Long Island, located in the southeastern portion of New York, is one of the premier vacation and travel destinations in America. From Coney Island on the western end of Long Island to Montauk Point Lighthouse at the farthest point east, from the Long Island Aquarium in Riverhead, to the Oheka Castle in the town of Huntington, Long Island continues to be a favorite with east coast vacationers.

In addition to its beauty and nearly endless beaches, Long Island offers an enormous wealth of historic sites, points of interest, farms, landmarks, and lighthouses, plus fishing, golfing, hiking, biking, boating, camping and much, much more!

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Ocean Bay Park, NY

Fire Island, Long Island Vacation Rentals

Ocean Bay Park – BOOKING NOW 2023! SLEEPS 15, Wraparound Deck, Beach Chairs, Beach Umbrella, Comfortable, Bright & Breezy.

Sleeps: 15
Bedrooms: 5
Bathrooms: 4
Pets Considered

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Ocean Bay Park, NY

Fire Island, Long Island Vacation Rentals

Ocean Bay Park – Booking Now 2022! LABOR DAY WEEKEND AVAILABLE, Just Steps Away From The Iconic Fire Island Beach.

Sleeps: 13
Bedrooms: 5
Bathrooms: 4
Pets Considered

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Oak Bay Park, NY

Fire Island, Long Island Vacation Rentals

The Beacon, 3-Story Beach House w/360 Views From Ocean To Bay, 8 Outdoor Decks, 2 Full Kitchens, Wet Bar, Steps From The Beach, Enjoy.

Sleeps: 14
Bedrooms: 6
Bathrooms: 7
No Pets

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Ocean Beach, NY

Fire Island, Long Island Vacation Rentals

Premier Location, Steps To The Ocean & Town, Quiet Block, Quiet, Family-Oriented Experience, Completely Redecorated, Vibrant Nighttime Scene.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Ocean Beach, NY

Fire Island, Long Island Vacation Rentals

Charming Fire Island Home, Steps To The Beach, Great Location, Beach Chairs & Wagon, Quiet Street With Lush Vegetation.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1.5
No Pets

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Seaview, NY

Fire Island, Long Island Vacation Rentals

Charming 4BR Beach House On Fire Island, Enjoy The Quiet & Serenity Of Seaview, Outdoor Shower, Multiple Outdoor Spaces, The Perfect Getaway!

Sleeps: 8
Bedrooms: 4
Bathrooms: 2
Pets Considered

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Hempstead, NY

Nassau County Long Island Vacation Rentals

Governors Villa: A New York Governor Lived Here, Enclosed Backyard, Furnished Basement Studio, Gaze At The Stars, House Is Immaculate.

Sleeps: 11
Bedrooms: 3
Bathrooms: 2.5
No Pets

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Hempstead, NY

Nassau County Long Island Vacation Rentals

English Cottage w/A Secret Garden, Modern Appliances, Beautiful Perennial Garden, Perfect Place To Wind Down, Destress, Read.

Sleeps: 6
Bedrooms: 2
Bathrooms: 2
No Pets

Hempstead, NY

Nassau County Long Island Vacation Rentals

Waterfront Home Magnificent View! Private Waterfront Deck, Just 10 Ft From The Water, Use Our Crab Traps, Sit Back & Watch The Sunset.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Considered

Old Brookville, NY

Nassau County Long Island Vacation Rentals

Charming Manor, Resort Backyard, Pool & Jacuzzi, Located On A 19-Acre Horse Barn, Escape Fast-Paced Life, To This Serene & Peaceful Estate.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2.5
No Pets

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Hempstead, NY

Nassau County Long Island Vacation Rentals

Charlton Place, 3 Bedroom, 1 Bath Home Away From Home, 10 Min. Away From JFK Airport, 10 Min. Away From Green Acres Mall.

Sleeps: 8
Bedrooms: 3
Bathrooms: 1
No Pets

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Hempstead, NY

Nassau County Long Island Vacation Rentals

65 Ft Viking Motor Luxury Yacht ~ Entire Boat, Sleeps 6 In 3 Private Staterooms, Outdoor Cockpit Dining Table, Water Toys & Huge Swim Platform.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Aquebogue, NY

North Fork Long Island Vacation Rentals

Beautiful North Fork Vacation Home – Wineries, Beaches, Waterpark, Dining. Cozy Wrap Around Porch.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Aquebogue, NY

North Fork Long Island Vacation Rentals

South Jamesport House on Peconic Bay, Half Acre Property, Very Private, Secluded Private Back Yard. Tall Trees.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Aquebogue, NY

North Fork Long Island Vacation Rentals

Waterfront Cottage 6, Perfect Views Of The Water & Gardens, Guests Receive Free Beach Passes To 5 Town Beaches.

Sleeps: 4
Bedrooms: 1
Bathrooms: 1
Pets Considered

Aquebogue, NY

North Fork Long Island Vacation Rentals

Waterfront Cottage 5, Screened-In Porch w/Table, Chairs, An Outdoor BBQ, Picnic Table, Lush Green Grass.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Considered

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Aquebogue, NY

North Fork Long Island Vacation Rentals

Waterfront Cottage 4, Screened-In Porch w/Table, Chairs, An Outdoor BBQ, Picnic Table, Lush Green Grass.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Considered

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Aquebogue, NY

North Fork Long Island Vacation Rentals

Premier Waterfront Cottage 2, We Are In The Heart Of Wine Country Here On The North Fork. Over 40 Wineries.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Considered

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Baiting Hollow, NY

Baiting Hollow, NY – North Fork
Long Island Vacation Rentals

Completely Renovated House, Steps To The Beach, In Heart of North Fork Wineries, Backyard Space Is Tranquil & Private.

Sleeps: 7
Bedrooms: 3
Bathrooms: 2
No Pets

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Baiting Hollow, NY

Baiting Hollow, NY – North Fork
Long Island Vacation Rentals

North Fork Spectacular Sound Front Estate, Heated Gunite Pool And Spa, Beach Chairs And Wagon Incl., 5 Minute Walk To The Beach.

Sleeps: 10
Bedrooms: 5
Bathrooms: 3.5
No Pets

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Baiting Hollow, NY

Baiting Hollow, NY – North Fork
Long Island Vacation Rentals

North Fork Beach Cottage, Large Backyard Deck With Outdoor Seating And A Gas BBQ, Very Large Open Area For You & Your Guests To Enjoy.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1
Pets Considered

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Wading River, NY

Baiting Hollow, NY – North Fork
Long Island Vacation Rentals

Private Romantic Joyce Beach House Vineyards Farms North, Kayaks And Bikes, Surrounded By The Beach And A Nature Reserve.

Sleeps: 5
Bedrooms: 1
Bathrooms: 1
Pets Considered

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Wading River, NY

Baiting Hollow, NY – North Fork
Long Island Vacation Rentals

Luxury Beach House w/Panoramic Views 1.5hrs NYC, Sleeps 10 Soundview, Cozy Wrap-Around Porch, You Have Access To Kayaks, Fishing Poles & Bikes!

Sleeps: 10
Bedrooms: 3
Bathrooms: 1
Pets Considered

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Wading River, NY

Baiting Hollow, NY – North Fork
Long Island Vacation Rentals

Beach Cottage, Water Views, Private Steps To The Beach, Cottage By The Sea, Perfect Little Getaway, Comes With Kayak.

Sleeps: 2
Bedrooms: Studio
Bathrooms: 1
Pets Considered

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 Cutchogue, NY

North Fork Long Island Vacation Rentals

NEW! Historic North Fork Farmhouse Near Wineries! Set Back On A Peaceful, Private Lot, Well-Equipped Kitchen, Great Location.

Sleeps: 6
Bedrooms: 3
Bathrooms: 1.5No Pets

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Cutchogue, NY

North Fork Long Island Vacation Rentals

Home In Long Island Wine Country, Walk to Beach! Over 20 Wineries & Vineyards, Near Peconic Bay.

Sleeps: 7
Bedrooms: 3
Bathrooms: 1.5
No Pets

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Cutchogue, NY

North Fork Long Island Vacation Rentals

Perfect North Fork Getaway For All Seasons, Garden, Patio, Outdoor Furniture, Grill.

Sleeps: 10
Bedrooms: 4
Bathrooms: 2
No Pets

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 Jamesport, NY

North Fork Long Island Vacation Rentals

Affordable Wine Country Cottage, Beautiful, Secluded, Private Community, Min Walk From Bay Beaches.

Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets

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Jamesport, NY

North Fork Long Island Vacation Rentals

Beautiful, 3 Bedroom, 2 Bath Renovated Private Beach House, One Block From Bay, Located In A Safe, Peaceful Community.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

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Jamesport, NY

North Fork Long Island Vacation Rentals

The Hydrangea House – Beautiful Home w/A Private Beach On Peconic Bay, There Is A Second Deck To Enjoy Your Morning Coffee.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2.5
No Pets

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 Jamesport, NY

North Fork Long Island Vacation Rentals

Affordable Wine Country Cottage, Beautiful, Secluded, Private Community, Min Walk From Bay Beaches.

Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets

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Jamesport, NY

North Fork Long Island Vacation Rentals

Beautiful, 3 Bedroom, 2 Bath Renovated Private Beach House, One Block From Bay, Located In A Safe, Peaceful Community.

Sleeps: 8
Bedrooms: 3
Bathrooms: 2
No Pets

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Jamesport, NY

North Fork Long Island Vacation Rentals

The Hydrangea House – Beautiful Home w/A Private Beach On Peconic Bay, There Is A Second Deck To Enjoy Your Morning Coffee.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2.5
No Pets

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Huntington, NY

North Shore Long Island Vacation Rentals

Cozy & Luxury Suite w/Private Entrance, Adults Only, Patio, Internet, Paramount Theater – 2.7 Miles.

Sleeps: 3
Bedrooms: 1
Bathrooms: 1
No Pets

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Huntington, NY

North Shore Long Island Vacation Rentals

Dix Hills Mansion/Huntington, Internet, Adults Only, Walt Whitman Shops – 42 Min Walk.

Sleeps: 12
Bedrooms: 4
Bathrooms: 2
No Pets

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Halesite, NY

North Shore Long Island Vacation Rentals

Adorable Cottage w/Water Views, Offers Seclusion & Comfort, Firepit, Hammock, Partial Water Views.

Sleeps: 6
Bedrooms: 2
Bathrooms: 1
No Pets

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

The Pool Is Open For The Season, On The Beach, Free WiFi, Pet Friendly, Patio, Grill.

Sleeps: 10
Bedrooms: 5
Bathrooms: 4.5
Pets Considered

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

New Listing: Full Waterviews, Steps to the Beach, Kayaks Available, Crescent Beach – 2.9 Mles.

Sleeps: 6
Bedrooms: 4
Bathrooms: 2
Pets Considered

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Shelter Island Heights, NY

Shelter Island, Long Island Vacation Rentals

Shelter Island Sun Filled Modern Waterfront Retreat! Spacious Deck, Just Min To Town, Beautiful Home.

Sleeps: 6
Bedrooms: 3
Bathrooms: 4
No Pets

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Shelter Island, NY

Shelter Island, Long Island Vacation Rentals

Plum Guide – Sunrise Dew, Grill, Wades Beach – 11 Min Walk, Free WiFi, 3BR/2BA, Sleeps 6.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Shelter Island, NY

Shelter Island, Long Island Vacation Rentals

Plum Guide – Villa Menantic, Pet Friendly, Free WiFi, Wades Beach – 37 Min Walk.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3
Pets Considered

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Shelter Island, NY

Shelter Island, Long Island Vacation Rentals

Waterfront Victorian Farmhouse w/Heated Pool & Deepwater Dock, Huge Porch To Gather w/Friends.

Sleeps: 16
Bedrooms: 6
Bathrooms: 4.5
Pets Considered

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Bridgehampton, NY

South Fork Long Island Vacation Rentals

Villa Florencia – Luxuriant 11 Bedroom Villa, Terrace, Garden, Mini Bar, Pool.

Sleeps: 22
Bedrooms: 9
Bathrooms: 4
No Pets

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Bridgehampton, NY

South Fork Long Island Vacation Rentals

Villa Vajra, Terrace, BBQ, Pool, 4BR/4BA, Sleeps 8, Wineries Nearby, Children’s Museum Nearby.

Sleeps: 8
Bedrooms: 4
Bathrooms: 4
No Pets

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Bridgehampton, NY

South Fork Long Island Vacation Rentals

Villa Bridgehampton Village, Pool, Linens & Towels Provided, 5BR/4BA, Sleeps 10.

Sleeps: 10
Bedrooms: 5
Bathrooms: 4
No Pets

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 Sag Harbor, NY

South Fork Long Island Vacation Rentals

A Happy House In The Village, Spacious Kitchen, Front Porch, Cottage Is In Perfect Location.

Sleeps: 8
Bedrooms: 3
Bathrooms: 3
Pets Considered

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Noyack, NY

South Fork Long Island Vacation Rentals

Perfect Vacation Home! World Class Sunsets, Adults Only, Deck, Foster Memorial Town Beach 4 Min Walk.

Sleeps: 6
Bedrooms: 4
Bathrooms: 3
No Pets

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Sag Harbor, NY

South Fork Long Island Vacation Rentals

Sag Harbor Beach House w/Heated Pool, Large Spacious Deck w/Gas Grill, 3 Min Walk To Bay.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Quogue, NY

South Shore Long Island Vacation Rentals

Hamptons Getaway w/Heated Pool & Har Tru Tennis, Family Friendly, Near The Beach.

Sleeps: 10
Bedrooms: 4
Bathrooms: 3
No Pets

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East Quogue, NY

South Shore Long Island Vacation Rentals

Fabulous Family Friendly Quogue Retreat, Near Theme Parks, Surfing/Boogie Boarding Nearby.

Sleeps: 10
Bedrooms: 4
Bathrooms: 2
No Pets

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Westhampton, NY

South Shore Long Island Vacation Rentals

Westhampton Water View – Prime Summer Dates Still Available, Near The Beach, Onsite Parking.

Sleeps: 8
Bedrooms: 4
Bathrooms: 4
No Pets