• Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pienza holiday rentals

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (2 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the location is wonderful. We really enjoyed our stay. Thank you!"
United States
Nancy
The price is HK$1,021
HK$1,160 total
includes taxes & fees
1 Jul - 2 Jul
Casa Gioia - Casa Olivieri

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$850
HK$1,068 total
includes taxes & fees
17 Jun - 18 Jun
Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is HK$836
HK$956 total
includes taxes & fees
30 Jun - 1 Jul
TuscanyLettings Studio&Room

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (147 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is HK$1,623
HK$1,840 total
includes taxes & fees
30 Jun - 1 Jul
Hotel San Gregorio

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (4 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is HK$969
HK$1,103 total
includes taxes & fees
14 Jul - 15 Jul
PienzaLettings Suites

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is HK$5,357
HK$5,929 total
includes taxes & fees
12 Jul - 13 Jul
L'Olmo

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$1,798
HK$2,542 total
includes taxes & fees
26 Jun - 27 Jun
Il Podere di Casa Rossa Pienza

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

Finestra Dell'Angelo in Pienza – Elegant Apartment with Stunning Views
Pienza
8.0 out of 10, Very good, (1 review)
"Very nice property and easily walkable to all of Pienza. It was also a convenient base to explore the Tuscany region. The property was clean and the bed was comfortable. A lot of restaurants and shopping in less than a 5 minute walk. The photos of the apartment were accurate. I would add to the property description that parking is not at the property but public parking is nearby (for clarity).Overall, I was happy with my stay."
United States
Michael H.
The price is HK$979
HK$1,305 total
includes taxes & fees
22 Jun - 23 Jun
Finestra Dell'Angelo in Pienza – Elegant Apartment with Stunning Views

La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (11 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$964
HK$1,079 total
includes taxes & fees
17 Jun - 18 Jun
La Piccola Locanda

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 HK$875
HK$999 total
includes taxes & fees
18 Jun - 19 Jun
Il Pozzo di Sant'Andrea

Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is HK$861
HK$983 total
includes taxes & fees
21 Jun - 22 Jun
Casale dell'Assiolo

Detached apartment

Detached apartment
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Grand logement, propre et très bien situé. La ville et les restaurants facilement accessibles à pied. Lits confortables."
Canada
Isabelle M.
The price is HK$1,816
HK$2,043 total
includes taxes & fees
17 Jun - 18 Jun
Detached apartment

Apartment 'Casa Francesca' with Hills View & Courtyard

Apartment 'Casa Francesca' with Hills View & Courtyard
Montalcino
10.0 out of 10, Exceptional, (3 reviews)
"Clean property and amazing view. Great location "
United States
Angela B.
The price is HK$2,990
HK$3,026 total
includes taxes & fees
17 Jun - 18 Jun
Apartment 'Casa Francesca' with Hills View & Courtyard

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (27 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is HK$684
HK$870 total
includes taxes & fees
4 Jul - 5 Jul
Tuscasì Aparthotel

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
The price is HK$705
HK$775 total
includes taxes & fees
23 Jun - 24 Jun
Agriturismo San Filippo

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is HK$2,558
HK$2,887 total
includes taxes & fees
15 Jul - 16 Jul
Palazzo Saloni

Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is HK$572
HK$735 total
includes taxes & fees
17 Jun - 18 Jun
Holiday home with panoramic terrace ideal for families and couples

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is HK$679
HK$784 total
includes taxes & fees
20 Jun - 21 Jun
Residenza Fabroni

La Dimora di Dida

La Dimora di Dida
Seggiano
The price is HK$586
HK$645 total
includes taxes & fees
24 Jun - 25 Jun
La Dimora di Dida

Cottage in Tuscany with Pool & Olive Groves

Cottage in Tuscany with Pool & Olive Groves
Lucignano
9.4 out of 10, Exceptional, (18 reviews)
"Het was een prima verblijf, het enige minpuntje was dat een badkamer in de kelder was, dus een stel moest 2 trappen naar beneden. Verder alles goed geregeld, schoon en mooi zwembad. De barbecue werd na gebruik door de eigenaar ‘s morgens vroeg helemaal schoongemaakt. Super lux 😃"
Germany
sylvia w.
Cottage in Tuscany with Pool & Olive Groves
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Pienza Hotel Reviews

Explore a world of travel with Expedia

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?

Podere Casorbica with free parking, large garden, private pool.: This holiday home rental outside of Pienza is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a balcony and a garden.

How many holiday rentals are there in Pienza?

Expedia has 28 holiday 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 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.