A hillside town with historic buildings and a prominent church.

Citta della Pieve Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Citta della Pieve vacation 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 P7,537
P8,433 total
includes taxes & fees
Oct 3 - Oct 4
La Piccola Locanda
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

2. 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 P8,907
P9,940 total
includes taxes & fees
Oct 2 - Oct 3
Borgo Dolciano
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

3. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (17 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is P4,586
P5,187 total
includes taxes & fees
Oct 25 - Oct 26
FonteLiving
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

4. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (158 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is P9,036
P10,365 total
includes taxes & fees
Oct 28 - Oct 29
Hotel San Gregorio
An open door leading to a balcony with wicker furniture and a view of a historic tower.

5. Affittacamere Valentina

Affittacamere Valentina
Orvieto
9.4 out of 10, Exceptional, (203 reviews)
"Evrething is good, clean room, staff and location."
United States
Laura
The price is P8,127
P9,252 total
includes taxes & fees
Oct 18 - Oct 19
Affittacamere Valentina
A terrace with a table set for breakfast, overlooking a scenic landscape.

6. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (46 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is P12,023
P13,509 total
includes taxes & fees
Oct 6 - Oct 7
Delcorto Suites
A crowded restaurant with brick walls and multiple tables and chairs.

7. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (149 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 P13,030
P14,617 total
includes taxes & fees
Oct 12 - Oct 13
La Locanda di San Francesco
An interior courtyard with stone columns, arches, and a mosaic.

8. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is P10,116
P11,412 total
includes taxes & fees
Oct 8 - Oct 9
Meublé Il Riccio
Front of property

9. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is P7,144
P8,143 total
includes taxes & fees
Oct 5 - Oct 6
montorio
An arched doorway leading to a building with a wooden door and a staircase.

10. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (111 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 P4,702
P5,456 total
includes taxes & fees
Oct 13 - Oct 14
Residenza Fabroni
A patio with stone flooring, outdoor furniture, and a view of the countryside.

11. Misia Country Resort

Misia Country Resort
Orvieto
9.4 out of 10, Exceptional, (154 reviews)
"really nice setting, very nice rooms and breakfast"
Canada
Jean
The price is P10,247
P11,584 total
includes taxes & fees
Oct 13 - Oct 14
Misia Country Resort
A patio area with outdoor seating, potted plants, and a view of the landscape.

12. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (68 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is P6,879
P9,334 total
includes taxes & fees
Oct 13 - Oct 14
Affitacamere Maria Gabriella
A poolside area with two glasses of water, candles, and a stone pathway.

13. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (97 reviews)
"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."
Canada
Zoltan
The price is P10,597
P11,940 total
includes taxes & fees
Oct 30 - Oct 31
Casanova - Panoramic Rooms and Suites
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

14. 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 P6,680
P7,632 total
includes taxes & fees
Nov 1 - Nov 2
Bed & Breakfast Vicolo dell'Oste
A historic building with a tower, a courtyard, and a well-lit entrance.

15. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is P7,725
P8,711 total
includes taxes & fees
Oct 25 - Oct 26
Abbadia Sicille Relais
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

16. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is P20,492
P22,825 total
includes taxes & fees
Oct 5 - Oct 6
Il Tosco
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

17. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is P31,236
P34,643 total
includes taxes & fees
Oct 30 - Oct 31
L'Olmo
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

18. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is P5,688
P6,540 total
includes taxes & fees
Nov 1 - Nov 2
TuscanyLettings Studio&Room
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

19. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (49 reviews)
"Our stay was great. "
United States
Elena
The price is P8,945
P10,123 total
includes taxes & fees
Nov 1 - Nov 2
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A modern bathroom with a freestanding bathtub, a wooden robe rack, and a large mirror.

20. Welchome suites

Welchome suites
Old Town Perugia
9.4 out of 10, Exceptional, (33 reviews)
"Clean, great staff and assistance when needed. Very comfortable and would stay again"
Canada
Adam
The price is P6,455
P10,045 total
includes taxes & fees
Oct 5 - Oct 6
Welchome suites
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 San Gregorio

Hotel San Gregorio

8/10 Good
"All good"
Leo 4-night trip
Posted 9 hours ago
Hotel San Gregorio

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:

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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?

Country House Le Case Coloniche: This vacation home rental outside of Citta della Pieve is located in a rural location and has a terrace, a garden, and a barbecue grill to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Citta della Pieve?

Choose from 38 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 Santa Maria dei Bianchi Oratory and Fontesecca.

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.