Beachfront vacation rentals in Shelter Island
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Shelter Island
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Shelter Island beachfront rentals
Beachfront home rentals with a pool
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Home in New London
4.89 out of 5 average rating, 132 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Home in Southold
5.0 out of 5 average rating, 10 reviewsGorgeous home with heated gunnite pool!
Home in Sag Harbor
4.98 out of 5 average rating, 88 reviewsPerfection in Sag Harbor 5 Br 1 block from water
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
Beachfront home rentals with a hot tub
Home in Southold
4.92 out of 5 average rating, 12 reviewsBeach/Lake house Fireplace & Hot Tub, By Wineries
Vacation home in Flanders
4.96 out of 5 average rating, 68 reviewsAmazing Waterfront Bungalow
Home in East Lyme
4.87 out of 5 average rating, 47 reviewsDirect Water Front on Ocean with Heated Pool
Home in Branford
4.95 out of 5 average rating, 55 reviewsAmazing Waterfront, Private Beach + Hot Tub
Home in New Haven
4.96 out of 5 average rating, 79 reviewsBeach Haven - waterfront, near Yale, sunsets
Cabin in Riverhead
4.86 out of 5 average rating, 87 reviewsBeach & Forest: Cozy Cabin, Hot Tub, Peloton
Guest suite in Remsenburg-Speonk
5.0 out of 5 average rating, 8 reviewsHamptons Waterfront Queen Suite
Home in Hampton Bays,
4.95 out of 5 average rating, 56 reviewsLovely Year Round Vacation Home in the Hamptons
Pet-friendly beachfront home rentals
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
Home in East Patchogue
4.82 out of 5 average rating, 132 reviewsHouse at water next to Bellport golf course
Home in Old Saybrook
4.96 out of 5 average rating, 50 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
Cottage in New Suffolk
4.94 out of 5 average rating, 48 reviewsBeach Cottage 3 - New Suffolk | NY
Home in New Suffolk
5.0 out of 5 average rating, 12 reviewsWaterfront Beach Cottage
Home in Greenport
4.95 out of 5 average rating, 20 reviewsWalk to Beach or to Town …
Home in Peconic
5.0 out of 5 average rating, 3 reviewsPeaceful in Peconic
Bungalow in Old Lyme
4.86 out of 5 average rating, 90 reviewsInsta-worthy * Couples Retreat
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