Pienza Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Pienza vacation rentals

Laptop workspace, iron/ironing board, free WiFi

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 P6,432
P7,354 total
includes taxes & fees
Jun 30 - Jul 1
TuscanyLettings Studio&Room
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (148 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is P13,186
P14,922 total
includes taxes & fees
Jul 22 - Jul 23
Hotel San Gregorio
Terrace/patio

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
PienzaLettings Suites
Exterior

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 P7,843
P8,907 total
includes taxes & fees
Jun 29 - Jun 30
Casa Gioia - Casa Olivieri
Courtyard view

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 P41,228
P45,630 total
includes taxes & fees
Jul 12 - Jul 13
L'Olmo
Interior

Podere Tre Berte - The Sleeping Beauty

Podere Tre Berte - The Sleeping Beauty
Toscana
The price is P5,134
P5,647 total
includes taxes & fees
Jul 10 - Jul 11
Podere Tre Berte - The Sleeping Beauty
Property grounds

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
The price is P5,419
P5,961 total
includes taxes & fees
Jul 16 - Jul 17
Agriturismo San Filippo
Premium bedding, down comforters, pillowtop beds, individually furnished

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 P4,578
P5,942 total
includes taxes & fees
Jul 10 - Jul 11
Tuscasì Aparthotel
Front of property

RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.6 out of 10, Exceptional, (7 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is P4,877
P5,713 total
includes taxes & fees
Jul 27 - Jul 28
RESIDENCE LECCIO
Terrace/patio

La Dimora di Dida

La Dimora di Dida
Seggiano
The price is P4,278
P4,706 total
includes taxes & fees
Jun 28 - Jun 29
La Dimora di Dida
Exterior

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 P6,720
P7,671 total
includes taxes & fees
Jun 30 - Jul 1
Il Pozzo di Sant'Andrea
Exterior

Le Roghete

Le Roghete
Acquapendente
9.4 out of 10, Exceptional, (3 reviews)
"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."
United States
Mark
The price is P5,901
P6,491 total
includes taxes & fees
Jul 7 - Jul 8
Le Roghete
Bar (on property)

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 P7,406
P8,286 total
includes taxes & fees
Jun 28 - Jun 29
La Piccola Locanda
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

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"Our stay here was such a great and relaxing experience. From the moment we arrived, the staff were welcoming and very helpful. The location and the views are just stunning.. The resort is about a 10 minute walk to the lower part of Montepulicano. From the resort, there are amazing views of the top of Montepulciano, and the valley below. The room was very clean with all of the amenities that are expected. We spent time at the pool, which was very relaxing and refreshing. The staff serve food and drinks out to the pool. We also had the breakfast included in our stay. There are hot and cold options with the breakfast, including eggs, bacon, breads, pastries, fruit and veggies, and juices and fresh made coffee to order. To sum it up, our stay here was perfect. Thank you Nuovo Etruria for making our vacation truly relaxing and memorable."
Michael 1-night trip
Posted 22 hours ago
Nuovo Etruria Resort

Find out more about Pienza

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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.

How many vacation rentals are there in Pienza?

Expedia has 27 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 Pienza Cathedral and Palazzo Piccolomini.

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.