Search Hotels with Pool in Shelter Island
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21 Aug - 23 AugOur 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.
Rp5.648.541
Rp6.453.537 total
includes taxes & fees
9 Sept - 10 Sept
2. West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
- Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
Rp5.604.440
Rp6.403.184 total
includes taxes & fees
17 Aug - 18 Aug
3. The Harbor Front Inn
The Harbor Front InnGreenport
- Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
Rp4.938.521
Rp6.561.315 total
includes taxes & fees
8 Sept - 9 Sept
4. Sound View Greenport
Sound View GreenportGreenport
- Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
Rp5.024.330
Rp7.272.177 total
includes taxes & fees
9 Sept - 10 Sept
5. 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.
Rp9.551.328
Rp12.003.605 total
includes taxes & fees
13 Sept - 14 Sept
Rp5.738.739
Rp6.556.511 total
includes taxes & fees
10 Sept - 11 Sept
7. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
- Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
Rp5.479.122
Rp7.853.724 total
includes taxes & fees
9 Sept - 10 Sept
8. Oyster Estate
Oyster EstateGreenport
- Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
Rp6.069.241
Rp7.646.864 total
includes taxes & fees
7 Sept - 8 Sept
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Top Shelter Island Hotel Reviews
Hampton's Vacation Inn
10/10 Excellent
"Very large and clean room. They have a nice size pool. There was even a fire pit on the lawn area."
Aqualina Inn Montauk
10/10 Excellent
"Fabulous"
Water's Edge Resort & Spa
10/10 Excellent
"Great staff Multiple food and drink options"
Kenny's Tipperary Inn
8/10 Good
"we like the location near the bay and the sunset however, we were not happy about having trash cans outside of our front door and the brooms too. Staff was very nice we would stay there again"
Montauk Yacht Club
10/10 Excellent
"Amazing stay& amazing staff 10/10"