Find Hotels with a Pool in Pienza

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Check availability on Pienza Hotels with a Pool

Tonight
21 Dec - 22 Dec
Tomorrow
22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Pienza hotels with a pool

Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
8.8 out of 10, Excellent, (630)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
View from property
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Hotel San Gregorio

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is AED 737
AED 836 total
includes taxes & fees
5 Jan - 6 January 2026
Hotel San Gregorio
Seasonal outdoor pool
Podere Spedalone

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (42)
"Amazing food, amazing views"
United States
Juan
Podere Spedalone
Garden
Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.6 out of 10, Excellent, (7)
"Its a little hotel with a great host!! "
United States
Valerie
Hotel Rutiliano Centro Benessere
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Relais Val d'Orcia

Relais Val d'Orcia

Relais Val d'Orcia
Pienza
10.0 out of 10, Exceptional, (53)
"Fantastic stay "
United States
Brittanie
Relais Val d'Orcia
Hiking
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is AED 605
AED 678 total
includes taxes & fees
6 Jan - 7 January 2026
Borgo Sant'Ambrogio Resort
Superior Villa, Private Pool, Pool View | Aerial view
Agriturismo Le Casaline

Agriturismo Le Casaline

Agriturismo Le Casaline
4.0 star property
Seggiano
9.0 out of 10, Wonderful, (8)
"Great host, great view and great pool!"
Canada
Kayla
The price is AED 299
AED 458 total
includes taxes & fees
22 Dec - 23 Dec
Agriturismo Le Casaline
Property grounds
Agriturismo La Terra

Agriturismo La Terra

Agriturismo La Terra
Montepulciano
9.6 out of 10, Exceptional, (20)
"Lovely stay and lovely people who run it."
New Zealand
David
Agriturismo La Terra
Indoor pool, open 9:00 AM to midnight, sun loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (200)
"Great place to stay"
Canada
Robert
The price is AED 2,313
AED 2,561 total
includes taxes & fees
31 Dec - 1 January 2026
Albergo San Biagio
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.
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Top Pienza Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"The best in Siena."
David 1-night trip
Posted 8 days ago
Hotel Certosa Di Maggiano

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Frequently asked questions

What's it like visiting Pienza?
If lounging by a pool is your idea of the perfect getaway, you may want to check out luxurious Pienza, which has 9 places to stay with pools. During your trip, you can explore sights such as Palazzo Piccolomini and Historic Centre of Pienza, and then relax and unwind poolside at one of the accommodations in Pienza that guests like for their pools.
What are some hotels with pools in Pienza?
Hotel San Gregorio: Features complimentary wireless internet access, a seasonal outdoor pool, and Smart TVs. Hotel Corsignano: Provides a rooftop terrace, a seasonal outdoor pool, and daily. Hotel Relais II Chiostro di Pienza: Features buffet, an outdoor pool, and free self parking. Agriturismo Il Macchione: Features buffet, a seasonal outdoor pool, and free self parking. Sant'Anna in Camprena Agriturismo: Offers sun loungers, a pool, and complimentary wireless internet access.
How many hotels with pools are there in Pienza?
Expedia has 9 hotels in Pienza for your poolside break.
What is there to see and do in Pienza?
Make a point to visit attractions like Historic Centre of Pienza and RI Crea RE. During your stay, check out sights such as Palazzo Piccolomini, Pienza Cathedral, and Val di Chiana.
When is the best time to book a hotel with a pool in Pienza?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Pienza in the warmest months of August, July, or June when the average temp is 69°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 42°F.