Find Hotels with a Pool in Pienza

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Check availability on Pienza Hotels with a Pool

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

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
Outdoor pool
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

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 746
AED 846 total
includes taxes & fees
5 Jan - 6 January 2026
Hotel San Gregorio
Interior
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

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 10:00 AM to 7:00 PM, pool umbrellas
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
Game room
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 449
AED 507 total
includes taxes & fees
12 Dec - 13 Dec
Borgo Sant'Ambrogio Resort
Exterior
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
Outdoor pool, sun loungers
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Montepulciano
9.8 out of 10, Exceptional, (278)
"Great room and service"
United States
ALFREDO
The price is AED 537
AED 607 total
includes taxes & fees
13 Dec - 14 Dec
Relais Villa Grazianella - UNA Esperienze
Outdoor pool
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 311
AED 470 total
includes taxes & fees
17 Dec - 18 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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Top Pienza Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"
Pedro 1-night trip
Posted 4 days ago
Relais Villa Grazianella - UNA Esperienze

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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 Relais II Chiostro di Pienza: Features a rooftop terrace, a seasonal outdoor pool, and daily. Hotel San Gregorio: Offers complimentary wireless internet access, a seasonal outdoor pool, and Smart TVs. Hotel Corsignano: Features buffet, a seasonal outdoor pool, and free self parking. Tenuta Santo Pietro: Offers buffet, a seasonal outdoor pool, and free self parking. Podere Spedalone: Features buffet, an outdoor pool, and free self parking.
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.