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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

Top Shelter Island Hotels with a Pool

Marram
Seasonal outdoor pool, pool umbrellas, sun loungers

Marram

4.0 star property
8.6 out of 10, Excellent, (165)
"We had a very nice time at Marram."
The price is ￥51,669
￥86,365 total
includes taxes & fees
Jul 2 - Jul 3
Marram
Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!
Pool

Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!

10.0 out of 10, Exceptional, (2)
"Such a great property that was truly more than enough space. Very close to the beach and the community includes tons of perks such as free food, drinks, etc. 100% recommend"
The price is ￥71,775
￥107,019 total
includes taxes & fees
Jun 30 - Jul 1
Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!
The Surf Club
Outdoor pool, sun loungers

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (256)
"Quiet, relaxing place to stay, great access to the beach and town!"
The price is ￥32,461
￥44,972 total
includes taxes & fees
Jul 1 - Jul 2
The Surf Club
The Montauk Beach House
Exterior

The Montauk Beach House

3.5 star property
8.8 out of 10, Excellent, (124)
"Great location "
The price is ￥66,520
￥75,999 total
includes taxes & fees
Jun 25 - Jun 26
The Montauk Beach House
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1000)
"Love our stay everytime. The best hotel in Montauk"
Montauk Yacht Club
Montauk Blue Hotel
Indoor pool, open 10:00 AM to 6:00 PM, sun loungers

Montauk Blue Hotel

2.0 star property
9.2 out of 10, Wonderful, (77)
"Clean and the views were the best "
The price is ￥48,173
￥55,037 total
includes taxes & fees
Jun 26 - Jun 27
Montauk Blue Hotel
Daunt's Albatross Motel
Outdoor pool, sun loungers

Daunt's Albatross Motel

2.0 star property
8.8 out of 10, Excellent, (266)
"Amazing place to relax"
Daunt's Albatross Motel
Ocean Resort Inn
Seasonal outdoor pool, sun loungers

Ocean Resort Inn

2.0 star property
9.6 out of 10, Exceptional, (406)
"Lovely room, close to ocean, very clean, well kept and wonderful staff."
The price is ￥28,855
￥35,331 total
includes taxes & fees
Jun 26 - Jun 27
Ocean Resort Inn
A Wave Inn
Front of property

A Wave Inn

2.5 star property
7.4 out of 10, Good, (124)
"Nice and new."
The price is ￥23,997
￥38,773 total
includes taxes & fees
Jun 24 - Jun 25
A Wave Inn
Aqualina Inn Montauk
Seasonal outdoor pool, sun loungers

Aqualina Inn Montauk

2.5 star property
9.6 out of 10, Exceptional, (442)
"It's a very clean and great location!! Not our first time here! "
The price is ￥28,855
￥35,331 total
includes taxes & fees
Jun 22 - Jun 23
Aqualina Inn Montauk
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.

Frequently asked questions

What are some accommodations with pools in Shelter Island?
Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor pools, a children's pool, and a private beach. Pier Blue Inn Old Saybrook - Essex: Hotel, 1-minute walk from The Hamptons Beaches. Provides sun loungers, an indoor pool, and complimentary wireless internet access. Montauk Blue Hotel: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Gurney's Montauk Resort & Seawater Spa: Hotel, 2-minute walk from The Hamptons Beaches. Offers spa services, a seasonal outdoor pool, and a snack bar/deli. Baron's Cove: Hotel, 6-minute walk from The Hamptons Beaches. Features free self parking, a seasonal outdoor pool, and sun loungers.
What is there to see and do in Shelter Island?
Surround yourself with nature at Sunset Beach and Crescent Beach. Discover sights such as Shelter Island Whale's Tail, Mashomack Preserve, and Shell Beach 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.