A historic square with a prominent tower and statues.

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Check availability on Pienza Hotels with Pool

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Our top choices for Pienza hotels with a pool

A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.
A hotel room with a bed, a shower, a TV, and a cabinet.
A modern bathroom with a glass-enclosed shower, a white sink, and a toilet.
A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
Rp2.336.016
Rp2.691.976 total
includes taxes & fees
4 Oct - 5 Oct
Relais Cloister Pienza
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.
A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.
A modern bathroom with two sinks, a shower, and a toilet.

2. 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.
Rp3.455.989
Rp3.923.895 total
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio
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 pool table, comfortable seating, and a large arched window offering a view of the outdoors.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

3. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travellers with loungers, umbrellas, and poolside drinks service.
Rp4.204.662
Rp4.706.700 total
includes taxes & fees
26 Oct - 27 Oct
Tenuta Santo Pietro
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.

4. 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.
Rp3.583.307
Rp4.023.210 total
includes taxes & fees
27 Oct - 28 Oct
Agriturismo Il Macchione
A rectangular swimming pool with clear water, surrounded by a brick patio.
A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.
A sculpture in a grassy area with dense trees in the background.
A villa with a tower, a swimming pool, and a well-maintained garden.

5. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
Rp3.742.576
Rp4.198.406 total
includes taxes & fees
27 Oct - 28 Oct
Hotel Rutiliano Centro Benessere
A pool with lounge chairs, a stone wall, and a view of rolling hills.
A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.
A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

6. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
Rp2.797.697
Rp3.159.038 total
includes taxes & fees
25 Oct - 26 Oct
Podere Spedalone
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.
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.

7. L'Olmo

L'Olmo
Pienza
  • Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
Rp12.842.280
Rp14.208.046 total
includes taxes & fees
23 Oct - 24 Oct
L'Olmo
A pool area with lounge chairs and umbrellas, surrounded by a field of lavender.
A stone building with a brick pathway leading to an arched entrance.
A stone balcony with an arched view of a rural landscape, including fields and distant hills.
An arched doorway leading to a room with a large window, stone walls, and a potted plant outside.

8. Locanda Vesuna

Locanda Vesuna
Trequanda
Rp2.816.777
Rp3.159.609 total
includes taxes & fees
28 Sept - 29 Sept
Locanda Vesuna
A clear swimming pool with lounge chairs and a pergola.
A café with a bar area, a coffee machine, and a view of the outside.
A bathroom with a glass shower enclosure, a sink with a mirror, and a towel rack.
A breakfast setup with a variety of food items and a coffee machine.

9. AgriHotel Villa Ambra

AgriHotel Villa Ambra
Montepulciano
  • Sip and swim through Tuscan vineyard paradise at this wine-connected hotel with 24-hour pool access.
Rp1.381.484
Rp1.601.171 total
includes taxes & fees
12 Oct - 13 Oct
AgriHotel Villa Ambra
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 buffet with various desserts and pastries, a painting on the wall, and wooden paneling.
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

Hotel San Gregorio

Hotel San Gregorio
Pienza
Rp3.455.989
Rp3.923.895 total
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio
A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.
A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.
A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.
A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.

Relais Cloister Pienza

Relais Cloister Pienza
Pienza
Rp2.336.016
Rp2.691.976 total
includes taxes & fees
4 Oct - 5 Oct
Relais Cloister Pienza
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
Rp3.583.307
Rp4.023.210 total
includes taxes & fees
27 Oct - 28 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.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
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
Rp4.204.662
Rp4.706.700 total
includes taxes & fees
26 Oct - 27 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 bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.
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.

L'Olmo

L'Olmo
Pienza
Rp12.842.280
Rp14.208.046 total
includes taxes & fees
23 Oct - 24 Oct
L'Olmo
A modern interior with a stone wall, wooden paneling, and a television.
A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.
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.

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
Rp3.742.576
Rp4.198.406 total
includes taxes & fees
27 Oct - 28 Oct
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 rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.
A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.
A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.

Podere Spedalone

Podere Spedalone
Pienza
Rp2.797.697
Rp3.159.038 total
includes taxes & fees
25 Oct - 26 Oct
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

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 2 days ago
Hotel Corsignano
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 6 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 8 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 11 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 13 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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