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Check out this list of some of my favorite summer Airbnb properties on Long Island within walking distance of beaches, waterfront dining, water activities and entertainment.

 
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                                                                    Photo Credit: Meredith

May 14th, 2025

Written by Al Iaquinta

 
 
Did you know...
 
Some of the best Airbnb properties in the country are found right here on Long Island?!
 
I was browsing some of them last night, as I often do, and figured I would put together a list of some of my favorite summer Airbnb properties you may want to check out this summer!
 
BAYVILLE BEACHSIDE COTTAGE
I'll take any excuse to visit Bayville in the summer.
 
Stay right on the beach in this Bayville cottage for just under $600 for a weekend! This cottage is walking distance to waterfront dining, entertaining and sleeps up to 3 people. They even have a blow up Kayak and Youth Kayak to cruise out in the Long Island Sound! 
 

Bayville Beachside Cottage Airbnb

 
FIRE ISLAND BEACH FRONT SURF SHACK 
One of my favorite things about Fire Island, NO CARS! Just a short boat or ferry ride and you might as well be in another country.
 
This Airbnb has a hot tub overlooking the Ocean and has the easiest access to Surfing, Fishing, and Whale Watching. This Airbnb comes in at just under $2500 for the weekend and sleeps up to 6 people. Walk or bike to some of the most unique restaurants and bars. 
 

Fire Island Beach Front Airbnb

 
NORTH FORK BEACH COTTAGE 
I have not spent enough time on the North Fork and this 2 bed 2 bath cottage may be where I change all that.
 
I would like to say I'd explore the world class Vineyards out there but staying at this Airbnb It would be tough to get me off the beach. Standup Paddleboards, Kayaking, a backyard BBQ, 3 Acres of property for tremendous privacy and your very own private beach. This Airbnb is incredible. 
 

North Fork Beach Cottage Airbnb

 
MONTAUK OCEAN FRONT IG POOL SPA ETC ETC 
A summer on Long Island should always include a trip to Montauk.
 
This Airbnb is just a mile and a half away from the infamous Gurney's Montauk Resort & Seawater Spa. There are Ocean Views from just about every room in the house and your very own private beach! Beautiful inground pool. 4 bedrooms and sleeps 9 guests, this Airbnb will run you about $2700 for the weekend...really too much to mention! Click the link and check it out. 
 

Montauk Oceanfront Airbnb - Pool

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