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

Astypalaia Hotel Guide - Hotels with Pool in Astypalaia, South Aegean

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Check availability on Astypalaia Hotels with Pool

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 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 white building with a green window and shutter, overlooking a clear blue sea.

1. Tholaria Boutique Hotel

Tholaria Boutique Hotel
Astypalaia
  • Sunshine bathes the Mediterranean aparthotel's stylish pool area, offering a serene retreat with loungers.
€132
includes taxes & fees
12 Oct - 13 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 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.

2. Castellano Village

Castellano Village
Astypalaia
€83
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 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.
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.
€38
includes taxes & fees
12 Oct - 13 Oct
Caldera Studios
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 wicker chair with a view of a blue and white tiled floor, a rock, and a potted plant.
A room with a wooden staircase, a small table, and a door leading to another room.

4. 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.
€172
includes taxes & fees
13 Oct - 14 Oct
Siesta Villas, Cycladic Elegance With Castle View
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 terrace with a view of the sunset over the sea, featuring a white railing and a patterned floor.
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
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

Top Astypalaia Hotel Reviews

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 1 month 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.