A historic square with a prominent tower and statues.

Hotels with Swimming Pool in Pienza, Tuscany

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Check availability on Pienza Hotels with Swimming Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.
A buffet setup with various food items and condiments.
A hotel room with a bed, a shower, a TV, and a cabinet.

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
P8,051
P9,278 total
includes taxes & fees
Oct 25 - Oct 26
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 hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

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.
P8,768
P10,066 total
includes taxes & fees
Nov 6 - Nov 7
Hotel San Gregorio
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 gravel pathway leading to the entrance.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

3. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.
P8,895
P10,066 total
includes taxes & fees
Nov 5 - Nov 6
Agriturismo Il Macchione
A rectangular swimming pool with clear water, surrounded by a brick patio.
A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.
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.

4. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
P12,234
P13,738 total
includes taxes & fees
Oct 8 - Oct 9
Hotel Rutiliano Centro Benessere
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A cozy room with a fireplace, two armchairs, and a table.
A cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.
A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

5. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
P16,102
P17,994 total
includes taxes & fees
Oct 8 - Oct 9
Tenuta Santo Pietro
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 living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

6. L'Olmo

L'Olmo
Pienza
  • Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
P28,115
P31,208 total
includes taxes & fees
Nov 2 - Nov 3
L'Olmo
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 restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.
A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

7. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
P9,642
P10,888 total
includes taxes & fees
Oct 25 - Oct 26
Podere Spedalone
A serene outdoor pool area with a view of rolling hills and a sunset sky.
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.
A bedroom with a bed, a chair, a desk, and a window with curtains.
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

8. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
P16,746
P18,702 total
includes taxes & fees
Oct 25 - Oct 26
Relais Val d'Orcia
A clear pool with a stone wall and a wooden bridge.
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.
A stone-walled room with a large bathtub, a fireplace, and a tray with a champagne bottle and glasses.
A narrow cobblestone street with a restaurant named "Trattoria al Vecchio Forno" and a sign indicating "Giardino" (garden).

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

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
San Quirico d'Orcia
  • Poolside retreat in Tuscany: Dip in seasonal waters under Italian skies.
P14,974
P16,823 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
A couple in a hot spring with a large rock formation in the background.
A hotel with a large building, a pool, and a landscaped garden.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.
A restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.

10. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
  • Soak up serenity with two outdoor pools, hot springs, and poolside luxury at this wine country wellness retreat.
P47,727
P52,851 total
includes taxes & fees
Nov 4 - Nov 5
ADLER Thermae
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 living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.
A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.
A buffet setup with various food items and condiments.
A hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.

Relais Cloister Pienza

Relais Cloister Pienza
Pienza
P8,051
P9,278 total
includes taxes & fees
Oct 25 - Oct 26
Relais Cloister 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 hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

Hotel San Gregorio

Hotel San Gregorio
Pienza
P8,768
P10,066 total
includes taxes & fees
Nov 6 - Nov 7
Hotel San Gregorio
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 gravel pathway leading to the entrance.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
P8,895
P10,066 total
includes taxes & fees
Nov 5 - Nov 6
Agriturismo Il Macchione
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.
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.

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
P16,102
P17,994 total
includes taxes & fees
Oct 8 - Oct 9
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 cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

L'Olmo

L'Olmo
Pienza
P28,115
P31,208 total
includes taxes & fees
Nov 2 - Nov 3
L'Olmo
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 restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.
A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

Podere Spedalone

Podere Spedalone
Pienza
P9,642
P10,888 total
includes taxes & fees
Oct 25 - Oct 26
Podere Spedalone
A modern interior with a stone wall, wooden paneling, and a television.
A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.
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.

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
P12,234
P13,738 total
includes taxes & fees
Oct 8 - Oct 9
Hotel Rutiliano Centro Benessere
Terrace/patio
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.
A bedroom with a bed, a chair, a desk, and a window with curtains.
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

Relais Val d'Orcia

Relais Val d'Orcia
Pienza
P16,746
P18,702 total
includes taxes & fees
Oct 25 - Oct 26
Relais Val d'Orcia
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

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Nice and quiet excellent hospitality"
Mohammed 2-night trip
Posted 4 hours ago
Castiglion del Bosco, A Rosewood Hotel
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 1 day ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc. The property was beautiful, maintained nicely, and was very quiet. Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!"
Julia 5-night trip
Posted 8 days ago
Hotel Certosa Di Maggiano
La Bandita Townhouse

La Bandita Townhouse

10/10 Excellent
"Great 12 room boutique hotel in the heart of Pienza."
Robert 1-night trip
Posted 8 days ago
La Bandita Townhouse
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."
Julio 1-night trip
Posted 9 days ago
Hotel Villa Ricci
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 9 days ago
Castello di Velona Resort Thermal SPA & Winery
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 12 days ago
Hotel Corsignano

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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