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

Astypalaia Hotel with Pool

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Check availability on Astypalaia Hotel with Pool

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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.
HK$957
HK$1,066 total
includes taxes & fees
12 Oct - 13 Oct
Tholaria Boutique Hotel
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 clear turquoise sea with rocky cliffs and a prominent rock formation in the center.
A breakfast table with various foods and drinks, overlooking a scenic ocean view.

2. GrandeMar Suites

GrandeMar Suites
Astypalaia
HK$2,993
HK$3,297 total
includes taxes & fees
4 Oct - 5 Oct
GrandeMar 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 hot tub on a balcony with a view of a coastal village.
A balcony with a view of the sea and a distant boat.

3. Caldera Studios

Caldera Studios
Astypalaia
  • Seaside guesthouse offers pool, sun loungers, and umbrellas mere steps from the beach.
HK$290
HK$322 total
includes taxes & fees
2 Nov - 3 Nov
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 white staircase leading up to a building with blue balconies, surrounded by greenery.
A bedroom with a bed, a bathroom with a blue door, and a view of the sea.

4. Castellano Village

Castellano Village
Astypalaia
HK$678
HK$787 total
includes taxes & fees
17 Oct - 18 Oct
Castellano Village
A rooftop pool with a view of a lake and a hill.
A room with a wooden staircase, a small table, and a door leading to another room.
A bedroom with a wooden ceiling, a bed with a patterned bedspread, a bedside table, a wall-mounted TV, and a small shelf with decorative items.
A wicker chair with a view of a blue and white tiled floor, a rock, and a potted plant.

5. Siesta Villas, Cycladic Elegance with Castle View

Siesta Villas, Cycladic Elegance with Castle View
Livadi
HK$1,515
HK$1,515 total
includes taxes & fees
4 Oct - 5 Oct
Siesta Villas, Cycladic Elegance with Castle View
A modern outdoor pool area with a view of a distant island and sea.
A terrace with a view of the sunset over the sea, featuring a white railing and a patterned floor.
A bedroom with a wooden ceiling, a bed with a patterned bedspread, a bedside table, a wall-mounted TV, and a small shelf with decorative items.
A wicker chair with a view of a blue and white tiled floor, a rock, and a potted plant.

6. 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.
HK$1,374
HK$1,523 total
includes taxes & fees
6 Oct - 7 Oct
Siesta Villas, Cycladic Elegance With Castle View
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.

7. Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa
Astypalaia
  • Mediterranean retreat offers poolside relaxation, ocean vistas, and a refreshing bar for sun-drenched days.
Pylaia Boutique Hotel & Spa
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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 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
HK$957
HK$1,066 total
includes taxes & fees
12 Oct - 13 Oct
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
Pylaia Boutique Hotel & Spa
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 hot tub on a balcony with a view of a coastal village.
A living room with a sofa, a coffee table, a vase, and a staircase.

Caldera Studios

Caldera Studios
Astypalaia
HK$290
HK$322 total
includes taxes & fees
2 Nov - 3 Nov
Caldera Studios
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 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 breakfast table with various foods and drinks, overlooking a scenic ocean view.

GrandeMar Suites

GrandeMar Suites
Astypalaia
HK$2,993
HK$3,297 total
includes taxes & fees
4 Oct - 5 Oct
GrandeMar Suites
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 white staircase leading up to a building with blue balconies, surrounded by greenery.
A bedroom with a bed, a bathroom with a blue door, and a view of the sea.

Castellano Village

Castellano Village
Astypalaia
HK$678
HK$787 total
includes taxes & fees
17 Oct - 18 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

Castellano Village

Castellano Village

10/10 Excellent
"I cannot praise the Castellano enough. Built in a Cycladic style, rooms are fresh, exceptionally clean and have all you need. Each room has a terrace or balcony, with pool views. Located 15 minute drive to Chora, directly under flight path (though with only 1-2 small planes a day, this has no effect, it is quiet and peaceful in its setting with lovely pool area and plenty of parking. Extremely comfortbale beds, with branded toiletries provided and replenished. Kitchenette has fridge, microwave, hob and kettle (nearest mini market is 5 min drive away). Excellent air conditioning, which was not too noisy as some can be. Where the Castellano truly shines and deserves 7 stars is its owners and staff. Right from walking in, Nikos and family were welcoming, friendly and always on hand. They genuinely wanted you to enjoy your stay and offer recommendations and help. Would absolutely recommend to anyone staying in Astypalaia - one of the best stays we've had in Greece."
Matthew 5-night trip
Posted 2 weeks ago
Castellano Village
Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa

8/10 Good
"Very nice Hotel the staff was amazing. The Hotel was clean and modern most of the rooms have ocean views. The only area of improvement I would be for the gym to have Wi-Fi and air-conditioning and more weights and equipment."
REGINEL 5-night trip
Posted 3 weeks ago
Pylaia Boutique Hotel & Spa
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 3 months ago
Tholaria Boutique Hotel

Frequently asked questions

What are some accommodation options with pools in Astypalaia?
Kallichoron Art Hotel: Provides a full-service spa, an outdoor pool and a snack bar/deli. Chrysalis Boutique Hotel: Features a snack bar/deli, an outdoor pool and free self parking. Pylaia Boutique Hotel & Spa: Offers free self parking, an outdoor pool and complimentary wireless Internet access. Caldera Studios: Features spa services, an outdoor pool and buffet. Aphrodite Studios: Offers complimentary wireless Internet access, a pool and kitchens.
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 25°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 14°C.