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
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Condo in Greenport
4.87 out of 5 average rating, 82 reviewsSeaside Escape w Pool, Private Beach & Patio
Home in Southold
5.0 out of 5 average rating, 12 reviewsGorgeous home with heated gunnite pool!
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Apartment in Montauk
4.86 out of 5 average rating, 95 reviewsRecharge at our Renovated ocean front unit
Apartment in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
Apartment in Montauk
4.89 out of 5 average rating, 9 reviewsStudio Condo Walk to Town with Pool
Beachfront home rentals with a hot tub
Home in Southold
4.92 out of 5 average rating, 13 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 New Haven
4.96 out of 5 average rating, 80 reviewsBeach Haven - waterfront, near Yale, sunsets
Home in Hampton Bays,
4.95 out of 5 average rating, 56 reviewsLovely Year Round Vacation Home in the Hamptons
Guest suite in Remsenburg-Speonk
5.0 out of 5 average rating, 14 reviewsHamptons Waterfront King Suite
Home in Hampton Bays
4.89 out of 5 average rating, 45 reviewsHamptons Round Beach House - 60 secs walk to beach
Home in East Hampton
4.98 out of 5 average rating, 106 reviewsEast Hampton Luxury Beach House!
Villa in East Hampton
4.92 out of 5 average rating, 12 reviewsModern Farmhouse in East Hampton with beach access
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 Marion
4.92 out of 5 average rating, 24 reviewsWaterfront Bungalow w/Private Beach on Peconic Bay
Cottage in New Suffolk
4.94 out of 5 average rating, 48 reviewsBeach Cottage 3 - New Suffolk | NY
Home in Greenport
4.95 out of 5 average rating, 20 reviewsWalk to Beach or to Town …
Home in New Suffolk
5.0 out of 5 average rating, 13 reviewsWaterfront Beach Cottage
Cottage in Montauk
4.97 out of 5 average rating, 31 reviewsSharkey Cottage
Home in Greenport
5.0 out of 5 average rating, 3 reviewsWaterfront Greenport Boathouse
Home in East Hampton
5.0 out of 5 average rating, 14 reviewsHistoric East Hampton Home - Private Beach Access
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