Find Hotels with a Pool in Shelter Island, NY
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Check availability on Shelter Island Hotels with a Pool
Our top choices for Shelter Island hotels with a pool
The price is ¥18,178
¥29,713 total
includes taxes & fees
Jan 11 - Jan 12, 2026

8.4 out of 10, Very Good, (880)
The price is ¥21,701
¥27,858 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The price is ¥13,950
¥18,030 total
includes taxes & fees
Dec 30 - Dec 31

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to BeachWater Mill
10.0 out of 10, Exceptional, (6)
The price is ¥656,373
¥1,157,219 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The price is ¥12,212
¥14,044 total
includes taxes & fees
Dec 30 - Dec 31

9.6 out of 10, Exceptional, (412)
The price is ¥19,591
¥22,540 total
includes taxes & fees
Jan 4 - Jan 5, 2026

8.8 out of 10, Excellent, (554)
The price is ¥21,161
¥28,434 total
includes taxes & fees
Jan 28 - Jan 29, 2026
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.
Top Shelter Island Hotel Reviews

Gurney's Montauk Resort & Seawater Spa
10/10 Excellent
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