Pienza Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Holiday Rentals in Pienza

View from room
Affitacamere Maria Gabriella
Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (49)
"Such a nice breakfast out on the patio. Quiet, peaceful. Took a dip in the pool which is gorgeous.. unfortunately weather not super warm during our visit but still enjoyed a refreshing dip! Loved our hike to SanGimingnano. Be aware that this is kind of a remote property, but it is beautiful and peaceful. Its down a dirt road. We stayed for dinner two nights and enjoyed the property and hiking. Very nice and helpful staff."
United States
monica
Affitacamere Maria Gabriella
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio
Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (130)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is HK$1,861
HK$2,102 total
includes taxes & fees
1 Nov - 2 Nov
Hotel San Gregorio
1 bedroom, laptop workspace, iron/ironing board, free WiFi
TuscanyLettings Studio&Room
TuscanyLettings Studio&Room
10.0 out of 10, Exceptional, (1)
"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$739
HK$849 total
includes taxes & fees
2 Nov - 3 Nov
TuscanyLettings Studio&Room
1 bedroom, desk, laptop workspace, iron/ironing board
PienzaLettings Suites
PienzaLettings Suites
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is HK$706
HK$813 total
includes taxes & fees
28 Oct - 29 Oct
PienzaLettings Suites
Private kitchen
Casa Gioia - Casa Olivieri
Casa Gioia - Casa Olivieri
The price is HK$789
HK$904 total
includes taxes & fees
2 Nov - 3 Nov
Casa Gioia - Casa Olivieri
Courtyard view
L'Olmo
L'Olmo
10.0 out of 10, Exceptional, (22)
"Our stay at L’Olmo was lovely, we enjoyed it so much and would definitely be back. The whole staff was so accommodating and welcoming (special thank you to Patrick, Ricky, and Gabriella). We had delicious dinner there for one of the nights with a beautiful, tranquil view and all our needs were taken care of throughout the stay. We will be back! "
Canada
Benjamin
The price is HK$3,158
HK$3,510 total
includes taxes & fees
28 Oct - 29 Oct
L'Olmo
Fridge, microwave, oven, stovetop
2-bedroom apartment. Historic center of Pienza.
2-bedroom apartment. Historic center of Pienza.
8.0 out of 10, Very good, (1)
"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.
2-bedroom apartment. Historic center of Pienza.
Interior
"Il Focolare" Superior Apartment in Monticchiello
"Il Focolare" Superior Apartment in Monticchiello
10.0 out of 10, Exceptional, (8)
"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$902
HK$1,083 total
includes taxes & fees
28 Oct - 29 Oct
"Il Focolare" Superior Apartment in Monticchiello
Exterior
The house in the village - Angelica apartment - Vald'Orcia
The house in the village - Angelica apartment - Vald'Orcia
9.8 out of 10, Exceptional, (9)
"Nice and comfortable house in a beautiful tiny village "
United States
Lana A.
The price is HK$804
HK$984 total
includes taxes & fees
26 Oct - 27 Oct
The house in the village - Angelica apartment - Vald'Orcia
Interior
Finestra Dell'Angelo
Finestra Dell'Angelo
10.0 out of 10, Exceptional, (1)
"Our family of twelve, aged 8 to 80 years, stayed in three separate apartments. Two were in the same building on separate floors, and the third was a 5 minute walk away. All units were located in beautiful downtown Pienza with many dining, shopping and tourist sites within an easy walk for all members of the family. For a family of Midwest Americans staying in the middle of an old city walkable to nearly everything was w amazing. The separate units worked out fine for us as walking the town was...
United States
James M.
The price is HK$1,040
HK$1,536 total
includes taxes & fees
26 Oct - 27 Oct
Finestra Dell'Angelo
Outdoor dining
Il Podere di Casa Rossa Pienza
Il Podere di Casa Rossa Pienza
10.0 out of 10, Exceptional, (3)
"Wonderful views, accommodating hosts"
United States
Pete and Alison C.
The price is HK$1,624
HK$2,328 total
includes taxes & fees
26 Oct - 27 Oct
Il Podere di Casa Rossa Pienza
Exterior
Studio 'La Casina Mag' with Wi-Fi
Studio 'La Casina Mag' with Wi-Fi
The price is HK$1,372
HK$1,770 total
includes taxes & fees
27 Oct - 28 Oct
Studio 'La Casina Mag' with Wi-Fi
1 bedroom, pillow-top beds, minibar, in-room safe
La Locanda Di Cetona
La Locanda Di Cetona
9.2 out of 10, Wonderful, (5)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
La Locanda Di Cetona
Exterior
Meublé Il Riccio
Meublé Il Riccio
9.6 out of 10, Exceptional, (80)
"Excellent location and hospitality…"
United States
Yeh Tsong
Meublé Il Riccio
Outdoor pool, pool umbrellas, pool loungers
Villa Curina Resort
Villa Curina Resort
9.6 out of 10, Exceptional, (63)
"We had a truly AMAZING experience. So much so that our 18 year old said she wanted to come back and get married there!! Wonderful people, atmosphere, food, and wine Thank you Andrea for the suggestions). "
United States
Amy
Villa Curina Resort
View from room
Abbadia Sicille Relais
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (160)
"It was too cold for the swimming pool as it is mid October, there were people using the hot tub, but I have one in my room and the sauna so why bother it was so wonderful and the staff was super. Christina was the most wonderful ball."
United States
Christine
The price is HK$537
HK$618 total
includes taxes & fees
9 Nov - 10 Nov
Abbadia Sicille Relais
Desk, soundproofing, free WiFi, bed sheets
B&B Le Scalette di Piazza
B&B Le Scalette di Piazza
9.4 out of 10, Exceptional, (86)
"Great location and excellent staff. "
Canada
Jacek
The price is HK$871
HK$994 total
includes taxes & fees
5 Nov - 6 Nov
B&B Le Scalette di Piazza
View from room
Tuscasì Aparthotel
Tuscasì Aparthotel
9.0 out of 10, Wonderful, (23)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is HK$583
HK$668 total
includes taxes & fees
11 Nov - 12 Nov
Tuscasì Aparthotel
Daily cooked-to-order breakfast (EUR 15 per person)
La Coroncina Lodging
La Coroncina Lodging
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is HK$615
HK$713 total
includes taxes & fees
24 Nov - 25 Nov
La Coroncina Lodging
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B
DormiVeglia B&B
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pienza Hotel Reviews

Albergo San Biagio

Albergo San Biagio

10/10 Excellent
"Great service we loved our stay"
Stefano 4-night trip
Posted 5 days ago
Albergo San Biagio

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.

How many holiday rentals are there in Pienza?

Expedia has 32 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.