Pienza Vacation Rentals from ₩118,290: Search Short-Term Rentals

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Our top choices for Pienza vacation rentals

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

1. Hotel San Gregorio

Pienza

Nancy

₩368,974 total

includes taxes & fees

Sep 6 - Sep 7

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

2. PienzaLettings Suites

Pienza

Pearlyn

₩172,765 total

includes taxes & fees

Sep 8 - Sep 9

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

3. TuscanyLettings Studio&Room

Pienza

Lucas

₩179,296 total

includes taxes & fees

Sep 4 - Sep 5

A stone building with a wooden door, a staircase, and a small window with a metal grill.

4. Casa Gioia - Casa Olivieri

Pienza

Nancy

₩209,951 total

includes taxes & fees

Sep 7 - Sep 8

A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

5. L'Olmo

Pienza

Jennifer

₩1,097,190 total

includes taxes & fees

Sep 17 - Sep 18

A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

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

San Quirico d'Orcia

Elena

₩215,660 total

includes taxes & fees

Sep 4 - Sep 5

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

7. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

₩209,946 total

includes taxes & fees

Sep 10 - Sep 11

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

8. La Locanda di San Francesco

Montepulciano

Isabelle

₩319,556 total

includes taxes & fees

Sep 27 - Sep 28

A poolside area with two glasses of water, candles, and a stone pathway.

9. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Jarkko

₩269,496 total

includes taxes & fees

Sep 7 - Sep 8

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

10. Abbadia Sicille Relais

Trequanda

Robert

₩214,400 total

includes taxes & fees

Oct 4 - Oct 5

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

11. Residenza Fabroni

Montepulciano

Nicholas

₩143,226 total

includes taxes & fees

Sep 22 - Sep 23

12. montorio

Montepulciano

Federico

₩180,556 total

includes taxes & fees

Oct 3 - Oct 4

An interior courtyard with stone columns, arches, and a mosaic.

13. Meublé Il Riccio

Montepulciano

Marlenne

₩253,047 total

includes taxes & fees

Sep 7 - Sep 8

A fireplace with a wooden mantel, a vase with flowers, and a brick wall.

14. Podere Tre Berte - The Sleeping Beauty

Toscana

₩132,612 total

includes taxes & fees

Sep 7 - Sep 8

A terrace with a table set for breakfast, overlooking a scenic landscape.

15. Delcorto Suites

Montepulciano

Denise

₩299,563 total

includes taxes & fees

Sep 10 - Sep 11

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Top Pienza Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."

Nuovo Etruria Resort

10/10 Excellent

"We had a lovely 3 night stay The pool area is just what’s needed to cool off in the afternoon The staff are friendly and helpful, it feels family run and they try to help wherever possible We walked into the old town from the hotel, it’s a steep walk uphill but if you have trouble walking I would recommend a vehicle The surrounding area is stunning Breakfast was good with options of hot and cold The bedroom was very clean, the bed was a little firm for my preference Highly Recommended"

Agriturismo Poggio Tobruk

10/10 Excellent

"The room was spacious and clean, the views as soon as you exit your room are unbeatable! Beautiful view of the rolling hills! The hosts were so helpful in restaurant / travel recommendations and even made a wine tasting booking for us Would highly recommend and will definitely be coming back!"

Castello di Leonina Relais

10/10 Excellent

"We stayed 4 days and are so glad we stayed here. The area has a restaurant right outside with the best view where they serve lunch and dinner. They also have a bar and a pool. It’s an old castle and yet they keep it clean and pretty restored. Breakfast buffet in the morning was included for us. The bathroom comment from others might be from not understanding how to use it as you have to pump the button several times to flush. The staff was wonderful and helpful. They spoke English and some Spanish."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."

Find out more about Pienza

Search for Vacation rentals in Pienza on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Pienza using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Pienza?

Yes, we give you a choice of vacation rentals in Pienza close to Art Studio di Adelina Quadri, or you can go with a secluded option if you want a relaxing stay. Pienza is known for its churches and wineries. Make sure you have time to check out the temples while you're in the area.

How many vacation rentals are there in Pienza?

Expedia has 32 vacation rentals for your stay in Pienza.

What’s there to see and do in Pienza?

Cultural attractions include Artemisia Gallery and Palazzo Borgia, whereas Historic Centre of Pienza and Val di Chiana are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Pienza Cathedral and Palazzo Piccolomini.

What’s a vacation rental in Pienza like?

Vacation rentals are private properties you can book for a long or short time in Pienza. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

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Check prices for these dates

Our top choices for Pienza vacation rentals

1. Hotel San Gregorio

2. PienzaLettings Suites

3. TuscanyLettings Studio&Room

4. Casa Gioia - Casa Olivieri

5. L'Olmo

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

7. Bed & Breakfast Vicolo dell'Oste

8. La Locanda di San Francesco

9. Casanova - Panoramic Rooms and Suites

10. Abbadia Sicille Relais

11. Residenza Fabroni

12. montorio

13. Meublé Il Riccio

14. Podere Tre Berte - The Sleeping Beauty

15. Delcorto Suites

Find vacation rentals that suit your style

Top Pienza Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Corsignano

Nuovo Etruria Resort

Agriturismo Poggio Tobruk

Precise Tale Poggio Alla Sala

Castello di Leonina Relais

Tenuta Santo Pietro

L'Orto delle Terme

Castello di Velona Resort Thermal SPA & Winery

Find out more about Pienza

Frequently asked questions

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