A historic square with a prominent tower and statues.

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Check availability on Pienza Hotels with a Pool

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Pienza hotels with a pool

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 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.

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.
$218 nightly
$245 total
Nov 2 - Nov 3
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 large estate with multiple buildings, a swimming pool, and expansive green fields.
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.

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.
Precise Tale Poggio Alla Sala
A stone building with a pool overlooking a mountainous landscape.
A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.
Vineyard
A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

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.
$565 nightly
$633 total
Nov 3 - Nov 4
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 person in a white robe standing in a bamboo garden.
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.

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.
$733 nightly
$812 total
Nov 8 - Nov 9
Total with taxes and fees
ADLER Thermae
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 spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.
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.
$241 nightly
$274 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 large estate with multiple buildings, a swimming pool, and expansive green fields.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A dining area with brick walls, large windows, and a rustic stone ceiling. Tables are set with white tablecloths and candles.

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.
$122 nightly
$138 total
Nov 13 - Nov 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.
Reception
Spa
Porch

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.
$352 nightly
$393 total
Nov 11 - Nov 12
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 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.
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.
$142 nightly
$160 total
Nov 5 - Nov 6
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 narrow cobblestone street with a restaurant named "Trattoria al Vecchio Forno" and a sign indicating "Giardino" (garden).
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.
$183 nightly
$206 total
Oct 15 - Oct 16
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 hotel room with a large window, a bathtub, a seating area, and a view of the outdoors.
An outdoor restaurant with tables and chairs, covered by a wooden roof, and surrounded by greenery.
A spa setting with a stone wall, a fireplace, and a massage table.

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.
$123 nightly
$140 total
Nov 2 - Nov 3
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 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.
A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.

Relais Cloister Pienza

Relais Cloister Pienza
Pienza
$128 nightly
$147 total
Nov 2 - Nov 3
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
$128 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 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.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
$142 nightly
$160 total
Nov 5 - Nov 6
Total with taxes and fees
Agriturismo Il Macchione
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 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.

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
$212 nightly
$238 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 swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
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
$446 nightly
$495 total
Nov 5 - Nov 6
Total with taxes and fees
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 villa with a tower, a swimming pool, and a well-maintained garden.
A rectangular swimming pool with clear water, surrounded by a brick patio.

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
$195 nightly
$219 total
Oct 15 - Oct 16
Total with taxes and fees
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 large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.
A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

Podere Spedalone

Podere Spedalone
Pienza
$153 nightly
$173 total
Oct 30 - Oct 31
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 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.

Relais Val d'Orcia

Relais Val d'Orcia
Pienza
$239 nightly
$268 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 Villa Ricci

Hotel Villa Ricci

8/10 Good
"Bien situe Bon déjeuner"
Marc 2-night trip
Posted 5 hours ago
Hotel Villa Ricci
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 2 days 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
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

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 $140 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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