Search Guest Houses in Pienza

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Pienza guest houses

1. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
9.8 out of 10, Exceptional, (53 reviews)
"Beautiful property in a very beautiful location. Breakfast is very good and the staff is extremely helpful."
United Kingdom
Giulio
The price is P11,899
P13,370 total
includes taxes & fees
Dec 9 - Dec 10
Poggio Paradiso Resort & Spa

2. Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (209 reviews)
"Just a delight"
United States
Adam
The price is P6,553
P7,489 total
includes taxes & fees
Nov 18 - Nov 19
Palazzo Mosela Alla Porta

3. Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta
Castiglione d'Orcia
9.6 out of 10, Exceptional, (9 reviews)
"Beautiful property, clean and nice rooms. Our hosts were very helpful and the food amazing! Breakfast containing fresh fruits, local products and freshly baked cakes was fantastic. Pool and relaxing area with a view of Monte Amiata. "
Switzerland
Alexandra
The price is P7,585
P8,624 total
includes taxes & fees
Nov 22 - Nov 23
Terre di GIORGIO - Agriturismo Villa la Palazzetta

4. MontepulcianoLettings

MontepulcianoLettings
Montepulciano
10.0 out of 10, Exceptional, (7 reviews)
"The property is extremely well located near the start of the old town and was walkable to everywhere. Our room was small but very lovely and when we stuck our heads out of the window, we had an amazing view of the old town! The only problem was parking - we couldnt find any bc of a festival - but thats not the hotels fauot! Just be a bit organsjed - and i recommend parking behind the bus terminal (Eu10 per day)."
Australia
Charmaine
The price is P5,432
P6,256 total
includes taxes & fees
Dec 9 - Dec 10
MontepulcianoLettings

5. Antica Quercia & Spa

Antica Quercia & Spa
Chianciano Terme
8.0 out of 10, Very good, (36 reviews)
"Overall it’s a great place to stay. I just wasn’t a fan of the location, the town doesn’t have anything today do and isn’t the nicest town to stay in but if you plan to just have a touchdown location to travel Tuscany it’s great, It’s clean, staff is kind and even has a nice breakfast."
United States
Polina
The price is P5,173
P5,831 total
includes taxes & fees
Nov 10 - Nov 11
Antica Quercia & Spa

6. Convento San Bartolomeo

Convento San Bartolomeo
Piancastagnaio
9.8 out of 10, Exceptional, (56 reviews)
"Super hotel with a spectacular view over the valley. Lots of history and very nice staff"
Denmark
Lisette
The price is P6,492
P7,423 total
includes taxes & fees
Nov 16 - Nov 17
Convento San Bartolomeo

7. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.4 out of 10, Exceptional, (63 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is P4,196
P4,616 total
includes taxes & fees
Nov 9 - Nov 10
Fondaco del Moro

8. B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (65 reviews)
"Lovely place, I looking the beautiful San Francesco church. Excellent breakfast!"
United Kingdom
Esther
The price is P5,058
P6,759 total
includes taxes & fees
Nov 16 - Nov 17
B&B San Francesco

9. Villa Sant Andrea

Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (37 reviews)
"This was our second time staying here-- so charming and AMAZING breakfast❤️❤️❤️"
United States
Sasha
Villa Sant Andrea
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Pienza

The Renaissance town's perfectly preserved architecture frames spectacular views of Val d'Orcia from its ancient walls. Sample Pecorino cheese at small shops along cobblestone streets or join locals for aperitivo in Piazza Pio II.

A historic town perched on a hillside with a prominent church tower, surrounded by lush greenery and rolling hills in the background.