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

Astypalaia Hotels with Swimming Pool

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Check availability on Astypalaia Hotels with Swimming Pools

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Astypalaia hotels with a pool

A pool area with a view of the sea, white furniture, and a small table with flowers.
A white building with a green window and shutter, overlooking a clear blue sea.
A coastal view through a window with a view of the sea and rocky terrain.
A balcony with a view of the sea and hills.

1. Tholaria Boutique Hotel

Tholaria Boutique Hotel
Astypalaia
  • Sunshine bathes the Mediterranean aparthotel's stylish pool area, offering a serene retreat with loungers.
RM512
RM571 total
includes taxes & fees
2 Oct - 3 Oct
Tholaria Boutique Hotel
A rooftop pool area with a hot tub, a person relaxing on a towel, and another person cleaning the pool.
A bed with a view of a coastal landscape through a window.
A balcony with wicker chairs, a woven floor lamp, and a large vase of dried plants.
A modern bathroom with a large window, a round mirror, and a wooden ceiling beam.

2. Infinity Blue Suites

Infinity Blue Suites
Astypalaia
RM873
RM1,004 total
includes taxes & fees
12 Sept - 13 Sept
Infinity Blue Suites
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 multi-story building with stone facades, balconies, and a staircase leading to an upper level.
A breakfast table with various foods and drinks, overlooking a scenic ocean view.

3. GrandeMar Suites

GrandeMar Suites
Astypalaia
RM1,883
RM2,072 total
includes taxes & fees
1 Oct - 2 Oct
GrandeMar Suites
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 bedroom with a bed, a potted plant, a table with a bowl, and a view of the sea and mountains.
A long wooden table with various food items and glassware, set in a bright kitchen with white cabinets and a clock on the wall.

4. Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa
Astypalaia
  • Mediterranean retreat offers poolside relaxation, ocean vistas, and a refreshing bar for sun-drenched days.
RM735
RM829 total
includes taxes & fees
22 Sept - 23 Sept
Pylaia Boutique Hotel & Spa
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 hot tub on a balcony with a view of a coastal village.

5. Caldera Studios

Caldera Studios
Astypalaia
  • Seaside guesthouse offers pool, sun loungers, and umbrellas mere steps from the beach.
RM156
RM180 total
includes taxes & fees
10 Oct - 11 Oct
Caldera Studios
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.
An open window with a view of a wooden pergola, a potted plant, and a tiled patio area overlooking the sea.
A rooftop terrace with a view of the sea, furnished with white sofas and tables, and decorated with white lanterns.
A balcony with white furniture, a view of the sea, and potted plants.

6. Fildisi Hotel

Fildisi Hotel
Astypalaia
  • Seasonal outdoor pool retreat in a charming boutique setting, complete with morning breakfast and airport shuttle service.
RM739
RM833 total
includes taxes & fees
11 Sept - 12 Sept
Fildisi 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 coastal hotel with multiple white buildings, each labeled with names like 'Seabed Coral' and 'Pearl'.
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.

7. Aegean Sea Villas

Aegean Sea Villas
Astypalaia
  • Enjoy refreshing swims in the outdoor pool or panoramic views from the rooftop at this coastal villa.
RM605
RM672 total
includes taxes & fees
22 Sept - 23 Sept
Aegean Sea Villas
A pool area with a view of the sea and hills, surrounded by lounge chairs and umbrellas.
A rooftop terrace with seating and a view of the sea.
A bedroom with a bed, a bathroom with a blue door, and a view of the sea.
A white staircase leading up to a building with blue balconies, surrounded by greenery.

8. Castellano Village

Castellano Village
Astypalaia
RM363
RM421 total
includes taxes & fees
8 Oct - 9 Oct
Castellano Village
A clear blue pool with a view of a white-washed hillside town.
A modern bedroom with a curved bed, hanging light fixtures, and a view of a coastal town.
A terrace with a table set for breakfast, surrounded by potted plants and a view of white buildings on a hillside.
A coastal town with white buildings on a hillside, a marina with boats, and a clear blue sky.

9. Provenzo Luxury Apartments & Suites

Provenzo Luxury Apartments & Suites
Astypalaia
RM475
RM530 total
includes taxes & fees
11 Sept - 12 Sept
Provenzo Luxury Apartments & Suites
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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 bed with a view of a coastal landscape through a window.
A modern bathroom with a large window, a round mirror, and a wooden ceiling beam.
A modern interior with a wicker chair, a small staircase, and a wall-mounted TV.

Infinity Blue Suites

Infinity Blue Suites
Astypalaia
RM873
RM1,004 total
includes taxes & fees
12 Sept - 13 Sept
Infinity Blue Suites
A pool area with a view of the sea, white furniture, and a small table with flowers.
A white building with a green window and shutter, overlooking a clear blue sea.
A coastal view through a window with a view of the sea and rocky terrain.
A balcony with a view of the sea and hills.

Tholaria Boutique Hotel

Tholaria Boutique Hotel
Astypalaia
RM512
RM571 total
includes taxes & fees
2 Oct - 3 Oct
Tholaria Boutique 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 multi-story building with stone facades, balconies, and a staircase leading to an upper level.
A breakfast table with various foods and drinks, overlooking a scenic ocean view.

GrandeMar Suites

GrandeMar Suites
Astypalaia
RM1,883
RM2,072 total
includes taxes & fees
1 Oct - 2 Oct
GrandeMar Suites
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 modern hotel room with a glass staircase, a bed with a yellow accent, and a cart with toiletries.
A modern bathroom with a central wooden partition, multiple sinks, and mirrors.

Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa
Astypalaia
RM735
RM829 total
includes taxes & fees
22 Sept - 23 Sept
Pylaia Boutique Hotel & Spa
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.
An open window with a view of a wooden pergola, a potted plant, and a tiled patio area overlooking the sea.
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.

Fildisi Hotel

Fildisi Hotel
Astypalaia
RM739
RM833 total
includes taxes & fees
11 Sept - 12 Sept
Fildisi Hotel
A breakfast setup with a pineapple, toast, and jam on a table by a seaside view.
A coastal hotel with multiple white buildings, each labeled with names like 'Seabed Coral' and 'Pearl'.
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.

Aegean Sea Villas

Aegean Sea Villas
Astypalaia
RM605
RM672 total
includes taxes & fees
22 Sept - 23 Sept
Aegean Sea Villas
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 hot tub on a balcony with a view of a coastal village.

Caldera Studios

Caldera Studios
Astypalaia
RM156
RM180 total
includes taxes & fees
10 Oct - 11 Oct
Caldera Studios
A pool area with a view of the sea and hills, surrounded by lounge chairs and umbrellas.
A rooftop terrace with seating and a view of the sea.
A bedroom with a bed, a bathroom with a blue door, and a view of the sea.
A white staircase leading up to a building with blue balconies, surrounded by greenery.

Castellano Village

Castellano Village
Astypalaia
RM363
RM421 total
includes taxes & fees
8 Oct - 9 Oct
Castellano Village
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 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 2 months 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 3 months ago
Castellano Village

Frequently asked questions

What are some accommodation options with pools in Astypalaia?
Kallichoron Art Hotel: Provides spa services, an outdoor pool and buffet. Chrysalis Boutique Hotel: Features a full-service spa, an outdoor pool and a snack bar/deli. Infinity Blue Suites: Offers a snack bar/deli, an outdoor pool and free self parking. Pylaia Boutique Hotel & Spa: Features free self parking, an outdoor pool and complimentary wireless Internet access. Caldera Studios: Offers a snack bar/deli, an outdoor pool and free self parking.
What is there to see and do in Astypalaia?
Make a point to visit attractions such as 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 offers an outdoor pool if you'll be visiting Astypalaia in the hottest months of August, July or September, when the average temp is 25Β°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temperature is 14Β°C.