Search Hotels with Pool in Shelter Island

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Check availability on Shelter Island Hotels with Pool

Tonight
1 May - 2 May
Tomorrow
2 May - 3 May
This weekend
1 May - 3 May
Next weekend
8 May - 10 May

Our top choices for Shelter Island hotels with a pool

Seasonal outdoor pool

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (308 reviews)
  • cleanliness
    Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
"The pool was great"
United States
Michelle
The price is Rp1.351.428
Rp1.554.142 total
includes taxes & fees
10 May - 11 May
Clinton Motel
Indoor spa tub

Montauk Blue Hotel

Montauk Blue Hotel
2.0 star property
Downtown Montauk
9.2 out of 10, Wonderful, (195 reviews)
  • cleanliness
    Dive into seaside bliss with Montauk Blue Hotel's indoor pool and hot tub, just steps from sandy shores.
"Did not swim in the pool, but we wanted to look at the pool room."
United States
Lori
The price is Rp3.073.884
Rp4.172.101 total
includes taxes & fees
18 May - 19 May
Montauk Blue Hotel
Seasonal outdoor pool, pool loungers

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (487 reviews)
  • cleanliness
    Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
"The rooms were clean it a walk to town the pool area is great I will definitely book this hotel again"
United States
Jennifer
The price is Rp2.165.750
Rp2.474.499 total
includes taxes & fees
12 May - 13 May
Ocean Resort Inn
Seasonal outdoor pool

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"Cabin was clean, well appointed and very comfortable. The staff immediately responded at 7am when we called to reset the hot water heater. The Solo fire pit looked very tempting but we did not have the time to enjoy that. will be back!"
United States
Kenn
The price is Rp3.414.955
Rp3.901.586 total
includes taxes & fees
6 May - 7 May
North Fork Cottages & RV Resort
Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very good, (235 reviews)
  • cleanliness
    Seasonal Montauk retreat with sun-drenched pool deck offering ocean views, just steps from city centre.
"there could be more umbrellas by the pool area"
United States
Jenny
The price is Rp3.794.394
Rp4.335.096 total
includes taxes & fees
18 May - 19 May
Ocean Surf Resort
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
"the pool was so relaxing"
United States
Kathleen
The price is Rp2.287.898
Rp2.631.083 total
includes taxes & fees
20 May - 21 May
Quality Inn Old Saybrook - Westbrook
Seasonal outdoor pool, pool umbrellas, pool loungers

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (253 reviews)
  • cleanliness
    Cool ocean-adjacent pool getaway with loungers, umbrellas, and beach perks for the perfect summer splash.
"Having the the beach and a heated pool was terrific as was the room."
United States
Allan
The price is Rp2.943.969
Rp6.831.644 total
includes taxes & fees
12 May - 13 May
Marram
Exterior

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,337 reviews)
  • cleanliness
    Refreshing hilltop retreat with year-round pool access and sweeping ocean vistas.
"The pool area and gym were also very clean."
United States
Josephine
The price is Rp2.622.715
Rp3.336.330 total
includes taxes & fees
4 May - 5 May
Montauk Manor
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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Choose what matters most at hotels with a pool in Shelter Island

Breakfast included
4 stars

Top Shelter Island Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Incredible staff"
Christine 2-night trip
Posted 23 hours ago
Water's Edge Resort & Spa

Frequently asked questions

What are some accommodation options with pools in Shelter Island?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Provides 2 outdoor swimming pools, a children's pool and a private beach. Sound View Greenport: Features a private beach, a seasonal outdoor pool and 2 bars. Sag Harbor Inn: Hotel, 1-minute walk from The Hamptons Beaches. Offers daily, a seasonal outdoor pool and free self parking.
What is there to see and do in Shelter Island?
Surround yourself with nature at Sunset Beach and Mashomack Preserve. Discover sights such as Gardiner's Bay Country Club, Crescent Beach 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 accommodation that has an outdoor pool if you'll be visiting Shelter Island in the hottest months of August, July or September, when the average temp is 21°C. Accommodation 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 3°C.