The Best Hotels with a Pool in Pienza from ₩118,782 in 2026

Q: 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. Podere Spedalone : Features sun loungers, a pool, and complimentary wireless internet access.

A historic square with a prominent tower and statues.

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Our top choices for Pienza hotels with a pool

Indoor pool, open 9:00 AM to midnight, sun loungers

Albergo San Biagio

Montepulciano

Elegant indoor pool sanctuary with a dedicated kids' pool creates splashy vacation magic for all ages.

₩150,718 total

includes taxes & fees

Jul 20 - Jul 21

Cordella in Montalcino Wine Resort

Montalcino

₩119,758 total

includes taxes & fees

Jul 20 - Jul 21

Seasonal outdoor pool, pool umbrellas, sun loungers

Tenuta Santo Pietro

Pienza

Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.

₩428,342 total

includes taxes & fees

Aug 2 - Aug 3

Podere Spedalone

Pienza

Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.

₩280,276 total

includes taxes & fees

Jul 16 - Jul 17

Agriturismo Il Macchione

Pienza

Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.

₩307,740 total

includes taxes & fees

Jul 29 - Jul 30

Hotel Rutiliano Centro Benessere

Pienza

Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.

₩332,500 total

includes taxes & fees

Jul 19 - Jul 20

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

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.

₩352,514 total

includes taxes & fees

Jul 22 - Jul 23

Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

L'Olmo

Pienza

Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.

₩755,297 total

includes taxes & fees

Jul 27 - Jul 28

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Choose what matters most at hotels with a pool in Pienza

Breakfast included

4 stars

Hotels with pools and free breakfast in Pienza

Agriturismo Il Macchione

Pienza

₩307,740 total

includes taxes & fees

Jul 29 - Jul 30

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Top Pienza Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Very clean and very quiet"

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."

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 7 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 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. Podere Spedalone: Features sun loungers, a pool, and complimentary wireless internet access.

How many hotels with pools are there in Pienza?

Expedia has 7 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 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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