Pienza holiday homes

We found 1,663 holiday rentals — enter your dates for availability

Select from 28 houses, 46 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

  • 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

Rustic Pienza will entice you

The area's churches and wineries are just some of the reasons to come on holiday to Pienza. This scenic city has many special qualities. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Pienza

Do you want to find attractions to visit while you're in town? Venture out of your holiday home and check out everything that makes Pienza a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Consorzio del Vino Nobile di Montepulciano (5.3 mi / 8.5 km)
  • Cantina del Redi (5.3 mi / 8.5 km)
  • Cantina Contucci (5.3 mi / 8.5 km)
  • Piscine Termali Theia (7 mi / 11.2 km)
  • Terme di Chianciano (7.4 mi / 11.9 km)
  • Tenuta Greppo Franco Biondi Santi (9.2 mi / 14.8 km)

Exploring the natural landscape of Pienza

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Pienza is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Historic Centre of Pienza (0.1 mi / 0.1 km)
  • La Foce (6.2 mi / 10 km)
  • Terme di Montepulciano Spa (6.2 mi / 10 km)
  • Piscine Termali Theia (7 mi / 11.2 km)
  • Val di Chiana (7.1 mi / 11.4 km)
  • Monte Amiata (13.3 mi / 21.5 km)

Frequently asked questions

What is the best area to stay in Pienza when booking a holiday home?
Monticchiello is one of the most popular locations where you can book a Bookabach holiday home in Pienza. Take a look at our relaxing stays and then prepare to experience the best of this destination.
What is the most popular type of holiday home accommodation in Pienza?
The most sought-after types of holiday homes in Pienza are villas. Ready for more choices? Bookabach offers a variety of options to match the needs of our guests, so you'll see properties in all sizes and shapes. The perfect fit is waiting for you — get yours today.
How much does it cost to rent a holiday home in Pienza?
Different things affect how much you pay for a holiday home in Pienza, including the length of stay, season and type of property. Still, all of our holiday homes have one thing in common — incredible value. Just enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Pienza?
Prices for beach houses in Pienza can vary depending on the style and size of the property and when you plan to travel. Simply enter your travel dates into Bookabach and the number of guests to view holiday home options and prices. From there you can use our filter tool to tailor your search results by ratings, nearby activities and more.
Are there pet-friendly holiday homes in Pienza?
Pack a suitcase for the pup in your life because Pienza has 102 stays that throw open their doors to pets. Let your four-legged pal get in on the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Pienza?
Grab your swimming gear and inflatable lounger, because there are 75 houses with a private pool in Pienza. Unwind at one of these sought-after holiday homes and every day can be a pool day. Simply enter your travel dates into Bookabach, then use the "pool" filter to find the perfect place to make a splash!
What are popular home amenities in Pienza?
A sauna, a nearby river and an electric car charging station are the most popular home amenities in Pienza. Whether you're travelling solo, with your significant other or as a family group, Bookabach will help you find a holiday home that suits your tastes with all the options you need.
Are there large group holiday homes in Pienza?
Pienza has 42 holiday homes that can host 10 or more people. These properties come with all the space you need to enjoy good times with your nearest and dearest.
Are there holiday homes in Pienza that welcome kids?
Bring the whole family together for fun-filled adventures in Pienza at one of our 101 family-friendly holiday homes. These stays come with amenities that are ideally suited to trips with children, like dining rooms, bunk beds and pools. Simply check the "Properties good for families" filter and select your favourite.
What are the top attractions for families in Pienza?
Keep the kids occupied at these fun family-friendly attractions in Pienza:

  • Piscine Termali Theia
  • Terme di Montepulciano Spa
  • Palazzo Piccolomini

Are there one-bedroom holiday homes in Pienza?
Pienza has 15 one-bedroom homes on offer. Often situated in well-regarded areas due to their compact size, a one-bedroom holiday home is ideal if you're travelling with your partner or a friend. And with comforts such as air conditioning and more privacy than a standard hotel, you'll be able to kick back and relax while sightseeing around this exciting destination.
Can I find two-bedroom holiday homes in Pienza?
Gather your nearest and dearest and enjoy peace, privacy and comfort in one of the 20 two-bedroom holiday homes Pienza has to offer.
Are there holiday homes with WiFi in Pienza?
You can pick from 39 holiday homes with WiFi in Pienza. If you want to disconnect from daily life during your trip, but still need to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Pienza?
Pienza has 52 holiday homes where you'll be able to relax in air-conditioned comfort. To book a property on Bookabach that provides this amenity, enter your desired travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Pienza?
The minimum age allowed can differ across properties on Bookabach, so look at the rules of the holiday home in Pienza you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Pienza for?
The amount of time you can stay in a Pienza holiday home for is down to each property. Simply enter your dates of travel to find options offering extended stays. They feature all you need to make your extended getaway more enjoyable and convenient, such as laundries and air conditioning. Some holiday homes may also offer weekly or monthly discounted prices, so you can stay longer for less money.

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