Hotels with a Pool in Pienza

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Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Hotels with a Pool in Pienza

A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.
A modern bathroom with a glass-enclosed shower, a white sink, and a toilet.
A hotel room with a bed, a shower, a TV, and a cabinet.
A living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
  • Pool loungers
$128
$148 total
includes taxes & fees
Nov 1 - Nov 2
Relais Cloister Pienza
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.
A modern bathroom with two sinks, a shower, and a toilet.

2. Hotel San Gregorio

Hotel San Gregorio
Pienza
  • Pool loungers
$129
$149 total
includes taxes & fees
Nov 8 - Nov 9
Hotel San Gregorio
A pool with lounge chairs, a stone wall, and a view of rolling hills.
A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

3. Podere Spedalone

Podere Spedalone
Pienza
  • Pool
  • Free breakfast
  • Airport transfer
  • Pet friendly
  • Free parking
  • Free WiFi
$154
$174 total
includes taxes & fees
Oct 30 - Oct 31
Podere Spedalone
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 fire pit with burning logs, surrounded by stone blocks and a metal grill.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

4. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Outdoor pool
$135
$153 total
includes taxes & fees
Nov 5 - Nov 6
Agriturismo Il Macchione
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.
A sculpture in a grassy area with dense trees in the background.

5. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Hot tub
$195
$219 total
includes taxes & fees
Oct 10 - Oct 11
Hotel Rutiliano Centro Benessere
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.
An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.
A cozy room with a fireplace, two armchairs, and a table.

6. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Poolside bar
  • Pool loungers
$231
$259 total
includes taxes & fees
Nov 7 - Nov 8
Tenuta Santo Pietro
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 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.

7. L'Olmo

L'Olmo
Pienza
  • Outdoor pool
  • Pool loungers
$448
$497 total
includes taxes & fees
Nov 2 - Nov 3
L'Olmo
A serene outdoor pool area with a view of rolling hills and a sunset sky.
Terrace/patio
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.
A stone house with a tiled roof, a patio with a lounge chair, and a view of rolling hills in the background.

8. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
  • Pool loungers
$240
$269 total
includes taxes & fees
Oct 25 - Oct 26
Relais Val d'Orcia
A pool area with lounge chairs and umbrellas, surrounded by a field of lavender.
An arched doorway leading to a room with a large window, stone walls, and a potted plant outside.
A stone building with a brick pathway leading to an arched entrance.
A stone courtyard with a fountain, outdoor seating, and a view of the countryside.

9. Locanda Vesuna

Locanda Vesuna
Trequanda
  • Pool loungers
$126
$142 total
includes taxes & fees
Oct 12 - Oct 13
Locanda Vesuna
A garden pathway leading to a rustic building with a tiled roof, surrounded by lush greenery and red flowers.
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.
A modern bedroom with a large bed, a TV, a fireplace, and a bathtub.

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
  • Hot tub
$124
$141 total
includes taxes & fees
Nov 2 - Nov 3
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
A swimming pool with lounge chairs and umbrellas, a stone building with a tiled roof, and a clear blue sky.
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.
A table set with a bottle of wine, two wine glasses, and a vase with flowers.
A cozy living room with a sofa, armchair, and a coffee table with a vase.

11. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
  • Full-service spa
$231
$259 total
includes taxes & fees
Nov 3 - Nov 4
Poggio Paradiso Resort & Spa
A poolside area with two glasses of water, candles, and a stone pathway.
A breakfast table with orange juice, pastries, and a view of rolling hills in the background.
A bathroom with a wooden vanity, a mirror, a towel rack, and a shower area.
A buffet with various baked goods and pastries.

12. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
San Quirico d'Orcia
  • Pool loungers
$176
$198 total
includes taxes & fees
Oct 30 - Oct 31
Casanova - Panoramic Rooms and Suites
An indoor swimming pool with a central circular platform, large columns, and a stone wall.
A view from a window overlooking a landscape with a small building and hills.
A modern hotel lobby with a stone wall, a seating area, and a glass partition.
A multi-story hotel with a well-lit facade, a parking area with several cars, and a sign indicating the hotel's name.

13. Albergo San Biagio

Albergo San Biagio
Montepulciano
  • Indoor pool
  • Pool loungers
  • Full-service spa
$55
$65 total
includes taxes & fees
Nov 2 - Nov 3
Albergo San Biagio
An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.
A covered outdoor area with a glass roof, bicycles parked, and potted plants.
An outdoor dining area with tables and chairs, covered by a canopy, overlooking a scenic landscape.
A view through a window of a courtyard with a pool, trees, and a building in the background.

14. Palazzuolo

Palazzuolo
San Quirico d'Orcia
  • Outdoor pool
  • Poolside bar
  • Pool loungers
$99
$114 total
includes taxes & fees
Oct 26 - Oct 27
Palazzuolo
A clear swimming pool with lounge chairs and a pergola.
A bathroom with a glass shower enclosure, a sink with a mirror, and a towel rack.
A bedroom with a bed, bedside table with a lamp, a chair, and a radiator.
A breakfast setup with a variety of food items and a coffee machine.

15. AgriHotel Villa Ambra

AgriHotel Villa Ambra
Montepulciano
  • Outdoor pool
  • Pool loungers
$73
$85 total
includes taxes & fees
Oct 18 - Oct 19
AgriHotel Villa Ambra
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.
A bathroom with a sink, mirror, towel rack, and a shower area.
A multi-story building with balconies, a central staircase, and potted plants.
A reception area with a curved desk, a lamp, and framed artwork on the wall.

16. Hotel I Due Cigni

Hotel I Due Cigni
Montepulciano
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Bar
  • Non-smoking
$82
$94 total
includes taxes & fees
Nov 1 - Nov 2
Hotel I Due Cigni
An outdoor pool area with a fountain, string lights, and stone walls.
A rural estate with traditional stone buildings, a swimming pool, and expansive views of the countryside.
A stone pathway leading to a rustic building with ivy-covered walls and a large tree in the center.
A rustic brick wall with a lantern and a metal archway overlooking a lush valley.

17. LaChiusa Tuscany

LaChiusa Tuscany
Torrita di Siena
  • Poolside bar
$222
$249 total
includes taxes & fees
Oct 17 - Oct 18
LaChiusa Tuscany
A window with an open book and a glass of red wine, overlooking a swimming pool and lush greenery.
A restaurant with round tables, white tablecloths, and wooden chairs. Large windows offer a view of a green landscape.
A building with a paved driveway and a lawn.
A bedroom with a bed, a bedside table with a tray of tea items, a picture on the wall, and a view of a green field through the window.

18. Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia
Castiglione d'Orcia
  • Outdoor pool
  • Poolside bar
  • Pool loungers
$229
$259 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Osteria Dell Orcia
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.
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.

19. Albergo Le Terme

Albergo Le Terme
San Quirico d'Orcia
  • Indoor pool
  • Full-service spa
$220
$247 total
includes taxes & fees
Nov 2 - Nov 3
Albergo Le Terme
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.

20. 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 bar
  • Pool loungers
  • Hot tub
$214
$241 total
includes taxes & fees
Oct 13 - Oct 14
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection
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Discover your perfect hotel with a pool in Pienza

Breakfast included
4 stars
5 stars
Hot tub
Spa

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 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
$148 total
includes taxes & fees
Nov 1 - Nov 2
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 buffet with various desserts and pastries, a painting on the wall, and wooden paneling.
A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

Hotel San Gregorio

Hotel San Gregorio
Pienza
$129
$149 total
includes taxes & fees
Nov 8 - Nov 9
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.
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
$231
$259 total
includes taxes & fees
Nov 7 - Nov 8
Tenuta Santo Pietro
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 fire pit with burning logs, surrounded by stone blocks and a metal grill.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
$135
$153 total
includes taxes & fees
Nov 5 - Nov 6
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 rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.
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.

Podere Spedalone

Podere Spedalone
Pienza
$154
$174 total
includes taxes & fees
Oct 30 - Oct 31
Podere Spedalone
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
$219 total
includes taxes & fees
Oct 10 - Oct 11
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 cozy reading room with a fireplace, bookshelves, and comfortable seating.
A swimming pool with sun loungers and umbrellas, surrounded by lush greenery and a house with a tiled roof.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.

L'Olmo

L'Olmo
Pienza
$448
$497 total
includes taxes & fees
Nov 2 - Nov 3
L'Olmo
Terrace/patio
A serene outdoor pool area with a view of rolling hills and a sunset sky.
A spacious underground hall with brick arches, stone flooring, and a staircase leading to another level.
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
$240
$269 total
includes taxes & fees
Oct 25 - Oct 26
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 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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Rolling green hills, a historic town with red-roofed buildings, and a prominent church tower.

Historic Centre of Pienza

9.6/10 (42 reviews)
Commune with nature and explore Historic Centre of Pienza, one of the green spaces in the heart of Pienza. Want to stretch your legs some more? Head to Horti Leonini, located nearby.
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Palazzo Piccolomini

9.4/10 (199 reviews)
If museums are on your list of things to see, then you might want to head to Palazzo Piccolomini, located in the heart of Pienza.If you want to see more of the museums in Pienza, you can easily walk to Palazzo Borgia.
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Monastery of Sant'Anna in Camprena

Monastery of Sant'Anna in Camprena is 3.8 mi (6.2 km) from central Pienza, why not stop by during your stay.
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Piazza Pio II

9.2/10 (44 reviews)
Piazza Pio II is worth a visit when in central Pienza.
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Pieve di Corsignano

9.0/10 (17 reviews)
If you're interested in local churches, head to Pieve di Corsignano located 0.4 mi (0.6 km) from central Pienza.
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Palazzo Vescovile

9.0/10 (12 reviews)
If you're planning a bit of sightseeing during your trip, head to Palazzo Vescovile— just one of the monuments in central Pienza.
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Palazzo Borgia

8.8/10 (21 reviews)
If visiting museums in Pienza are on your list, you might want to check out the upcoming exhibitions at Palazzo Borgia, located in the heart of town. If you want to experience more of the culture Pienza has to offer, head to Pienza Cathedral, Palazzo Piccolomini, and Historic Centre of Pienza.
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