A historic square with a prominent tower and statues.

Pienza Hotel Guide - Hotels with Pool in Pienza, Tuscany

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Check availability on Pienza Hotels with Pool

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 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 buffet setup with various food items and condiments.
A modern bathroom with a glass-enclosed shower, a white sink, and a toilet.

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
€132
includes taxes & fees
25 Oct - 26 Oct
Relais Cloister Pienza
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A modern bathroom with two sinks, a shower, and a toilet.
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.

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.
€131
includes taxes & fees
8 Nov - 9 Nov
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, on-site winery, and cycling adventures amid rolling hills near Pienza Cathedral.
€144
includes taxes & fees
5 Nov - 6 Nov
Agriturismo Il Macchione
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 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.

4. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
€195
includes taxes & fees
15 Oct - 16 Oct
Hotel Rutiliano Centro Benessere
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.
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 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.

5. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Seasonal outdoor pool nestled among the vineyards welcomes summer travellers with loungers, umbrellas, and poolside drinks service.
€256
includes taxes & fees
20 Oct - 21 Oct
Tenuta Santo Pietro
A pool with lounge chairs, a stone wall, and a view of rolling hills.
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.
A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

6. Podere Spedalone

Podere Spedalone
Pienza
  • Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
€155
includes taxes & fees
30 Oct - 31 Oct
Podere Spedalone
A large, single-story building with a tiled roof, a covered patio area with outdoor seating, and a well-maintained lawn.
A breakfast buffet with various dishes and a person serving.
A bathroom with a glass-enclosed shower, a sink with chrome fixtures, and a mirror above the sink.
A two-story building with a flat roof and a small balcony on the second floor.

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.
€166
includes taxes & fees
18 Oct - 19 Oct
Agriturismo Poggio Tobruk
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.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

8. L'Olmo

L'Olmo
Pienza
  • Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
€444
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
A serene outdoor pool area with a view of rolling hills and a sunset sky.
Terrace/patio
A bedroom with a bed, a chair, a desk, and a window with curtains.
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.

9. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
€240
includes taxes & fees
25 Oct - 26 Oct
Relais Val d'Orcia
An indoor swimming pool with a central circular platform, large columns, and a stone wall.
A multi-story hotel with a well-lit facade, a parking area with several cars, and a sign indicating the hotel's name.
A hotel room with a bed, a desk, a chair, and a view of the outdoors.
A view from a window overlooking a landscape with a small building and hills.

10. Albergo San Biagio

Albergo San Biagio
Montepulciano
  • Elegant indoor pool sanctuary with a dedicated kids' pool creates splashy holiday magic for all ages.
€55
includes taxes & fees
9 Nov - 10 Nov
Albergo San Biagio
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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 hotel room with a bed, bedside lamps, a desk with a coffee maker, and a window with curtains.
A buffet setup with various food items and condiments.
A room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.

Relais Cloister Pienza

Relais Cloister Pienza
Pienza
€132
includes taxes & fees
25 Oct - 26 Oct
Relais Cloister Pienza
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.
A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.
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.

Hotel San Gregorio

Hotel San Gregorio
Pienza
€131
includes taxes & fees
8 Nov - 9 Nov
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
€144
includes taxes & fees
5 Nov - 6 Nov
Agriturismo Il Macchione
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.
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.

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
€256
includes taxes & fees
20 Oct - 21 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 living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

L'Olmo

L'Olmo
Pienza
€444
includes taxes & fees
2 Nov - 3 Nov
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 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.

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
€195
includes taxes & fees
15 Oct - 16 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 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.
A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

Podere Spedalone

Podere Spedalone
Pienza
€155
includes taxes & fees
30 Oct - 31 Oct
Podere Spedalone
Terrace/patio
A serene outdoor pool area with a view of rolling hills and a sunset sky.
A bedroom with a bed, a chair, a desk, and a window with curtains.
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.

Relais Val d'Orcia

Relais Val d'Orcia
Pienza
€240
includes taxes & fees
25 Oct - 26 Oct
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.
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Top Pienza Hotel Reviews

Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Tenuta Santo Pietro is truly a hidden gem, but what makes it so special is Bertina. She is, without a doubt, one of the most wonderful people I have ever encountered in all my years of traveling. Her warmth, kindness, attentiveness, and genuine love for what she does made our entire stay unforgettable. She goes above and beyond in every way and makes you feel so welcomed and cared for. I honestly cannot say enough wonderful things about her! The property is beautiful, the rooms are spacious, and the beds are incredibly comfortable. The restaurant is also absolutely incredible. After 10 days traveling throughout Italy, some of our favorite meals of the entire trip were here. From the exceptional wine to the pasta, desserts, and everything in between, every meal felt special. Tenuta Santo Pietro is a magical place, and Bertina is the heart of it. She made our stay truly unforgettable, and I cannot wait to return. I only hope she will be there to welcome us again. I have stayed in many wonderful places, but it is rare to meet someone who leaves such a lasting impression. Bertina is an absolute gem, and this property is so lucky to have her!"
Jenna 2-night trip
Posted 1 day ago
Tenuta Santo Pietro
Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"Great location. Clean and quiet with good breakfast"
Michael 1-night trip
Posted 2 days ago
Hotel San Gregorio
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Our third stay here. It’s so nice. The town is also quaint too."
Brenda 4-night trip
Posted 2 days ago
Fonteverde Thermal Spa Resort Tuscany
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 9 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Palazzuolo

Palazzuolo

10/10 Excellent
"Excellent room, good location, the staff is very gentle, the breakfast is good"
Nami 2-night trip
Posted 2 weeks ago
Palazzuolo
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 2 weeks 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 2 weeks 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 2 weeks 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 2 weeks ago
Castello di Velona Resort Thermal SPA & Winery

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.