A hillside town with historic buildings and a prominent church.

Citta della Pieve Vacation 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.

Dates

November 2026

December 2026

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Our top choices for Citta della Pieve vacation rentals

A large outdoor swimming pool surrounded by lush greenery and a tennis court.

1. Poggiovalle Tenuta Italiana

Città della Pieve

Carlotta

AED 791 total

includes taxes & fees

4 Dec - 5 Dec

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.

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

Città della Pieve

Waseemuddin S.

AED 582 total

includes taxes & fees

9 Nov - 10 Nov

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

3. Bufalari Palace Apartment in the Historic Center

Città della Pieve

AED 729 total

includes taxes & fees

17 Nov - 18 Nov

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

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

Città della Pieve

AED 757 total

includes taxes & fees

9 Nov - 10 Nov

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

AED 1,461 total

includes taxes & fees

7 Dec - 8 Dec

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

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

Città della Pieve

Jens Kristian T.

AED 3,041 total

includes taxes & fees

9 Nov - 10 Nov

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

7. 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

AED 5,808 total

includes taxes & fees

9 Nov - 10 Nov

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

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

Città della Pieve

AED 851 total

includes taxes & fees

9 Nov - 10 Nov

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

Città della Pieve

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

Città della Pieve

AED 851 total

includes taxes & fees

9 Nov - 10 Nov

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

11. La Locanda Di Cetona

Cetona

GianPaolo

AED 553 total

includes taxes & fees

1 Dec - 2 Dec

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

AED 323 total

includes taxes & fees

9 Nov - 10 Nov

A bakery display with various pastries and desserts.

13. La Piccola Locanda

Chiusi

autumn

AED 486 total

includes taxes & fees

9 Nov - 10 Nov

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.

AED 369 total

includes taxes & fees

9 Nov - 10 Nov

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

15. La Locanda di San Francesco

Montepulciano

Colin

AED 614 total

includes taxes & fees

25 Nov - 26 Nov

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

16. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

AED 477 total

includes taxes & fees

15 Nov - 16 Nov

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

17. Abbadia Sicille Relais

Trequanda

Robert

AED 274 total

includes taxes & fees

26 Nov - 27 Nov

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

18. 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

AED 397 total

includes taxes & fees

9 Nov - 10 Nov

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

19. Il Casale Ritrovato

Perugia

AED 345 total

includes taxes & fees

10 Nov - 11 Nov

A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

20. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Melissa

AED 406 total

includes taxes & fees

10 Nov - 11 Nov

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Top Citta della Pieve Hotel Reviews

A wooden structure with a circular window, a wooden deck, and a view of trees and sky.

The Monteleone

Monteleone d'Orvieto

10/10 Excellent

Paul

A stone building with a courtyard, outdoor seating, and string lights.

LOCANDA DELLA PICCA

Citta della Pieve

10/10 Excellent

Charles

A table set for tea with a tray of pastries, a vase of flowers, and a fireplace in the background.

Hotel Vannucci

Citta della Pieve

10/10 Excellent

This hotel was one of the highlights of our trip to Umbria. The hotel was beautiful! The rooms were extremely comfortable and clean. The safe was so convenient as it was in a drawer and you didn't have to get on your knees to access it! The breakfast was awesome and the restaurant in which we had dinner one night was amazing! The hotel is centrally located so we could drive to other areas in Umbria. The town of Citta de la Pieve is very quaint and has lots of restaurants. I would...

Maria

A brick building with a wooden door and a metal gate. There are large planters with green plants in front of the building.

B&B La Vecchia Tenenza

Citta della Pieve

10/10 Excellent

Rolland

A stone building with a wooden door and a stone archway, surrounded by a garden with flowers and shrubs.

I Borghi dell'Eremo

Piegaro

10/10 Excellent

Absolutely Stunning! The grounds and rooms are first class! The staff is friendly and helpful in all aspects during the stay. Peaceful and serene is an understatement. Food and breakfast at the resort is top notch. Other dining options near the resort are amazing. Al Baciamano and Seven Cafe are great stops. Close enough to Tuscany day trips. Will definitely stay again and share with friends looking for a relaxing first class stay and amenities.

Tyler

Relais Val d'Orcia

Pienza

10/10 Excellent

Justine

Terra Antica Resort

Montepulciano

10/10 Excellent

Nikhil

A modern indoor swimming pool with large arched windows offering a view of the outdoors.

Borgo La Chiaracia Resort & SPA

Castel Giorgio

10/10 Excellent

Excellent property. The resort is located on what appears to be a farm or in a farm area. We stayed for 4 nights and loved nearly everything. The room was excellent, only complaint was the bed/pillows were a bit hard for our tastes. If you like a firm mattress it will be good. We did not eat at the restaurant for lunch or dinner so we cannot comment on the quality of the food. Breakfast was typical and high quality. The spa was nice as well. They have a hydromassage pool and a regular pool, dry...

Anonymous traveler

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

Lupaia

Torrita di Siena

10/10 Excellent

This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...

KC Traveler

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Excellent

We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...

RAP

An arched entrance with a wooden balcony, a tiled floor, and a door leading inside.

Hotel Boutique Castiglione del Lago

Contrada Castello

10/10 Excellent

Anonymous traveler

A dining table with two wine glasses, a candle, and a bottle of champagne, overlooking a swimming pool and a tree.

Agriturismo Merigge Wellness & Spa

Montepulciano

10/10 Excellent

Francisco

A pool surrounded by lavender and yellow flowers, with a stone wall and a building in the background.

Podere San Giuseppe

Castiglione del Lago

10/10 Excellent

Timothy

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

Podere La Rocca

Montepulciano

10/10 Excellent

Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...

A stone building with a swimming pool, lounge chairs, and a tower.

Convento San Bartolomeo

Piancastagnaio

10/10 Excellent

Rosalind

A hotel room with a classic design, featuring a large bed, a sitting area with a table and chairs, and a wooden door with a brass handle.

Palazzo Carletti

Montepulciano

10/10 Excellent

Naomi

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.

Citta della Pieve Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Citta della Pieve vacation rentals

1. Poggiovalle Tenuta Italiana

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

3. Bufalari Palace Apartment in the Historic Center

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

5. Il Focolare House + Spa & Pool

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

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

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

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

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

11. La Locanda Di Cetona

12. FonteLiving

13. La Piccola Locanda

14. Boutique Apartment Eleganza

15. La Locanda di San Francesco

16. Affitacamere Maria Gabriella

17. Abbadia Sicille Relais

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

19. Il Casale Ritrovato

20. Bed & Breakfast Vicolo dell'Oste

Find vacation rentals that suit your style

Top Citta della Pieve Hotel Reviews

The Monteleone

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Citta della Pieve?

What are some of the best vacation home rentals in Citta della Pieve?

How many vacation rentals are there in Citta della Pieve?

What can I see and do in Citta della Pieve?

What are vacation rentals like in Citta della Pieve?