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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

4.0 star property
8.6 out of 10, Excellent, (180)
"Amazing location. Everything is new and fresh. Lovely small, well-heated
pool
. Room is minimalist chic. No TV set. Staff is friendly and helpful. Restaurant was not open as it was a Monday to Tuesday stay. 8AM yoga class was great. Complimentary continental breakfast was also nice. All of the public spaces are chic and comfortable."
Patricia
The price is SAR 1,769
SAR 2,728 total
includes taxes & fees
16 Jul - 17 Jul
Marram

Ocean Breezes & Resort Comfort – Montauk 2BR Surf Club Condo

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"
Sam T.
The price is SAR 2,592
SAR 3,643 total
includes taxes & fees
14 Jul - 15 Jul
Ocean Breezes & Resort Comfort – Montauk 2BR Surf Club Condo

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (260)
"Everything was perfect The unit was immaculate with beautiful ocean views The heated
pool
was also perfect The staff was friendly"
Myriam
The price is SAR 1,262
SAR 1,752 total
includes taxes & fees
14 Jul - 15 Jul
The Surf Club

The Montauk Beach House

3.5 star property
8.8 out of 10, Excellent, (129)
"First time in montauk and had such a great experience staying here. I enjoyed just walking around the property and having the
pool
right outside of our room. "
Nicholas
The price is SAR 1,564
SAR 1,787 total
includes taxes & fees
14 Jul - 15 Jul
The Montauk Beach House

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1007)
"We loved our quick getaway for spring break. The indoor heated
pool
was a win for our 2 girls. The
pool
staff was professional (brought us towels, opened and held the door for us). The hotel is beautiful with lots of little hangout areas. Our girls loved exploring the property. The rooms were clean and comfortable. We loved the decor, the bathroom and the balcony. The staff were all so friendly and helpful. We can’t wait to come back! Only suggestion is to add a vending machine somewhere...
Caitlin
Montauk Yacht Club

Montauk Blue Hotel

2.0 star property
9.4 out of 10, Exceptional, (96)
"The hotel is a nice ocean front hotel, close to town. It was very nice to have the
indoor pool
and hot tub."
Kathleen
The price is SAR 1,609
SAR 1,838 total
includes taxes & fees
13 Jul - 14 Jul
Montauk Blue Hotel

Daunt's Albatross Motel

2.0 star property
8.8 out of 10, Excellent, (266)
"Location can’t be beat. Great restaurants and shopping within walking distance and the beach is a short walk away as well. Absolutely make reservations at the Bird on the Roof directly across the street from Daunt’s Albatross, great food and vibes. Daunt’s delivers, comfortable beds, great water pressure, great towels, cleaning crew does a great job. Would definitely return."
Alexsander
Daunt's Albatross Motel

Ocean Resort Inn

2.0 star property
9.6 out of 10, Exceptional, (416)
"Our second time here, and just love it! Clean, quiet and close to everything...plus a really nice
pool
. Will be coming again!"
Denise
The price is SAR 1,234
SAR 1,471 total
includes taxes & fees
20 Jul - 21 Jul
Ocean Resort Inn

A Wave Inn

2.5 star property
7.4 out of 10, Good, (124)
"Annual trip to Montauk ,2nd time to this hotel, this location is perfect . Beach and village all walkable. Dining options all around. Will def stay again "
William
The price is SAR 919
SAR 1,343 total
includes taxes & fees
14 Jul - 15 Jul
A Wave Inn

Aqualina Inn Montauk

2.5 star property
9.6 out of 10, Exceptional, (452)
"Facility was clean and well maintained, and staff is also friendly. We loved the room with the balcony, and the
pool
was heated so we could swim a bit even though the weather was in the 60s. However the walls are thin so there was a lot of noise throughout the night and early morning, usually banging noises I assume from people walking in their rooms and outside, and also opening/closing the dressers in the rooms. Overall a pleasant experience! "
CHRISTOPHER
The price is SAR 1,309
SAR 1,557 total
includes taxes & fees
20 Jul - 21 Jul
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?
Quality Inn Old Saybrook - Westbrook: Features buffet, an indoor pool, and free self parking. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Offers 2 outdoor pools, a children's pool, and a private beach. Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Blue Hotel: Hotel, 1-minute walk from The Hamptons Beaches. Features sun loungers, an indoor pool, and complimentary wireless internet access. Marram: Hotel, 6-minute walk from The Hamptons Beaches. Offers 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.