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Search Hotels with Pool in Asciano

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Check availability on Asciano Hotels with Pool

Our top choices for Asciano hotels with a pool

Outdoor pool, a rooftop pool, pool 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 ฿4,744
฿5,440 total
includes taxes & fees
27 Dec - 28 Dec
Castello di Leonina Relais
Indoor pool, seasonal outdoor pool, pool umbrellas, pool 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 ฿8,148
฿9,148 total
includes taxes & fees
18 Dec - 19 Dec
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 ฿5,348
฿5,994 total
includes taxes & fees
5 Jan - 6 Jan 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, pool 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 ฿3,603
฿4,111 total
includes taxes & fees
3 Jan - 4 Jan 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, (278)
"Great room and service"
United States
ALFREDO
The price is ฿4,655
฿5,268 total
includes taxes & fees
15 Dec - 16 Dec
Relais Villa Grazianella - UNA Esperienze
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool 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 ฿3,872
฿4,407 total
includes taxes & fees
4 Jan - 5 Jan 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.
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Top Asciano Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
Allyson 3-night trip
Posted 11 days ago
Hotel Borgo San Luigi

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Frequently asked questions

What's it like visiting Asciano?
If taking it easy by the pool is your idea of the perfect getaway, you may want to consider relaxing Asciano, which has 28 places to stay with pools. During your trip, you can explore sights such as Monte Oliveto Maggiore Abbey and Val di Chiana, and then relax poolside at one of the accommodation options in Asciano that guests like for their pools.
What are some accommodation options 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: Features daily, a seasonal outdoor pool and free valet parking.
How many pool hotels are there 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'll be visiting Asciano in the hottest months of August, July or June, when the average temp is 22°C. Accommodation 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 6°C.
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 travel outside the area, take a train from Asciano Monte Oliveto Maggiore Station, Asciano Station or Castelnuovo Berardenga Station. Asciano may not have many public transport options to choose from, so consider a car rental to maximise your time.