The Best Hotels with a Pool in Pienza from AED 425 in 2026

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

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Our top choices for Pienza hotels with a pool

A villa with a swimming pool, terraced garden, and a view of distant mountains.

1. Agriturismo Il Macchione

Pienza

RYO

AED 537 total

includes taxes & fees

19 Nov - 20 Nov

A modern living room with a white sofa, a coffee table, and a bookshelf.

2. La Bandita Townhouse

Pienza

Kristian

AED 1,850 total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

3. Hotel San Gregorio

Pienza

Michael

AED 579 total

includes taxes & fees

8 Nov - 9 Nov

A patio area with wicker furniture, a glass table, and a pool in the background.

4. Hotel Corsignano

Pienza

Tatiana

AED 599 total

includes taxes & fees

15 Nov - 16 Nov

5. Relais Cloister Pienza

Pienza

Tracy

AED 543 total

includes taxes & fees

8 Nov - 9 Nov

A historic building with a prominent clock tower and arched windows.

6. Rossellino

Pienza

Darrell

AED 509 total

includes taxes & fees

10 Nov - 11 Nov

A grassy field with two chairs and a metal structure, likely a gazebo, with a view of rolling hills and a cloudy sky.

7. Vento Dorcia

Pienza

Brendon

AED 718 total

includes taxes & fees

10 Nov - 11 Nov

A patio area with outdoor seating, potted plants, and a view of the landscape.

8. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

AED 480 total

includes taxes & fees

12 Nov - 13 Nov

A pool with lounge chairs, a stone wall, and a view of rolling hills.

9. Podere Spedalone

Pienza

Sana

AED 608 total

includes taxes & fees

6 Nov - 7 Nov

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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

A historic town with a prominent church, a square with outdoor seating, and a swimming pool.

Relais Cloister Pienza

Pienza

AED 543 total

includes taxes & fees

8 Nov - 9 Nov

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Top Pienza Hotel Reviews

Hotel San Gregorio

10/10 Excellent

"Great place to stay. Perfect location. Wonderful breakfast. Nice room. Underground parking could be a bit nicer, but they are actively working on it. Great place."

Tenuta Santo Pietro

10/10 Excellent

"This place was a Gem. The property and amenities were awesome and very homey. Very lovely and well seasoned staffed that know how to cater to their guests. I would recommend this spot to anyone who wants to be taken care of in a very special and specific manner. We had Dinner there both nights we stayed there and not only was it convenient but it was delicious. Traditional meals served simply, yet beautifully."

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent

"We travel a lot and this was our favorite hotel ever!! Natural hot springs designed into a luxurious set of pools with jets, waterfalls, and even poolside bistrot! The breakfast was the best European hot breakfast we’ve ever had as well. The rooms were beautiful too."

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The thermal spa experience is unique in the region and is awsome, especially during the fall season when it is cooler outside. The room was super clean and the staff was very helpful throughout the entire week, and we felt welcomed at any time of day. 15 min by car from Montalcino, strongly recommend to rent a car since it is slightly remote. Overall 9.5/10, strongly recommend for a special occasion."

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 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 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 Art Studio di Adelina Quadri. 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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