A hillside town with historic buildings and a prominent church.

Citta della Pieve Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Citta della Pieve holiday rentals

A building with two open doors, each with a sign above. There are potted plants outside and a sign on the wall to the left.

1. 2 King Bed, 2 Full Bathroom Apartment in Città della Pieve, Umbria - Tuscany

2 King Bed, 2 Full Bathroom Apartment in Città della Pieve, Umbria - Tuscany
Città della Pieve
9.8 out of 10, Exceptional, (8 reviews)
"It's really a nice house in a beautiful small town. We enjoyed our stay. "
United States
Waseemuddin S.
The price is HK$884
HK$1,517 total
includes taxes & fees
22 Oct - 23 Oct
2 King Bed, 2 Full Bathroom Apartment in Città della Pieve, Umbria - Tuscany
A street with outdoor seating, brick buildings, and a clear sky.

2. Bufalari Palace Apartment in the Historic Center

Bufalari Palace Apartment in the Historic Center
Città della Pieve
The price is HK$615
HK$1,512 total
includes taxes & fees
11 Oct - 12 Oct
Bufalari Palace Apartment in the Historic Center
A dining area with tables set for four, wooden chairs, a chandelier, and a kitchen area with a chimney.

3. Room 'La Malva - La Cerretola' with shared pool, garden and Wi-Fi

Room 'La Malva - La Cerretola' with shared pool, garden and Wi-Fi
Città della Pieve
The price is HK$1,670
HK$1,960 total
includes taxes & fees
11 Oct - 12 Oct
Room 'La Malva - La Cerretola' with shared pool, garden and Wi-Fi
A spacious lounge with a high ceiling, ornate columns, and a mural depicting a natural landscape. There are several seating areas with white sofas and patterned chairs.

4. Il Focolare home + spa & pool

Il Focolare home + spa & pool
Città della Pieve
The price is HK$3,036
HK$3,142 total
includes taxes & fees
15 Oct - 16 Oct
Il Focolare home + spa & pool
A terrace with a table and chairs, surrounded by greenery, overlooking a landscape with hills.

5. Villa on the Umbria-Tuscany border—for families and friends—with a private pool

Villa on the Umbria-Tuscany border—for families and friends—with a private pool
Città della Pieve
10.0 out of 10, Exceptional, (57 reviews)
"Stunning views and great location to see so much. The villa housed all my 16 guests comfortably. The large shared kitchen and the terrace were our favorites spots, plus the dimly lit living area was also a great gathering area. MariaLaura was very responsive to any issues we had. Would definitely stay again"
United States
Kim B.
The price is HK$5,713
HK$6,531 total
includes taxes & fees
12 Oct - 13 Oct
Villa on the Umbria-Tuscany border—for families and friends—with a private pool
A balcony with outdoor seating and a stone building.

6. Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco

Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
Città della Pieve
10.0 out of 10, Exceptional, (1 review)
"Pros: My wife & myself loved everything about this house! From what it looked, the house has been recently fully renovated. All bedrooms are spacious & nicely decorated. There are 3 living rooms! we spent an evening playing cards in the library. The pool area is very pleasant, the view of the valley is absolutely magical! The historical village of Citta della Pieve is only 5-10 min away by car. Supermarket is close by! We will definitely stay longer next time. Cons: nothing! everything was...
United States
Anonymous traveller
The price is HK$9,141
HK$10,935 total
includes taxes & fees
11 Oct - 12 Oct
Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
A patio with a wooden bench, a table, and potted plants.

7. Apartment 'Cotogno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Apartment 'Cotogno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Città della Pieve
The price is HK$1,943
HK$2,233 total
includes taxes & fees
10 Nov - 11 Nov
Apartment 'Cotogno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
A patio with a wooden bench, a table, and potted plants.

8. Apartment 'Il Rovo - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Apartment 'Il Rovo - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Città della Pieve
The price is HK$1,845
HK$2,136 total
includes taxes & fees
11 Oct - 12 Oct
Apartment 'Il Rovo - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
A patio with a wooden bench, a table, and potted plants.

9. Apartment 'Lo Stagno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi

Apartment 'Lo Stagno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
Città della Pieve
The price is HK$1,854
HK$2,144 total
includes taxes & fees
11 Oct - 12 Oct
Apartment 'Lo Stagno - La Cerretola' with Shared Pool, Shared Garden and Wi-Fi
A bakery display with various pastries and desserts.

10. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is HK$934
HK$1,045 total
includes taxes & fees
19 Oct - 20 Oct
La Piccola Locanda
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

11. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (20 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is HK$640
HK$722 total
includes taxes & fees
12 Oct - 13 Oct
FonteLiving
A view through a glass door into a patio area with a white chair, a table, and a banner advertising a boutique hotel.

12. Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
The price is HK$700
HK$854 total
includes taxes & fees
11 Oct - 12 Oct
Boutique Apartment Eleganza
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

13. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 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
The price is HK$1,158
HK$1,291 total
includes taxes & fees
11 Oct - 12 Oct
Borgo Dolciano
A balcony with a red chair and table, a view of a residential building, and a wooden lattice partition.

14. Boutique Apartment Family

Boutique Apartment Family
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great apartment located right where we needed to be, not far from the train station. The host let us store our bags all day which was a huge help!"
United States
Joseph M.
The price is HK$742
HK$905 total
includes taxes & fees
17 Oct - 18 Oct
Boutique Apartment Family
A patio area with outdoor seating, potted plants, and a view of the landscape.

15. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (71 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is HK$852
HK$1,156 total
includes taxes & fees
12 Oct - 13 Oct
Affitacamere Maria Gabriella
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

16. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (161 reviews)
"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"
United States
Julia
The price is HK$1,015
HK$1,169 total
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A narrow street with old brick buildings, a wooden door, and potted plants.

17. The Corner of the Walls—Panicale's Historic Center

The Corner of the Walls—Panicale's Historic Center
Panicale
The price is HK$657
HK$815 total
includes taxes & fees
2 Nov - 3 Nov
The Corner of the Walls—Panicale's Historic Center
A crowded restaurant with brick walls and multiple tables and chairs.

18. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (150 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is HK$1,422
HK$1,600 total
includes taxes & fees
3 Nov - 4 Nov
La Locanda di San Francesco
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

19. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
"We were so comfortable and impressed with L'Olmo. Communication prior to our trip was perfect. We got there and the grounds were immaculate, the room was stunning, and the location was extremely convenient. The staff was very helpful. We loved staying here and can recommend it whole heartedly."
United States
Michelle
The price is HK$3,516
HK$3,903 total
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

20. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is HK$827
HK$945 total
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Vicolo dell'Oste
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful hotel up high in this hill town. Great service and restaurants."
Tarrant 1-night trip
Posted 3 hours ago
Monastero di Cortona Hotel & Spa

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
  • Use the map to find apartments and other holiday homes in the Citta della Pieve neighbourhood you prefer
  • 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 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?

Country House Le Case Coloniche: This holiday home rental outside of Citta della Pieve is located in a rural location, and has a terrace, a garden and a BBQ to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Our travellers also rate Villa on the Umbria-Tuscany border—for families and friends—with a private pool as a favourite home for rent in Citta della Pieve.

How many holiday rentals are there in Citta della Pieve?

Choose from 38 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 Santa Maria dei Bianchi Oratory and Fontesecca.

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.