A coastal town with white buildings, a harbor, and a hill with a castle.

Find Hotels with a Pool in Astypalaia

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Check availability on Astypalaia Hotels with a Pool

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

Our top choices for Astypalaia hotels with a pool

A rooftop pool area with a hot tub, a person relaxing on a towel, and another person cleaning the pool.
A modern bathroom with a large window, a round mirror, and a wooden ceiling beam.
A bed with a view of a coastal landscape through a window.
A man standing on a balcony with a view of the sea at sunset, a wooden railing, and a wicker chair.

1. Infinity Blue Suites

Infinity Blue Suites
Astypalaia
₩294,745
₩338,823 total
includes taxes & fees
Sep 12 - Sep 13
Infinity Blue Suites
A pool with clear blue water, surrounded by lounge chairs and umbrellas, overlooking a rocky coastline.
A living room with a sofa, a coffee table, a vase, and a staircase.
A coastal building with multiple balconies, a rocky shoreline, and a clear view of the sea.
A balcony with a view of the sea and a distant boat.

2. Caldera Studios

Caldera Studios
Astypalaia
  • Seaside guesthouse offers pool, sun loungers, and umbrellas mere steps from the beach.
₩69,866
₩79,723 total
includes taxes & fees
Sep 21 - Sep 22
Caldera Studios
A pool area with a view of the sea, white furniture, and a small table with flowers.
A balcony with a view of the sea and hills.
A coastal view through a window with a view of the sea and rocky terrain.
A bedroom with a bed, a TV, a sofa, and a view of the sea.

3. Tholaria Boutique Hotel

Tholaria Boutique Hotel
Astypalaia
  • Sunshine bathes the Mediterranean aparthotel's stylish pool area, offering a serene retreat with loungers.
₩217,747
₩241,720 total
includes taxes & fees
Sep 3 - Sep 4
Tholaria Boutique Hotel
A pool area with a white chair and a blue lounge chair, a white railing, and a view of a hill with lights.
A bedroom with a large bed, a view of the sea through an open door, and a bathroom with a mirror and towels.
A coastal town with white buildings, a clear blue sky, and a view of the sea.
A breakfast setup with a pineapple, toast, and jam on a table by a seaside view.

4. Aegean Sea Villas

Aegean Sea Villas
Astypalaia
  • Enjoy refreshing swims in the outdoor pool or panoramic views from the rooftop at this coastal villa.
₩204,139
₩226,814 total
includes taxes & fees
Sep 21 - Sep 22
Aegean Sea Villas
A serene waterfront view with a clear sky, a calm body of water reflecting the sun, and a modern building with a pool and seating area.
A rooftop terrace with a view of the sea, furnished with white sofas and tables, and decorated with white lanterns.
A hotel room with a bed, bedside lamps, a chandelier, a desk, a chair, and a TV mounted on the wall.
A balcony with white furniture, a view of the sea, and potted plants.

5. Fildisi Hotel

Fildisi Hotel
Astypalaia
  • Seasonal outdoor pool retreat in a charming boutique setting, complete with morning breakfast and airport shuttle service.
₩248,896
₩280,626 total
includes taxes & fees
Aug 30 - Aug 31
Fildisi Hotel
A clear blue pool with white walls and a view of the sea. There are lounge chairs and a small table.
A modern architectural building with a rooftop terrace overlooking a coastal landscape.
A balcony with wicker furniture, a small table, and a potted plant.
A long wooden table with various food items and glassware, set in a bright kitchen with white cabinets and a clock on the wall.

6. Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa
Astypalaia
  • Mediterranean retreat offers poolside relaxation, ocean vistas, and a refreshing bar for sun-drenched days.
₩178,157
₩203,134 total
includes taxes & fees
Sep 22 - Sep 23
Pylaia Boutique Hotel & Spa
A table with two glasses of wine, a bottle of champagne, and a charcuterie board with various cheeses, meats, and crackers. In the background, there is a pool and a building with lights on.
A clear turquoise sea with rocky cliffs and a prominent rock formation in the center.
A person lying on a bed with a bowl of fruit and a cup, reading a magazine.
A multi-story building with stone facades, balconies, and a staircase leading to an upper level.

7. GrandeMar Suites

GrandeMar Suites
Astypalaia
₩893,406
₩981,870 total
includes taxes & fees
Sep 1 - Sep 2
GrandeMar Suites
A pool area with a view of the sea and hills, surrounded by lounge chairs and umbrellas.
A white staircase leading up to a building with blue balconies, surrounded by greenery.
A rooftop terrace with seating and a view of the sea.
A white building with blue shutters and a stone staircase.

8. Castellano Village

Castellano Village
Astypalaia
₩114,317
₩133,201 total
includes taxes & fees
Sep 1 - Sep 2
Castellano Village
A modern outdoor pool area with a view of a distant island and sea.
A wicker chair with a view of a blue and white tiled floor, a rock, and a potted plant.
A terrace with a view of the sunset over the sea, featuring a white railing and a patterned floor.
A room with a wooden staircase, a small table, and a door leading to another room.

9. Siesta Villas, Cycladic Elegance With Castle View

Siesta Villas, Cycladic Elegance With Castle View
Astypalaia
  • Castle-view Cycladic residence features outdoor pool, private yard retreats, and garden serenity.
₩353,185
₩390,086 total
includes taxes & fees
Sep 29 - Sep 30
Siesta Villas, Cycladic Elegance With Castle View
View all properties

Choose what matters most at hotels with a pool in Astypalaia

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Astypalaia

A rooftop pool area with a hot tub, a person relaxing on a towel, and another person cleaning the pool.
A modern interior with a wicker chair, a small staircase, and a wall-mounted TV.
A bed with a view of a coastal landscape through a window.
A man standing on a balcony with a view of the sea at sunset, a wooden railing, and a wicker chair.

Infinity Blue Suites

Infinity Blue Suites
Astypalaia
₩294,745
₩338,823 total
includes taxes & fees
Sep 12 - Sep 13
Infinity Blue Suites
A pool area with a view of the sea, white furniture, and a small table with flowers.
A balcony with a view of the sea and hills.
A coastal view through a window with a view of the sea and rocky terrain.
A bedroom with a bed, a TV, a sofa, and a view of the sea.

Tholaria Boutique Hotel

Tholaria Boutique Hotel
Astypalaia
₩217,747
₩241,720 total
includes taxes & fees
Sep 3 - Sep 4
Tholaria Boutique Hotel
A clear blue pool with white walls and a view of the sea. There are lounge chairs and a small table.
A modern architectural building with a rooftop terrace overlooking a coastal landscape.
A long wooden table with various food items and glassware, set in a bright kitchen with white cabinets and a clock on the wall.
A modern bathroom with a central wooden partition, multiple sinks, and mirrors.

Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa
Astypalaia
₩178,157
₩203,134 total
includes taxes & fees
Sep 22 - Sep 23
Pylaia Boutique Hotel & Spa
A pool area with a view of the sea and hills, surrounded by lounge chairs and umbrellas.
A white staircase leading up to a building with blue balconies, surrounded by greenery.
A rooftop terrace with seating and a view of the sea.
A white building with blue shutters and a stone staircase.

Castellano Village

Castellano Village
Astypalaia
₩114,317
₩133,201 total
includes taxes & fees
Sep 1 - Sep 2
Castellano Village
A pool with clear blue water, surrounded by lounge chairs and umbrellas, overlooking a rocky coastline.
A neatly made bed with a wooden box labeled "HOME" on top, a bottle of honey, and a welcome mat with a "welcome" sign.
A coastal building with multiple balconies, a rocky shoreline, and a clear view of the sea.
A living room with a sofa, a coffee table, a vase, and a staircase.

Caldera Studios

Caldera Studios
Astypalaia
₩69,866
₩79,723 total
includes taxes & fees
Sep 21 - Sep 22
Caldera Studios
A breakfast setup with a pineapple, toast, and jam on a table by a seaside view.
A pool area with a white chair and a blue lounge chair, a white railing, and a view of a hill with lights.
A coastal landscape with a white building complex on a hillside, a clear blue sea, and a winding road along the coast.
A bedroom with a large bed, a view of the sea through an open door, and a bathroom with a mirror and towels.

Aegean Sea Villas

Aegean Sea Villas
Astypalaia
₩204,139
₩226,814 total
includes taxes & fees
Sep 21 - Sep 22
Aegean Sea Villas
A serene waterfront view with a clear sky, a calm body of water reflecting the sun, and a modern building with a pool and seating area.
A rooftop terrace with a view of the sea, furnished with white sofas and tables, and decorated with white lanterns.
A room with a bed, a small table, a chair, a kitchenette, and a fireplace.
A hotel room with a bed, bedside lamps, a chandelier, a desk, a chair, and a TV mounted on the wall.

Fildisi Hotel

Fildisi Hotel
Astypalaia
₩248,896
₩280,626 total
includes taxes & fees
Aug 30 - Aug 31
Fildisi Hotel
A clear turquoise sea with rocky cliffs and a prominent rock formation in the center.
A table with two glasses of wine, a bottle of champagne, and a charcuterie board with various cheeses, meats, and crackers. In the background, there is a pool and a building with lights on.
A person lying on a bed with a bowl of fruit and a cup, reading a magazine.
A multi-story building with stone facades, balconies, and a staircase leading to an upper level.

GrandeMar Suites

GrandeMar Suites
Astypalaia
₩893,406
₩981,870 total
includes taxes & fees
Sep 1 - Sep 2
GrandeMar Suites
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 Astypalaia Hotel Reviews

Tholaria Boutique Hotel

Tholaria Boutique Hotel

10/10 Excellent
"Beautiful property just a short walk up to the windmills. The host was amazing (so nice) and she knew everything about the island. Breakfast was great, the pool was a luxury and they also operated day trips to Koutsomitis & Kounoupes islands, a must do if you get the chance. We really enjoyed our stay."
Angelo 3-night trip
Posted 1 month ago
Tholaria Boutique Hotel
Castellano Village

Castellano Village

10/10 Excellent
"What an amazing place to stay! Stunning views over a quiet bay, a beautiful infinity pool, all within an easy walk into the village for restaurants, bakery and supermarket. The hospitality from Nikolaos was so warm and helpful. Nothing was too much trouble, we just wish we could stay longer!"
Andrew 3-night trip
Posted 2 months ago
Castellano Village

Frequently asked questions

What are some accommodations with pools in Astypalaia?
Kallichoron Art Hotel: Provides a snack bar/deli, an outdoor pool, and free self parking. Chrysalis Boutique Hotel: Features a full-service spa, an outdoor pool, and a snack bar/deli. Caldera Studios: Offers spa services, an outdoor pool, and buffet. Anatoli Luxury Studios: Provides free self parking, an outdoor pool, and complimentary wireless internet access. Gerani Deluxe Houses with Sea View: Features a snack bar/deli, a seasonal outdoor pool, and buffet.
What is there to see and do in Astypalaia?
Make a point to visit attractions like Astipaleas Beach and Livadi Beach. Discover sights such as Astypalea Windmills, Astypalaia Castle, and Central Square during your stay. Take in the natural beauty of Astypalaia with the island views.
When is the best time to book a hotel with a pool in Astypalaia?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Astypalaia in the hottest months of August, July, or September when the average temp is 77°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or March when the average temperature is 57°F.