Citta della Pieve Vacation Rentals from ￥10,806: Search Short-Term Rentals

Q: 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. Our travelers also rate Villa on the Umbria-Tuscany border—for families and friends—with a private pool as a favorite home for rent in Citta della Pieve.

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In two weeks

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Our top choices for Citta della Pieve vacation 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

Città della Pieve

Waseemuddin S.

￥24,847 total

includes taxes & fees

Nov 18 - Nov 19

A street with outdoor seating, brick buildings, and a clear sky.

2. Bufalari Palace Apartment in the Historic Center

Città della Pieve

￥31,160 total

includes taxes & fees

Nov 16 - Nov 17

An outdoor patio with a brick wall, a wooden pergola, and potted plants.

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

Città della Pieve

￥32,568 total

includes taxes & fees

Nov 16 - Nov 17

A terrace with a table and chairs, surrounded by greenery, overlooking a landscape with hills.

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

Città della Pieve

Jens Kristian T.

￥130,451 total

includes taxes & fees

Dec 9 - Dec 10

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.

5. Il Focolare House + Spa & Pool

Città della Pieve

￥62,849 total

includes taxes & fees

Nov 26 - Nov 27

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and trees.

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

Città della Pieve

"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...

Anonymous traveler

￥249,810 total

includes taxes & fees

Nov 16 - Nov 17

A patio with a wooden bench, a table, and potted plants.

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

Città della Pieve

￥37,497 total

includes taxes & fees

Dec 14 - Dec 15

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

Città della Pieve

￥39,082 total

includes taxes & fees

Nov 28 - Nov 29

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

Città della Pieve

￥36,582 total

includes taxes & fees

Nov 16 - Nov 17

A bakery display with various pastries and desserts.

10. La Piccola Locanda

Chiusi

autumn

￥20,924 total

includes taxes & fees

Nov 16 - Nov 17

A large building with a cafe area, outdoor seating, and a covered patio.

11. La Locanda Di Cetona

Cetona

GianPaolo

￥23,765 total

includes taxes & fees

Dec 1 - Dec 2

A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

12. FonteLiving

San Casciano dei Bagni

Dauray

￥14,454 total

includes taxes & fees

Nov 16 - Nov 17

A patio area with outdoor seating, potted plants, and a view of the landscape.

13. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

￥22,220 total

includes taxes & fees

Nov 17 - Nov 18

A view through a glass door into a patio area with a white chair, a table, and a banner advertising a boutique hotel.

14. Boutique Apartment Eleganza

Chiusi Scalo

Ryan W.

￥15,242 total

includes taxes & fees

Nov 16 - Nov 17

A hotel room with a bed, a bedside table with a candle, and a wall-mounted picture.

15. Il Casale Ritrovato

Perugia

￥15,104 total

includes taxes & fees

Nov 27 - Nov 28

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

16. Hotel San Gregorio

Pienza

Michael

￥24,763 total

includes taxes & fees

Nov 16 - Nov 17

A rustic brick building with a mural, a clock, and various potted plants.

17. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casamaggiore

"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...

Anna

￥17,059 total

includes taxes & fees

Nov 16 - Nov 17

A crowded restaurant with brick walls and multiple tables and chairs.

18. La Locanda di San Francesco

Montepulciano

Colin

￥25,173 total

includes taxes & fees

Nov 26 - Nov 27

An arched doorway leading to a building with a wooden door and a staircase.

19. Residenza Fabroni

Montepulciano

Andrew

￥14,996 total

includes taxes & fees

Nov 16 - Nov 17

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

20. Abbadia Sicille Relais

Trequanda

Robert

￥11,216 total

includes taxes & fees

Dec 16 - Dec 17

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Top Citta della Pieve Hotel Reviews

Altarocca Wine Resort Adults Only

10/10 Excellent

"We stayed at Altarocca for our honeymoon and it was incredible from start to finish. The staff were exceptionally warm and helpful, and we really felt they did everything they could to make our experience special - from a complimentary upgrade to a wellness suite at check-in, to free pours of their sparkling wine during dinner on the on-site restaurant (which was definitely one of the best meals we had during our two weeks in Italy, bar none). We loved starting our mornings with a walk along the vineyards and olive groves; Umbria is truly a bucolic paradise. The location is very convenient to Orvieto, which allowed us to spend time in the old town and get outside as needed when we felt stir crazy. Absolutely wonderful stay. We can’t wait to come back."

L'Orto delle Terme

10/10 Excellent

"This property was more like a small town. There were multiple restaurants. There was a church, a spa,and shops. . It was beautiful with beautiful gardens as well. The dinner and breakfast were amazing. The room was a small apartment, which was very comfortable and spacious. We actually wanted to extend our stay, but unfortunately there was no availability. I would definitely recommend this property to anyone in the Tuscany area."

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. Our travelers also rate Villa on the Umbria-Tuscany border—for families and friends—with a private pool as a favorite home for rent in Citta della Pieve.

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.

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Check prices for these dates

Our top choices for Citta della Pieve vacation rentals

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

2. Bufalari Palace Apartment in the Historic Center

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

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

5. Il Focolare House + Spa & Pool

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

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

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

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

10. La Piccola Locanda

11. La Locanda Di Cetona

12. FonteLiving

13. Affitacamere Maria Gabriella

14. Boutique Apartment Eleganza

15. Il Casale Ritrovato

16. Hotel San Gregorio

17. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

18. La Locanda di San Francesco

19. Residenza Fabroni

20. Abbadia Sicille Relais

Find vacation rentals that suit your style

Top Citta della Pieve Hotel Reviews

Altarocca Wine Resort Adults Only

L'Orto delle Terme

Hotel Posta - Palazzo Guidoni

Casanova - Panoramic Rooms and Suites

Hotel Villa Ricci

Hotel Panoramic Montepulciano

Hotel Giò Wine e Jazz Area

Find out more about Citta della Pieve

Frequently asked questions

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