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!

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Ocean Beach, NY

Fire Island, Long Island Vacation Rentals

Fire Island Home-Deck, Grill & Stunning Bay Views, 4 Bedrooms, 2 Baths, Sleeps 10

Sleeps: 10
Bedrooms: 4
Bathrooms: 2
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Ocean Beach, NY

Fire Island, Long Island Vacation Rentals

Pool!! Beautiful Beach House With Swimming Pool In Ocean Beach, 5BR/3BA, Sleeps 10

Sleeps: 10
Bedrooms: 5
Bathrooms: 3
Pets Considered

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Ocean Beach, NY

Fire Island, Long Island Vacation Rentals

Simply The Best For Location & Service, Patio, 6 Bedrooms, 3 Baths, Sleeps 10

Sleeps: 10
Bedrooms: 6
Bathrooms: 3
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Ocean Beach, NY

Fire Island, Long Island Vacation Rentals

Cozy Fire Island Studio w/ Deck, Walk To The Beach, Deck, Grill, Clean, Accessible.

Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Ocean Beach, NY

Fire Island, Long Island Vacation Rentals

Beautiful Large 2 Bedroom Bayfront Apartment, Private Yard, Fantastic Bay Views!

Sleeps: 6
Bedrooms: 2
Bathrooms: 1
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Ocean Beach, NY

Fire Island, Long Island Vacation Rentals

Charming Bay View Cottage, Very Clean & Well Appointed, Close To Town.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Considered

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island Vacation Rental, Hempstead, NY - Long Island NY Vacation Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Hempstead, NY

Nassau County Long Island Vacation Rentals

Perfect Private Apartment By Beach, Relax And Enjoy, 14 Miles From JFK Airport, Beach Passes, Towels & Beach Chairs Are Provided.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Elmont, NY

Nassau County Long Island Vacation Rentals

Lux Mansion, Lavish, Roomy, Giving You Country Flows, Private & Open-Air Pool Region, Huge Feasting Table, Delightful Retreat.

Sleeps: 14
Bedrooms: 4
Bathrooms: 3
Pets Considered

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Bethpage, NY

Nassau County Long Island Vacation Rentals

Entire House – 6BR/3BA, Large Backyard, Close To Bethpage Park, Has everything You Need, Location Is Great, Great For Kids.

Sleeps: 12
Bedrooms: 6
Bathrooms: 3
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Aquebogue, NY

North Fork Long Island Vacation Rentals

Waterfront Suite 1 – One Bedroom Apartment, Sleeps 2, We Are In The Heart Of Wine Country. Over 40 Wineries.

Sleeps: 2
Bedrooms: 1
Bathrooms: 1
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Aquebogue, NY

North Fork Long Island Vacation Rentals

Premier Waterfront Cottage 3, All Guests Receive Free Beach Passes To 5 Town Beaches, Kayaks, Paddle Boards.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Considered

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Aquebogue, NY

North Fork Long Island Vacation Rentals

Premier Waterfront Cottage 1, All Guests Receive Free Beach Passes To 5 Town Beaches, Kayaks, Paddle Boards.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1
Pets Considered

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

 Cutchogue, NY

North Fork Long Island Vacation Rentals

Home In Long Island Wine Country – Walk To Beach, Fisherman Beach – 9 Min Walk, Game Room.

Sleeps: 7
Bedrooms: 3
Bathrooms: 2
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

 Jamesport, NY

North Fork Long Island Vacation Rentals

Elegant And Spacious North Fork Home; Near Beaches, Vineyards, Farms & Dining. 2 Patio Tables, BBQ & A Fire Pit.

Sleeps: 12
Bedrooms: 5
Bathrooms: 3.5
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Jamesport, NY

North Fork Long Island Vacation Rentals

Stately 1925 Classic w/Salt-Water Pool & Hot Tub, Wrap-Around Front Porch, Lovingly Cared For & Maintained.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2.5
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

Jamesport, NY

North Fork Long Island Vacation Rentals

On Jamesport Vineyard, Enjoy A Glass Of Wine And Jazz In The Vines. Stylishly Rustic Decor, Peaceful Sitting Room.

Sleeps: 4
Bedrooms: 2
Bathrooms: 1.5
No Pets

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

 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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Just Long Island NY Vacation Rentals, Huntington NY Just Long Island NY Vacation Rentals, Just Long Island NY Vacation Homes

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

 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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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

Long Island NY Vacation Rentals, Long Island NY Vacations, Long Island NY Vacation Homes, Long Island New York Vacation Home Rentals

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