Pienza Vacation Rentals

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Our top choices for Pienza vacation rentals

Townhouse in Pienza

Relais La Saracina
Relais La Saracina

Townhouse in Pienza

Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (51 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
$131 nightly
The price is $148
Mar 13 - Mar 14
Total with taxes and fees
Affitacamere Maria Gabriella

Townhouse in Pienza

TuscanyLettings Studio&Room
10.0 out of 10, Exceptional, (1 review)
"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
$89 nightly
The price is $103
Mar 15 - Mar 16
Total with taxes and fees
TuscanyLettings Studio&Room

Apartment in Pienza

Casa Gioia - Casa Olivieri
$102 nightly
The price is $117
Mar 16 - Mar 17
Total with taxes and fees
Casa Gioia - Casa Olivieri

Townhouse in Pienza

L'Olmo
10.0 out of 10, Exceptional, (22 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
$464 nightly
The price is $515
Apr 9 - Apr 10
Total with taxes and fees
L'Olmo
$111 nightly
The price is $116
Mar 17 - Mar 18
Total with taxes and fees
Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (134 reviews)
"Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!"
Canada
Mark
$134 nightly
The price is $154
Mar 15 - Mar 16
Total with taxes and fees
Hotel San Gregorio

Townhouse in Pienza

PienzaLettings Suites
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
$89 nightly
The price is $103
Mar 19 - Mar 20
Total with taxes and fees
PienzaLettings Suites
10.0 out of 10, Exceptional, (8 reviews)
"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
$136 nightly
The price is $141
Mar 16 - Mar 17
Total with taxes and fees
"Il Focolare" Superior Apartment in Monticchiello
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful views, accommodating hosts"
United States
Pete and Alison C.
$295 nightly
The price is $299
Mar 15 - Mar 16
Total with taxes and fees
Il Podere di Casa Rossa Pienza
8.0 out of 10, Very Good, (1 review)
"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.
$189 nightly
The price is $189
Apr 7 - Apr 8
Total with taxes and fees
Cozy 2-bedroom apartment in the historic center, located in a quiet area.
10.0 out of 10, Exceptional, (11 reviews)
"Marco was great to work with, was easily available for any of our questions and the stay was wonderful. The apartment is in a great location and had all we needed for our stay."
United States
Melissa B.
$124 nightly
The price is $127
Mar 15 - Mar 16
Total with taxes and fees
The house in the village - Angelica apartment - Vald'Orcia
$121 nightly
The price is $126
Mar 24 - Mar 25
Total with taxes and fees
Finestra Dell'Angelo in Pienza – Elegant Apartment with Stunning Views

Townhouse in Siena

Il Pozzo di Sant'Andrea
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
$94 nightly
The price is $109
Mar 20 - Mar 21
Total with taxes and fees
Il Pozzo di Sant'Andrea

Townhouse in Chiusi

La Piccola Locanda
8.6 out of 10, Excellent, (9 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
$117 nightly
The price is $132
Mar 18 - Mar 19
Total with taxes and fees
La Piccola Locanda

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (133 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
$157 nightly
The price is $178
Mar 26 - Mar 27
Total with taxes and fees
La Locanda di San Francesco
Luxury resort in the Tuscan countryside

Vacation Home in Acquapendente

Agriturismo Casale Le Crete
10.0 out of 10, Exceptional, (2 reviews)
"Buongiorno, abbiamo soggiornato al Casale Le Crete per due notti e ci siamo trovati molto bene. Eline è stata molto accogliente e disponibile e ci ha messo subito a nostro agio e ci siamo sentiti subito a nostro agio! torneremo sicuramente"
Italy
Francesca
Agriturismo Casale Le Crete
10.0 out of 10, Exceptional, (2 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
$190 nightly
The price is $196
Mar 13 - Mar 14
Total with taxes and fees
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Vacation Home in Castelnuovo dell'Abate

The Gelda house, relax with a view
9.6 out of 10, Exceptional, (14 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
$159 nightly
The price is $164
Mar 18 - Mar 19
Total with taxes and fees
The Gelda house, relax with a view
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pienza vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pienza vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pienza in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pienza rentals

At Expedia, we put the best Pienza vacation 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 vacation.

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 vacation rental in Pienza?

Yes, we give you a choice of vacation rentals in Pienza close to RI Crea RE, or you can go with a secluded option if you want 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 vacation home rentals in Pienza?

The House of Alice, charm and relaxation: This vacation home rental near Pienza is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals are there in Pienza?

Expedia has 30 vacation 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 Piazza Pio II.

What’s a vacation rental in Pienza like?

Vacation rentals are private properties you can book for a long or short time in Pienza. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.