Hotels with a Pool in Pienza

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Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 living room with a sofa, armchairs, a coffee table, a cabinet, and a lamp.
A buffet setup with various food items and condiments.

1. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
  • Pool loungers
$129
$148 total
includes taxes & fees
Oct 15 - Oct 16
Relais Cloister Pienza
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
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 buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

2. Hotel San Gregorio

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

3. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
  • Poolside bar
  • Pool loungers
$258
$288 total
includes taxes & fees
Oct 8 - Oct 9
Tenuta Santo Pietro
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 rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

4. Podere Spedalone

Podere Spedalone
Pienza
  • Pool
  • Free breakfast
  • Airport transfer
  • Pet friendly
  • Free parking
  • Free WiFi
$155
$176 total
includes taxes & fees
Oct 25 - Oct 26
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 cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.

5. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Outdoor pool
$195
$219 total
includes taxes & fees
Oct 27 - Oct 28
Agriturismo Il Macchione
A rectangular swimming pool with clear water, surrounded by a brick patio.
A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.
A villa with a tower, a swimming pool, and a well-maintained garden.
A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.

6. Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
  • Hot tub
$197
$221 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Rutiliano Centro Benessere
A large, single-story building with a tiled roof, a covered patio area with outdoor seating, and a well-maintained lawn.
A building with a window, a gravel path, and a flower bed with red and pink flowers.
A bathroom with a glass-enclosed shower, a sink with chrome fixtures, and a mirror above the sink.
A breakfast buffet with various dishes and a person serving.

7. Agriturismo Poggio Tobruk

Agriturismo Poggio Tobruk
Pienza
  • Free parking
  • Free WiFi
  • Air conditioning
  • Laundry facilities
  • Non-smoking
$158
$178 total
includes taxes & fees
Oct 4 - Oct 5
Agriturismo Poggio Tobruk
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 cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

8. L'Olmo

L'Olmo
Pienza
  • Outdoor pool
  • Pool loungers
$450
$499 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 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.

9. Relais Val d'Orcia

Relais Val d'Orcia
Pienza
  • Pool loungers
$270
$301 total
includes taxes & fees
Oct 25 - Oct 26
Relais Val d'Orcia
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 café with a bar area, a coffee machine, and a view of the outside.

10. AgriHotel Villa Ambra

AgriHotel Villa Ambra
Montepulciano
  • Outdoor pool
  • Pool loungers
$75
$86 total
includes taxes & fees
Oct 18 - Oct 19
AgriHotel Villa Ambra
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.

11. 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
$125
$142 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 table set with a bottle of wine, two wine glasses, and a vase with flowers.
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 cozy living room with a sofa, armchair, and a coffee table with a vase.

12. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
  • Full-service spa
$232
$260 total
includes taxes & fees
Nov 1 - Nov 2
Poggio Paradiso Resort & Spa
A poolside area with two glasses of water, candles, and a stone pathway.
A bathroom with a wooden vanity, a mirror, a towel rack, and a shower area.
A breakfast table with orange juice, pastries, and a view of rolling hills in the background.
A buffet with various baked goods and pastries.

13. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
San Quirico d'Orcia
  • Pool loungers
$178
$200 total
includes taxes & fees
Oct 30 - Oct 31
Casanova - Panoramic Rooms and Suites
An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.
An aerial view of a town with a central square, a swimming pool, and surrounding residential buildings.
An outdoor dining area with tables and chairs, covered by a canopy, overlooking a scenic landscape.
A covered outdoor area with a glass roof, bicycles parked, and potted plants.

14. Palazzuolo

Palazzuolo
San Quirico d'Orcia
  • Outdoor pool
  • Poolside bar
  • Pool loungers
$125
$142 total
includes taxes & fees
Oct 28 - Oct 29
Palazzuolo
A person in a hot spring with water cascading from a stone structure.
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.
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.

15. Albergo Le Terme

Albergo Le Terme
San Quirico d'Orcia
  • Indoor pool
  • Full-service spa
$219
$247 total
includes taxes & fees
Nov 2 - Nov 3
Albergo Le Terme
A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.
A wicker table with a candle, surrounded by greenery and stone walls.
A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.
A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

16. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
  • Pool loungers
$95
$130 total
includes taxes & fees
Oct 23 - Oct 24
SI Montalcino Hotel
An indoor swimming pool with a central circular platform, large columns, and a stone wall.
A multi-story hotel with a well-lit facade, a parking area with several cars, and a sign indicating the hotel's name.
A hotel room with a bed, a desk, a chair, and a view of the outdoors.
A modern hotel lobby with a stone wall, a seating area, and a glass partition.

17. 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
A swimming pool with multiple lanes, surrounded by lounge chairs and trees.
A terrace with a table and chairs, overlooking a forested landscape and a distant view of a house.
A hotel room with a bed, a chair, a balcony with a view of trees, and a sliding glass door.
A row of wine glasses with red wine, set against a historic building with a tower.

18. Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano
Montepulciano
  • Poolside bar
  • Pool loungers
$46
$65 total
includes taxes & fees
Oct 15 - Oct 16
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.
A bathroom with a sink, mirror, towel rack, and a shower area.
A modern living room with white furniture, a flat-screen TV, and decorative plants.
A multi-story building with balconies, a central staircase, and potted plants.

19. Hotel I Due Cigni

Hotel I Due Cigni
Montepulciano
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Bar
  • Non-smoking
$83
$96 total
includes taxes & fees
Nov 1 - Nov 2
Hotel I Due Cigni
A pool with a stone wall, a view of the countryside, and a building with a tiled roof.
A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.
A buffet setup with various food items, a coffee station, and a counter with beverages.
A terrace with outdoor seating, a view of the landscape, and a building with large windows.

20. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
  • Outdoor pool
  • Pool loungers
$132
$155 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Dei Capitani
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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 poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.
A buffet setup with various food items and condiments.

Relais Cloister Pienza

Relais Cloister Pienza
Pienza
$129
$148 total
includes taxes & fees
Oct 15 - Oct 16
Relais Cloister Pienza
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.
A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.
A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

Hotel San Gregorio

Hotel San Gregorio
Pienza
$144
$165 total
includes taxes & fees
Oct 28 - Oct 29
Hotel San Gregorio
A cozy room with a fireplace, two armchairs, and a table.
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.
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
$258
$288 total
includes taxes & fees
Oct 8 - Oct 9
Tenuta Santo Pietro
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 rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

Podere Spedalone

Podere Spedalone
Pienza
$155
$176 total
includes taxes & fees
Oct 25 - Oct 26
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 cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
$195
$219 total
includes taxes & fees
Oct 27 - Oct 28
Agriturismo Il Macchione
A modern interior with a stone wall, wooden paneling, and a television.
A dining area with tables and chairs, a buffet with various food items, and large windows offering a view of trees.
A villa with a tower, a swimming pool, and a well-maintained garden.
A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
Pienza
$197
$221 total
includes taxes & fees
Oct 4 - Oct 5
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 cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

L'Olmo

L'Olmo
Pienza
$450
$499 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 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.

Relais Val d'Orcia

Relais Val d'Orcia
Pienza
$270
$301 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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