Pienza house rentals
We found 845 house rentals — enter your dates for availability
Explore Pienza house rentals
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Sleeps 13 · 4 bedrooms · 4 bathrooms
Luxury Tuscan villa, spectacular views, beautiful pool and garden.
Sleeps 8 · 5 bedrooms · 5+ bathrooms
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
Sleeps 20 · 9 bedrooms · 9+ bathrooms
House with private pool with beautiful view Val d 'Orcia
Sleeps 5 · 2 bedrooms · 2+ bathrooms
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
Sleeps 8 · 4 bedrooms · 4 bathrooms
Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner
Sleeps 4 · 2 bedrooms · 1 bathroom
Top rated house rentals - Pienza
Monticchiello
A wonderful quiet apartment with everything you need . Comfortable bed, good a/c, good shower, well equipped kitchen, lovely host. All uphill from the car park but that’s what you expect in a hilltop village. Excellent restaurants in the village. Not far from Pienza . And a washing machine and dryer!
Linda M.
Stayed Apr 2025
A pleasant stay near beautiful town of Montepulciano.
Thank you, Franco for your friendliness and for helping us with transport.
Anna H.
Stayed Dec 2024
Fabulous in every way
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
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any holiday home homes in Pienza?
Take your pick of nine holiday home homes in Pienza. Whether you're thinking of staying in Macciano or another sought-after neighbourhood, we'll make sure you find the ideal home away from home.
How much does it cost to stay in a holiday home house in Pienza?
Whether you're searching for a wallet-friendly getaway or a lavish retreat, we offer a range of holiday home homes in Pienza to choose from. Use our filter tools to compare options and find the right stay for you and your crew.
When is the best time to rent a holiday house in Pienza?
The best time is whenever you can slip away from your everyday routine and enjoy the weather you like most. For most people wanting a holiday home home in Pienza, Val dOrcia, that's February. Average daily temperatures during this month range from 2ºC (2ºC) to 11ºC (11ºC).
Where can I rent a Pienza holiday house with great views?
Jump in and book one of our Pienza houses with hilltop views. The only thing better than spending your break in a Stayz holiday home home? Kicking back in a property with incredible scenery right outside your window.
Does Pienza have any weekend house homes?
Some of Stayz's holiday houses can be rented just for the weekend, making them perfect for impulsive getaways. Enter your preferred travel dates to view the availability. You may need to play around with dates and be flexible with your plans to find the right holiday home home in Pienza.
Are there any pet-friendly house homes in Pienza?
Spend your next adventure with your four-legged companion at one of the three pet-friendly holiday home homes in Pienza. These stays feature perks that'll make your pooch feel at home, including their own comfortable bed. Just click the "Pets allowed" filter to book a house that has room for every cherished member of your family.
What are the top things to do in Pienza?
From Pienza Cathedral to Palazzo Piccolomini and Abbazia di SantAntimo, there's a bunch of cool things to see and do during your family trip to Pienza. With the sightseeing sorted out, Stayz is here to help you book a holiday home home that suits your budget and taste.