Pienza Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Pienza holiday rentals

Courtyard view

Townhouse in Pienza

L'Olmo
10.0 out of 10, Exceptional, (22 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is HK$3,602
HK$3,998 total
includes taxes & fees
9 Apr - 10 Apr
L'Olmo
Free daily buffet breakfast

Townhouse in Pienza

Relais La Saracina
Relais La Saracina
2 bedrooms, desk, iron/ironing board, travel cot

Apartment in Monticchiello

The house in the village - Angelica apartment - Vald'Orcia
10.0 out of 10, Exceptional, (11 reviews)
"Marco was great to work with, was easily available for any of our questions and the stay was wonderful. The apartment is in a great location and had all we needed for our stay."
United States
Melissa B.
The price is HK$845
HK$1,023 total
includes taxes & fees
18 Mar - 19 Mar
The house in the village - Angelica apartment - Vald'Orcia
Exterior

Townhouse in Pienza

Affitacamere Maria Gabriella
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
The price is HK$847
HK$1,156 total
includes taxes & fees
19 Mar - 20 Mar
Affitacamere Maria Gabriella
Exterior

Apartment in Pienza

Casa Gioia - Casa Olivieri
The price is HK$782
HK$896 total
includes taxes & fees
25 Mar - 26 Mar
Casa Gioia - Casa Olivieri
Food and drink

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (136 reviews)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is HK$1,146
HK$1,315 total
includes taxes & fees
23 Mar - 24 Mar
Hotel San Gregorio
Laptop workspace, iron/ironing board, free WiFi

Townhouse in Pienza

TuscanyLettings Studio&Room
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$699
HK$805 total
includes taxes & fees
22 Mar - 23 Mar
TuscanyLettings Studio&Room
Terrace/patio

Townhouse in Pienza

PienzaLettings Suites
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is HK$707
HK$814 total
includes taxes & fees
19 Mar - 20 Mar
PienzaLettings Suites
Property grounds

Apartment in Pienza

Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi
The price is HK$676
HK$890 total
includes taxes & fees
22 Mar - 23 Mar
Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi
Fridge, microwave, stovetop, dishwasher

Holiday Home in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
10.0 out of 10, Exceptional, (8 reviews)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is HK$849
HK$1,046 total
includes taxes & fees
19 Mar - 20 Mar
"Il Focolare" Superior Apartment in Monticchiello
Exterior detail

Apartment in Pienza

Cozy 2-bedroom apartment in the historic center, located in a quiet area.
8.0 out of 10, Very good, (1 review)
"Very central convenient location.Perhaps there should have been a mention of the 30 steps between street level and the apartment ."
United Kingdom
Wendy L.
The price is HK$1,009
HK$1,468 total
includes taxes & fees
7 Apr - 8 Apr
Cozy 2-bedroom apartment in the historic center, located in a quiet area.
Outdoor dining

Apartment in Pienza

Il Podere di Casa Rossa Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful views, accommodating hosts"
United States
Pete and Alison C.
The price is HK$1,609
HK$2,297 total
includes taxes & fees
22 Mar - 23 Mar
Il Podere di Casa Rossa Pienza
Outdoor dining

Apartment in Pienza

Finestra Dell'Angelo in Pienza – Elegant Apartment with Stunning Views
The price is HK$648
HK$909 total
includes taxes & fees
23 Mar - 24 Mar
Finestra Dell'Angelo in Pienza – Elegant Apartment with Stunning Views
Exterior

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (129 reviews)
"Loved this place ! Clean, modern, large rooms, perfect location and the owner kind and beyond attentive."
United States
Melissa
The price is HK$1,027
HK$1,166 total
includes taxes & fees
17 Apr - 18 Apr
Bed & Breakfast Vicolo dell'Oste
Exterior

Townhouse in Siena

Il Pozzo di Sant'Andrea
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is HK$766
HK$878 total
includes taxes & fees
18 Mar - 19 Mar
Il Pozzo di Sant'Andrea
Food court

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (133 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
The price is HK$1,147
HK$1,297 total
includes taxes & fees
26 Mar - 27 Mar
La Locanda di San Francesco
Exterior

Condo resort in Trequanda

Luxury resort in the Tuscan countryside
The price is HK$1,708
HK$1,906 total
includes taxes & fees
20 Mar - 21 Mar
Luxury resort in the Tuscan countryside
View from property

Holiday Home in Acquapendente

Agriturismo Casale Le Crete
10.0 out of 10, Exceptional, (2 reviews)
"Buongiorno, abbiamo soggiornato al Casale Le Crete per due notti e ci siamo trovati molto bene. Eline è stata molto accogliente e disponibile e ci ha messo subito a nostro agio e ci siamo sentiti subito a nostro agio! torneremo sicuramente"
Italy
Francesca
Agriturismo Casale Le Crete
Interior

Townhouse in Montepulciano

Meublé Il Riccio
9.6 out of 10, Exceptional, (89 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
Bar (on property)

Townhouse in Chiusi

La Piccola Locanda
8.6 out of 10, Excellent, (9 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
The price is HK$883
HK$990 total
includes taxes & fees
18 Mar - 19 Mar
La Piccola Locanda
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

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Excelente opção na região da Toscana ótimo hotel, excelente café da manhã e estacionamento disponível na rua proximo"
Carlos Eduardo 2-night trip
Posted 4 days ago
Hotel Corsignano

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
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  • 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?

The House of Alice, charm and relaxation: This holiday home rental outside of Pienza is located in a rural location, and has a fireplace, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals are there in Pienza?

Expedia has 30 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 Palazzo Piccolomini and Piazza Pio II.

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.