Pienza apartments
We found 651 apartments — enter your dates for availability
Explore Pienza condo rentals
Luxury Villa in Monticchiello, your heaven in Tuscany
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Finestra Dell'Angelo
Sleeps 4 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Casa Gioia - Casa Olivieri
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Amazing Panorama in Monticchiello
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Cozy 2-bedroom apartment in the historic center, located in a quiet area.
Sleeps 4 · 2 bedrooms · 1 bathroom
8.08.0 out of 10
Very goodvery good
1 review(1 review)
The house in the village - Angelica apartment - Vald'Orcia
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Top rated condo and apartment rentals - Pienza
Excellent
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Very helpful host and beautiful apartment.
Lani W.
Stayed Apr 2025
Great place
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
A great apartment in a lovely Tuscan village. Host was extremely helpful and available at all times. Would recommend.
Sharon B.
Stayed Apr 2024
Beautiful apartment in Monticchiello!
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
I stayed at Villa PoliFlora with 3 friends for a week and we had the most wonderful stay! I couldn't say a single negative thing - leading up to our stay communication with their daughter Futura was great, the apartment was beautiful and just like the photos, and the location is fantastic. Flora had even baked a cake for our arrival which was so sweet of her. Although Poli and Flora don't speak much/if any English it wasn't a problem at all, their hospitality was exceptional.
There is plenty of space to park a car if you're driving around Tuscany and there are many other towns close by for easy day trips. Monticchiello is such a sweet town, I would definitely recommend staying here!
Everything about our stay was fantastic - Futura went above and beyond to help my friend who left some of her belongings behind and sent them back to Ireland for her.
I couldn't recommend staying at Villa PoliFlora more!
Claire M.
Stayed July 2018
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Frequently asked questions
Are there any apartment holiday rentals in Pienza?
Take your pick of 651 holiday condo rentals in Pienza. Whether you prefer to stay in Macciano or another desirable neighbourhood, these condos and apartments are the ideal way to experience the local lifestyle and culture.
How much does it cost to stay in an apartment holiday rental in Pienza?
Where you stay, when you decide to travel and the length of your escape will influence how much you pay for a condo holiday rental in Pienza. Key in your travel dates on Stayz to compare properties and then choose the best one for you.
Where can I rent a Pienza holiday apartment with great views?
Open the curtains of your apartment holiday rental in Pienza and you can admire impressive views of historic areas. Want something even more special? Search for condos featuring a balcony and soak up the vistas while sipping your morning coffee or tea.
Does Pienza have any weekend apartment rentals?
When you're in the mood for a spontaneous escape, browse our holiday condo rentals in Pienza that are perfect for a weekend trip. Just key in your preferred travel dates to see what's available. Can't find the apartment holiday rental that fits your style? Be flexible with your plans and try searching on different dates.
Can I book a luxury apartment in Pienza?
For a taste of the finer things in life, it's hard to go past our luxury apartment holiday rentals in Pienza. Alongside practical amenities like kitchens and living spaces, you'll also have access to perks like hot tubs and pools. All you have to do is search for holiday condo rentals on Stayz with a high guest rating and narrow the results based on your ideal amenities and features.
What are the top things to do in Pienza?
From Pienza Cathedral to Palazzo Piccolomini and Abbazia di Sant'Antimo, you'll never run out of ideas in Pienza, especially if you're travelling with the fam. Book one of our apartment holiday rentals and you'll have the perfect base to discover these and other major attractions in the area.
Why should I book my apartment holiday rental with Stayz?
Book your apartment holiday rental with Stayz and get more space and privacy compared to traditional hotel accommodation. These kinds of stays offer that home-away-from-home vibe. One of the biggest advantages? You'll never have to share your space, whether you spend your getaway in an apartment or something a little swankier, like a villa or a castle.