Pienza Vacation Rentals from ₩115,582: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Pienza?

Agriturismo San Filippo : Located near Pienza, this vacation home rental 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.

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Vacation Rentals in Pienza

Breakfast, lunch, dinner served; local cuisine

"Such friendly staff, loved Pienza and the property was such a good location! "

₩251,640 total

includes taxes & fees

Oct 29 - Oct 30

"My fiancée and I enjoyed ourselves! It’s a beautiful place and I adored walking around in the nearby town. "

₩276,427 total

includes taxes & fees

Oct 1 - Oct 2

"Great Historical location."

₩191,125 total

includes taxes & fees

Oct 22 - Oct 23

"We enjoyed the scenery and service! Clean and comfortable. "

₩137,252 total

includes taxes & fees

Oct 30 - Oct 31

"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "

₩115,582 total

includes taxes & fees

Oct 25 - Oct 26

"We had a wonderful stay, the staff was extremely friendly and helpful. Restaurants and shops were right at our doorstep."

₩139,293 total

includes taxes & fees

Oct 9 - Oct 10

"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 "

"Exceptional service great building felt like a Medici!"

₩329,461 total

includes taxes & fees

Oct 5 - Oct 6

"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 "

₩550,389 total

includes taxes & fees

Oct 4 - Oct 5

"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. "

₩191,635 total

includes taxes & fees

Oct 7 - Oct 8

"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."

₩210,255 total

includes taxes & fees

Oct 1 - Oct 2

₩365,832 total

includes taxes & fees

Oct 14 - Oct 15

₩158,664 total

includes taxes & fees

Oct 5 - Oct 6

Daily cooked-to-order breakfast (EUR 12 per person)

"Fantastic place, and I highly recommend it."

₩192,236 total

includes taxes & fees

Oct 14 - Oct 15

Deluxe Condo | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

"Loved everything about my stay"

₩276,837 total

includes taxes & fees

Oct 15 - Oct 16

"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. "

Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets

₩202,082 total

includes taxes & fees

Oct 5 - Oct 6

Family Apartment, 3 Bedrooms (Appartment With Pool And Garden) | Living room | 32-inch LED TV with satellite channels, fireplace

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Top Pienza Hotel Reviews

Nuovo Etruria Resort

10/10 Excellent

"Such an oasis of calm and relaxation. The room was large and cool with a very comfortable bed. The pool was beautiful and very refreshing. The staff were very friendly and helpful. A wonderful setting and just a short walk from the beautiful town and many fantastic restaurants. Would definitely recommend this hotel to others visiting Montepulciano."

Precise Tale Poggio Alla Sala

10/10 Excellent

"Wonderful surroundings, buildings and pools. The staff were attentive and the food just marvellous, both breakfast and evening meals. The only downside for us was that my elderly mother was visiting with us who found it difficult to get about as the buildings and pool are separate, it would have been good to have had an option for mum to be moved around in one of their electrical vehicles, and steps around the villa had no handrails so assistance was always required, but everything else was wonderful. "

Tenuta Santo Pietro

10/10 Excellent

"We had the most incredible stay at Tenuta Santo Pietro in Toscana! From the moment we arrived, we felt completely at home. Bertina, the manager, is truly the heartbeat of this place. She’s funny, full of energy, literally skipping around even after a long day, and never forgets a thing. Her attention to detail is impeccable, and she made us feel like old friends — chatting and laughing with her was one of the best parts of our trip. The rest of the staff is amazing too. Teresa and Micaela were always there, warm and attentive, making sure we were comfortable and well-fed. The estate itself is stunning, decorated in rustic Tuscan style, with a garden supplying fresh veggies for incredible homemade dishes — the pasta and ribollita soup were unforgettable. Their olive oil and wine, both produced on-site, are absolute highlights: the olive oil is the best we’ve ever had, and the wine is smooth, high-quality, and headache-free. Our room was beautiful, the bed super comfortable, and the shower had the strongest water pressure we’ve ever experienced. We rented e-bikes and explored Strada Querciassale — the views were breathtaking. The pool was perfect to cool off, and the entire property is impeccably maintained. Tenuta Santo Pietro is a rare gem where you feel pampered yet completely at home. Bertina and her team made our stay unforgettable — we’ll definitely be back!"

Hotel Dei Capitani

10/10 Excellent

"This was a fantastic place to stay while visiting Montalcino. Spectacular views from our room and from the breakfast area and pool deck. Staff was very hospitable, and the breakfast buffet was really good. Mimosa’s restaurant recommendations were on point😎. I picked this place somewhat randomly for me and my dad and did not regret it. Walking distance to great restaurants and gelato. Rooms are not elaborate, but you’re not there to stay in your room. A couple of suggestions: - if you put this place into Apple Maps or Google Maps, IT WILL SEND YOU UP A GRAVEL AGRICULTURAL ROAD WITH 20% GRADE, the Strada Communale Del Canaliccio. OMG, my heart was in my throat driving up this and we narrowly avoided an accident. Instead, ask Maps app to take you to Via Pietro Strozzi, then to the hotel. We made it safely, but there was some stress!! - there is very little permanent parking at the hotel. Drive there, drop your stuff, and they will give you a parking pass and directions to parking. - this may not be the place for those with severely limited mobility. The cobblestone roads are pretty steep. - if you need suggestions for wineries, there are so many, but Col D’Orcia won’t let you down. Book ahead.🍷"

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.

What are some of the best vacation home rentals in Pienza?

Agriturismo San Filippo: Located near Pienza, this vacation home rental 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 30 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.

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Pienza Vacation Rentals

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Vacation Rentals in Pienza

Hotel San Gregorio

Luxury Privacy in the Heart of Tuscany

Casanova - Panoramic Rooms and Suites

Abbadia Sicille Relais

Bosco della Spina

Tuscasì Aparthotel

Residenza Fabroni

Porta Pispini Residence

Delcorto Suites

Il Tosco

Borgo Dolciano

Castello di Modanella

Albergo Diffuso Borgo Santo

Podere La Chiusella

La Coroncina Lodging

Corte Francigena

Osteria del Borgo

Bellarmino Boutique Apartments

Borgo Panicale Apartments

Top Pienza Hotel Reviews

Nuovo Etruria Resort

Monastero di Cortona Hotel & Spa

Hotel Corsignano

Precise House Montaperti Siena

Hotel Certosa Di Maggiano

Fonteverde Lifestyle & Thermal Retreat

Precise Tale Poggio Alla Sala

Tenuta Santo Pietro

Hotel Dei Capitani

Find out more about Pienza

Frequently asked questions

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