Hotels with Swimming Pool in Shelter Island, New York
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Aug 19 - Aug 20Tomorrow
Aug 20 - Aug 21This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our top choices for Shelter Island hotels with a pool
1. Shelter Island House
Shelter Island HouseShelter Island Heights
- Relaxing seasonal pool oasis beckons at this Shelter Island retreat, where a poolside bar enhances sun-drenched afternoons.
P19,541
P22,326 total
includes taxes & fees
Sep 2 - Sep 3
2. The Harbor Front Inn
The Harbor Front InnGreenport
- Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
P17,069
P22,678 total
includes taxes & fees
Sep 8 - Sep 9
3. West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
- Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
P19,371
P22,132 total
includes taxes & fees
Aug 23 - Aug 24
4. Sound View Greenport
Sound View GreenportGreenport
- Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
P16,754
P24,436 total
includes taxes & fees
Sep 15 - Sep 16
P19,853
P22,682 total
includes taxes & fees
Sep 7 - Sep 8
6. The Pridwin Hotel
The Pridwin HotelShelter Island Heights
- Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
P33,013
P41,489 total
includes taxes & fees
Sep 13 - Sep 14
7. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
- Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
P18,938
P27,145 total
includes taxes & fees
Sep 7 - Sep 8
8. Oyster Estate
Oyster EstateGreenport
- Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
P20,112
P25,341 total
includes taxes & fees
Sep 7 - Sep 8
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Top Shelter Island Hotel Reviews
Water's Edge Resort & Spa
8/10 Good
"I booked through Expedia because I believed the price I was quoted would be the final cost other than incidentals. Additional resort fees and tax were added to the final bill. Over 130.00 in unexpected cost. Be aware when booking."
Kenny's Tipperary Inn
10/10 Excellent
"Very clean rooms and pet friendly! Good location"
Hampton's Vacation Inn
10/10 Excellent
"Great place to stay. The closing of the pool at 7pm is a bit early."
Sound View Greenport
10/10 Excellent
"Hotel very well situated with a nice beach and a great pool. The rooms were clean and spacious. There were a lot of families so we couldn’t just sit and enjoy the view with toddlers running around - but that was me 20 years ago. I would recommend but next time I would want to book the private patio rooms. Continental breakfast was great - all around fantastic stay."
Ocean Resort Inn
10/10 Excellent
"It was a great stay!"