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Find Shelter Island Hotels with Swimming Pool

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Top Hotels with Swimming Pools in Shelter Island

Frequently asked questions

What are some accommodation options with pools in Shelter Island?
Quality Inn Old Saybrook - Westbrook: Features buffet, an indoor pool and free self parking. Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars. Gurney’s Montauk Resort & Seawater Spa: Provides a seasonal outdoor pool, an indoor pool and a private beach. Pier Blue Inn Old Saybrook - Essex: Offers 2 outdoor swimming pools, a children’s pool and a private beach. Montauk Yacht Club: Features 2 outdoor swimming pools, an indoor pool and a full-service spa.
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 Historical Society, 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 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.