Hotels with Pool & Resorts in Pienza from AU$172

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Check availability on Pienza Hotels with Pool

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Best Pienza Hotels with 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

4.0 star property
Pienza
8.8 out of 10, Excellent, (629)
"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
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
The price is AU$307
includes taxes & fees
13 Dec - 14 Dec
Podere Spedalone
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 AU$356
includes taxes & fees
5 Jan - 6 Jan 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
Games 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 AU$172
includes taxes & fees
8 Dec - 9 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, pool loungers
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Montepulciano
9.8 out of 10, Exceptional, (276)
"Great room and service"
United States
ALFREDO
The price is AU$251
includes taxes & fees
21 Dec - 22 Dec
Relais Villa Grazianella - UNA Esperienze
Seasonal outdoor pool
Agriturismo Beata Vanna

Agriturismo Beata Vanna

Fabro
10.0 out of 10, Exceptional, (2)
"Bra och trevlig service Fantastisk omgivning och miljö"
Sweden
Pelle
The price is AU$230
includes taxes & fees
19 Dec - 20 Dec
Agriturismo Beata Vanna
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 AU$194
includes taxes & fees
10 Dec - 11 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

Abbadia Sicille Relais

Abbadia Sicille Relais

10/10 Excellent
" In the middle of literally nowhere (for me) but so peaceful and serene! I love the history of this monastery. I must say as a solo traveler I was a little nervous at first because it’s very remote. I saw maybe 3 cars in the parking lot and two other guests. But it was safe! Checked in and got a restaurant recommendation for Ristorante Conte Matto, ten minutes away in a small town. The food was excellent and my server was very friendly, even walked me out when I left. Definitely worth the visit. I had the room at the end of the building with the ginormous tub. It was clean, very spacious and simply furnished with a very comfortable bed and pillows. Not gonna lie, I did push my couch up against the door since I was alone but I went to sleep that night and had the most peaceful sleep, waking up to the most beautiful sunrise. "
Safeena 1-night trip
Posted 2 days ago
Abbadia Sicille Relais

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 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 televisions. 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 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.