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 bakery display with various pastries and desserts.

1. 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 S$161
includes taxes & fees
11 Oct - 12 Oct
La Piccola Locanda
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

2. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (19 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is S$105
includes taxes & fees
25 Oct - 26 Oct
FonteLiving
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

3. 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 S$211
includes taxes & fees
8 Oct - 9 Oct
Borgo Dolciano
A patio area with outdoor seating, potted plants, and a view of the landscape.

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (69 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is S$170
includes taxes & fees
6 Nov - 7 Nov
Affitacamere Maria Gabriella
Front of property

5. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is S$165
includes taxes & fees
7 Oct - 8 Oct
montorio
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

6. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (26 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is S$637
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

7. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (159 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is S$192
includes taxes & fees
6 Nov - 7 Nov
Hotel San Gregorio
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

8. 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 S$154
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

Sina Brufani

Sina Brufani

10/10 Excellent
"The pool is great and the hotel is centrally located. We used the valet parking which seemed to be the evident option in this hilly town. We ordered one meal from room service that was extremely slow -90 minutes but it was hot and tasty. We also had boxed breakfasts which were nice. Great mattresses."
Jean 4-night trip
Posted 5 hours ago
Sina Brufani

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.

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.