Pienza Holiday Rentals

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Pienza holiday rentals

Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134 reviews)
"Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!"
Canada
Mark
Hotel San Gregorio
Exterior

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51 reviews)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Terrace/patio

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (1 review)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is HK$612
HK$711 total
includes taxes & fees
29 Jan - 30 Jan
PienzaLettings Suites
Laptop workspace, iron/ironing board, free WiFi

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (1 review)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
The price is HK$745
HK$857 total
includes taxes & fees
29 Jan - 30 Jan
TuscanyLettings Studio&Room
Exterior

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
The price is HK$664
HK$768 total
includes taxes & fees
29 Jan - 30 Jan
Casa Gioia - Casa Olivieri
Exterior detail

Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi

Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi
Pienza
The price is HK$765
HK$1,042 total
includes taxes & fees
3 Feb - 4 Feb
Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi
Outdoor dining

Finestra Dell'Angelo in Pienza – Elegant Apartment with Stunning Views

Finestra Dell'Angelo in Pienza – Elegant Apartment with Stunning Views
Pienza
The price is HK$664
HK$931 total
includes taxes & fees
28 Jan - 29 Jan
Finestra Dell'Angelo in Pienza – Elegant Apartment with Stunning Views
Outdoor dining

Il Podere di Casa Rossa Pienza

Il Podere di Casa Rossa Pienza
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful views, accommodating hosts"
United States
Pete and Alison C.
The price is HK$1,660
HK$2,444 total
includes taxes & fees
8 Feb - 9 Feb
Il Podere di Casa Rossa Pienza
Exterior

Studio 'La Casina Mag' with Wi-Fi

Studio 'La Casina Mag' with Wi-Fi
Pienza
The price is HK$1,107
HK$1,512 total
includes taxes & fees
1 Feb - 2 Feb
Studio 'La Casina Mag' with Wi-Fi
Terrace/patio

FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (6 reviews)
"Excellent experience, location, and environment."
Taiwan
Chia-Hung
The price is HK$558
HK$633 total
includes taxes & fees
29 Jan - 30 Jan
FonteLiving
Exterior

La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.2 out of 10, Wonderful, (5 reviews)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (87 reviews)
"Amazing room staff atmoshpehere, there is no other hotel my wife will stay at in the heart of the town."
United States
Michael.
Meublé Il Riccio
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is HK$589
HK$676 total
includes taxes & fees
28 Jan - 29 Jan
Abbadia Sicille Relais
Property grounds

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (96 reviews)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is HK$634
HK$734 total
includes taxes & fees
28 Jan - 29 Jan
Residenza Fabroni
Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (34 reviews)
"Wonderful "
United States
Rocio Q
The price is HK$1,562
HK$1,755 total
includes taxes & fees
14 Feb - 15 Feb
Delcorto Suites
Exterior

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (90 reviews)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
Private spa tub

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (27 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
DormiVeglia B&B
View from room

Sarna Residence

Sarna Residence
San Quirico d'Orcia
9.6 out of 10, Exceptional, (38 reviews)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
The price is HK$813
HK$1,005 total
includes taxes & fees
13 Feb - 14 Feb
Sarna Residence
Exterior

Idolina Guest House

Idolina Guest House
Montalcino
9.4 out of 10, Exceptional, (105 reviews)
"The building is lovely - traditional Italian construction with big Chestnut beams in the ceiling. The owner/manager is very pleasant and helpful. Overall, a very nice place to stay. "
Canada
Carl
Idolina Guest House
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 Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was great! Lovely hotel "
Laura 2-night trip
Posted 3 weeks ago
Monastero di Cortona Hotel & Spa

Find out more about Pienza

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

  • View our selection of featured holiday rentals in Pienza
  • Use the map to find apartments and other holiday homes in the Pienza neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pienza while they last

Look no further and take a look at our great range of rental properties in Pienza!

Frequently asked questions

Can I find a holiday rental in Pienza?

Yes, there are holiday rentals in Pienza close to RI Crea RE, or you can select a more secluded option if you're looking for 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.

What are some of the best holiday rentals that Pienza has to offer?

Villa I Cipressini Tuscany Private luxury pool spa: This highly rated holiday home rental in Pienza offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Another good choice for your trip to Pienza is Affitto casa in Val d'Orcia.

How many holiday rentals are there in Pienza?

Expedia has 31 holiday rentals for your stay in Pienza.

What’s there to see and do in Pienza?

Cultural attractions include Palazzo Borgia and Artemisia Gallery, 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 Piazza Pio II and Pienza Cathedral.

What’s a holiday rental in Pienza like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pienza. Holiday rentals feature amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.