Find Hotels with a Pool in Shelter Island Heights, NY
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14 Aug - 16 AugOur top choices for Shelter Island Heights hotels with a pool
1. 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.
AED 2,139
AED 2,689 total
includes taxes & fees
7 Sep - 8 Sep
2. 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.
AED 1,162
AED 1,327 total
includes taxes & fees
17 Aug - 18 Aug
3. West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
- Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
AED 1,151
AED 1,316 total
includes taxes & fees
9 Aug - 10 Aug
4. The Harbor Front Inn
The Harbor Front InnGreenport
- Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
AED 1,024
AED 1,359 total
includes taxes & fees
7 Sep - 8 Sep
5. Oyster Estate
Oyster EstateGreenport
- Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
AED 1,235
AED 1,555 total
includes taxes & fees
7 Sep - 8 Sep
6. New Construction Greenport Pool House - 3 Blocks from Town
New Construction Greenport Pool House - 3 Blocks from TownGreenport
- Experience coastal serenity at Greenport's getaway with sparkling pool, private soaking, and garden oasis.
AED 1,167
AED 1,333 total
includes taxes & fees
7 Sep - 8 Sep
8. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
- Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
AED 1,149
AED 1,640 total
includes taxes & fees
7 Sep - 8 Sep
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Top Shelter Island Heights Hotel Reviews
The Pridwin Hotel
10/10 Excellent
"We absolutely loved every minute of our stay. Phenomenal property and staff. We can’t wait to come back!"
Montauk Yacht Club
8/10 Good
"like"
Ocean Resort Inn
8/10 Good
"Steps from the beach. Nice pool area"
Aqualina Inn Montauk
8/10 Good
"Clean, spacious room, great property, excellent location - one block from beach and in main town."
Gurney's Montauk Resort & Seawater Spa
8/10 Good
"It’s Montauk, you go here for the beach, but if you also like to dip in a pool, it’s inconvenient, plan on walking an entire trail through a parking lot to get to it. I had a prime spot for a room, choose wisely, if it’s not beachfront, you’ll also walk. It’s Gurney’s, known for its spa, it’s truly the best part of the resort, beautiful and services are fine. The staff is very nice here but SLOW. I wouldn’t say in this case you get what you pay for, if you’re looking for a Montauk vacation you’re paying for the name if you’re going for the spa you’re also paying for the spa and personally, it’s not a family vacation spot, no activities. It’s definitely a tourist spot. Dog friendly, plan to hear dogs barking."