Pienza holiday homes

We found 1,680 holiday rentals — enter your dates for availability
Discover a selection of 41 apartments, 42 villas and other holiday rentals in Pienza that are perfect for your trip. 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.

Holiday rentals with weekly discounts – Pienza

Showing deals for:30 Oct - 6 Nov

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    Enjoy full kitchens, laundry, pools, gardens and more
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    More space, more privacy, more amenities — more value

Why visit Pienza

  • Historic Charm: Wander through Pienza’s enchanting historic piazza and picturesque streets, rich in culture and heritage.
  • Architectural Splendour: Admire the impressive cathedral and monastery that stand as testaments to the city’s storied past.
  • Scenic Views: Enjoy breathtaking vistas of the surrounding countryside, perfect for a leisurely outdoor escapade.
  • Romantic Atmosphere: Experience the city’s intimate, relaxed vibe ideal for a romantic getaway.
  • Culinary Delights: Savour the local pecorino and immerse in Pienza’s blend of fine food and history.

Top attractions near Pienza

Pienza in Tuscany offers a charming mix of outdoor, romantic, and entertainment experiences. Visitors can explore its historic piazza square, a monastery, and a cathedral, all set against a backdrop of rich culture and scenic city views. Ideal for those seeking outdoor adventures and a taste of local heritage, Pienza invites travellers to immerse themselves in its unique blend of history and beauty, making it a perfect destination for a memorable holiday.

Things to do recommended for couples

Discover the charm of Pienza, Tuscany, perfect for a romantic escape. Enjoy a leisurely stroll through its enchanting streets, savour local delicacies, and immerse yourselves in the history and beauty of the region. Experience a memorable getaway in this picturesque Italian gem.

Things to do recommended for families

Families visiting Pienza can explore its charming streets, savour authentic Tuscan flavours, and enjoy kid-friendly outdoor adventures in the picturesque countryside.

Things to do recommended for groups

Experience the thrill of the Saltalbero Adventure Park, a zipline and ropes course located 24km from Pienza. Embrace the great outdoors with your group as you tackle challenging courses and enjoy the stunning Tuscan scenery together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Pienza

Whether you're travelling with a group, as a family, with your pets, or planning an extended stay, be sure to use the appropriate filters to suit your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Pienza with a group: Consider the number of bedrooms required, as well as features like a fully equipped kitchen or an outdoor area for a group get-together. Thankfully, you can filter for all these options and more on Vrbo.
  • Traveling to Pienza with young kids: Traveling with little ones can present its challenges. It is essential to prioritise their comfort and safety by choosing accommodation with suitable facilities, like a private pool, and ensuring there are age-appropriate amenities. It’s also wise to think about staying near family-friendly attractions.
  • Taking your pets with you to Pienza: For many, a family holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Pienza: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Pienza

Pienza offers a romantic escape with its charming historical streets and luxurious scenery. Visitors can explore its complete guide to local attractions, savour the famed pecorino, and enjoy a relaxing spa town atmosphere. With captivating outdoor experiences and a friendly, secluded vibe, Pienza is a must-visit destination where every corner tells a story.

  • Montepulciano: Nestled 10km from Pienza, Montepulciano offers a blend of romantic ambience and invigorating outdoor adventures. This charming city invites travellers to revel in a culture-themed journey, with local highlights including a historic piazza square and a picturesque lake. In between visits to these landmarks, you can enjoy therapeutic spa treatments or peruse a vibrant shopping area that reflects the authentic Tuscan lifestyle.
  • Montalcino: Located 16km from Pienza, Montalcino is a destination where romance meets dynamic entertainment and outdoor pursuits. The city is celebrated for its captivating historic sites, soothing hotsprings, and an impressive castle that stands testament to its rich past. Visitors can also indulge in popular activities such as spa treatments, body therapies, or even catch a live performance at a local theatre, immersing themselves in the local culture.
  • San Quirico d'Orcia: Just 6km from Pienza, San Quirico d'Orcia is a delightful escape offering a mix of romantic settings, outdoor leisure, and engaging entertainment. The city boasts a blend of natural hotsprings and historical sites, including a serene lake that enhances its tranquil appeal. Here, travellers can also enjoy spa sessions, body treatments, and even a round of golf, ensuring a well-rounded experience in the heart of Tuscany.

Best time to go to Pienza

If you're planning a trip to Pienza, it's a good idea to check both the weather and property rates. The warmest months are July and August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January39.4°F (4.1°C)Light RainMostly SunnySlightly Low
February40.6°F (4.8°C)Light RainMostly SunnyAverage
March45.0°F (7.2°C)Light RainMostly SunnyAverage
April50.9°F (10.5°C)Light RainMostly SunnySlightly High
May57.4°F (14.1°C)Light RainMostly SunnyAverage
June66.7°F (19.3°C)Light RainSunnyAverage
July73.0°F (22.8°C)No Rain (Dry)SunnyAverage
August73.0°F (22.8°C)No Rain (Dry)SunnySlightly High
September64.8°F (18.2°C)Light RainMostly SunnySlightly High
October56.7°F (13.7°C)Light RainMostly SunnyAverage
November48.6°F (9.2°C)Light RainMostly SunnySlightly Low
December42.1°F (5.6°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in substantial savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental. We're here to help you find the perfect place for your getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's innovative Trip Board offers you a convenient space to plan new adventures, pick up from where you paused, or manage your travel arrangements. You can easily find properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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:

  • 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)
  • Baths of San Filippo (10.2 mi / 16.5 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)
  • Garden of Daniel Spoerri (11.9 mi / 19.2 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.