A historic square with a prominent tower and statues.

Find Hotels with a Pool in Pienza

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Pienza Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Pienza hotels with a pool

An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A cozy lounge area with a green sofa, a wooden coffee table, wicker chairs, and a view of a lush landscape through an arched doorway.
A spacious interior with a high arched ceiling, large windows, and a central seating area with chairs and tables.
A large estate with multiple buildings, a swimming pool, and expansive green fields.

1. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
  • Soak up the sun at this luxury retreat featuring both indoor and seasonal outdoor pools.
Precise Tale Poggio Alla Sala
A person in a hot spring with water cascading from a stone structure.
A stone building with a restaurant named "Ristorante Bar Enoteca" by the water.
A person in a robe holding a glass of orange juice, looking out of a window at a stone building with a pond in front.
A spa area with a hot tub, glass walls, and a stone wall with a clock.

2. Albergo Le Terme

Albergo Le Terme
San Quirico d'Orcia
  • Tranquil indoor pool retreat offers rejuvenating escape at this upscale Piazza delle Sorgenti hotel with full spa services.
$219 nightly
$246 total
Nov 12 - Nov 13
Total with taxes and fees
Albergo Le Terme
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 restaurant with a bar area, dining tables, and chairs, with a view of the outdoors.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

3. 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.
$736 nightly
$815 total
Nov 8 - Nov 9
Total with taxes and fees
ADLER Thermae
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A balcony with a view of a green landscape and a body of water.

4. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
  • Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.
$76 nightly
$87 total
Oct 21 - Oct 22
Total with taxes and fees
Borgo Sant'Ambrogio Resort
A pool with a tree in the center, surrounded by a deck and a view of hills in the background.
Porch
Reception
Spa

5. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
  • Spa getaway boasts 3 pools and thermal spa treatments in scenic rural setting.
$335 nightly
$374 total
Nov 11 - Nov 12
Total with taxes and fees
La Posta Hotel & Thermal Spa
A pool area with lounge chairs, a hot tub, and a view of mountains.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A terrace with sun loungers, stone walls, and potted plants.
A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.

6. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
  • Luxurious indoor pool sanctuary awaits at this historic Cortona monastery, where relaxation flows from spa waters to garden views.
$244 nightly
$273 total
Nov 1 - Nov 2
Total with taxes and fees
Monastero di Cortona Hotel & Spa
A stone building with a pool overlooking a mountainous landscape.
Vineyard
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

7. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
  • Soak in thermal bliss at this Italian winery hotel, where 2 outdoor pools offer vineyard views for ultimate relaxation.
$552 nightly
$618 total
Nov 20 - Nov 21
Total with taxes and fees
Castello di Velona Resort Thermal SPA & Winery
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.
A bathroom with a glass-enclosed shower, a white sink, and a mirror.
A stone building with a paved pathway leading to a circular stone feature. Tall, slender trees line the pathway.
A two-story building with a stone facade, arched windows, and a balcony.

8. Nuovo Etruria Resort

Nuovo Etruria Resort
Montepulciano
  • Dive into a refreshing Tuscan escape at this resort with a seasonal outdoor pool and garden views.
$97 nightly
$112 total
Oct 27 - Oct 28
Total with taxes and fees
Nuovo Etruria Resort
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.

9. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.
$146 nightly
$165 total
Nov 19 - Nov 20
Total with taxes and fees
Agriturismo Il Macchione
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.
An outdoor restaurant with tables and chairs, covered by a wooden roof, and surrounded by greenery.
A stone-walled room with a large bathtub, a fireplace, and a tray with a champagne bottle and glasses.

10. 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.
$187 nightly
$212 total
Oct 21 - Oct 22
Total with taxes and fees
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
View all properties

Choose what matters most at hotels with a pool in Pienza

Breakfast included
4 stars
5 stars
Spa
Hot tub

Hotels with pools and free breakfast in Pienza

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 poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.
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
$127 nightly
$147 total
Nov 20 - Nov 21
Total with taxes and fees
Relais Cloister 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 building with a symmetrical facade, a central entrance, and a fountain in the courtyard.
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
$129 nightly
$148 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel San Gregorio
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
$146 nightly
$165 total
Nov 19 - Nov 20
Total with taxes and fees
Agriturismo Il Macchione
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 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
$195 nightly
$219 total
Oct 24 - Oct 25
Total with taxes and fees
Hotel Rutiliano Centro Benessere
A cozy room with a fireplace, two armchairs, and a table.
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.

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
$227 nightly
$254 total
Nov 7 - Nov 8
Total with taxes and fees
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 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
$448 nightly
$498 total
Nov 2 - Nov 3
Total with taxes and fees
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 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
$154 nightly
$174 total
Nov 3 - Nov 4
Total with taxes and fees
Podere Spedalone
Terrace/patio
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.
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
$250 nightly
$279 total
Oct 28 - Oct 29
Total with taxes and fees
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

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"By the time you check out. You feel like you are saying goodbye to family. This hotel goes above and beyond for their guests. From Michelle, Lorenzo, Faith, etc. the whole team made out stay 5/5+. We cannot wait to go back!"
Alma 5-night trip
Posted 2 days ago
Hotel Certosa Di Maggiano
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"It's a lovely hotel, but it is the staff that make it truly special. Attentive and cheerful, I felt well looked after from the moment I walked in. Wonderful stay, I'll definitely be back."
Doralba 2-night trip
Posted 2 days ago
Hotel Villa Ricci
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."
Martin 4-night trip
Posted 3 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"La vue est panoramique et le château est grandiose"
Annie 4-night trip
Posted 4 days ago
Castello di Velona Resort Thermal SPA & Winery
Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"Get"
Taisa 1-night trip
Posted 4 days ago
Hotel San Gregorio
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 8 days ago
Tenuta Santo Pietro
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 8 days ago
Fonteverde Thermal Spa Resort Tuscany

Frequently asked questions

How much does a hotel with outdoor pool in Pienza cost?
Enjoy staying in a hotel in Pienza with an outdoor pool. You can find a great deal from $141 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Pienza that have private outdoor pools?
If you're searching for a serene getaway in Pienza, the "House with private pool with beautiful view Val d'Orcia" could be your great choice. This stunning property boasts a private outdoor pool, allowing you to soak in the sun while enjoying breathtaking views of the Val d'Orcia landscape. With a remarkable review rating of 9.8, it's clear that guests are captivated by the beauty and tranquility this house offers.Beyond the pool, this charming accommodation features a well-equipped kitchen, making it convenient for families to prepare meals together. Outdoor enthusiasts will appreciate nearby mountain biking opportunities and the secure yard, great for children to play in. The deck and patio areas provide ample space for relaxation, ensuring that your stay is both comfortable and enjoyable.
What are some of the best Pienza hotels with outdoor pools and scenic views?
One exceptional option for travellers seeking a hotel with an outdoor pool and stunning views in Pienza is the "House with Private Pool with Beautiful View Val d'Orcia." Rated an impressive 9.8 by guests, this charming property offers not only a beautiful pool but also breathtaking vistas of the Val d'Orcia landscape.Imagine lounging by the pool while soaking in the scenic beauty that surrounds you, or perhaps enjoying a meal on the deck or patio, where the views are as delightful as the food. The house features a fully equipped kitchen, great for families who appreciate the convenience of preparing their meals. Additionally, for those who love adventure, nearby mountain biking trails offer an exciting way to explore the area's natural beauty.
Is it cheaper to book flights and a Pienza hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Pienza for you.

Explore a world of travel with Expedia