
Hotels with Swimming Pools in Shelter Island
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Our top choices for Shelter Island hotels with a pool

8.6 out of 10, Excellent, (311 reviews)
cleanliness Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
The price is S$129
includes taxes & fees
27 May - 28 May

8.6 out of 10, Excellent, (189 reviews)
cleanliness Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
The price is S$182
includes taxes & fees
27 May - 28 May

9.6 out of 10, Exceptional, (492 reviews)
cleanliness Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
The price is S$212
includes taxes & fees
25 May - 26 May

Econo Lodge Inn & Suites Old Saybrook Westbrook
Econo Lodge Inn & Suites Old Saybrook WestbrookOld Saybrook
7.2 out of 10, Good, (474 reviews)
cleanliness Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.
The price is S$119
includes taxes & fees
26 May - 27 May

9.6 out of 10, Exceptional, (497 reviews)
cleanliness Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.
The price is S$183
includes taxes & fees
25 May - 26 May

7.8 out of 10, Good, (1,002 reviews)
cleanliness Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
The price is S$174
includes taxes & fees
21 Jun - 22 Jun

8.4 out of 10, Very good, (892 reviews)
cleanliness Splash into summer with a serene outdoor pool surrounded by lush gardens and sun-soaked relaxation spaces.
The price is S$192
includes taxes & fees
26 May - 27 May
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.
Top Shelter Island Hotel Reviews

Beachcomber Resort at Montauk
10/10 Excellent
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