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Find Hotels with a Pool in Shelter Island, NY

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Check availability on Shelter Island Hotels with a Pool

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9

Top Shelter Island Hotels with a Pool

Indoor pool, open 10:00 AM to 6:00 PM, sun loungers
Montauk Blue Hotel
Montauk Blue Hotel
2.0 star property
9.2 out of 10, Wonderful, (170)
"The beach view is spectacular the surrounding area has everything you need for a each getaway"
United States
Jason
The price is NT$3,665
NT$4,187 total
includes taxes & fees
Nov 9 - Nov 10
Montauk Blue Hotel
Seasonal outdoor pool
Clinton Motel
Clinton Motel
2.5 star property
8.6 out of 10, Excellent, (288)
"Great staff and clean rooms"
United States
Tyler
The price is NT$2,402
NT$2,763 total
includes taxes & fees
Oct 27 - Oct 28
Clinton Motel
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn
Kenny's Tipperary Inn
2.0 star property
8.4 out of 10, Very Good, (869)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Exterior
Montauk Manor
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1257)
"Beautiful grounds, excellent staff"
United States
Jess
The price is NT$4,657
NT$5,924 total
includes taxes & fees
Nov 3 - Nov 4
Montauk Manor
Indoor pool, 2 outdoor pools
Montauk Yacht Club
Montauk Yacht Club
4.0 star property
8.6 out of 10, Excellent, (1005)
"Wonderful hotel and location "
United States
FIONA
Montauk Yacht Club
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (432)
"A solid inexpensive stay in the Hamptons. Staff are very accommodating, they helped guide us when there was an upcoming storm. Room was comfortable and clean. "
United States
Michelle
The price is NT$3,299
NT$4,264 total
includes taxes & fees
Nov 2 - Nov 3
Hamlet Inn
BBQ/picnic area
Offshore Montauk
Offshore Montauk
2.0 star property
9.4 out of 10, Exceptional, (63)
"Great place "
United States
Kevin
The price is NT$4,685
NT$8,871 total
includes taxes & fees
Nov 9 - Nov 10
Offshore Montauk
Front of property
A Wave Inn
A Wave Inn
2.5 star property
7.4 out of 10, Good, (133)
"It’s was a really nice place for the price, everything is walking distance, nice spot."
United States
Giordan
The price is NT$2,535
NT$5,300 total
includes taxes & fees
Nov 9 - Nov 10
A Wave Inn
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.
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Top Shelter Island Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Breakfast and the Halyard restaurant are top shelf. A few quirks with our room(s) - no cable service, a locked bathroom door that couldn’t be opened, and a dead bolt that didn’t work- but the staff were helpful and accommodating and did everything they could to make things right."
Kirsten 2-night trip
Posted 1 day ago
Sound View Greenport

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Frequently asked questions

What are some accommodations with pools in Shelter Island?
Pier Blue Inn Old Saybrook - Essex: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and a private beach. Gurney's Montauk Resort & Seawater Spa: Hotel, 1-minute walk from The Hamptons Beaches. Features sun loungers, an indoor pool, and complimentary wireless internet access. Montauk Blue Hotel: Hotel, 6-minute walk from The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool, and sun loungers. Marram: Features 2 outdoor pools, an indoor pool, and a full-service spa. Saybrook Point Resort & Marina: Offers a private beach, a seasonal outdoor pool, and 2 bars.
What is there to see and do in Shelter Island?
Surround yourself with nature at Sunset Beach and Crescent Beach. Discover sights such as Mashomack Preserve, Gardiner's Bay Country Club, and Shelter Island Historical Society during your stay.
When is the best time to book a hotel with a pool in Shelter Island?
You may want to think about an accommodation that has an outdoor pool if you will be visiting Shelter Island in the hottest months of August, July, or September when the average temp is 70°F. Lodging offering an indoor pool may be what you want if you come to town during the coldest months of January, February, or March when the average temperature is 38°F.