Photo by Galyna V

Find Hotels with a Pool in Asciano

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Asciano Hotels with a Pool

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 ￥23,335
￥26,762 total
includes taxes & fees
Dec 27 - Dec 28
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 ￥40,083
￥45,002 total
includes taxes & fees
Dec 18 - Dec 19
Albergo Diffuso Borgo Santo
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 ￥26,150
￥29,314 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, (93)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
Podere La Rocca
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 ￥13,960
￥16,085 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 ￥22,988
￥26,019 total
includes taxes & fees
Dec 17 - Dec 18
Relais Villa Grazianella - UNA Esperienze
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
8.8 out of 10, Excellent, (630)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
Exterior
Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta
Castiglione d'Orcia
9.6 out of 10, Exceptional, (9)
"Beautiful property, clean and nice rooms. Our hosts were very helpful and the food amazing! Breakfast containing fresh fruits, local products and freshly baked cakes was fantastic. Pool and relaxing area with a view of Monte Amiata. "
Switzerland
Alexandra
The price is ￥19,047
￥21,681 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Terre di GIORGIO - Agriturismo Villa la Palazzetta
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.
View all properties

Top Asciano Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Great location, very friendly staff"
Bennie 2-night trip
Posted 3 days ago
Hotel Athena

Explore a world of travel with Expedia

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 28 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. CASTELLO NELLE CRETE: Provides complimentary wireless internet access, a communal pool, and air conditioning. Palazzaccio Luxury Resort: Features daily, a seasonal outdoor pool, and free valet parking. Spacious Tuscan Farmhouse: Offers kitchens, a communal pool, and laundry facilities.
How many pool hotels can I expect to find in Asciano?
Expedia's 28 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.