Pienza Holiday Rentals: Short-Term Accommodations for Rent

Q: What are some of the best holiday rentals that Pienza has to offer?

Agriturismo San Filippo : This holiday home rental outside Pienza is located in the suburbs, and has a rooftop terrace, a private garden and a BBQ 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 that you can cook with friends or family.

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Holiday Rentals in Pienza

Breakfast, lunch, dinner served; local cuisine

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

"The view from the house is spectacular! What a great spot for a group of friends or a large family. Close to vineyards and shopping. We love sitting on the back patio having dinner. The dog and cats were an extra. Lily and her husband were very helpful and we really enjoyed having the meals cooked by the chef while we were there. The last night with the fish was the best!"

"Beautiful villa in fantastic location . Easy to get to many places and attractions. Well equipped and very comfy beds. Lovely helpful owner. Would love to return."

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

HK$1,616 total

includes taxes & fees

22 Sept - 23 Sept

"If you like a 360-degree view from the top of the hill, this is the place. Amazing views, out in the country with little traffic (more tractors than cars). Very private. We wanted to sit on the patio all day.The house is very comfortable and a good home base for sampling Brunello and visiting the Montalcino vineyards.Camilla was easy to communicate with before and during our stay."

"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."

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

"Lovely villa in a beautiful location. "

"Limited option of restaurant around the area, the view in the morning is serene, breakfast was good but limited choice."

HK$719 total

includes taxes & fees

25 Sept - 26 Sept

"My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again! "

"Great Historical location."

HK$1,066 total

includes taxes & fees

19 Sept - 20 Sept

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

HK$807 total

includes taxes & fees

5 Oct - 6 Oct

"Unbelievable ambience and beauty of the region and the house. Francesco was super helpful. "

HK$1,963 total

includes taxes & fees

9 Oct - 10 Oct

"Exceptional service great building felt like a Medici!"

HK$1,832 total

includes taxes & fees

7 Oct - 8 Oct

"we had a amazing time staying at this beautiful Villla. I highly recommend it to anyone!"

"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 "

HK$2,298 total

includes taxes & fees

15 Sept - 16 Sept

"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. "

HK$888 total

includes taxes & fees

23 Sept - 24 Sept

"Very nice stay and very nuce Host :)"

"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."

HK$1,261 total

includes taxes & fees

19 Sept - 20 Sept

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Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Very friendly staff at a beautiful property located in a great part of Cortona."

Hotel Certosa Di Maggiano

10/10 Excellent

"This hotel is absolutely first class. Starting with the warm welcome from the staff, who conducted check in formalities whilst we sat in the stunning gardens enjoying a drink. The property is drenched in history whilst having all mod cons - the twin world’s of a Tuscan monastery now lovingly restored into a beautifully designed hotel combine seamlessly to immerse you completely. The kitchen produces absolutely knock out dishes, the passion for the best Tuscany has to offer evident in every option; with fantastic cocktails and wine pairings aplenty. The heart of Siena is but an 8 minute drive away and the hotel offers a shuttle service. Explore the palaces, cathedral, ancient sites and restaurants at your own pace before being collected and returned to the hotel where you will find a truly tranquil escape from the city. But it is the staff who deserve the highest praise. Their love of the hotel, its place in the world and how it is part of the local community shine through in every interaction. They are warm, knowledgeable, helpful and care deeply that guests have a truly memorable stay here. If this hotel is the local crown, the staff are the diamonds within it. You must stay here; it’s the best hotel in or near Siena by a country mile. "

Casanova - Panoramic Rooms and Suites

10/10 Excellent

"Pool is wonderful! Location is great. Breakfast is very good and staff is very helpful. We totally enjoyed our visit if there is one criticism or would be that sleeping and bathrooms are up a staircase in the room. So if you have a problem with stairs this place might not work for you. No problem for me but could be for some. "

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:

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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.

What are some of the best holiday rentals that Pienza has to offer?

Agriturismo San Filippo: This holiday home rental outside Pienza is located in the suburbs, and has a rooftop terrace, a private garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Pienza?

Expedia has 28 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.

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Pienza Holiday Rentals

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Holiday Rentals in Pienza

Hotel San Gregorio

Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany

Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool

Luxury Privacy in the Heart of Tuscany

Casanova - Panoramic Rooms and Suites

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Hilltop house in the heart of Tuscany with private pool

Bosco della Spina

Villa in Montalcino, exclusive for you, stunning view!!!

Tuscasì Aparthotel

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Abbadia Sicille Relais

Residenza Fabroni

The House of Alice, charm and relaxation

Delcorto Suites

PRIVATE TUSCAN VILLA WITH HEATED SWIMMING POOL - JACUZZI SPA - SAUNA - EVENTS

Il Tosco

Borgo Dolciano

Gite Montemirello, with garden and swimming pool

Il Poggio dell'Eremita

Top Pienza Hotel Reviews

Monastero di Cortona Hotel & Spa

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Certosa Di Maggiano

Hotel Corsignano

Nuovo Etruria Resort

Hotel San Michele

Casanova - Panoramic Rooms and Suites

Hotel San Gregorio

Castello di Velona Resort Thermal SPA & Winery

Find out more about Pienza

Frequently asked questions

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