Hotels with a Pool in Pienza

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Nov 15 - Nov 16
Tomorrow
Nov 16 - Nov 17
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Hotels with a Pool in Pienza

A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.

1. Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
  • Pool loungers
9.0 out of 10, Wonderful, (17 reviews)
The price is $125
$144 total
includes taxes & fees
Nov 16 - Nov 17
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, (172 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 $135
$155 total
includes taxes & fees
Nov 16 - Nov 17
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 $122
$138 total
includes taxes & fees
Nov 19 - Nov 20
Agriturismo Il Macchione
A swimming pool with a stone wall and a metal ladder, surrounded by trees and a clear sky.

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, (54 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 $151
$171 total
includes taxes & fees
Nov 29 - Nov 30
Podere Spedalone
A stone building with a swimming pool surrounded by lush green hills.

5. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
  • Pool loungers
10.0 out of 10, Exceptional, (61 reviews)
The price is $218
$244 total
includes taxes & fees
Nov 17 - Nov 18
Relais Val d'Orcia
A swimming pool with a view of a hilly landscape, surrounded by trees and grass.

6. 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 $126
$142 total
includes taxes & fees
Nov 22 - Nov 23
Borgo Sant'Ambrogio Resort
A narrow cobblestone street with a restaurant named "Trattoria al Vecchio Forno" and a sign indicating "Giardino" (garden).

7. 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, (191 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 $108
$124 total
includes taxes & fees
Nov 17 - Nov 18
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.

8. Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
  • Indoor pool
  • Pool loungers
  • Full-service spa
8.6 out of 10, Excellent, (242 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 $51
$60 total
includes taxes & fees
Nov 19 - Nov 20
Albergo San Biagio
A person in a hot spring with water cascading from a stone structure.

9. 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, (88 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 $181
$204 total
includes taxes & fees
Nov 24 - Nov 25
Albergo Le Terme
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 $176
$198 total
includes taxes & fees
Nov 18 - Nov 19
Casanova - Panoramic Rooms and Suites
A cave-like interior with a central hot spring, rocky formations, and a staircase leading to a higher level.

11. Wellness Center Casanova Hotel e SPA

Wellness Center Casanova Hotel e SPA
3.0 star property
San Quirico d'Orcia
  • Pool loungers
8.4 out of 10, Very good, (155 reviews)
Poolside bliss beckons with comfortable loungers and protective umbrellas from May through September. After swimming, guests can enjoy a match on the outdoor tennis court or retreat to the on-site restaurant for authentic local cuisine.
The price is $192
$216 total
includes taxes & fees
Nov 18 - Nov 19
Wellness Center Casanova Hotel e SPA
A hotel room with a bed, white pillows, a brown pillow, a vase of white orchids, a tray with fruits and a cup, and a nightstand with a lamp.

12. 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, (446 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 $80
$93 total
includes taxes & fees
Nov 16 - Nov 17
Hotel I Due Cigni
An outdoor pool area with a fountain, string lights, and stone walls.

13. LaChiusa Tuscany

LaChiusa Tuscany
3.0 star property
Torrita di Siena
  • Poolside bar
9.2 out of 10, Wonderful, (75 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 $174
$195 total
includes taxes & fees
Nov 27 - Nov 28
LaChiusa Tuscany
A swimming pool with lounge chairs and umbrellas, a stone building with a tiled roof, and a clear blue sky.

14. 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 $207
$233 total
includes taxes & fees
Nov 25 - Nov 26
Poggio Paradiso Resort & Spa
A swimming pool with a hot tub, surrounded by a pergola, chairs, and a hedge.

15. 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 $64
$74 total
includes taxes & fees
Nov 26 - Nov 27
Abbadia Sicille Relais
An aerial view of a historic stone building with a swimming pool, surrounded by dense vegetation and a winding road.

16. 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 $181
$203 total
includes taxes & fees
Dec 4 - Dec 5
Rocca d'Orcia Suites and Villas
A rectangular pool with clear water, surrounded by a stone wall and a grassy area. There are lounge chairs and a small table near the pool.

17. 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, (242 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 $180
$203 total
includes taxes & fees
Nov 19 - Nov 20
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.

18. Nuovo Etruria Resort

Nuovo Etruria Resort
4.0 star property
Montepulciano
  • Pool
  • Parking available
  • Free WiFi
  • Air conditioning
  • Non-smoking
9.2 out of 10, Wonderful, (153 reviews)
Sparkling waters beckon at the seasonal outdoor pool, open from June through September for summertime splashing. Gardens create a peaceful backdrop while multilingual staff assist with exploring the surrounding area.
The price is $96
$111 total
includes taxes & fees
Nov 27 - Nov 28
Nuovo Etruria Resort
A window with an open book and a glass of red wine, overlooking a swimming pool and lush greenery.

19. Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia
4.0 star property
Castiglione d'Orcia
  • Outdoor pool
  • Poolside bar
  • Pool loungers
9.4 out of 10, Exceptional, (54 reviews)
Mediterranean magic awaits at the outdoor pool, accessible around the clock with comfortable loungers and shady umbrellas. Savor meals at La Vecchia Posta's al fresco pool-view restaurant or sip drinks from the poolside bar before exploring on complimentary bicycles.
The price is $214
$242 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Osteria Dell Orcia
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 $142
$160 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 a pool, and a well-lit street.
Relais Cloister Pienza

Relais Cloister Pienza

Relais Cloister Pienza
4.0 star property
Pienza
9.0 out of 10, Wonderful, (17)
The price is $125
$144 total
includes taxes & fees
Nov 16 - Nov 17
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.