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Find Hotels with a Pool in Asciano

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Check availability on Asciano Hotels with a Pool

Tonight
Dec 29 - Dec 30
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Dec 30 - Dec 31
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Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Asciano hotels with a pool

Exterior
Castello di Leonina Relais

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (121)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
Castello di Leonina Relais
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Precise House Montaperti Siena

Precise House Montaperti Siena

Precise House Montaperti Siena
4.0 star property
Asciano
8.4 out of 10, Very Good, (608)
"Clean modern room, helpful staff, excellent restaurant and breakfast "
Canada
Dieter
The price is ₩114,590
₩136,231 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Precise House Montaperti Siena
Seasonal outdoor pool
Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is ₩373,355
₩419,175 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Albergo Diffuso Borgo Santo
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers
Villa Cassia di Baccano

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ₩174,408
₩191,854 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Villa Cassia di Baccano
Game room
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (98)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is ₩253,118
₩283,521 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Borgo Sant'Ambrogio Resort
Exterior
Podere La Rocca

Podere La Rocca

Podere La Rocca
Montepulciano
9.8 out of 10, Exceptional, (94)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
Podere La Rocca
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Agriturismo La Terra

Agriturismo La Terra

Agriturismo La Terra
Montepulciano
9.6 out of 10, Exceptional, (20)
"Lovely stay and lovely people who run it."
New Zealand
David
Agriturismo La Terra
Outdoor pool, sun loungers
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169)
"Wonderful setting."
United Kingdom
Simon
The price is ₩182,045
₩207,043 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Borgo di Pietrafitta Relais
Outdoor pool
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
"The owners and staff are hospitable .and accommodating very warm people "
Canada
aileen
Agriturismo Il Macchione
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 Asciano Hotel Reviews

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

10/10 Excellent
"The best in Siena."
David 1-night trip
Posted 2 weeks ago
Hotel Certosa Di Maggiano

Frequently asked questions

What's it like visiting Asciano?
If relaxing by the pool is your idea of the perfect getaway, you may want to check out relaxing Asciano, which has 22 places to stay with pools. During your visit, you can explore sights such as Monte Oliveto Maggiore Abbey and Val di Chiana, and then unwind poolside at one of the accommodations in Asciano that guests like for their pools.
What are some accommodations with pools in Asciano?
Precise House Montaperti Siena: Features a seasonal outdoor pool, an indoor pool, and a full-service spa. Castello di Leonina Relais: Offers a sauna, a rooftop pool, and spa services. Palazzaccio Luxury Resort: Provides daily, a seasonal outdoor pool, and free valet parking.
How many pool hotels can I expect to find in Asciano?
Expedia's 22 hotels in Asciano give you a great choice for your poolside getaway.
What is there to see and do in Asciano?
The picturesque setting of Val di Chiana showcases the area's natural beauty. Discover sights such as Monte Oliveto Maggiore Abbey and Museo Cassioli during your stay. Take in the natural beauty of Asciano with the countryside.
When is the best time to book a hotel with a pool in Asciano?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Asciano in the hottest months of August, July, or June when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 44°F.
What's the best way to travel around Asciano?
Knowing the transportation options in and around Asciano can help you enjoy the area beyond your hotel pool. If you want to see more of the area, hop aboard a train from Asciano Monte Oliveto Maggiore Station, Asciano Station, or Castelnuovo Berardenga Station. Asciano might not have many public transit options so consider a car rental to maximize your time.