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Hotels with Pool & Resorts in Astypalaia from AU$97

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Check availability on Astypalaia Hotels with Pool

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Astypalaia Hotels with Pool

Outdoor pool, pool umbrellas, pool loungers
Caldera Studios

Caldera Studios

Astypalaia
9.0 out of 10, Wonderful, (28)
"Unbelievable experience!"
Canada
Konstantinos
The price is AU$97
includes taxes & fees
13 Dec - 14 Dec
Caldera Studios
Junior Suite, 1 Bedroom, Private Pool, Sea View (Egeo) | Beach/ocean view
Tholaria Boutique Hotel

Tholaria Boutique Hotel

2.0 star property
Astypalaia
9.2 out of 10, Wonderful, (10)
"María and the whole staff was really kind for everything recommendation about the 🏝️ to really enjoy the stay. The breakfast every day was different with many homemade recipes. A peaceful place At a walking distance from town and beach. "
Spain
MARIA JOSE
The price is AU$219
includes taxes & fees
8 Dec - 9 Dec
Tholaria Boutique Hotel
Pool
Apartment 'Sea View Studio' with Sea View, Wi-Fi and Air Conditioning

Apartment 'Sea View Studio' with Sea View, Wi-Fi and Air Conditioning

Astypalaia Town
The price is AU$134
includes taxes & fees
31 Dec - 1 Jan 2026
Apartment 'Sea View Studio' with Sea View, Wi-Fi and Air Conditioning
Outdoor pool, a heated pool
160 m2 Villa with Private pool & Sea View

160 m2 Villa with Private pool & Sea View

Astypalaia
The price is AU$1,426
includes taxes & fees
31 Dec - 1 Jan 2026
160 m2 Villa with Private pool & Sea View
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
"The hotel has 'local colour ' features and is perfectly located in the Chora. Our room had a fantastic sea view overlooking a small cove. Breakfast had new additions daily using local products as much as possible. Above all Maria is the most pleasant and accommodating host ever!!!! Always there to assist with anything, with the most pleasant smile!! "
Angelica 2-night trip
Posted 4 months ago
Tholaria Boutique Hotel

Frequently asked questions

What are some accommodation options with pools in Astypalaia?
Anatoli Luxury Studios: Offers free self parking, an outdoor pool and complimentary wireless Internet access. Tholaria Boutique Hotel: Provides a snack bar/deli, a seasonal outdoor pool and buffet. Fildisi Boutique Hotel: Features a snack bar/deli, an outdoor pool and free self parking. Caldera Studios: Offers a full-service spa, an outdoor pool and a snack bar/deli. Pylaia Boutique Hotel & Spa: Provides 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 Astypalaia Archaelogical Museum, Central Square and Astypalea Windmills 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.