Holiday Rentals in Pienza

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Holiday Rentals in Pienza

Affitacamere Maria Gabriella

Pienza
9.8 out of 10, Exceptional, (51)
"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

TuscanyLettings Studio&Room

Pienza
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 €93
includes taxes & fees
30 Nov - 1 Dec
TuscanyLettings Studio&Room

Casa Gioia - Casa Olivieri

Pienza
The price is €85
includes taxes & fees
1 Dec - 2 Dec
Casa Gioia - Casa Olivieri

PienzaLettings Suites

Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is €81
includes taxes & fees
1 Dec - 2 Dec
PienzaLettings Suites

Hotel San Gregorio

3.0 star property
Pienza
9.4 out of 10, Exceptional, (133)
"Excellent property! Very elegant and the service was wonderful. The breakfast was also excellent. The location could not be any better - the entry to the old town is just across from the hotel. Wish we could have stayed longer."
United States
DEBORAH
The price is €171
includes taxes & fees
5 Dec - 6 Dec
Hotel San Gregorio

Studio 'La Casina Mag' with Wi-Fi

Pienza
The price is €173
includes taxes & fees
16 Nov - 17 Nov
Studio 'La Casina Mag' with Wi-Fi

Il Podere di Casa Rossa Pienza

Pienza
10.0 out of 10, Exceptional, (3)
"Our adult family of 6 thoroughly enjoyed our stay. The location was perfect- right beside a small walking trail up to town and in a part of Tuscany that allowed us day trip to wine country and to the coast to take in a swim. Having the older couple on site was handy for an issues, especially when we arrived without keys. They were generous with their wine and we bought their olive oil. Our kids enjoyed the evenings outside under the canopy. Many thanks"
Canada
Marcia B.
The price is €270
includes taxes & fees
23 Nov - 24 Nov
Il Podere di Casa Rossa Pienza

La Piccola Locanda

Chiusi
8.8 out of 10, Excellent, (8)
"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
La Piccola Locanda

FonteLiving

San Casciano dei Bagni
10.0 out of 10, Exceptional, (5)
"Comfortable apartment in quiet block. Nicely furnished excellent housekeeping nice spacious bathrooms great view from the terrace."
United Kingdom
R
The price is €82
includes taxes & fees
16 Nov - 17 Nov
FonteLiving

La Locanda Di Cetona

Cetona
9.2 out of 10, Wonderful, (5)
"A really nice hotel but significant issues with air conditioning- didn’t work properly when it was on and is turned off for most of the night - not great in early summer in Tuscany with 30 plus temps. Needs to be addressed. "
Australia
Julian
La Locanda Di Cetona

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (163)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
The price is €79
includes taxes & fees
16 Nov - 17 Nov
Abbadia Sicille Relais

Agriturismo San Filippo

Acquapendente
9.0 out of 10, Wonderful, (13)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo

Tuscasì Aparthotel

Sovicille
9.0 out of 10, Wonderful, (24)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is €74
includes taxes & fees
16 Nov - 17 Nov
Tuscasì Aparthotel

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

Montalcino
The price is €6,450
includes taxes & fees
16 Nov - 17 Nov
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

Bellarmino Boutique Apartments

Montepulciano
The price is €86
includes taxes & fees
14 Dec - 15 Dec
Bellarmino Boutique Apartments

Il Pozzo di Sant'Andrea

Siena
9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea

La Coroncina Lodging

Siena
10.0 out of 10, Exceptional, (42)
"The property was spacious and could support 4 people. The washer was handy mid trip. The breakfast was tasty. The only drawback was that the property is a bit of a trek from the city center. It was difficult to get a taxi, even when calling via phone. The busses shut down rather early compared to Italian dinner time, so getting home in the evening was tricky."
United States
Nicole
The price is €76
includes taxes & fees
18 Nov - 19 Nov
La Coroncina Lodging

La Locanda di San Francesco

Montepulciano
9.8 out of 10, Exceptional, (126)
"We had a lovely stay. The room was large with great views from each side of the room. Breakfast was excellent with some items made to order. Service was outstanding. We would stay there again."
United States
Michael
The price is €154
includes taxes & fees
5 Dec - 6 Dec
La Locanda di San Francesco

Casa di Cristina

Casamaggiore
The price is €74
includes taxes & fees
16 Nov - 17 Nov
Casa di Cristina

DormiVeglia B&B

Monte San Savino
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.
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Top Pienza Hotel Reviews

Find out more about Pienza

Everything you need to know about Pienza holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pienza holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pienza holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pienza holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pienza. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pienza holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pienza holiday rentals we have selected for you start as low as €74 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pienza rentals

At Expedia, we put the best Pienza holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pienza rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pienza holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pienza. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 33 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.