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

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Check availability on Asciano Hotels with Pool

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

Our top choices for Asciano hotels with a pool

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.
A courtyard with brick buildings, a column, and potted plants.
A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.
A bathroom with a large arched window, a bathtub, a sink, and a towel rack.

1. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
  • Luxurious medieval castle with rooftop and natural pools offers serene countryside swims and poolside dining.
3.438.531 ₫
3.964.761 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Castello di Leonina Relais
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
A stone building with a garden featuring lavender and other plants.
A kitchen with a stove, coffee maker, and a green door.
A rustic dining area with round tables set for a meal, featuring exposed wooden beams and brick walls.

2. Hotel Borgo Casabianca

Hotel Borgo Casabianca
Asciano
6.401.678 ₫
7.223.111 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Hotel Borgo Casabianca
An indoor swimming pool with lounge chairs and a view of the countryside.
A spacious lobby with a reception desk, potted plants, and a modern architectural design.
A terrace with multiple sun loungers and a scenic view of green fields and hills.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

3. Precise House Montaperti Siena

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.
2.457.761 ₫
2.884.802 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Precise House Montaperti Siena
A swimming pool with lounge chairs and umbrellas, a brick building in the background, and a clear sky.
A playground with a slide, a small shed, and picnic tables in a grassy area with trees and hills in the background.
A large, two-story house with a tiled roof, surrounded by a well-maintained garden with various trees and shrubs.
A spacious living room with a wooden ceiling, a blue sofa, a wooden dining table, and a large window offering a view of the outdoors.

4. Podere Vesta

Podere Vesta
Asciano
2.180.929 ₫
4.922.060 ₫ total
includes taxes & fees
17 Sept - 18 Sept
Podere Vesta
A person in a swimming pool with a view of trees and distant hills.
A modern bathroom with a glass shower enclosure, a white sink, and a large window offering a view.
A stone staircase leading to a wooden door, with a brick wall and a window with green shutters.
A spacious living room with a high ceiling, a sofa set, a round coffee table, and a fireplace.

5. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
7.477.184 ₫
8.375.957 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Albergo Diffuso Borgo Santo
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

6. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
  • Seasonal pool retreat in Siena where vibrant summer days culminate in relaxation amidst Italian gardens and medieval views.
3.954.272 ₫
4.501.680 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Four Points by Sheraton Siena
A swimming pool surrounded by lush greenery and a stone pathway.
A room with a large window offering a view of a landscaped garden with trees and a pathway.
A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.
A spacious room with a large bed, a wooden dresser, a round coffee table with fruit and wine, and a patterned rug.

7. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
  • Dive into serenity at this Tuscan retreat, where a seasonal outdoor pool sits amid picturesque gardens and mountain views.
5.371.842 ₫
6.061.007 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Villa Scacciapensieri Boutique Hotel
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone archway leading to a window with a view of tall trees and a distant landscape.
A stone building with a tower, surrounded by people dining at tables with candles.
A historic stone building with a large arched window and a small balcony.

8. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
  • Poolside bliss awaits at this Tuscan wine resort where medieval castle meets vineyard views.
5.875.452 ₫
6.706.167 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Castello di Tornano Wine Resort

9. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
3.460.652 ₫
3.987.982 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Relais Cloister Pienza
A neatly made bed with white linens and two pillows, a bedside table with a bowl of fruit and a cup, and a window with curtains.
A reception area with a curved desk, a lamp, and framed artwork on the wall.
A bathroom with a sink, mirror, towel rack, and a shower area.
A multi-story building with balconies, a central staircase, and potted plants.

10. Hotel I Due Cigni

Hotel I Due Cigni
Montepulciano
  • Splash into relaxation at this charming hotel with terrace views and nearby pool access.
2.872.443 ₫
3.281.272 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Hotel I Due Cigni
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Choose what matters most at hotels with a pool in Asciano

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Asciano Hotel Reviews

Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"We stayed 4 days and are so glad we stayed here. The area has a restaurant right outside with the best view where they serve lunch and dinner. They also have a bar and a pool. It’s an old castle and yet they keep it clean and pretty restored. Breakfast buffet in the morning was included for us. The bathroom comment from others might be from not understanding how to use it as you have to pump the button several times to flush. The staff was wonderful and helpful. They spoke English and some Spanish."
Mariela 4-night trip
Posted 15 hours ago
Castello di Leonina Relais
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 2 weeks ago
Castello di Velona Resort Thermal SPA & Winery
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 3 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 1 month ago
Castiglion del Bosco, A Rosewood Hotel

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 16 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.
How many pool hotels are there in Asciano?
Expedia's 16 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.

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