A historic square with a prominent tower and statues.

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Check availability on Pienza Hotels with Pool

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Pienza hotels with a pool

A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.

1. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.4 out of 10, Exceptional, (13 reviews)
The price is ฿4,307
฿4,963 total
includes taxes & fees
2 Nov - 3 Nov
Relais Cloister Pienza
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

2. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (168 reviews)
  • cleanliness
    Serene Tuscan retreat boasts a seasonal outdoor pool surrounded by lush gardens, with lounge areas for soaking up the Italian sun.
The price is ฿4,604
฿5,290 total
includes taxes & fees
5 Nov - 6 Nov
Hotel San Gregorio
A rectangular swimming pool with clear water, surrounded by a brick patio.

3. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.8 out of 10, Excellent, (13 reviews)
  • cleanliness
    Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
The price is ฿6,545
฿7,350 total
includes taxes & fees
30 Oct - 31 Oct
Hotel Rutiliano Centro Benessere
A villa with a swimming pool, terraced garden, and a view of distant mountains.

4. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (83 reviews)
  • cleanliness
    Luxurious Tuscan retreat with outdoor pool, on-site winery, and cycling adventures amid rolling hills near Pienza Cathedral.
The price is ฿4,672
฿5,290 total
includes taxes & fees
19 Nov - 20 Nov
Agriturismo Il Macchione
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

5. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (140 reviews)
  • cleanliness
    Seasonal outdoor pool nestled among the vineyards welcomes summer travellers with loungers, umbrellas, and poolside drinks service.
The price is ฿8,614
฿9,625 total
includes taxes & fees
30 Oct - 31 Oct
Tenuta Santo Pietro
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

6. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
  • cleanliness
    Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
The price is ฿15,040
฿16,694 total
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
A pool with lounge chairs, a stone wall, and a view of rolling hills.

7. Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.0 out of 10, Wonderful, (53 reviews)
  • cleanliness
    Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
The price is ฿5,158
฿5,824 total
includes taxes & fees
11 Nov - 12 Nov
Podere Spedalone
A serene outdoor pool area with a view of rolling hills and a sunset sky.

8. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
10.0 out of 10, Exceptional, (58 reviews)
The price is ฿6,823
฿7,656 total
includes taxes & fees
18 Nov - 19 Nov
Relais Val d'Orcia
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.

9. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.6 out of 10, Exceptional, (132 reviews)
  • cleanliness
    Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.
The price is ฿3,937
฿4,444 total
includes taxes & fees
29 Nov - 30 Nov
Borgo Sant'Ambrogio Resort
A clear pool with a stone wall and a wooden bridge.

10. Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
4.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (240 reviews)
  • cleanliness
    Poolside retreat in Tuscany: Dip in seasonal waters under Italian skies.
The price is ฿6,810
฿7,679 total
includes taxes & fees
9 Nov - 10 Nov
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
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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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 a pool, and a well-lit street.
Relais Cloister Pienza

Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.4 out of 10, Exceptional, (13)
The price is ฿4,307
฿4,963 total
includes taxes & fees
2 Nov - 3 Nov
Relais Cloister Pienza
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

Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Bettina was very helpful in assisting us during our stay."
William 3-night trip
Posted 10 hours ago
Tenuta Santo Pietro

Frequently asked questions

What's it like visiting Pienza?
If spending time by the pool is your idea of the perfect getaway, you may want to explore luxurious Pienza, which has 8 places to stay with pools. While you're visiting, you can explore sights such as Palazzo Piccolomini and Historic Centre of Pienza, and then relax and unwind poolside at one of the accommodation options 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 televisions. 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 sunloungers, a pool and complimentary wireless Internet access.
How many hotels with pools will I find 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 such as Historic Centre of Pienza and Art Studio di Adelina Quadri. During your stay, visit 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 with an outdoor swimming pool if you plan to visit Pienza in the warmest months of August, July or June, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 5°C.