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, 233 reviewsMontauk Royal Atlantic Beach Resort North
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Home in North Fork
5 out of 5 average rating, 17 reviewsGorgeous home with heated gunnite pool!
Condo in North Fork
5 out of 5 average rating, 93 reviews"Breathtaking Waterfront Water's Edge view"
Rental unit in North Fork
4.8 out of 5 average rating, 5 reviewsJunior Suite One King + Sofa Bed
Condo in North Fork
4.87 out of 5 average rating, 85 reviewsSeaside Escape w Pool, Private Beach & Patio
Rental unit in Montauk
4.86 out of 5 average rating, 96 reviewsRecharge at our Renovated ocean front unit
Home in North Fork
5 out of 5 average rating, 6 reviewsSound Front Home with Pool and Outdoor Shower
Beachfront home rentals with a hot tub
Vacation home in Flanders
4.96 out of 5 average rating, 70 reviewsAmazing Waterfront Bungalow
Home in North Fork
4.88 out of 5 average rating, 16 reviewsBeach/Lake house Fireplace & Hot Tub, By Wineries
Home in Branford
4.95 out of 5 average rating, 56 reviewsJuly Special~Amazing Waterfront Priv Beach+Hot Tub
Guest suite in Remsenburg-Speonk
5 out of 5 average rating, 10 reviewsEndless Water Views: Your Hamptons Oasis Awaits
Home in New Haven
4.96 out of 5 average rating, 84 reviewsBeach Haven - waterfront, near Yale, sunsets
Home in Hampton Bays
4.89 out of 5 average rating, 46 reviewsHamptons Round Beach House - 60 secs walk to beach
Home in Hampton Bays,
4.95 out of 5 average rating, 57 reviewsLovely Year Round Vacation Home in the Hamptons
Cabin in North Fork
4.86 out of 5 average rating, 87 reviewsBeach & Forest: Cozy Cabin, Hot Tub, Peloton
Pet-friendly beachfront home rentals
Home in Old Saybrook
4.96 out of 5 average rating, 50 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
Home in North Fork
5 out of 5 average rating, 7 reviewsWaterfront Greenport Boathouse
Cottage in North Fork
4.94 out of 5 average rating, 50 reviewsBeach Cottage 3 - New Suffolk | NY
Home in North Fork
4.96 out of 5 average rating, 24 reviewsWalk to Beach or to Town …
Home in Southampton
5 out of 5 average rating, 25 reviewsTranquility at the Water’s Edge
Home in Montauk
4.99 out of 5 average rating, 82 reviewsSea Roost
Vacation home in North Fork
4.96 out of 5 average rating, 26 reviewsWalk to town, Marina Views, Greenport Village
Home in North Fork
5 out of 5 average rating, 11 reviewsCharming Home W/ Beach & Dock Access
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