Pienza Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 4 - Aug 5
Tomorrow
Aug 5 - Aug 6
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

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, (122)
"Cozy and welcoming hotel in a perfect location near Pienza’s historic center. I could only stay one night out of three due to personal reasons, but I’ll definitely come back on my next visit"
The price is P14,575
P16,436 total
includes taxes & fees
Aug 8 - Aug 9
Hotel San Gregorio
Casanova - Panoramic Rooms and Suites
Front of property - evening/night

Casanova - Panoramic Rooms and Suites

3.0 star property
9.0 out of 10, Wonderful, (62)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
Casanova - Panoramic Rooms and Suites
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (161)
"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 P10,586
P11,847 total
includes taxes & fees
Aug 5 - Aug 6
Abbadia Sicille Relais
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (88)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is P5,261
P6,057 total
includes taxes & fees
Aug 5 - Aug 6
Residenza Fabroni
Tuscasì Aparthotel
View from room

Tuscasì Aparthotel

9.4 out of 10, Exceptional, (18)
"Very clean and comfortable accommodations. Beautiful view of the countryside!"
The price is P4,851
P5,336 total
includes taxes & fees
Aug 10 - Aug 11
Tuscasì Aparthotel
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 P16,909
P18,869 total
includes taxes & fees
Aug 5 - Aug 6
Il Tosco
Porta Pispini Residence
Terrace/patio

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (16)
"That’s not a hotel room, that’s small apartment with guest room and kitchen with washer and dishwasher Amazing window view Free parking Very clean 3 minutes walk from the city wall More than reasonable price "
The price is P6,047
P6,921 total
includes taxes & fees
Aug 5 - Aug 6
Porta Pispini Residence
Corte Francigena
Private kitchen

Corte Francigena

10.0 out of 10, Exceptional, (5)
"Loved everything about my stay"
The price is P11,138
P13,060 total
includes taxes & fees
Aug 26 - Aug 27
Corte Francigena
Osteria del Borgo
Exterior

Osteria del Borgo

9.2 out of 10, Wonderful, (146)
"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
La Coroncina Lodging
Daily cooked-to-order breakfast (EUR 12 per person)

La Coroncina Lodging

10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
The price is P6,927
P7,890 total
includes taxes & fees
Aug 6 - Aug 7
La Coroncina Lodging
Borgo Dolciano
Outdoor pool, sun loungers

Borgo Dolciano

9.0 out of 10, Wonderful, (24)
"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 P6,693
P7,497 total
includes taxes & fees
Aug 5 - Aug 6
Borgo Dolciano
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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pienza Hotel Reviews

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

10/10 Excellent
"Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal."
Shawn 3-night trip
Posted 1 day ago
Rosewood Castiglion del Bosco

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 28 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.