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

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Check availability on Astypalaia Hotels with a Pool

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
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 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.

1. Tholaria Boutique Hotel

Tholaria Boutique Hotel
Astypalaia
  • Sunshine bathes the Mediterranean aparthotel's stylish pool area, offering a serene retreat with loungers.
AED 473
AED 526 total
includes taxes & fees
13 Oct - 14 Oct
Tholaria Boutique Hotel
A pool area with a view of the sea and hills, surrounded by lounge chairs and umbrellas.
A white building with blue shutters and a stone staircase.
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.

2. Castellano Village

Castellano Village
Astypalaia
AED 295
AED 344 total
includes taxes & fees
17 Oct - 18 Oct
Castellano Village
A pool with clear blue water, surrounded by lounge chairs and umbrellas, overlooking a rocky coastline.
A balcony with a view of the sea and a distant boat.
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.

3. Caldera Studios

Caldera Studios
Astypalaia
  • Seaside guesthouse offers pool, sun loungers, and umbrellas mere steps from the beach.
AED 135
AED 150 total
includes taxes & fees
8 Nov - 9 Nov
Caldera Studios
A rooftop pool with a view of a lake and a hill.
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 room with a wooden staircase, a small table, and a door leading to another room.
A terrace with a view of the sunset over the sea, featuring a white railing and a patterned floor.

4. Siesta Villas, Cycladic Elegance with Castle View

Siesta Villas, Cycladic Elegance with Castle View
Livadi
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.

5. 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.
AED 609
AED 675 total
includes taxes & fees
11 Oct - 12 Oct
Siesta Villas, Cycladic Elegance With Castle View
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Choose what matters most at hotels with a pool in Astypalaia

Breakfast included
4 stars
5 stars
Hot tub
Spa

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 3 weeks ago
Castellano Village
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 accommodations 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 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.