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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Pienza holiday rentals

Panoramic Cottage, 1 Bedroom | Exterior

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (53 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 2.992.861 ₫
4.060.778 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Affitacamere Maria Gabriella
Suite, 2 Bedrooms | Courtyard view

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (23 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is 12.347.479 ₫
13.705.702 ₫ total
includes taxes & fees
14 Apr - 15 Apr
L'Olmo
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (140 reviews)
"A wonderful hotel - great location, friendly staff, comfortable rooms. "
United States
beverly
The price is 5.187.120 ₫
5.891.044 ₫ total
includes taxes & fees
7 May - 8 May
Hotel San Gregorio
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (2 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is 2.699.283 ₫
3.092.687 ₫ total
includes taxes & fees
20 Apr - 21 Apr
TuscanyLettings Studio&Room
Exterior

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (1 review)
The price is 3.472.729 ₫
3.943.477 ₫ total
includes taxes & fees
21 Apr - 22 Apr
Casa Gioia - Casa Olivieri
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is 2.966.266 ₫
3.386.368 ₫ total
includes taxes & fees
22 Apr - 23 Apr
PienzaLettings Suites
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Great time, perfect property and location."
United States
Christopher
The price is 6.238.283 ₫
6.985.586 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Ca' Bianca Tuscany Relais
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is 2.644.605 ₫
3.032.540 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Il Pozzo di Sant'Andrea
Bar (on property)

La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (10 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 3.279.098 ₫
3.668.744 ₫ total
includes taxes & fees
14 Apr - 15 Apr
La Piccola Locanda
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (79 reviews)
"Fantastic place"
United States
Clifford
The price is 5.104.139 ₫
5.738.182 ₫ total
includes taxes & fees
10 May - 11 May
Casanova - Panoramic Rooms and Suites
Lunch and dinner served, local cuisine

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
The price is 7.597.909 ₫
8.481.175 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Castello di Gargonza
Studio | Terrace/patio

La Dimora di Dida

La Dimora di Dida
Seggiano
The price is 1.944.728 ₫
2.139.201 ₫ total
includes taxes & fees
14 Apr - 15 Apr
La Dimora di Dida
Seasonal outdoor pool, an infinity pool, free pool cabanas

Dimora Santa Margherita - Relais di Charme

Dimora Santa Margherita - Relais di Charme
Cinigiano
7.8 out of 10, Good, (9 reviews)
"The place was great! Food from their was amazing but also a bit expensive. Poolarea was so beautiful and the view was amazing! Only negative thing is that the wine tasting is not in hotel, need to take own car drive for that. Also the last 2km was sand road, which was not that good shape."
Finland
Anonymous traveller
The price is 6.511.275 ₫
7.224.140 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Dimora Santa Margherita - Relais di Charme
Terrace/patio

Borgo Lucignanello Bandini

Borgo Lucignanello Bandini
Montalcino
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful stay "
United States
Marc
The price is 9.569.297 ₫
10.773.176 ₫ total
includes taxes & fees
15 Apr - 16 Apr
Borgo Lucignanello Bandini
Exterior detail

Il Rifugio del Borgo

Il Rifugio del Borgo
Città della Pieve
The price is 3.030.719 ₫
3.395.528 ₫ total
includes taxes & fees
14 Apr - 15 Apr
Il Rifugio del Borgo
Exterior

La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.4 out of 10, Exceptional, (6 reviews)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
The price is 3.788.207 ₫
4.166.966 ₫ total
includes taxes & fees
22 Apr - 23 Apr
La Locanda Di Cetona
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"We really enjoyed the hotel, very clean, good atmosphere!!! "
Anat 1-night trip
Posted 3 days ago
Villa di Piazzano - Small Luxury Hotel of the World

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.

How many holiday rentals are there in Pienza?

Expedia has 29 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 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.