A historic square with a prominent tower and statues.

Find Hotels with a Pool in Pienza

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Pienza Hotels with a Pool

Tonight
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Pienza hotels with a pool

1. 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.
¥37,125
¥41,940 total
includes taxes & fees
Aug 25 - Aug 26
Hotel San Gregorio

2. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
¥39,566
¥44,258 total
includes taxes & fees
Aug 24 - Aug 25
Tenuta Santo Pietro

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.
¥32,200
¥36,155 total
includes taxes & fees
Sep 6 - Sep 7
Agriturismo Il Macchione

4. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
¥31,979
¥35,912 total
includes taxes & fees
Aug 17 - Aug 18
Hotel Rutiliano Centro Benessere

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.
¥29,882
¥33,606 total
includes taxes & fees
Aug 16 - Aug 17
Agriturismo Poggio Tobruk

6. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
¥28,499
¥32,084 total
includes taxes & fees
Aug 23 - Aug 24
Podere Spedalone

7. L'Olmo

L'Olmo
Pienza
  • Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
¥115,753
¥128,063 total
includes taxes & fees
Aug 16 - Aug 17
L'Olmo

8. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
  • Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.
¥29,527
¥33,032 total
includes taxes & fees
Aug 17 - Aug 18
Borgo Sant'Ambrogio Resort

9. Locanda Vesuna

Locanda Vesuna
Trequanda
¥25,777
¥28,905 total
includes taxes & fees
Aug 23 - Aug 24
Locanda Vesuna

10. Wellness Center Casanova Hotel e SPA

Wellness Center Casanova Hotel e SPA
San Quirico d'Orcia
  • Tuscan getaway elevates relaxation with a seasonal outdoor pool, tennis court, and spa services for a refreshing retreat.
¥31,362
¥35,234 total
includes taxes & fees
Sep 4 - Sep 5
Wellness Center Casanova Hotel e SPA
View all properties

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

Hotel San Gregorio

Hotel San Gregorio
Pienza
¥37,125
¥41,940 total
includes taxes & fees
Aug 25 - Aug 26
Hotel San Gregorio

L'Olmo

L'Olmo
Pienza
¥115,753
¥128,063 total
includes taxes & fees
Aug 16 - Aug 17
L'Olmo

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
¥31,979
¥35,912 total
includes taxes & fees
Aug 17 - Aug 18
Hotel Rutiliano Centro Benessere

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
¥32,200
¥36,155 total
includes taxes & fees
Sep 6 - Sep 7
Agriturismo Il Macchione

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
¥39,566
¥44,258 total
includes taxes & fees
Aug 24 - Aug 25
Tenuta Santo Pietro

Podere Spedalone

Podere Spedalone
Pienza
¥28,499
¥32,084 total
includes taxes & fees
Aug 23 - Aug 24
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.
View all properties

Top Pienza Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 4 hours ago
Castello di Velona Resort Thermal SPA & Winery
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Wonderful place, great service and very good restaurant"
Ron 2-night trip
Posted 3 days ago
Fonteverde Thermal Spa Resort Tuscany
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."
Karen 4-night trip
Posted 5 days ago
Agriturismo La Sovana
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 3 weeks ago
Castiglion del Bosco, A Rosewood Hotel
Castello di Leonina Relais

Castello di Leonina Relais

8/10 Good
"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."
Anthony 2-night trip
Posted 1 month ago
Castello di Leonina Relais
Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Beautiful room and property. Location was very convenient to many small hill towns. Staff were wonderful, especially Bertina. Will be back!"
Judy 7-night trip
Posted 2 months ago
Tenuta Santo Pietro
Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the pool itself was nice and refreshing. They could have furnished the pool area nicer considering the area we were in! The staff were helpful and friendly, hotel was very convenient with lots of parking and it was very clean."
Traci 2-night trip
Posted 2 months ago
Hotel San Gregorio

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 Corsignano: Offers complimentary wireless internet access, a seasonal outdoor pool, and Smart TVs. Hotel San Gregorio: 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. Sant'Anna in Camprena Agriturismo: 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 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.

Explore a world of travel with Expedia