A historic square with a prominent tower and statues.

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Our top choices for Pienza hotels with a pool

An outdoor dining area with stone walls, wooden tables, and benches.

1. La Bandita Townhouse

La Bandita Townhouse
Pienza
9.6 out of 10, Exceptional, (17 reviews)
"Great Stay!"
United States
Kristian
The price is ￥71,769
￥79,655 total
includes taxes & fees
Nov 13 - Nov 14
La Bandita Townhouse
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

2. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (171 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is ￥21,694
￥24,926 total
includes taxes & fees
Nov 16 - Nov 17
Hotel San Gregorio
A patio area with wicker furniture, a glass table, and a pool in the background.

3. Hotel Corsignano

Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (400 reviews)
"Love this hotel. Very nice place in a great location and very friendly staff."
Canada
Tatiana
The price is ￥19,359
￥22,359 total
includes taxes & fees
Dec 13 - Dec 14
Hotel Corsignano
A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.

4. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (17 reviews)
"The room and view were wonderful, the breakfast was delicious, and the staff members were incredibly helpful!"
United States
Tracy
The price is ￥19,899
￥22,953 total
includes taxes & fees
Dec 13 - Dec 14
Relais Cloister Pienza
A woman in a white dress standing on a stone terrace with a view of a mountain and a tall tree.

5. Rossellino

Rossellino
Pienza
8.6 out of 10, Excellent, (70 reviews)
"Very nice people. Glad we stayed there. Would absolutely stay there again!"
United States
Darrell
The price is ￥16,338
￥22,225 total
includes taxes & fees
Nov 20 - Nov 21
Rossellino
A garden with two chairs under trees, a table, and a view of the landscape.

6. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (75 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is ￥16,322
￥22,367 total
includes taxes & fees
Nov 15 - Nov 16
Affitacamere Maria Gabriella
A swimming pool with a stone wall and a metal ladder, surrounded by trees and a clear sky.

7. Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.0 out of 10, Wonderful, (54 reviews)
"The common areas could be cleaner."
Ireland
Sana
The price is ￥23,097
￥26,115 total
includes taxes & fees
Nov 13 - Nov 14
Podere Spedalone
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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Choose what matters most at hotels with a pool in Pienza

Breakfast included
4 stars

Hotels with pools and free breakfast in Pienza

A historic town with a prominent church, a square with a pool, and a well-lit street.
Relais Cloister Pienza

Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (17)
The price is ￥19,899
￥22,953 total
includes taxes & fees
Dec 13 - Dec 14
Relais Cloister Pienza
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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Extremely attentive and polite staff made us feel special. The location, thermal pools and bike rental made our stay incredible and unforgettable. Can’t wait to stay again!"
Slimane 3-night trip
Posted 4 days ago
Castello di Velona Resort Thermal SPA & Winery

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 8 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 buffet, an outdoor pool, and free self parking. Agriturismo Il Macchione: Features buffet, a seasonal outdoor pool, and free self parking. Tenuta Santo Pietro: Offers buffet, a seasonal outdoor pool, and free self parking. Agriturismo Poggio Tobruk: Provides sun loungers, a pool, and complimentary wireless internet access.
How many hotels with pools are there in Pienza?
Expedia has 8 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 Art Studio di Adelina Quadri. 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.

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