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

Find Hotels with a Pool in Astypalaia

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Check availability on Astypalaia Hotels with a Pool

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Astypalaia hotels with a pool

Superior Studio Suite | Premium bedding, desk, laptop workspace, soundproofing
Exterior
Junior Studio Suite | Terrace/patio
Premium Studio Suite | Premium bedding, desk, laptop workspace, soundproofing

1. Infinity Blue Suites

Infinity Blue Suites
Astypalaia
AED 729
AED 842 total
includes taxes & fees
16 Sep - 17 Sep
Infinity Blue Suites
Junior Studio Suite, 1 Bedroom, Private Pool, Sea View (Imerovigli) | Room amenity
Deluxe Suite, 2 Bedrooms, Sea View (Tholos) | Balcony view
Exterior detail
Honeymoon Spa Suite Egeo Suite, 1 Bedroom, Private Pool, Oceanfront | Premium bedding, in-room safe, desk, laptop workspace

2. Tholaria Boutique Hotel

Tholaria Boutique Hotel
Astypalaia
  • Sunshine bathes the Mediterranean aparthotel's stylish pool area, offering a serene retreat with loungers.
AED 586
AED 650 total
includes taxes & fees
1 Sep - 2 Sep
Tholaria Boutique Hotel
Grand Suite, Private Pool, Sea View | View from room
Breakfast area
Grand Suite, Sea View | Living room | Flat-screen TV
Deluxe Room, Sea View | Frette Italian sheets, premium bedding, minibar, in-room safe

3. Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa
Astypalaia
  • Mediterranean retreat offers poolside relaxation, ocean vistas, and a refreshing bar for sun-drenched days.
AED 446
AED 510 total
includes taxes & fees
22 Sep - 23 Sep
Pylaia Boutique Hotel & Spa
Exterior
Espresso maker, coffee/tea maker, fridge, microwave
Front of property
Shower, free toiletries, hair dryer, slippers

4. Caldera Studios

Caldera Studios
Astypalaia
  • Seaside guesthouse offers pool, sun loungers, and umbrellas mere steps from the beach.
AED 188
AED 214 total
includes taxes & fees
21 Sep - 22 Sep
Caldera Studios
Outdoor pool
Superior Double Room | In-room safe, WiFi (free), bed sheets
Exterior
Property grounds

5. Castellano Village

Castellano Village
Astypalaia
AED 354
AED 409 total
includes taxes & fees
29 Aug - 30 Aug
Castellano Village
Villa, 2 Bedrooms, Sea View (Coral) | In-room safe, desk, soundproofing, iron/ironing board
Villa, 2 Bedrooms, Sea View (Coral) | In-room safe, desk, soundproofing, iron/ironing board
Villa, 3 Bedrooms, Sea View (Pearl) | Aerial view
Villa, 3 Bedrooms, Sea View (Pearl) | Balcony view

6. Aegean Sea Villas

Aegean Sea Villas
Astypalaia
  • Enjoy refreshing swims in the outdoor pool or panoramic views from the rooftop at this coastal villa.
AED 549
AED 610 total
includes taxes & fees
20 Sep - 21 Sep
Aegean Sea Villas
Seasonal outdoor pool
Deluxe Studio Suite, Sea View | In-room safe, blackout drapes, soundproofing
Exterior
Deluxe Studio Suite, Sea View | View from room

7. Fildisi Hotel

Fildisi Hotel
Astypalaia
  • Seasonal outdoor pool retreat in a charming boutique setting, complete with morning breakfast and airport shuttle service.
AED 670
AED 755 total
includes taxes & fees
25 Aug - 26 Aug
Fildisi Hotel
Presidential Villa | Terrace/patio
Presidential Villa | 2 bedrooms, Egyptian cotton sheets, premium bedding, down comforters
Boating
Terrace/patio

8. GrandeMar Suites

GrandeMar Suites
Astypalaia
AED 2,403
AED 2,641 total
includes taxes & fees
3 Sep - 4 Sep
GrandeMar Suites
Property grounds
Property grounds
House | 2 bedrooms, iron/ironing board, WiFi (free), bed sheets
Property grounds

9. 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.
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

Hotels with pools and free breakfast in Astypalaia

Superior Studio Suite | Premium bedding, desk, laptop workspace, soundproofing
Junior Studio Suite | Premium bedding, desk, laptop workspace, soundproofing
Junior Studio Suite | Terrace/patio
Premium Studio Suite | Premium bedding, desk, laptop workspace, soundproofing

Infinity Blue Suites

Infinity Blue Suites
Astypalaia
AED 729
AED 842 total
includes taxes & fees
16 Sep - 17 Sep
Infinity Blue Suites
Grand Suite, Private Pool, Sea View | View from room
Premium Family Suite with Indoor Jetted Tub and Sea View | Bathroom | Free toiletries, hair dryer, bathrobes, slippers
Breakfast area
Superior Suite, Sea View | Frette Italian sheets, premium bedding, minibar, in-room safe

Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa
Astypalaia
AED 446
AED 510 total
includes taxes & fees
22 Sep - 23 Sep
Pylaia Boutique Hotel & Spa
Junior Studio Suite, 1 Bedroom, Private Pool, Sea View (Imerovigli) | Room amenity
Deluxe Suite, 2 Bedrooms, Sea View (Tholos) | Balcony view
Exterior detail
Honeymoon Spa Suite Egeo Suite, 1 Bedroom, Private Pool, Oceanfront | Premium bedding, in-room safe, desk, laptop workspace

Tholaria Boutique Hotel

Tholaria Boutique Hotel
Astypalaia
AED 586
AED 650 total
includes taxes & fees
1 Sep - 2 Sep
Tholaria Boutique Hotel
Boating
Presidential Villa | 2 bedrooms, Egyptian cotton sheets, premium bedding, down comforters
Presidential Villa | Terrace/patio
Terrace/patio

GrandeMar Suites

GrandeMar Suites
Astypalaia
AED 2,403
AED 2,641 total
includes taxes & fees
3 Sep - 4 Sep
GrandeMar Suites
Seasonal outdoor pool
Deluxe Studio Suite, Sea View | In-room safe, blackout drapes, soundproofing
Exterior
Deluxe Studio Suite, Sea View | View from room

Fildisi Hotel

Fildisi Hotel
Astypalaia
AED 670
AED 755 total
includes taxes & fees
25 Aug - 26 Aug
Fildisi Hotel
Exterior
In-room safe, soundproofing, iron/ironing board, cribs (free)
Front of property
Shower, free toiletries, hair dryer, slippers

Caldera Studios

Caldera Studios
Astypalaia
AED 188
AED 214 total
includes taxes & fees
21 Sep - 22 Sep
Caldera Studios
Outdoor pool
Superior Double Room | In-room safe, WiFi (free), bed sheets
Exterior
Property grounds

Castellano Village

Castellano Village
Astypalaia
AED 354
AED 409 total
includes taxes & fees
29 Aug - 30 Aug
Castellano Village
Daily continental breakfast for a fee
Villa, 2 Bedrooms, Sea View (Coral) | In-room safe, desk, soundproofing, iron/ironing board
Villa, 3 Bedrooms, Sea View (Pearl) | Aerial view
View from property

Aegean Sea Villas

Aegean Sea Villas
Astypalaia
AED 549
AED 610 total
includes taxes & fees
20 Sep - 21 Sep
Aegean Sea Villas
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 1 month 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 2 months ago
Castellano Village

Frequently asked questions

What are some accommodations with pools in Astypalaia?
Kallichoron Art Hotel: Provides a snack bar/deli, an outdoor pool, and free self parking. Chrysalis Boutique Hotel: Offers a full-service spa, an outdoor pool, and a snack bar/deli. Caldera Studios: Offers spa services, an outdoor pool, and buffet. Anatoli Luxury Studios: Provides free self parking, an outdoor pool, and complimentary wireless internet access. Pylaia Boutique Hotel & Spa: Features a snack bar/deli, a seasonal outdoor pool, and buffet.
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 Ágios Kostantínos 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.