The Best Hotels with a Pool in Asciano from ₩196,266 in 2026

Q: What are some accommodations with pools in Asciano?

Castello di Leonina Relais : Features a sauna, a rooftop pool, and spa services. Precise House Montaperti Siena : Offers a seasonal outdoor pool, an indoor pool, and a full-service spa. Palazzaccio Luxury Resort : Offers daily, a seasonal outdoor pool, and free valet parking.

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

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Our top choices for Asciano hotels with a pool

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Precise House Montaperti Siena

Asciano

Float in warmth year-round at this Italian retreat, where two pools complement soothing spa treatments in the Siena countryside.

₩196,266 total

includes taxes & fees

Jul 26 - Jul 27

Castello di Leonina Relais

Asciano

Luxurious medieval castle with rooftop and natural pools offers serene countryside swims and poolside dining.

₩294,061 total

includes taxes & fees

Aug 6 - Aug 7

Albergo Diffuso Borgo Santo

Asciano

₩467,297 total

includes taxes & fees

Jul 27 - Jul 28

Hotel Borgo Casabianca

Asciano

₩402,980 total

includes taxes & fees

Aug 18 - Aug 19

Fattoria Pieve a Salti

Montalcino

Countryside retreat with serene indoor and outdoor pools awaits, alongside spa treatments and horseback adventures.

₩243,627 total

includes taxes & fees

Jul 27 - Jul 28

Indoor pool, open 9:00 AM to midnight, sun loungers

Albergo San Biagio

Montepulciano

Elegant indoor pool sanctuary with a dedicated kids' pool creates splashy vacation magic for all ages.

₩142,844 total

includes taxes & fees

Jul 26 - Jul 27

Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

Montalcino

Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.

₩216,970 total

includes taxes & fees

Jul 24 - Jul 25

Minibar, in-room safe, desk, blackout drapes

Hotel I Due Cigni

Montepulciano

Splash into relaxation at this charming hotel with terrace views and nearby pool access.

₩147,980 total

includes taxes & fees

Aug 5 - Aug 6

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Choose what matters most at hotels with a pool in Asciano

Breakfast included

4 stars

Top Asciano Hotel Reviews

Hotel Athena

10/10 Excellent

"Great hotel with helpful staff. Restaurant was really good definitely recommend."

Castello di Leonina Relais

8/10 Good

"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."

Hotel Italia

10/10 Excellent

"Hotel Italia was an absolute gem. The staff were incredibly friendly and helpful — they understood we were tired from traveling with teens and even nailed a salon recommendation that turned out to be the best hair wash of my life, just minutes from the hotel. Our room was spotless, quiet, and the A/C worked perfectly; we didn’t hear a sound from neighbors or stair traffic. The location is a sweet spot — only 5 to 10 minutes from the tourist sights, yet tucked in a local neighborhood with bakeries and grocery stores, giving us that refreshing, peaceful feeling of being disconnected from the tourist rush. Breakfast was amazing, and the little teen-approved Duomo and gelato challenges made exploring even more fun. Bottom line: we’d come back and stay here again in a heartbeat. For anyone visiting Siena, Hotel Italia at Porta Camollia gives you that perfect “live like a local” buffer before diving into the Duomo and Piazza del Campo — and if you need a salon, just ask reception; their pick is solid."

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 13 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?

Castello di Leonina Relais: Features a sauna, a rooftop pool, and spa services. Precise House Montaperti Siena: Offers a seasonal outdoor pool, an indoor pool, and a full-service spa. Palazzaccio Luxury Resort: Offers daily, a seasonal outdoor pool, and free valet parking.

How many pool hotels can I expect to find in Asciano?

Expedia has 13 hotels in Asciano for your poolside break.

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.

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