A historic square with a prominent tower and statues.

Find Hotels with a Pool in Pienza

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Check availability on Pienza Hotels with a Pool

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Oct 1 - Oct 2
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Oct 2 - Oct 3
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Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Pienza hotels with a pool

A person in a hot spring with water cascading from a stone structure.
A spa area with a hot tub, glass walls, and a stone wall with a clock.
An outdoor dining area with tables set for two, potted plants, and a stone wall.
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.

1. 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.
$234 nightly
$263 total
Oct 27 - Oct 28
Total with taxes and fees
Albergo Le Terme
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A spacious dining area with high ceilings and ornate ceiling decorations, featuring multiple tables set for dining.
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.

2. 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.
$527 nightly
$586 total
Oct 7 - Oct 8
Total with taxes and fees
Precise Tale Poggio Alla Sala
A stone building with a pool overlooking a mountainous landscape.
A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.
Vineyard

3. 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.
$664 nightly
$742 total
Nov 1 - Nov 2
Total with taxes and fees
Castello di Velona Resort Thermal SPA & Winery
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 person in a white robe standing in a bamboo garden.
A room with large windows offering a view of a garden with a yoga mat and a white cushion on the floor.

4. 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.
ADLER Thermae
A pool area with lounge chairs, a hot tub, and a view of mountains.
A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.
A balcony with a pool view, a small table, and a chair.
A terrace with sun loungers, stone walls, and potted plants.

5. 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.
$247 nightly
$280 total
Oct 25 - Oct 26
Total with taxes and fees
Monastero di Cortona Hotel & Spa
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.
A dining area with brick walls, large windows, and a rustic stone ceiling. Tables are set with white tablecloths and candles.
A balcony with a view of a green landscape and a body of water.
A large estate with multiple buildings, a swimming pool, and expansive green fields.

6. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
  • Splashy seasonal pool moments at this lakeside farm stay with Italian restaurant and garden oasis.
$168 nightly
$188 total
Oct 13 - Oct 14
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.
Spa
Reception
A table set for dining with a scenic view of hills in the background.

7. 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.
$419 nightly
$467 total
Oct 25 - Oct 26
Total with taxes and fees
La Posta Hotel & Thermal Spa
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 stone building with a tiled roof, surrounded by a grassy area and flowering plants.

8. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.
$195 nightly
$219 total
Oct 27 - Oct 28
Total with taxes and fees
Agriturismo Il Macchione
A clear pool with a stone wall and a wooden bridge.
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 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.

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.
$248 nightly
$279 total
Oct 2 - Oct 3
Total with taxes and fees
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
A garden pathway leading to a rustic building with a tiled roof, surrounded by lush greenery and red flowers.
A modern bedroom with a large bed, a TV, a fireplace, and a bathtub.
A spa setting with a stone wall, a fireplace, and a massage table.
A modern hotel room with a large window, a bathtub, a seating area, and a view of the outdoors.

10. Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
San Quirico d'Orcia
  • Dive into garden poolside paradise with sparkling waters amid charming historical villa setting.
$167 nightly
$188 total
Oct 7 - Oct 8
Total with taxes and fees
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
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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 room with a herringbone floor, a bed, a sofa, a desk, and a view through a window.
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
$130 nightly
$150 total
Oct 6 - Oct 7
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 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.
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

Hotel San Gregorio

Hotel San Gregorio
Pienza
$144 nightly
$165 total
Oct 28 - Oct 29
Total with taxes and fees
Hotel San Gregorio
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 cozy room with a pool table, comfortable seating, and a large arched window offering a view of the outdoors.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
$226 nightly
$253 total
Oct 24 - Oct 25
Total with taxes and fees
Tenuta Santo Pietro
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 stone building with a tiled roof, surrounded by a grassy area and flowering plants.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
$195 nightly
$219 total
Oct 27 - Oct 28
Total with taxes and fees
Agriturismo Il Macchione
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 villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

Podere Spedalone

Podere Spedalone
Pienza
$155 nightly
$176 total
Oct 30 - Oct 31
Total with taxes and fees
Podere Spedalone
A modern interior with a stone wall, wooden paneling, and a television.
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 villa with a tower, a swimming pool, and a well-maintained garden.

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
$197 nightly
$221 total
Oct 4 - Oct 5
Total with taxes and fees
Hotel Rutiliano Centro Benessere
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 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
$499 nightly
$553 total
Oct 30 - Oct 31
Total with taxes and fees
L'Olmo
Terrace/patio
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.
A serene outdoor pool area with a view of rolling hills and a sunset sky.
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
$270 nightly
$301 total
Oct 25 - Oct 26
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.
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Top Pienza Hotel Reviews

Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"All good"
Leo 4-night trip
Posted 18 hours ago
Hotel San Gregorio
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"
Carole 5-night trip
Posted 1 day ago
Castiglion del Bosco, A Rosewood Hotel
Palazzuolo

Palazzuolo

10/10 Excellent
"Excellent room, good location, the staff is very gentle, the breakfast is good"
Nami 2-night trip
Posted 2 days ago
Palazzuolo
La Bandita Townhouse

La Bandita Townhouse

10/10 Excellent
"Great 12 room boutique hotel in the heart of Pienza."
Robert 1-night trip
Posted 4 days ago
La Bandita Townhouse
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 5 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 7 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 11 days ago
Villa di Piazzano - Small Luxury Hotel of the World

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 $150 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.

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