Hotels with a Pool in Pienza

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Nov 8 - Nov 9
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Nov 9 - Nov 10
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Nov 13 - Nov 15
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Nov 20 - Nov 22

Hotels with a Pool in Pienza

Pool

1. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
  • Pool loungers
9.0 out of 10, Wonderful, (16 reviews)
The price is $128
$147 total
includes taxes & fees
Nov 10 - Nov 11
Relais Cloister Pienza
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

2. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
  • Pool loungers
9.4 out of 10, Exceptional, (171 reviews)
Splash into summer at this Tuscan-style haven where a seasonal outdoor pool with loungers offers refreshment between mountain biking trails. Nearby hot springs, bike rentals, and the central city location make every day an adventure.
The price is $136
$157 total
includes taxes & fees
Nov 9 - Nov 10
Hotel San Gregorio
A villa with a swimming pool, terraced garden, and a view of distant mountains.

3. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Outdoor pool
9.6 out of 10, Exceptional, (85 reviews)
Pool-loving travelers savor the outdoor oasis amid scenic Tuscan landscapes, complemented by winery adventures. Hiking paths, horseback riding, and mountain biking adventures await after indulging in well-prepared, delicious breakfasts.
The price is $128
$145 total
includes taxes & fees
Nov 19 - Nov 20
Agriturismo Il Macchione
A pool with lounge chairs, a stone wall, and a view of rolling hills.

4. Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
  • Pool
  • Free breakfast
  • Airport transfer
  • Pet friendly
  • Free parking
  • Free WiFi
9.0 out of 10, Wonderful, (53 reviews)
Refreshing dips in the seasonal outdoor pool offer the perfect counterpoint to adventures on nearby hiking and biking trails. This Tuscan farm stay serves wonderfully delicious local cuisine while providing scenic garden views from La Pecora Bianca restaurant.
The price is $147
$167 total
includes taxes & fees
Nov 10 - Nov 11
Podere Spedalone
A serene outdoor pool area with a view of rolling hills and a sunset sky.

5. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
  • Pool loungers
10.0 out of 10, Exceptional, (59 reviews)
The price is $221
$247 total
includes taxes & fees
Nov 16 - Nov 17
Relais Val d'Orcia
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.

6. L'Olmo

L'Olmo
Pienza
  • Outdoor pool
  • Pool loungers
10.0 out of 10, Exceptional, (28 reviews)
Sunbathe by the shimmering pool surrounded by umbrellas and loungers from April through November at this countryside haven. Friendly staff provides exceptional service while bicycles await for exploring nearby hiking trails and hot springs.
L'Olmo
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.

7. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
  • Pool loungers
9.6 out of 10, Exceptional, (133 reviews)
Sparkling waters of the seasonal pool beckon from April through November, with comfortable sun loungers and umbrellas creating the perfect retreat. Italian cuisine at the on-site restaurant and valley views complete this tranquil escape.
The price is $128
$144 total
includes taxes & fees
Nov 20 - Nov 21
Borgo Sant'Ambrogio Resort
A garden pathway leading to a rustic building with a tiled roof, surrounded by lush greenery and red flowers.

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

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
San Quirico d'Orcia
  • Hot tub
9.4 out of 10, Exceptional, (187 reviews)
Poolside relaxation unfolds beneath the Tuscan sun at Boutique Villa Liberty. Spa indulgences, mountain biking trails, and continental breakfast complement the garden sanctuary, creating a refreshing Italian countryside retreat.
The price is $110
$125 total
includes taxes & fees
Nov 9 - Nov 10
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
An indoor swimming pool with a central circular platform, large columns, and a stone wall.

9. Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
  • Indoor pool
  • Pool loungers
  • Full-service spa
8.6 out of 10, Excellent, (241 reviews)
Pool pleasures abound at this Belle Époque hotel, featuring indoor swimming options for adults and children alike. After a refreshing dip, guests can savor Italian cuisine at the on-site restaurant or unwind with a spa massage.
The price is $54
$64 total
includes taxes & fees
Nov 24 - Nov 25
Albergo San Biagio
A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

10. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
  • Pool loungers
9.0 out of 10, Wonderful, (105 reviews)
Pool loungers await beneath umbrellas at this stunning Tuscan retreat, where panoramic countryside views complement refreshing swims. Beyond the seasonal pool, visitors enjoy tennis, fitness facilities, spa services, and complimentary breakfast on the rooftop terrace.
The price is $178
$201 total
includes taxes & fees
Nov 18 - Nov 19
Casanova - Panoramic Rooms and Suites
A swimming pool with a hot tub, surrounded by a pergola, chairs, and a hedge.

11. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
  • Outdoor pool
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (185 reviews)
Splash into summer at the seasonal outdoor pool, where sun loungers and umbrellas create a tranquil retreat. Guests rave about comfortable rooms, delicious on-site dining at Fondo restaurant, and the soothing hot tub experience.
The price is $65
$75 total
includes taxes & fees
Nov 26 - Nov 27
Abbadia Sicille Relais
A hotel room with a bed, a sofa, a chair, a small table with a lamp, and a window with a view of a green landscape.

12. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
  • Full-service spa
9.8 out of 10, Exceptional, (53 reviews)
Seasonal outdoor waters invite relaxation at this rural Tuscan retreat featuring a full-service spa. Fine dining at L'Olivo Cucina Toscana complements days spent exploring nearby hiking trails or unwinding in individually furnished rooms.
The price is $189
$212 total
includes taxes & fees
Dec 9 - Dec 10
Poggio Paradiso Resort & Spa
A swimming pool with multiple lanes, surrounded by lounge chairs and trees.

13. Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano
3.0 star property
Montepulciano
  • Poolside bar
  • Pool loungers
8.8 out of 10, Excellent, (265 reviews)
Seasonal swimming paradise awaits with comfortable sun loungers under shady umbrellas. Active guests appreciate nearby hiking trails, bicycle rentals, and mountain biking adventures, all complemented by the hotel's rooftop terrace and garden views.
The price is $42
$60 total
includes taxes & fees
Nov 9 - Nov 10
Hotel Panoramic Montepulciano
A neatly made bed with white linens and two pillows, a bedside table with a bowl of fruit and a cup, and a window with curtains.

14. Hotel I Due Cigni

Hotel I Due Cigni
3.0 star property
Montepulciano
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Bar
  • Non-smoking
9.4 out of 10, Exceptional, (445 reviews)
Swimming adventures await with nearby outdoor pool access complementing this impeccably clean, family-run hotel. Guests rave about outstanding homemade breakfast cakes while the exceptionally warm staff provides helpful recommendations for perfect family stays.
The price is $81
$94 total
includes taxes & fees
Nov 9 - Nov 10
Hotel I Due Cigni
An outdoor pool area with a fountain, string lights, and stone walls.

15. LaChiusa Tuscany

LaChiusa Tuscany
3.0 star property
Torrita di Siena
  • Poolside bar
9.2 out of 10, Wonderful, (74 reviews)
Splash into summer fun at the seasonal outdoor pool, complete with a stylish poolside bar for post-swim sips. Courteous staff, free breakfast buffet, and bicycles for countryside exploration make this rural Tuscan retreat absolutely perfect.
The price is $179
$202 total
includes taxes & fees
Nov 15 - Nov 16
LaChiusa Tuscany
An indoor swimming pool with a glass ceiling, a waterfall feature, and a view of a grassy area with trees.

16. Albergo Le Terme

Albergo Le Terme
4.0 star property
San Quirico d'Orcia
  • Indoor pool
  • Full-service spa
9.2 out of 10, Wonderful, (86 reviews)
Soothing waters welcome weary travelers in the stylish indoor pool, complemented by rejuvenating sauna sessions and indulgent spa treatments. La Terrazza restaurant and rooftop terrace round out the relaxation experience at this upscale retreat near Horti Leonini.
The price is $196
$221 total
includes taxes & fees
Nov 19 - Nov 20
Albergo Le Terme
A poolside area with lounge chairs, a table with drinks, and a view of hills.

17. Capanna Suites

Capanna Suites
Montalcino
  • Poolside bar
  • Pool loungers
9.8 out of 10, Exceptional, (169 reviews)
Sparkling waters beckon from the seasonal outdoor pool, where loungers and umbrellas frame picturesque Tuscan vineyard views. After swimming, guests savor Italian cuisine at the pool-view restaurant while sipping cocktails from the poolside bar.
The price is $255
$291 total
includes taxes & fees
Nov 29 - Nov 30
Capanna Suites
A clear pool with a stone wall and a wooden bridge.

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

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
4.0 star property
San Quirico d'Orcia
  • Poolside bar
  • Pool loungers
  • Hot tub
9.2 out of 10, Wonderful, (241 reviews)
Swimming becomes an art form at the seasonal outdoor pool, where loungers invite lazy afternoons under Italian skies. Spa treatments await after a day exploring nearby Horti Leonini, while exceptional staff pamper guests like royalty.
The price is $163
$185 total
includes taxes & fees
Nov 11 - Nov 12
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
An aerial view of a historic stone building with a swimming pool, surrounded by dense vegetation and a winding road.

19. Rocca d'Orcia Suites and Villas

Rocca d'Orcia Suites and Villas
Castiglione d'Orcia
  • Outdoor pool
8.2 out of 10, Very good, (12 reviews)
Splash into vacation mode at the inviting outdoor pool, where blue skies meet relaxation after exploring Rocca d'Orcia. Sound-insulated suites feature kitchenettes, minibars, and optional personal chef service for the ultimate Tuscan retreat.
The price is $183
$205 total
includes taxes & fees
Dec 4 - Dec 5
Rocca d'Orcia Suites and Villas
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building.

20. Nobilis Charme Relais

Nobilis Charme Relais
Montepulciano
  • Poolside bar
  • Pool loungers
  • Hot tub
9.0 out of 10, Wonderful, (13 reviews)
Swimming bliss unfolds at the seasonal outdoor pool, complemented by refreshing drinks from the poolside bar. After a dip, guests can unwind in the hot tub, explore nearby hiking trails, or indulge in a rejuvenating sauna session.
The price is $143
$162 total
includes taxes & fees
Nov 16 - Nov 17
Nobilis Charme Relais
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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Discover your perfect hotel with a pool in Pienza

Breakfast included
4 stars

Hotels with pools and free breakfast in Pienza

A historic town with a prominent church, a square with outdoor seating, and a swimming pool.
Relais Cloister Pienza

Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (16)
The price is $128
$147 total
includes taxes & fees
Nov 10 - Nov 11
Relais Cloister Pienza
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 landmarks in Pienza

A historic church with a bell tower, arched windows, and a central dome.

Pienza Cathedral

9.4/10 (460 reviews)
If you're planning a bit of sightseeing during your trip, head to Pienza Cathedral— just one of the monuments in central Pienza.
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About the destination

If you're looking for a place to get away, look no further than Pienza. Whether you're planning to stay for a night or for the week, the area around Pienza has accommodations to fit every need. Search for hotels in Pienza with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Pienza hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Pienza hotel deals are here with our lowest price guarantee.