Pienza Vacation Rentals

Start date: Check-in selected.
End date: Check-out
    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

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Pienza

Our top choices for Pienza vacation rentals

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

Hotel San Gregorio

3.0 star property
9.4 out of 10, Exceptional, (125)
"Such friendly staff, loved Pienza and the property was such a good location! "
Hotel San Gregorio
Luxury Privacy in the Heart of Tuscany
Exterior

Luxury Privacy in the Heart of Tuscany

Luxury Privacy in the Heart of Tuscany
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, (66)
"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "
The price is NT$5,621
NT$6,327 total
includes taxes & fees
Sep 9 - Sep 10
Casanova - Panoramic Rooms and Suites
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (162)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina
Tuscasì Aparthotel
Royal Apartment | View from room

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (20)
"Limited option of restaurant around the area, the view in the morning is serene, breakfast was good but limited choice."
The price is NT$2,464
NT$2,817 total
includes taxes & fees
Sep 25 - Sep 26
Tuscasì Aparthotel
Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"Great Historical location."
The price is NT$4,416
NT$4,964 total
includes taxes & fees
Oct 5 - Oct 6
Abbadia Sicille Relais
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (89)
"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."
The price is NT$2,679
NT$3,090 total
includes taxes & fees
Sep 15 - Sep 16
Residenza Fabroni
Delcorto Suites
Interior

Delcorto Suites

10.0 out of 10, Exceptional, (25)
"Exceptional service great building felt like a Medici!"
The price is NT$5,993
NT$6,735 total
includes taxes & fees
Sep 7 - Sep 8
Delcorto Suites
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (112)
"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 NT$8,968
NT$10,008 total
includes taxes & fees
Sep 6 - Sep 7
Il Tosco
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 NT$3,727
NT$4,172 total
includes taxes & fees
Oct 1 - Oct 2
Borgo Dolciano
Porta Pispini Residence
Terrace/patio

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (18)
"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 "
Porta Pispini Residence
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 NT$9,829
NT$10,991 total
includes taxes & fees
Sep 28 - Sep 29
Albergo Diffuso Borgo Santo
Corte Francigena
Deluxe Condo | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

Corte Francigena

9.8 out of 10, Exceptional, (6)
"Loved everything about my stay"
The price is NT$5,089
NT$6,026 total
includes taxes & fees
Sep 28 - Sep 29
Corte Francigena
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 NT$3,834
NT$4,360 total
includes taxes & fees
Sep 10 - Sep 11
La Coroncina Lodging
Agriturismo San Filippo
Exterior

Agriturismo San Filippo

9.0 out of 10, Wonderful, (13)
"Excellent experience!"
Agriturismo San Filippo
Borgo Panicale Apartments
Family Apartment, 3 Bedrooms (Appartment With Pool And Garden) | Living room | 32-inch LED TV with satellite channels, fireplace

Borgo Panicale Apartments

Borgo Panicale Apartments
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

Find out more about Pienza

Find out more about Pienza

Search for holiday rentals in Pienza on Expedia! You can easily find your home rentals, villas, holiday apartments in Pienza using one of the methods below:

  • View our selection of featured holiday rentals in Pienza
  • Use the map to find apartments and other holiday homes in the Pienza neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pienza while they last

Look no further and take a look at our great range of rental properties in Pienza!

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?

Agriturismo San Filippo: You might like this vacation home rental near Pienza. It is located in the suburbs and has a rooftop terrace, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and an espresso maker, so you can cook with friends or family.

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.