Pienza Holiday Rentals

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Check prices for these dates

Tonight
11 Jun - 12 Jun
Tomorrow
12 Jun - 13 Jun
This weekend
13 Jun - 15 Jun
Next weekend
20 Jun - 22 Jun

Holiday Rentals in Pienza

Hotel San Gregorio
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (113)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
The price is S$386
includes taxes & fees
14 Jun - 15 Jun
Hotel San Gregorio
Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (54)
"Excellent views and the property was overall lovely. The nearby town San Quirico d'Orcia also had a good selection of restaurants and was a nice place to stroll in the evening."
Casanova - Panoramic Rooms and Suites
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (154)
"Wonderful for our group of 10! Plenty of space in the apartments for each family. The property is gorgeous and the kids loved the pool. Would definitely stay here again. "
Bosco della Spina
Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (158)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is S$256
includes taxes & fees
19 Jun - 20 Jun
Abbadia Sicille Relais
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (110)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
The price is S$424
includes taxes & fees
22 Jun - 23 Jun
Il Tosco
Corte Francigena
Exterior

Corte Francigena

10.0 out of 10, Exceptional, (5)
"Loved everything about my stay"
The price is S$297
includes taxes & fees
17 Jun - 18 Jun
Corte Francigena
Tuscasì Aparthotel
View from room

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (16)
" Very nice, clean and big apartment. Great location and very friendly staff. Safe parking. "
The price is S$150
includes taxes & fees
13 Jun - 14 Jun
Tuscasì Aparthotel
Porta Pispini Residence
Terrace/patio

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (15)
"A fabulous property - well appointed and equipped. Very modern, clean and quiet. We enjoyed our daily walks into Siena via the Porta Pispini. We would love to stay here again."
Porta Pispini Residence
montorio
Living area

montorio

10.0 out of 10, Exceptional, (2)
"Very nice property , like you’re at your own home "
montorio
Borgo Dolciano
Outdoor pool, pool loungers

Borgo Dolciano

9.2 out of 10, Wonderful, (23)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
The price is S$157
includes taxes & fees
17 Jun - 18 Jun
Borgo Dolciano
Borgo Lucignanello Bandini
Outdoor pool, pool umbrellas, pool loungers

Borgo Lucignanello Bandini

9.2 out of 10, Wonderful, (10)
"An incredible stay! The village was charming, the hotel was incredible and so hospitable - everything was amazing. We loved our stay! "
The price is S$518
includes taxes & fees
22 Jun - 23 Jun
Borgo Lucignanello Bandini
Osteria del Borgo
Exterior

Osteria del Borgo

9.2 out of 10, Wonderful, (145)
"Jacopo and his family were super friendly, the restaurant is the best in Montepulciano and the views are breathtaking. If we come back we will stay at Osteria del Borgo again without a doubt. "
Osteria del Borgo
Delcorto Suites
Interior

Delcorto Suites

10.0 out of 10, Exceptional, (21)
"Rooms are magnificent "
The price is S$303
includes taxes & fees
12 Jun - 13 Jun
Delcorto Suites
Castello di Modanella
Garden

Castello di Modanella

7.6 out of 10, Good, (14)
"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."
Castello di Modanella
Relais il Ciliegio
Exterior

Relais il Ciliegio

Relais il Ciliegio
Albergo Diffuso Borgo Santo
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

The price is S$452
includes taxes & fees
21 Jun - 22 Jun
Albergo Diffuso Borgo Santo
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (85)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is S$147
includes taxes & fees
12 Jun - 13 Jun
Residenza Fabroni
Castello di Gargonza
Exterior

Castello di Gargonza

3.0 star property
9.2 out of 10, Wonderful, (39)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
Castello di Gargonza
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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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.

How many holiday rentals are there in Pienza?

Expedia has 29 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.