A historic square with a prominent tower and statues.

Hotels with Swimming Pool in Pienza, Tuscany

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Check availability on Pienza Hotels with Swimming Pool

Tonight
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

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.
P11,621
P13,216 total
includes taxes & fees
Aug 25 - Aug 26
Hotel San Gregorio

2. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.
P12,630
P14,182 total
includes taxes & fees
Aug 27 - Aug 28
Agriturismo Il Macchione

3. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
P16,503
P18,442 total
includes taxes & fees
Sep 3 - Sep 4
Tenuta Santo Pietro

4. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
P12,539
P14,081 total
includes taxes & fees
Aug 25 - Aug 26
Hotel Rutiliano Centro Benessere

5. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
P9,232
P10,444 total
includes taxes & fees
Aug 23 - Aug 24
Podere Spedalone

6. L'Olmo

L'Olmo
Pienza
  • Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
P45,384
P50,211 total
includes taxes & fees
Sep 14 - Sep 15
L'Olmo

7. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
  • Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.
P10,245
P11,486 total
includes taxes & fees
Sep 22 - Sep 23
Borgo Sant'Ambrogio Resort

8. Locanda Vesuna

Locanda Vesuna
Trequanda
P14,932
P16,641 total
includes taxes & fees
Sep 17 - Sep 18
Locanda Vesuna

9. 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.
P13,216
P14,826 total
includes taxes & fees
Aug 30 - Aug 31
Wellness Center Casanova Hotel e SPA

10. Albergo San Biagio

Albergo San Biagio
Montepulciano
  • Elegant indoor pool sanctuary with a dedicated kids' pool creates splashy vacation magic for all ages.
P3,843
P4,515 total
includes taxes & fees
Sep 21 - Sep 22
Albergo San Biagio
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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

Hotel San Gregorio

Hotel San Gregorio
Pienza
P11,621
P13,216 total
includes taxes & fees
Aug 25 - Aug 26
Hotel San Gregorio

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
P12,630
P14,182 total
includes taxes & fees
Aug 27 - Aug 28
Agriturismo Il Macchione

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
P16,503
P18,442 total
includes taxes & fees
Sep 3 - Sep 4
Tenuta Santo Pietro

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
P12,539
P14,081 total
includes taxes & fees
Aug 25 - Aug 26
Hotel Rutiliano Centro Benessere

Podere Spedalone

Podere Spedalone
Pienza
P9,232
P10,444 total
includes taxes & fees
Aug 23 - Aug 24
Podere Spedalone

L'Olmo

L'Olmo
Pienza
P45,384
P50,211 total
includes taxes & fees
Sep 14 - Sep 15
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 Corsignano

Hotel Corsignano

8/10 Good
"A cute little hotel, room was a bit smaller. Breakfast was amazing and you cant beat the location."
Minna 2-night trip
Posted less than an hour ago
Hotel Corsignano
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Yan Bo 1-night trip
Posted 5 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Beautiful property and location."
Gary 1-night trip
Posted 8 days ago
Il Falconiere - Relais e Chateaux
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 8 days ago
Castello di Velona Resort Thermal SPA & Winery
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 13 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 1 month ago
Castiglion del Bosco, A Rosewood Hotel
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 3 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 3 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: Features buffet, a seasonal outdoor pool, and free self parking. Sant'Anna in Camprena Agriturismo: Offers 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.

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