A historic square with a prominent tower and statues.

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Check availability on Pienza Hotels with a Pool

Tonight
Sep 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Pienza hotels with a pool

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
NT$4,193
NT$4,832 total
includes taxes & fees
Oct 4 - Oct 5
Relais Cloister Pienza

2. Hotel San Gregorio

Hotel San Gregorio
Pienza
  • Serene Tuscan retreat boasts a seasonal outdoor pool surrounded by lush gardens, with lounge areas for soaking up the Italian sun.
NT$6,886
NT$7,794 total
includes taxes & fees
Oct 16 - Oct 17
Hotel San Gregorio

3. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.
NT$7,069
NT$7,922 total
includes taxes & fees
Oct 15 - Oct 16
Agriturismo Il Macchione

4. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
NT$8,387
NT$9,372 total
includes taxes & fees
Oct 8 - Oct 9
Tenuta Santo Pietro

5. Agriturismo Poggio Tobruk

Agriturismo Poggio Tobruk
Pienza
  • Soak in natural hot springs at a charming farm stay with indoor pool access and poolside bliss.
NT$4,205
NT$4,772 total
includes taxes & fees
Sep 21 - Sep 22
Agriturismo Poggio Tobruk

6. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
NT$6,372
NT$7,155 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Rutiliano Centro Benessere

7. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
NT$5,403
NT$6,090 total
includes taxes & fees
Oct 8 - Oct 9
Podere Spedalone

8. Locanda Vesuna

Locanda Vesuna
Trequanda
NT$5,754
NT$6,439 total
includes taxes & fees
Sep 20 - Sep 21
Locanda Vesuna

9. Palazzuolo

Palazzuolo
San Quirico d'Orcia
  • Splash into a waterfall-fed pool and soak up Italian countryside views in this family-friendly oasis.
NT$4,299
NT$4,876 total
includes taxes & fees
Oct 18 - Oct 19
Palazzuolo
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Choose what matters most at hotels with a pool in Pienza

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Pienza

Relais Cloister Pienza

Relais Cloister Pienza
Pienza
NT$4,193
NT$4,832 total
includes taxes & fees
Oct 4 - Oct 5
Relais Cloister Pienza

Hotel San Gregorio

Hotel San Gregorio
Pienza
NT$6,886
NT$7,794 total
includes taxes & fees
Oct 16 - Oct 17
Hotel San Gregorio

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
NT$7,069
NT$7,922 total
includes taxes & fees
Oct 15 - Oct 16
Agriturismo Il Macchione

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
NT$6,372
NT$7,155 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Rutiliano Centro Benessere

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
NT$8,387
NT$9,372 total
includes taxes & fees
Oct 8 - Oct 9
Tenuta Santo Pietro

Podere Spedalone

Podere Spedalone
Pienza
NT$5,403
NT$6,090 total
includes taxes & fees
Oct 8 - Oct 9
Podere Spedalone

L'Olmo

L'Olmo
Pienza
NT$23,063
NT$25,516 total
includes taxes & fees
Oct 18 - Oct 19
L'Olmo
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 San Gregorio

Hotel San Gregorio

8/10 Good
"Quaint but modern hotel walking distance to all - good breakfast and service in hotel restaurant. Spacious rooms with air conditioning (which gets turned off when staff cleans room - call desk to turn back on), safe, and bathroom with tub- but no shower curtain- took a while to learn how to negotiate using the shower handle. Pool area is restful. Enjoyed our stay"
JANET 3-night trip
Posted 1 day ago
Hotel San Gregorio
Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Beautiful place to stay halfway between Pienza and Montepulciano. The food was some of the best we had during our entire time in Italy and we loved spending our afternoon by the pool with a drink."
Jenny 2-night trip
Posted 4 days ago
Tenuta Santo Pietro
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 6 days ago
Castiglion del Bosco, A Rosewood Hotel
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Nice clean stay. Staff excellent"
Susan and Larry 3-night trip
Posted 13 days ago
Fonteverde Thermal Spa Resort Tuscany
Palazzuolo

Palazzuolo

10/10 Excellent
"Slight problem on check in. I'd booked a triple room with balcony as we thought we'd have a bit more space also my husband and I like separate beds. We were given our key and found a double bed in a double room. Went back to reception and the explanation was a bit odd. Lots of ' but there are are only 2 of you' went on and no amount of me explaing would pacify them. I just kept getting told there was only 2 of us. Eventually after a very long journey we were tired so I gave in with promise of twin beds would be available the next morning. Still not sure that I got what id paid for. The room had a superb view and a very small balcony but it had sun all day. The view was amazing. Perfect view of the city of Montecattini. True Tuscan scenary and absolutely stunning sunsets. Bathroom a bit small but it was clean and had a walk in shower. Beds very comfortable with nice pillows."
Dianne 11-night trip
Posted 2 weeks ago
Palazzuolo

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 Historic Centre of Pienza and Pienza Cathedral, 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 spa services, a seasonal outdoor pool, and daily.
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 Pienza Cathedral, Val di Chiana, and Palazzo Piccolomini.
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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