Citta della Pieve Vacation Rentals

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Check prices for these dates

Tonight
Dec 31 - Jan 1
Tomorrow
Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Citta della Pieve vacation rentals

Seasonal outdoor pool, open 8:30 AM to 8:00 PM, pool umbrellas
Villaggio Le Querce

Villaggio Le Querce

Villaggio Le Querce
4.0 star property
Sorano
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 ￥14,721
￥17,111 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Villaggio Le Querce
View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥11,847
￥13,582 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Abbadia Sicille Relais
Seasonal outdoor pool, an infinity pool, pool umbrellas, sun loungers
FonteLiving

FonteLiving

FonteLiving
San Casciano dei Bagni
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 ￥11,867
￥13,421 total
includes taxes & fees
Jan 11 - Jan 12, 2026
FonteLiving
Exterior
Meublé Il Riccio

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
Meublé Il Riccio
Pillowtop beds, minibar, in-room safe, individually decorated
La Locanda Di Cetona

La Locanda Di Cetona

La Locanda Di Cetona
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
Garden
Misia Country Resort

Misia Country Resort

Misia Country Resort
Orvieto
9.4 out of 10, Exceptional, (140)
"Very clean. Great service. "
United States
David
Misia Country Resort
Bar (on property)
La Piccola Locanda

La Piccola Locanda

La Piccola Locanda
Chiusi
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
Premium bedding, down comforters, minibar, in-room safe
La Locanda di San Francesco

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
The price is ￥26,640
￥30,038 total
includes taxes & fees
Jan 19 - Jan 20, 2026
La Locanda di San Francesco
Lobby
Residenza Fabroni

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is ￥13,698
￥15,802 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Residenza Fabroni
Deluxe Double Room | View from room
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
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
Property entrance
Affittacamere Valentina

Affittacamere Valentina

Affittacamere Valentina
Orvieto
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 ￥18,427
￥21,077 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Affittacamere Valentina
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
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 ￥28,510
￥32,463 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hotel San Gregorio
Exterior
Agriturismo San Filippo

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
9.0 out of 10, Wonderful, (13)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo
Deluxe Quadruple Room, Private Bathroom | Select Comfort beds, individually furnished, desk, laptop workspace
La Soffitta e La Torre Affittacamere

La Soffitta e La Torre Affittacamere

La Soffitta e La Torre Affittacamere
Orvieto
9.2 out of 10, Wonderful, (169)
"Had a lovely stay"
United States
Noah
The price is ￥12,518
￥14,578 total
includes taxes & fees
Jan 6 - Jan 7, 2026
La Soffitta e La Torre Affittacamere
Suite Bernardo, Panoramica al terzo piano senza ascensore | 1 bedroom, desk, laptop workspace, iron/ironing board
PienzaLettings Suites

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is ￥13,358
￥15,427 total
includes taxes & fees
Jan 6 - Jan 7, 2026
PienzaLettings Suites
Front of property - evening/night
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
Interior
Delcorto Suites

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (33)
"Exceptional service great building felt like a Medici!"
United States
gaetano
The price is ￥31,095
￥34,939 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Delcorto Suites
Camera Superior, vista città, primo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi
TuscanyLettings Studio&Room

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
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 ￥14,248
￥16,407 total
includes taxes & fees
Jan 15 - Jan 16, 2026
TuscanyLettings Studio&Room
Exterior
Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (128)
"Great hosts, central location "
United States
Alexander
Bed & Breakfast Vicolo dell'Oste
Outdoor pool, sun loungers
Borgo Dolciano

Borgo Dolciano

Borgo Dolciano
Chiusi
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 ￥21,881
￥24,436 total
includes taxes & fees
Jan 5 - Jan 6, 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.
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Top Citta della Pieve Hotel Reviews

Hotel Sangallo Palace

Hotel Sangallo Palace

10/10 Excellent
"Great place to stay with a kind and helpful staff. Breakfast was served in a clean and organized manner, delicious foods and drinks readily available. 10/10"
Jordan 1-night trip
Posted 4 days ago
Hotel Sangallo Palace

Find out more about Citta della Pieve

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

  • View our selection of featured holiday rentals in Citta della Pieve
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  • Enter your travel dates to view the best deals on holiday rentals in Citta della Pieve while they last

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

Frequently asked questions

Can I find vacation rentals in Citta della Pieve?

Yes, we have vacation rentals in Citta della Pieve near Centro Servizi Turistici Citta della Pieve, or you can go with a more remote option if you're looking for extra privacy while you relax. Citta della Pieve is known for its cathedral and musical theater. Make sure you have time to check out the art and local tours during your trip.

What are some of the best vacation home rentals in Citta della Pieve?

Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border: This highly rated vacation home rental in Citta della Pieve is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Citta della Pieve?

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

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 vacation rentals like in Citta della Pieve?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Citta della Pieve. Vacation rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.