A hillside town with historic buildings and a prominent church.

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Citta della Pieve holiday rentals

Bar (on property)

1. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (12 reviews)
"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
The price is 3.219.284 ₫
3.601.823 ₫ total
includes taxes & fees
14 Sept - 15 Sept
La Piccola Locanda
Classic Apartment, 2 Bedrooms | Terrace/patio

2. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (13 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is 3.198.456 ₫
3.578.791 ₫ total
includes taxes & fees
2 Sept - 3 Sept
FonteLiving
Interior

3. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (115 reviews)
"It was very well located ."
Canada
Marlenne
The price is 4.318.552 ₫
4.871.630 ₫ total
includes taxes & fees
22 Aug - 23 Aug
Meublé Il Riccio
Exterior

4. 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 5.132.561 ₫
5.706.549 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Borgo Dolciano
Property grounds

5. Misia Country Resort

Misia Country Resort
Orvieto
9.4 out of 10, Exceptional, (152 reviews)
"really nice setting, very nice rooms and breakfast"
Canada
Jean
The price is 4.711.147 ₫
5.315.607 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Misia Country Resort
Property entrance

6. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is 2.244.075 ₫
2.589.844 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Residenza Fabroni
Exterior

7. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 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 3.425.583 ₫
3.889.503 ₫ total
includes taxes & fees
22 Aug - 23 Aug
Bed & Breakfast Vicolo dell'Oste
Standard Room, Non Smoking, Balcony | View from room

8. Affittacamere Valentina

Affittacamere Valentina
Orvieto
9.4 out of 10, Exceptional, (197 reviews)
"Evrething is good, clean room, staff and location."
United States
Laura
The price is 3.471.206 ₫
3.951.550 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Affittacamere Valentina
Property grounds

9. Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
The price is 2.355.626 ₫
2.591.189 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Agriturismo San Filippo
Food court

10. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is 3.994.888 ₫
4.515.600 ₫ total
includes taxes & fees
27 Aug - 28 Aug
La Locanda di San Francesco
Suite Aria | Terrace/patio

11. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (40 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is 4.624.704 ₫
5.208.537 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Delcorto Suites
Junior Suite | Terrace/patio

12. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is 3.127.943 ₫
3.562.099 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Casale dell'Assiolo
Front of property

13. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful place, view and city."
United States
Federico
The price is 3.049.958 ₫
3.476.056 ₫ total
includes taxes & fees
2 Sept - 3 Sept
montorio
Exterior

14. Le Roghete

Le Roghete
Acquapendente
9.4 out of 10, Exceptional, (3 reviews)
"The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again."
United States
Mark
The price is 2.567.875 ₫
2.824.663 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Le Roghete
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Gorgeous tranquil property next to a winery. We did the winery tour and tasting and it was lovely. We rented e-bikes for the day and biked through the vineyards. We enjoyed the pool but had to go to the bar for service. Dinner outside was fantastic. Breakfast had a great variety. Room was spacious and clean. AC worked well. It’s a 20 minute drive to the town of Montepulciano."
Eric 2-night trip
Posted 1 day ago
Relais Villa Grazianella - UNA Esperienze

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.

How many holiday rentals are there in Citta della Pieve?

Choose from 41 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.