Pienza Vacation Rentals

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Check prices for these dates

Tonight
Jun 18 - Jun 19
Tomorrow
Jun 19 - Jun 20
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Pienza

Hotel San Gregorio
Breakfast, lunch, dinner served; local cuisine

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."
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
9.2 out of 10, Wonderful, (57)
"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
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (111)
"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 P17,446
P19,452 total
includes taxes & fees
Jun 22 - Jun 23
Il Tosco
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (155)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina
Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is P6,507
P7,353 total
includes taxes & fees
Jun 19 - Jun 20
Abbadia Sicille Relais
Corte Francigena
Private kitchen

Corte Francigena

10.0 out of 10, Exceptional, (5)
"Loved everything about my stay"
The price is P11,520
P13,454 total
includes taxes & fees
Jun 30 - Jul 1
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 P4,692
P5,162 total
includes taxes & fees
Jun 21 - Jun 22
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."
The price is P6,685
P7,614 total
includes taxes & fees
Jun 20 - Jun 21
Porta Pispini Residence
Relais il Ciliegio
Exterior

Relais il Ciliegio

Relais il Ciliegio
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, sun loungers

Borgo Dolciano

9.2 out of 10, Wonderful, (23)
"We had five wonderful days in beautiful Toscana! Great atmosphere, wonderful location of the hotel and very reasonably priced. Eating at their restaurant was quite pricy however. Breakfast ok but excellent croissants and coffee! One of the reasons we picked this hotel was the laundry service which was advertised on hotels.com. No laundry service was available. "
The price is P6,815
P7,627 total
includes taxes & fees
Jun 19 - Jun 20
Borgo Dolciano
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 P11,653
P13,080 total
includes taxes & fees
Jun 19 - Jun 20
Delcorto Suites
Borgo Lucignanello Bandini
Outdoor pool, pool umbrellas, sun 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 P21,748
P24,445 total
includes taxes & fees
Jun 22 - Jun 23
Borgo Lucignanello Bandini
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 P5,384
P6,183 total
includes taxes & fees
Jul 17 - Jul 18
Residenza Fabroni
Castello di Modanella
Property entrance

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
Albergo Diffuso Borgo Santo
Seasonal outdoor pool

Albergo Diffuso Borgo Santo

The price is P17,926
P20,045 total
includes taxes & fees
Jun 21 - Jun 22
Albergo Diffuso Borgo Santo
La Coroncina Lodging
Daily cooked-to-order breakfast (EUR 12 per person)

La Coroncina Lodging

10.0 out of 10, Exceptional, (41)
"Fantastic place, and I highly recommend it."
The price is P7,283
P8,272 total
includes taxes & fees
Jun 22 - Jun 23
La Coroncina Lodging
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 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?

Il Palazzetto: Located near Pienza, this vacation home rental is located in a rural location and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and an espresso maker. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Pienza?

Expedia has 29 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 Pienza Cathedral.

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.