Pienza villa rentals
We found 449 villa rentals — enter your dates for availability
Explore Pienza villa rentals
Luxury Tuscan villa, spectacular views, beautiful pool and garden.
Sleeps 8 · 5 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Sleeps 13 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
Sleeps 20 · 9 bedrooms · 9+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
Sleeps 8 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Top rated villa rentals - Pienza
A pleasant stay near beautiful town of Montepulciano.
1010 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Thank you, Franco for your friendliness and for helping us with transport.
Anna H.
Stayed Dec 2024
Beautiful stay
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
We received a warm welcome from the family and a thorough explanation of the facilities, the surrounding area and places of interest. Fabrizio communicated easily with us using the translation phone app. The apartment is very clean, well equipped and offers a genuine Italian experience. Simply wonderful.
Murray H.
Stayed Oct 2024
Private villa with private pool close to Montisi.
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
We loved our stay at Luigi's villa and have the best memories of our time there.
The villa was very clean including the pool. Once we had a small problem with the washing machine and Luigi was so fast in sorting it out for us. He also provided us with lots of information about Montisi (a delightful hill top village, a bit off the beaten track) and the surrounding area.
The photos was a good reflection of the villa, the pool and garden.
We would love to go back one day.
Annemarie Veldsman.
Date of stay: June 2024.
Anne H.
Stayed June 2024
Fabulous in every way
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Just divine location, magnificent view...friendly hosts and lovely Tuscan house. We loved our stay with our 8 month old baby!
Stephanie B.
Stayed May 2019
Absolutely stunning! Highly recommend!
1010 out of 10
Exceptionalexceptional
77 reviews(77 reviews)
My family and I stayed here in late September and had a fabulous time. The house has everything you need including a bbq (we are Australians so this is essential on a holiday), pool and an AMAZING view. The house is close enough to Sarteano to feel part of the village but far away enough to be very quiet and secluded! It provided a great base to explore the beautiful hill towns in this part of Italy!!
Lauren B.
Stayed Sept 2018
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Frequently asked questions
Are there any holiday villa rentals in Pienza?
Browse our 449 villa rentals in Pienza that provide more space than traditional hotel rooms, making them perfect for groups or families travelling together. Consider staying in the desirable neighbourhood of Macciano and then discover this city just like a local.
How much does it cost to stay in a villa rental in Pienza?
Our filters make it easy to find a villa rental in Pienza that fits your budget. Fine-tune your search by entering your maximum nightly or total price. Think about when you go too. Prices often vary based on major local holidays or special events or festivals. You may find lower rates in off-peak times.
Where can I rent a Pienza villa with great views?
Throw in views of historic areas on top of your fantastic villa rental and you've got the ingredients for an unforgettable Pienza escape. Some of our highly sought-after villas here come with these types of views. Search for others by making use of our "Location" filter tool.
Can I book a luxury villa in Pienza?
Featuring an array of amenities like private pools, courtyards and advanced in-home entertainment, our luxurious villa rentals in Pienza promise a sophisticated travel experience. You can expect the best in modern and comfortable furnishings, ample room and an atmosphere that ensures privacy and relaxation for both you and your guests.
What are the top things to do in Pienza?
Pienza Cathedral, Palazzo Piccolomini and Abbazia di Sant'Antimo are top-rated attractions that'll keep the whole family entertained in Pienza. There's nothing like a fun getaway to bring everyone together, so browse our villa rentals in this dynamic destination.
Why should I book my villa holiday with Stayz?
With customer support always available, your peace of mind is guaranteed when you book through Stayz. As soon as you secure your villa rental to even after your stay is over, we're with you every step of the way. It's all part of our Book with Confidence Guarantee. What's more, we also have an easy and secure payment process and flexible cancellation policies