
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

Close to Beach | With Pool | Hampton Bays

Fresh&Crisp 1BR w/Loft, Corner Unit + Amazing View

Gorgeous home with saltwater pool. Steps to beach!

Waterfront Elevated Bungalow - Spectacular Views

Seaside Summer Escape –2BR Waterfront Condo w/Pool

Oceanfront Corner Studio Bungalow on the beach

East Hampton Luxury Beach House!

Private oasis with pool steps away from the bay
Pet-friendly beachfront home rentals

Mastic Beach Surf House

East Haven Beach House

Cottage in Calverton

Breezy Waterfront Home With private Dock

Magnificent Bayfront Retreat

Hang by the (Chel)SEA

Beach Cottage by the Sea

3BR Waterfront Oasis on Joshua Cove, Private Beach
Private beachfront home rentals

House on Napeague Harbor, Amagansett

Walk to Beach, Wedding Venues. 15m to Yale.

Direct Beachfront Modern Cottage on Private Beach

*Cozy Home Right on Cosey Beach *

3- Bedroom Home, Family Friendly, close to Montauk

Coastal Cottage on the Water

Spacious Oceanfront Getaway with Spectacular Views

Sunset Cottage - Waterfront Getaway
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- Rentals with a fire pit Shelter Island
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Quotonset Beach
- Giants Neck Beach
- Seaside Beach
- Amagansett Beach
- Sunken Meadow State Park
- Woodmont Beach
- Blue Shutters Beach
- Clinton Town Beach
- Jennings Beach
- Shennecossett Beach
- Connetquot River State Park Preserve
- Attawan Beach
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes