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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 21 - Dec 22
Tomorrow
Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Asciano hotels with a pool

Outdoor pool, a rooftop pool, sun loungers
Castello di Leonina Relais

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (120)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
The price is ￥24,265
￥27,799 total
includes taxes & fees
Jan 3 - Jan 4, 2026
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, (607)
"Clean modern room, helpful staff, excellent restaurant and breakfast "
Canada
Dieter
Precise House Montaperti Siena
Seasonal outdoor pool
Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is ￥40,638
￥45,626 total
includes taxes & fees
Dec 27 - Dec 28
Albergo Diffuso Borgo Santo
Pool
CASTELLO NELLE CRETE

CASTELLO NELLE CRETE

CASTELLO NELLE CRETE
Siena
10.0 out of 10, Exceptional, (1)
"Picture yourself in a century-old castle high on a hill in the heart of Tuscany. Your surroundings are those of a majestic Monet painting. Birds humming, and the smell of fresh croissants fills the air. A cup of hot cappucino is being brought to you by the most professional but always smiling and always friendly staff .No you're not dreaming, you and your family of 30 are guests at Villa Leonina, Every room has an ensuite bathroom with daily maintenance and fresh towels. The kitchen and...
United States
joanne s.
The price is ￥2,857,602
￥2,857,602 total
includes taxes & fees
Dec 22 - Dec 23
CASTELLO NELLE CRETE
Hiking
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"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 ￥27,551
￥30,860 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Borgo Sant'Ambrogio Resort
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 ￥14,442
￥16,625 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Borgo di Pietrafitta Relais
Aerial view
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (279)
"Great room and service"
United States
ALFREDO
The price is ￥23,214
￥26,274 total
includes taxes & fees
Dec 22 - Dec 23
Relais Villa Grazianella - UNA Esperienze
Aerial view
Abbadia Sicille Relais

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (166)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥12,314
￥14,099 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Abbadia Sicille Relais
Exterior
Agriturismo Antica Corte

Agriturismo Antica Corte

Agriturismo Antica Corte
Montepulciano
9.8 out of 10, Exceptional, (33)
"Such an amazing and unique experience. Lovely property, exceeded our expectations and will definitely be one we recommend to all our friends and family!"
United Kingdom
Farah
The price is ￥19,588
￥22,655 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Agriturismo Antica Corte
Indoor pool, open 9:00 AM to midnight, sun loungers
Albergo San Biagio

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (201)
"Great place to stay"
Canada
Robert
The price is ￥96,331
￥106,703 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Albergo San Biagio
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 8 days 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. Spacious Tuscan Farmhouse: Features kitchens, a communal pool, and laundry facilities. Belvilla by OYO Aria: Offers complimentary wireless internet access, a communal pool, and kitchens.
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.