Rolling hills, a line of tall cypress trees, and a misty valley.

Hotels with a Pool in Asciano

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Hotels with a Pool in Asciano

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

A courtyard with brick buildings, a column, and potted plants.

A bathroom with a large arched window, a bathtub, a sink, and a towel rack.

A table set for dining with a scenic view of rolling hills and distant mountains.

1. Castello di Leonina Relais

Asciano

Outdoor pool
Poolside bar
Pool loungers
Hot tub

$174

$198 total

includes taxes & fees

Oct 19 - Oct 20

An indoor swimming pool with lounge chairs and a view of the countryside.

A spacious lobby with a reception desk, potted plants, and a modern architectural design.

A terrace with multiple sun loungers and a scenic view of green fields and hills.

A modern bathroom with a large sink, mirror, and glass shower enclosure. Adjacent is a bedroom with two beds, a wooden ceiling, and a view of the outdoors.

2. Precise House Montaperti Siena

Asciano

Indoor pool
Poolside bar
Pool loungers
Full-service spa

$95

$111 total

includes taxes & fees

Nov 1 - Nov 2

An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.

An outdoor dining area with tables and chairs, surrounded by stone walls and trees.

A rustic dining area with round tables set for a meal, featuring exposed wooden beams and brick walls.

A stone building with a garden featuring lavender and other plants.

3. Hotel Borgo Casabianca

Asciano

Pool
Airport transfer
Pet friendly
Free parking
Free WiFi
Restaurant

$238

$268 total

includes taxes & fees

Oct 10 - Oct 11

A person in a swimming pool with a view of trees and distant hills.

A spacious living room with a high ceiling, a sofa set, a round coffee table, and a fireplace.

A modern kitchen with a large window, stainless steel appliances, and a wall-mounted clock.

A modern bathroom with a glass shower enclosure, a white sink, and a large window offering a view.

4. Albergo Diffuso Borgo Santo

Asciano

Pool
Kitchenette
Laundry facilities
Free WiFi
Air conditioning
Non-smoking

$222

$250 total

includes taxes & fees

Oct 13 - Oct 14

A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.

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.

A buffet setup with various food items and condiments.

5. Relais Cloister Pienza

Pienza

Pool loungers

$128

$148 total

includes taxes & fees

Oct 25 - Oct 26

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 modern bathroom with a marble shower wall, a large mirror, and a wooden vanity.

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.

6. Poggio Paradiso Resort & Spa

Torrita di Siena

Full-service spa

$211

$237 total

includes taxes & fees

Nov 8 - Nov 9

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 kitchen with a buffet setup, including a variety of food items and glassware.

7. SI Montalcino Hotel

Montalcino

Pool loungers

$95

$130 total

includes taxes & fees

Nov 1 - Nov 2

A villa with a swimming pool, terraced garden, and a view of distant mountains.

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.

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

8. Agriturismo Il Macchione

Pienza

Outdoor pool

$133

$150 total

includes taxes & fees

Nov 5 - Nov 6

A pool with a stone wall, a view of the countryside, and a building with a tiled roof.

A terrace with outdoor seating, a view of the landscape, and a building with large windows.

A buffet setup with various food items, a coffee station, and a counter with beverages.

A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

9. Hotel Dei Capitani

Montalcino

Outdoor pool
Pool loungers

$130

$152 total

includes taxes & fees

Oct 20 - Oct 21

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.

10. 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

A stone building with a swimming pool, white lounge chairs, and a white umbrella.

A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

A bathroom with a large sink, mirror, and shower.

A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.

11. Le Ragnaie

Montalcino

Pool loungers

$106

$128 total

includes taxes & fees

Nov 3 - Nov 4

A rectangular swimming pool with a tiled deck, surrounded by lounge chairs and umbrellas.

A window with a view of a green landscape, a table with a teapot, cups, and a tray of snacks.

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

An outdoor dining area with string lights, tables set for a meal, and a natural backdrop.

12. Podere La Rocca

Montepulciano

Outdoor pool
Pool loungers
Hot tub

$155

$175 total

includes taxes & fees

Oct 28 - Oct 29

A stone building with a pool, lounge chairs, and a garden with flowers.

A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

A stone building with a wooden deck and white lounge chairs.

13. Podere Brizio

Montalcino

Outdoor pool
Pool loungers
Hot tub

$200

$229 total

includes taxes & fees

Oct 31 - Nov 1

A poolside area with lounge chairs, a table with drinks, and a view of hills.

A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.

A four-poster bed with a bench, stone flooring, and a stone wall.

14. Capanna Suites

Montalcino

Poolside bar
Pool loungers

$324

$368 total

includes taxes & fees

Oct 26 - Oct 27

An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."

A stone building with a brick archway and a tall cypress tree in front.

An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.

A room with a wooden bench, potted plants, framed artwork, and a view of the outside.

15. Hotel Vecchia Oliviera

Montalcino

Pool loungers

$143

$166 total

includes taxes & fees

Oct 21 - Oct 22

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

16. Borgo Grondaie

Siena

Pool loungers

$86

$98 total

includes taxes & fees

Nov 9 - Nov 10

An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.

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.

A covered outdoor area with a glass roof, bicycles parked, and potted plants.

17. Palazzuolo

San Quirico d'Orcia

Outdoor pool
Poolside bar
Pool loungers

$99

$114 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.

A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

A bathroom with a sink, mirror, and shower.

18. Sangallo Park Hotel

Vico Alto

Pool
Free breakfast
Free parking
Free WiFi
Air conditioning
Bar

$95

$108 total

includes taxes & fees

Nov 8 - Nov 9

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A historic stone building with a large arched window and a small balcony.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A stone building with a tower, surrounded by people dining at tables with candles.

19. Castello di Tornano Wine Resort

Gaiole in Chianti

Outdoor pool
Pool loungers

$152

$176 total

includes taxes & fees

Oct 25 - Oct 26

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A stone building with a window and a light fixture.

20. Agriturismo San Sano

Gaiole in Chianti

Pool loungers

$73

$84 total

includes taxes & fees

Oct 18 - Oct 19

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Discover your perfect hotel with a pool in Asciano

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Top landmarks in Asciano

Monte Oliveto Maggiore Abbey

9.2/10 (12 reviews)

If you're planning a bit of sightseeing during your trip, head to Monte Oliveto Maggiore Abbey— just one of the landmarks located 4.1 mi (6.6 km) from central Asciano.

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Crete Senesi

9.8/10 (12 reviews)

Crete Senesi is worth a visit when in central Asciano.

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Museo Cassioli

The center of Asciano is home to cultural attractions like Museo Cassioli, so you might want to stop by during your stay. If you want to experience more of the culture Asciano has to offer, head to Crete Senesi, San Giovanni Terme Rapolano, and Monte Oliveto Maggiore Abbey.

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About the destination

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