Home in Arezzo Centro Storico

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
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 NZ$309
includes taxes & fees
12 Jan - 13 Jan 2026
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
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 NZ$284
includes taxes & fees
1 Jan - 2 Jan 2026
The window on the tower apartment new castiglion fiorentino
The price is NZ$284
includes taxes & fees
10 Jan - 11 Jan 2026
Rustic Holiday Home in Citta di Castello With Swimming Pool
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 Pieve Santo Stefano Hotel Reviews

Find out more about Pieve Santo Stefano

Everything you need to know about Pieve Santo Stefano 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 Pieve Santo Stefano 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 Pieve Santo Stefano holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pieve Santo Stefano holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pieve Santo Stefano. 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 Pieve Santo Stefano 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 Pieve Santo Stefano holiday rentals we have selected for you start as low as NZ$257 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pieve Santo Stefano rentals

At Expedia, we put the best Pieve Santo Stefano 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 Pieve Santo Stefano 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 Pieve Santo Stefano 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 Pieve Santo Stefano. 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 Pieve Santo Stefano?

Yes, there are holiday rentals close to the most popular sights in Pieve Santo Stefano, or you can select a more secluded option if you're looking for a relaxing stay. Pieve Santo Stefano is known for its museums.

What are some of the best holiday rentals that Pieve Santo Stefano has to offer?

Agriturismo Nestore: This holiday home rental outside Pieve Santo Stefano 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.

How many holiday rentals will I find in Pieve Santo Stefano?

Expedia has 12 holiday rentals for your stay in Pieve Santo Stefano.

What’s there to see and do in Pieve Santo Stefano?

Cultural attractions include Little Museum of the Diary, whereas Tiber River is a spot to enjoy nature. Sanctuary of La Verna and House of Piero della Francesca are a couple of places you'll find in the wider area.

What’s a holiday rental in Pieve Santo Stefano like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pieve Santo Stefano. Holiday rentals feature extras such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for families.