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Oct 9 - Oct 11Our top choices for Analipsi hotels with a pool




2. Tholaria Boutique Hotel
Tholaria Boutique HotelAstypalaia
- Sunshine bathes the Mediterranean aparthotel's stylish pool area, offering a serene retreat with loungers.
₩166,483
₩185,444 total
includes taxes & fees
Oct 1 - Oct 2




3. Caldera Studios
Caldera StudiosAstypalaia
- Seaside guesthouse offers pool, sun loungers, and umbrellas mere steps from the beach.
₩50,445
₩58,320 total
includes taxes & fees
Oct 30 - Oct 31




4. Pylaia Boutique Hotel & Spa
Pylaia Boutique Hotel & SpaAstypalaia
- Mediterranean retreat offers poolside relaxation, ocean vistas, and a refreshing bar for sun-drenched days.
₩238,234
₩268,650 total
includes taxes & fees
Oct 1 - Oct 2
₩520,260
₩572,989 total
includes taxes & fees
Oct 1 - Oct 2




6. Siesta Villas, Cycladic Elegance With Castle View
Siesta Villas, Cycladic Elegance With Castle ViewAstypalaia
- Castle-view Cycladic residence features outdoor pool, private yard retreats, and garden serenity.
₩238,794
₩264,657 total
includes taxes & fees
Oct 2 - Oct 3




7. Fildisi Hotel
Fildisi HotelAstypalaia
- Seasonal outdoor pool retreat in a charming boutique setting, complete with morning breakfast and airport shuttle service.




8. Aegean Sea Villas
Aegean Sea VillasAstypalaia
- Enjoy refreshing swims in the outdoor pool or panoramic views from the rooftop at this coastal villa.
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Top Analipsi Hotel Reviews
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."
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."
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."











