Long Island Hotels with an Outdoor Pool from $237

A coastal landscape with a clear blue sea, a sandy beach, and a small island with buildings.

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Our top choices for Long Island hotels with an outdoor pool

A view of a tropical beach with palm trees and a clear blue ocean.

1. Winter Haven

Clarence Town

A clear turquoise sea, sandy beach, and rocky cliffs under a blue sky with clouds.

2. Stella Maris Resort Club

Stella Maris

$217 nightly

Nov 15 - Nov 16

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Top Long Island Hotel Reviews

HGTV-Featured Beachfront Villa / Steps to Sand / Resort Amenities Included

10/10 Excellent

"Wonderful stay"

OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK

10/10 Excellent

"Seriously, this house was wonderful. The kitchen was so well stocked with wonderful appliances and everything you need. Anna and Jack were incredible with communication throughout the entire process and stay. The beds were super comfortable and the pillows were great! The bathrooms were clean and there was plenty of space. We had 6 adults and loved the spacious couch. The outside area was so well done and it was stocked with kayaks and chairs and snorkels, etc. the sand flies will bite and they get very itchy, we recommend bringing coconut oil as it is too slippery for the bugs to land and bite when used! We kayaked to the “lazy river” around the corner and it was so worth it. We cannot recommend this wonderful house more! Book it!! Use Jack’s recommendations and you will definitely have a perfect trip. The house air conditioning was also soooo great. Kept the house cold and comfortable. The house has a water cooler too for fresh filtered water."

Peace and Plenty Resort

8/10 Good

"The location of the property is great! I loved having access to the water taxi to Stocking Island. The staff was great as well, especially Mo the bartender! The room was clean but the property itself is older and could use some updating. I do wish the outside bar would have been open, however I do understand it is off season. Overall a great place to stay, but just know the property is a bit outdated."

Pool, Beach, kayaks, great snorkeling, calm side of the island,

10/10 Excellent

"Ahhhhmazing home directly on the ocean with a pool and washer and dryer! Newly updated, modern furnishings and the home is stacked with every appliance you can think of! The host Jack is awesome! Very informative, super easy to communicate with, and very helpful with finding your way around the island, where to go, who to contact etc. Super easy booking and we had an EXCELLENT week staying there! We will be back for sure!"

Cape Santa Maria Beach Resort

10/10 Excellent

"12/10 amazing resort, amazing beach and wonderful staff. It was quiet and private and wonderful and clean! We loved our time there and hope to visit again. The rooms were very spacious and clean. The amenities for the room and beach were so plentiful and unexpected! What a wonderful stay!"

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Check availability on Long Island Hotels with an Outdoor Pool

Our top choices for Long Island hotels with an outdoor pool

1. Winter Haven

2. Stella Maris Resort Club

Top Long Island Hotel Reviews

HGTV-Featured Beachfront Villa / Steps to Sand / Resort Amenities Included

OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK

Saint Francis Resort

Amazing Beachfront home the calm side of the island. Swimming & kayaking

Peace and Plenty Resort

Villa Le Castella Luxury 5 BR Exuma Beachfront Villa with Heated Infinity Pool

Ocean Front Property With Pool. - George Town

Pool, Beach, kayaks, great snorkeling, calm side of the island,

Cape Santa Maria Beach Resort

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Hotels with an Outdoor Pool in Long Island from $237

Upfront pricing

Treat yourself

Be picky

Check availability on Long Island Hotels with an Outdoor Pool

Our top choices for Long Island hotels with an outdoor pool

1. Winter Haven

2. Stella Maris Resort Club

Top Long Island Hotel Reviews

HGTV-Featured Beachfront Villa / Steps to Sand / Resort Amenities Included

Explore a world of travel with Expedia