Citta della Pieve Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Our top choices for Citta della Pieve holiday rentals

Residence in Sorano

Villaggio Le Querce
4.0 star property
9.0 out of 10, Wonderful, (57)
"Nice neighborhood with Sorano close by. No restaurant or bar open. Lack of bedsheets and towels for 3 people. The shower head was too heavy to stay in the shower head holder"
Finland
Åsa
The price is NZ$189
includes taxes & fees
5 Jan - 6 Jan 2026
Villaggio Le Querce

Residence in Trequanda

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is NZ$153
includes taxes & fees
14 Jan - 15 Jan 2026
Abbadia Sicille Relais

Townhouse in San Casciano dei Bagni

FonteLiving
10.0 out of 10, Exceptional, (5)
"Comfortable apartment in quiet block. Nicely furnished excellent housekeeping nice spacious bathrooms great view from the terrace."
United Kingdom
R
The price is NZ$147
includes taxes & fees
11 Jan - 12 Jan 2026
FonteLiving

Townhouse in Montepulciano

Meublé Il Riccio
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio

Townhouse in Cetona

La Locanda Di Cetona
9.2 out of 10, Wonderful, (5)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona

Townhouse in Orvieto

Misia Country Resort
9.4 out of 10, Exceptional, (140)
"Very clean. Great service. "
United States
David
Misia Country Resort

Townhouse in Chiusi

La Piccola Locanda
8.8 out of 10, Excellent, (8)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
The price is NZ$304
includes taxes & fees
18 Jan - 19 Jan 2026
La Locanda di San Francesco

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is NZ$175
includes taxes & fees
14 Jan - 15 Jan 2026
Residenza Fabroni

Townhouse in Pienza

Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella

Townhouse in Orvieto

Affittacamere Valentina
9.4 out of 10, Exceptional, (184)
"The staff was helpful with recommendations for dining and things to do. We thought this was an excellent stay and would love to come back. Definitely recommend."
United States
Esther
The price is NZ$233
includes taxes & fees
9 Jan - 10 Jan 2026
Affittacamere Valentina

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is NZ$359
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio

Holiday Home in Acquapendente

Agriturismo San Filippo
9.0 out of 10, Wonderful, (13)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo
9.2 out of 10, Wonderful, (169)
"Had a lovely stay"
United States
Noah
The price is NZ$161
includes taxes & fees
6 Jan - 7 Jan 2026
La Soffitta e La Torre Affittacamere

Townhouse in Pienza

PienzaLettings Suites
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is NZ$170
includes taxes & fees
11 Jan - 12 Jan 2026
PienzaLettings Suites

Residence in San Quirico d'Orcia

Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
The price is NZ$446
includes taxes & fees
3 Jan - 4 Jan 2026
Casanova - Panoramic Rooms and Suites

Residence in Montepulciano

Delcorto Suites
10.0 out of 10, Exceptional, (33)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is NZ$386
includes taxes & fees
3 Jan - 4 Jan 2026
Delcorto Suites

Townhouse in Pienza

TuscanyLettings Studio&Room
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is NZ$183
includes taxes & fees
13 Jan - 14 Jan 2026
TuscanyLettings Studio&Room

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
Bed & Breakfast Vicolo dell'Oste

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 NZ$253
includes taxes & fees
31 Jan - 1 Feb 2026
Borgo Dolciano
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Citta della Pieve Hotel Reviews

Find out more about Citta della Pieve

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

Citta della Pieve holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Citta della Pieve. 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 Citta della Pieve 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 Citta della Pieve holiday rentals we have selected for you start as low as NZ$153 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Citta della Pieve rentals

At Expedia, we put the best Citta della Pieve 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 Citta della Pieve 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 Citta della Pieve 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 Citta della Pieve. 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 Citta della Pieve?

Yes, there are holiday rentals in Citta della Pieve close to Centro Servizi Turistici Citta della Pieve, or you can select a more secluded option if you're looking for a relaxing stay. Citta della Pieve is known for its cathedral and musical theatre. Make sure you have time to check out the art and local tours during your trip.

What are some of the best holiday rentals that Citta della Pieve has to offer?

Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border: This highly rated holiday home rental in Citta della Pieve is located in a rural location, 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 books so that you can immerse yourself in your holiday.

How many holiday rentals are there in Citta della Pieve?

Choose from 39 Expedia holiday rentals in Citta della Pieve for a memorable holiday.

What can I see and do in Citta della Pieve?

Family-friendly attractions include Centro Servizi Turistici Citta della Pieve, whereas Val di Chiana is a spot to enjoy the outdoors. Other places in town to visit include Fontesecca and Santa Maria dei Bianchi Oratory.

What are holiday rentals like in Citta della Pieve?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Citta della Pieve. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family getaway.