Pienza villa rentals

We found 389 villa rentals — enter your dates for availability
Select from 30 houses, 41 apartments and other holiday rentals to find the perfect place for your stay in Pienza. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include a pool and a washer and dryer. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

Explore Pienza villa rentals

Image of Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Premier Host

1. Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia

Sleeps 13 · 4 bedrooms · 4 bathrooms
10 out of 10
exceptional
(57 reviews)
More information about Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia, opens in a new tab

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently Asked Questions

Are there any holiday villa rentals in Pienza?

Browse our 175 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