Pienza Holiday Rentals

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Holiday Rentals in Pienza

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (117)
"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

3.0 star property
9.2 out of 10, Wonderful, (61)
"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."
The price is NZ$354
includes taxes & fees
9 July - 10 July
Casanova - Panoramic Rooms and Suites

Bosco della Spina

9.6 out of 10, Exceptional, (156)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina

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 NZ$286
includes taxes & fees
13 July - 14 July
Abbadia Sicille Relais

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

10.0 out of 10, Exceptional, (82)
"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "
Villa in Montalcino, exclusive for you, stunning view!!!

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 NZ$537
includes taxes & fees
9 July - 10 July
Il Tosco

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (17)
" Very nice, clean and big apartment. Great location and very friendly staff. Safe parking. "
The price is NZ$136
includes taxes & fees
15 July - 16 July
Tuscasì Aparthotel

Residenza Fabroni

8.8 out of 10, Excellent, (86)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is NZ$183
includes taxes & fees
10 July - 11 July
Residenza Fabroni

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

10.0 out of 10, Exceptional, (52)
"Exvellent Location close to all towns in Tuscany Good communication w Manager"
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (64)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
Casina in authentic Tuscany

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

9.4 out of 10, Exceptional, (59)
"Lovely villa, great host. We really enjoyed our stay. "
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Corte Francigena

10.0 out of 10, Exceptional, (5)
"Loved everything about my stay"
The price is NZ$384
includes taxes & fees
30 July - 31 July
Corte Francigena

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (52)
"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."
The price is NZ$287
includes taxes & fees
9 July - 10 July
Il Poggio dell'Eremita

Luxury Cortona view hilltop Villa

10.0 out of 10, Exceptional, (47)
"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."
Luxury Cortona view hilltop Villa

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 NZ$233
includes taxes & fees
12 July - 13 July
Porta Pispini Residence

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (87)
"We had a wonderful stay, the location was perfect for a short 15 minute walk into Montisi. The countryside setting was lovely and peaceful. We enjoyed being surrounded by beautiful nature, watching the deer every evening was delightful. We hope to return in the future. "
Hilltop house in the heart of Tuscany with private pool

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

Your dream home! In harmony with nature! Priv. Pool - fantastic views!

10.0 out of 10, Exceptional, (14)
"Tolles Haus, wahnsinnig schöner Ausblick, super Urlaub"
Your dream home! In harmony with nature! Priv. Pool - fantastic views!

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

9.6 out of 10, Exceptional, (69)
"We enjoyed especially the terrace because we had sunny weather"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

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 NZ$214
includes taxes & fees
9 July - 10 July
Borgo Dolciano
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 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?

Il Palazzetto: This holiday home rental outside of Pienza is located in a rural location, and has a balcony, a terrace and a BBQ 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 garden in this rental home to help you unwind.

How many holiday rentals are there in Pienza?

Expedia has 29 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.