Search Hotels with Pool in Pienza

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Check availability on Pienza Hotels with Pool

Our top choices for Pienza hotels with a pool

Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool 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
Outdoor pool, open 8:00 AM to 7:30 PM, pool loungers
Agriturismo Bonello

Agriturismo Bonello

Agriturismo Bonello
Pienza
9.4 out of 10, Exceptional, (25)
"Our stay was magnificent and well located within Tuscany. The owners take good care of their guests and premises. Very professional. Thank you Luca Sylvain and Sara"
Canada
Sylvain
Agriturismo Bonello
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
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
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 ฿6,513
฿7,387 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hotel San Gregorio
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 ฿6,368
฿7,116 total
includes taxes & fees
27 Dec - 28 Dec
Borgo Sant'Ambrogio Resort
Exterior
Podere La Rocca

Podere La Rocca

Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (93)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
Podere La Rocca
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 ฿2,694
฿4,074 total
includes taxes & fees
18 Dec - 19 Dec
Agriturismo Le Casaline
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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Hotels with pools and free breakfast in Pienza

Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool 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)
Hotel Relais II Chiostro di 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.
View all properties

Top Pienza Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
Jose 3-night trip
Posted 1 month ago
Castello di Velona Resort Thermal SPA & Winery

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Frequently asked questions

What's it like visiting Pienza?
If spending time by the pool is your idea of the perfect getaway, you may want to explore luxurious Pienza, which has 9 places to stay with pools. While you're visiting, you can explore sights such as Palazzo Piccolomini and Historic Centre of Pienza, and then relax and unwind poolside at one of the accommodation options 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 televisions. 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: Offers buffet, a seasonal outdoor pool and free self parking. Podere Spedalone: Provides sunloungers, a pool and complimentary wireless Internet access.
How many hotels with pools will I find 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 such as Historic Centre of Pienza and RI Crea RE. During your stay, visit 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 with an outdoor swimming pool if you plan to visit Pienza in the warmest months of August, July or June, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 5°C.