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

Asciano Hotels with Swimming Pool

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Check availability on Asciano Hotels with Swimming Pools

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 table set for dining with a scenic view of rolling hills and distant mountains.
A courtyard with brick buildings, a column, and potted plants.
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.
RM711
RM810 total
includes taxes & fees
19 Oct - 20 Oct
Castello di Leonina Relais
An indoor swimming pool with lounge chairs and a view of the countryside.
A modern bathroom with a large sink, mirror, and glass shower enclosure. Adjacent is a bedroom with two beds, a wooden ceiling, and a view of the outdoors.
A terrace with multiple sun loungers and a scenic view of green fields and hills.
A spacious lobby with a reception desk, potted plants, and a modern architectural design.

2. 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.
RM388
RM454 total
includes taxes & fees
1 Nov - 2 Nov
Precise House Montaperti Siena
An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.
An outdoor dining area with tables and chairs, surrounded by stone walls and trees.
A kitchen with a stove, coffee maker, and a green door.
A stone building with a garden featuring lavender and other plants.

3. Hotel Borgo Casabianca

Hotel Borgo Casabianca
Asciano
RM970
RM1,094 total
includes taxes & fees
13 Oct - 14 Oct
Hotel Borgo Casabianca
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 modern kitchen with a large window, stainless steel appliances, and a wall-mounted clock.
A spacious living room with a high ceiling, a sofa set, a round coffee table, and a fireplace.

4. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
RM906
RM1,019 total
includes taxes & fees
13 Oct - 14 Oct
Albergo Diffuso Borgo Santo
A poolside area with lounge chairs and umbrellas, a stone wall, and a clear sky.
A buffet setup with various food items and condiments.
A hotel room with a bed, a shower, a TV, and a cabinet.
A modern bathroom with a glass-enclosed shower, a white sink, and a toilet.

5. Relais Cloister Pienza

Relais Cloister Pienza
Pienza
RM524
RM604 total
includes taxes & fees
25 Oct - 26 Oct
Relais Cloister Pienza
A pool area with lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.
A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.
A villa with a swimming pool, outdoor seating, and a tennis court.
A lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.

6. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
  • Take a dip in the resort's idyllic outdoor pool with loungers, umbrellas, and poolside bar service in the heart of Tuscany.
RM495
RM563 total
includes taxes & fees
20 Oct - 21 Oct
Villa Curina Resort
A swimming pool with lounge chairs and umbrellas, a stone building with a tiled roof, and a clear blue sky.
A table set with a bottle of wine, two wine glasses, and a vase with flowers.
A hotel room with a bed, a sofa, a chair, a small table with a lamp, and a window with a view of a green landscape.
A cozy living room with a sofa, armchair, and a coffee table with a vase.

7. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
  • Summer seclusion at this Tuscan spa retreat with poolside relaxation and gourmet dining.
RM861
RM965 total
includes taxes & fees
3 Nov - 4 Nov
Poggio Paradiso Resort & Spa
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 courtyard with a lemon tree, potted plants, and a building with arched windows.

8. 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.
RM775
RM875 total
includes taxes & fees
18 Oct - 19 Oct
Villa Scacciapensieri Boutique Hotel
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A fire pit with burning logs, surrounded by stone blocks and a metal grill.
A stone building with a gravel pathway leading to the entrance.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

9. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Luxurious Tuscan retreat with outdoor pool, on-site winery, and cycling adventures amid rolling hills near Pienza Cathedral.
RM580
RM657 total
includes taxes & fees
5 Nov - 6 Nov
Agriturismo Il Macchione
A pool with a stone wall, a view of the countryside, and a building with a tiled roof.
A buffet setup with various food items, a coffee station, and a counter with beverages.
A terrace with outdoor seating, a view of the landscape, and a building with large windows.
A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

10. Hotel Dei Capitani

Hotel Dei Capitani
Montalcino
  • Soak up Italian sunshine in this charming hillside hotel with inviting outdoor pool.
RM532
RM621 total
includes taxes & fees
20 Oct - 21 Oct
Hotel Dei Capitani
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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

Hotel Athena

Hotel Athena

10/10 Excellent
"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest level is more spacious and had food replaced more quickly than upper level. Hotel seems far, but everything is 5 to 15 minutes away. We found our favorite wine spot just a 5 minute walk away at Tuscan Wine School. But do go to the rooftop terrace for lovely views."
Barry 3-night trip
Posted 16 hours ago
Hotel Athena
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"This was one of the greatest hotel experiences we’ve had. The property is top notch. The staff are amazing. We plan on coming back for sure. It it centrally located to great sights and wineries, everything seemed to be 20 to 30 minutes away."
Joseph 4-night trip
Posted 22 hours ago
Hotel Borgo San Luigi
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 1 day ago
Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Leonina Relais

Castello di Leonina Relais

8/10 Good
"Clean"
felipe 2-night trip
Posted 2 days ago
Castello di Leonina Relais
Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."
Ralph 2-night trip
Posted 2 days ago
Hotel Italia
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 7 days ago
Villa di Piazzano - Small Luxury Hotel of the World

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.
What are some accommodation options with pools in Asciano?
Castello di Leonina Relais: Features a sauna, a rooftop pool and a rooftop terrace. Precise House Montaperti Siena: Offers a seasonal outdoor pool, an indoor pool and a full-service spa.
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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