Pienza Holiday Rentals

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Holiday Rentals in Pienza

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! "
The price is AU$218
includes taxes & fees
4 Nov - 5 Nov
Hotel San Gregorio
Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (49)
"Beautiful place and area with very good restaurants close by! We stayed in the cottage and it was well equipped with everything you need! "
Affitacamere Maria Gabriella
PienzaLettings Suites
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
The price is AU$152
includes taxes & fees
2 Nov - 3 Nov
PienzaLettings Suites
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。"
The price is AU$160
includes taxes & fees
2 Nov - 3 Nov
TuscanyLettings Studio&Room
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! "
The price is AU$696
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
Casa Gioia - Casa Olivieri
The price is AU$193
includes taxes & fees
2 Nov - 3 Nov
Casa Gioia - Casa Olivieri
Studio 'La Casina Mag' with Wi-Fi
The price is AU$544
includes taxes & fees
3 Nov - 4 Nov
Studio 'La Casina Mag' with Wi-Fi
Il Podere di Casa Rossa Pienza
10.0 out of 10, Exceptional, (3)
"Wonderful views, accommodating hosts"
The price is AU$483
includes taxes & fees
21 Oct - 22 Oct
Il Podere di Casa Rossa Pienza
DormiVeglia B&B
10.0 out of 10, Exceptional, (26)
"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!!"
DormiVeglia B&B
La Locanda Di Cetona
9.0 out of 10, Wonderful, (4)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
La Locanda Di Cetona
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). "
Villa Curina Resort
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."
The price is AU$123
includes taxes & fees
2 Nov - 3 Nov
Abbadia Sicille Relais
Agriturismo San Filippo
9.0 out of 10, Wonderful, (13)
"Excellent experience!"
Agriturismo San Filippo
Le Roghete
9.4 out of 10, Exceptional, (3)
"The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again."
Le Roghete
Residenza Fabroni
8.8 out of 10, Excellent, (90)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is AU$136
includes taxes & fees
20 Oct - 21 Oct
Residenza Fabroni
Bosco della Spina
9.6 out of 10, Exceptional, (166)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina
La Coroncina Lodging
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
The price is AU$158
includes taxes & fees
17 Nov - 18 Nov
La Coroncina Lodging
Apartment 'Appartamento Casa Rita' with Balcony and Wi-Fi
The price is AU$161
includes taxes & fees
18 Oct - 19 Oct
Apartment 'Appartamento Casa Rita' with Balcony and Wi-Fi
La Locanda di San Francesco
9.8 out of 10, Exceptional, (125)
"Beautiful property nestled at the top of montepulciano. Very helpful owner Luca and unmatched hospitality! "
The price is AU$294
includes taxes & fees
6 Nov - 7 Nov
La Locanda di San Francesco
Meublé Il Riccio
9.6 out of 10, Exceptional, (80)
"Excellent location and hospitality…"
Meublé Il Riccio
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, 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 favourite 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 depend 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 AU$123 per night. Entering your travel dates in the search wizard might find you 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 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.