A historic square with a prominent tower and statues.

Pienza Hotel with Pool

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Check availability on Pienza Hotel with Pool

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Pienza hotels with a pool

A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.
A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A modern bathroom with two sinks, a shower, and a toilet.

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.
HK$1,648
HK$1,867 total
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio
A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.
A room with a single bed, two framed pictures on the wall, and a thermostat.
A bathroom with a bathtub, a toilet, and a sink.
A room with a red and beige checkered sofa, a matching armchair, a framed picture on the wall, and a window with wooden shutters.

2. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
HK$1,030
HK$1,187 total
includes taxes & fees
6 Oct - 7 Oct
Relais Cloister Pienza
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A stone building with a gravel pathway leading to the entrance.

3. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, on-site winery, and cycling adventures amid rolling hills near Pienza Cathedral.
HK$1,719
HK$1,927 total
includes taxes & fees
15 Oct - 16 Oct
Agriturismo Il Macchione
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.
A cozy room with a fireplace, two armchairs, and a table.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

4. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travellers with loungers, umbrellas, and poolside drinks service.
HK$1,855
HK$2,076 total
includes taxes & fees
22 Oct - 23 Oct
Tenuta Santo Pietro
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

5. L'Olmo

L'Olmo
Pienza
  • Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
HK$5,667
HK$6,269 total
includes taxes & fees
23 Oct - 24 Oct
L'Olmo
A rectangular swimming pool with clear water, surrounded by a brick patio.
A villa with a tower, a swimming pool, and a well-maintained garden.
A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.
A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

6. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
HK$1,568
HK$1,761 total
includes taxes & fees
28 Sept - 29 Sept
Hotel Rutiliano Centro Benessere
A large, single-story building with a tiled roof, a covered patio area with outdoor seating, and a well-maintained lawn.
A two-story building with a flat roof and a small balcony on the second floor.
A bathroom with a glass-enclosed shower, a sink with chrome fixtures, and a mirror above the sink.
A breakfast buffet with various dishes and a person serving.

7. Agriturismo Poggio Tobruk

Agriturismo Poggio Tobruk
Pienza
  • Soak in natural hot springs at a charming farm stay with indoor pool access and poolside bliss.
HK$1,354
HK$1,525 total
includes taxes & fees
28 Sept - 29 Sept
Agriturismo Poggio Tobruk
A pool with lounge chairs, a stone wall, and a view of rolling hills.
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.
A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

8. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
HK$1,305
HK$1,472 total
includes taxes & fees
23 Sept - 24 Sept
Podere Spedalone

9. Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool
Monticchiello
Podere Manafiore - historical villa with swimming pool
A cave-like interior with a central hot spring, rocky formations, and a staircase leading to a higher level.
A rustic stone house with ivy-covered walls, a gravel driveway, and outdoor lighting.
A glass-enclosed pool area with multiple levels and seating, surrounded by trees and stone walls.
An indoor rock formation with a hot tub and a waterfall feature.

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.
HK$1,649
HK$1,850 total
includes taxes & fees
11 Oct - 12 Oct
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

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

Hotel San Gregorio

Hotel San Gregorio
Pienza
HK$1,648
HK$1,867 total
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio
A hotel room with a bed, a desk, a chair, and a television.
A room with a sofa, a bed, a table, and a view of the outdoors.
A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.
A buffet setup with various food items and utensils.

Relais Cloister Pienza

Relais Cloister Pienza
Pienza
HK$1,030
HK$1,187 total
includes taxes & fees
6 Oct - 7 Oct
Relais Cloister Pienza
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A stone building with a gravel pathway leading to the entrance.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
HK$1,719
HK$1,927 total
includes taxes & fees
15 Oct - 16 Oct
Agriturismo Il Macchione
A cozy room with a fireplace, two armchairs, and a table.
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
HK$1,855
HK$2,076 total
includes taxes & fees
22 Oct - 23 Oct
Tenuta Santo Pietro
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

L'Olmo

L'Olmo
Pienza
HK$5,667
HK$6,269 total
includes taxes & fees
23 Oct - 24 Oct
L'Olmo
A modern interior with a stone wall, wooden paneling, and a television.
A villa with a tower, a swimming pool, and a well-maintained garden.
A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.
A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
HK$1,568
HK$1,761 total
includes taxes & fees
28 Sept - 29 Sept
Hotel Rutiliano Centro Benessere
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.
A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.
A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

Podere Spedalone

Podere Spedalone
Pienza
HK$1,305
HK$1,472 total
includes taxes & fees
23 Sept - 24 Sept
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Beren 2-night trip
Posted 2 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"Quaint but modern hotel walking distance to all - good breakfast and service in hotel restaurant. Spacious rooms with air conditioning (which gets turned off when staff cleans room - call desk to turn back on), safe, and bathroom with tub- but no shower curtain- took a while to learn how to negotiate using the shower handle. Pool area is restful. Enjoyed our stay"
JANET 3-night trip
Posted 5 days ago
Hotel San Gregorio
Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Beautiful place to stay halfway between Pienza and Montepulciano. The food was some of the best we had during our entire time in Italy and we loved spending our afternoon by the pool with a drink."
Jenny 2-night trip
Posted 7 days ago
Tenuta Santo Pietro
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 9 days ago
Castiglion del Bosco, A Rosewood Hotel
La Bandita Townhouse

La Bandita Townhouse

10/10 Excellent
"Fantastic venue! Loved Pienza! The Inn was beautiful and the staff extremely friendly and welcoming. We would love to go back"
Ross 1-night trip
Posted 3 weeks ago
La Bandita Townhouse

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: Provides buffet, a seasonal outdoor pool and free self parking. Agriturismo Poggio Tobruk: Features 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.

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