Fire Island Pines vacation rentals

Home in Fire Island Pines

4.94 out of 5 average rating, 174 reviews

Fire Island Pines Mid-Century Beach Cottage

This Fire Island Pines house is an Early-Pines artist's paradise. Our house was once written up in House & Garden (photo spread at house), and provides an authentic bohemian Pines lifestyle: Layered decks descend the hill for sun and shade with main decks surrounding, plus a roof-top deck for 4, all make for a party-friendly space; secluded on two old-growth lots for plenty of get-away privacy. Beautiful white-sand beach only 150 steps away. You'll fall in love with this unique Pines experience.

Guest suite in Fire Island Pines

4.95 out of 5 average rating, 82 reviews

Fire Island Pines: Studio Cabin

Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

Apartment in Fire Island Pines

5 out of 5 average rating, 29 reviews

PINES SEXY 3 BEDROOM APT!-PETS OK

FI PINES BEACH ESCAPE!-!!!!!LOCATION, LOCATION, LOCATION!!!!! EXACTLY FAR ENOUGH FROM HARBOR FOR PEACEFUL SLEEP AT 3BLKS & JUST 1BLK TO BEACH FOR TOTAL TOTAL FUN & CONVENIENCE ON RARE VERDANT UNCROWDED WALK!! Truly a full step up from most with proud care to cleanliness, look, home goods, privacy, supplies & fun. Serene, modern & tidy perfectly poised for FI fabulosity!! Protected National seashore nature destination!!! ASK ABOUT ADDITIONAL 4 RENT CUTE BOHO BUNK BED SHED FOR 2 W/ A/C,HEAT, ELEC

4.87 out of 5 average rating, 159 reviews

Cabin in Shirley

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

4.97 out of 5 average rating, 161 reviews

Apartment in Sayville

1 bedroom apt In the beautiful town of Sayville

Second floor apartment ideal for a couple in the heart of Sayville, South Shore Long Island. 5 minute walk from LI Railroad, 2 minute walk to quaint town and a 20 minute walk to Fire Island Ferry terminal for a beautiful ride to the renowned Fire Island beaches. No need for a car, just hop on the train to Sayville station and everything is in walking distance. Ferries go to Cherry Grove Fire Island Pines and Sailors Haven where you'll enjoy the best beaches and nightlife on the east coast.

4.99 out of 5 average rating, 138 reviews

Home in Commack

GOOD VIBEZ HOUSE! MiniGolf-Pool-HotTub-GameRm!

STAY. SOMEWHERE. DIFFERENT. This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE, your private escape in the heart of Long Island. Nestled in a SAFE, QUIET neighborhood, this one-of-a-kind spot blends smart home comfort with tropical resort vibes. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting to deliver a true vibe—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

Home in Cherry Grove, Fire Island

4.97 out of 5 average rating, 91 reviews

Bayfront Fun - 3 BR & 3 Ensuite Bath with Hot Tub!

Location Location Location! This newly appointed modernist home resides directly on the Bay and is three blocks east of town...only five minutes from shopping and nightlife. The house is also on a direct 2 minute walk to the Ocean and its Bay views are spectacular! The unit features nine foot sliding glass doors that open sixteen feet wide leading you from the living space to the sprawling Bayfront cedar deck, it's an amazing indoor/outdoor experience.

4.94 out of 5 average rating, 153 reviews

Home in Centerport

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC"! Welcome to Long Island's Gold Coast! Enjoy stunning beachfront views from this charming home. You may spot the bald eagle family that lives around the corner! Local spots to visit include the Vanderbilt Mansion and Planetarium, Caumsett State Park Preserve, Del Vino Vineyards, Paramount Theatre, Downtown Huntington, Northport Main Street shops and restaurants, and more!

4.94 out of 5 average rating, 238 reviews

Cottage in Patchogue

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Apartment in Fire Island Pines

4.97 out of 5 average rating, 106 reviews

"SOUTH APT." Renovated 1 Br Apt. In Great Location

The 1 Bedroom "South Apartment" is located in our newly renovated beach house, perfectly located just seconds away from the ocean and only three blocks from the harbor in Fire Island Pines. The house has 2 outdoor decks with a pool and a hot tub, both with ocean views. The apartment has a queen size bed, Heat & A/C units in every room, internet, TV and much more!

5 out of 5 average rating, 9 reviews

Apartment in Fire Island

Studio with Deck steps to the beach

Studio Apartment with private deck only a few steps from the beach at Dune Point Guesthouse. Located in Cherry Grove, Fire Island. Only accessible by Ferry! Adults Only Resort! Fully equipped kitchen, outdoor loveseat, table and chairs on you private deck... perfect for a few days stay, BBQ, cook, enjoy the beach

4.97 out of 5 average rating, 206 reviews

Guesthouse in Sayville

Great South Bay Cottage

Fantastic private cottage on Long Island's South Shore. Great access to the best beaches in the world (walk to bay, ferries to ocean). Short train ride to/from NYC, Wineries & The Hampton's. Experience the Island’s charm and culture. Enjoy Long Island summers. We employ a professional cleaning regiment.

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Popular amenities for Fire Island Pines vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Fire Island Pines house rentals

4.79 out of 5 average rating, 42 reviews

Home in Central Islip

2 bedroom Second floor private apartment.

LucmarRating, 5 stars2 weeks ago

We had a wonderful stay at Anais’s apartment. It was comfortable, well-equipped with everything we needed, and very clean. The neighborhood was peaceful, and we had a great time. Highly recommend it!

4.85 out of 5 average rating, 134 reviews

Home in Baldwin

Clarissa's Paradise

DarnelRating, 5 stars2 months ago

Great place will deff be staying again! Host was very understanding and helpful 10 out of 10

4.86 out of 5 average rating, 28 reviews

Home in Brookhaven

Cozy Modern Ranch House Near Bellport / Hamptons

SukiRating, 5 stars8 months ago

We needed to get in a half hour early just to make sure we were dressed and ready for a nearby wedding. Juan could not have been more helpful or accommodating. House is very clean, as pictured, and is very nicely decorated.

4.59 out of 5 average rating, 139 reviews

Home in Lake Ronkonkoma

Spacious 3 Bdrm Bohemia Holbrook Stony Brook

DanielRating, 5 stars1 month ago

This place was everything I was looking for, close to my job and shopping for everyday item. Jenn was very friendly and responsive. Would definitely stay there again.

4.74 out of 5 average rating, 302 reviews

Home in Shirley

3 bedroom cottage rental

AlanRating, 5 stars1 month ago

We enjoyed staying at Diana's house. Diana was a great host, the house cozy and convenient for where we wanted to go.

4.72 out of 5 average rating, 75 reviews

Home in Amityville

Cheerful 2-Bedroom Home With On Premises Parking

AngelaRating, 5 stars3 weeks ago

This was my first time renting an Airbnb. It was a good experience finding the place on the Airbnb website. Entering the property was easy. We had driveway parking for free. The rooms were clean and it was a peaceful environment. Angela

5 out of 5 average rating, 6 reviews

Home in East Meadow

2 bedroom cozy apartment.( private place ).

AmyRating, 5 stars1 week ago

My daughter goes to Hofestra and we were from out of town. Very close to campus. Great place to stay.

4.9 out of 5 average rating, 68 reviews

Home in Huntington

Cheerful 3 bedroom home in historical district

LizaRating, 5 stars2 weeks ago

Tabassum was a wonderful host. He was very responsive, we needed him to come check a light that wasn’t working and he came over right away to fix it. We thought it was the bulb but it was something to do with the cord. He was very friendly and wanted my stay to be perfect which it was!!! We would totally stay there again, great location close to everything in Huntington.

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Other great vacation rentals in Fire Island Pines

4.83 out of 5 average rating, 35 reviews

Apartment in Brentwood

Home away your home

GeraldineRating, 5 stars1 month ago

The place is located in a peaceful area and close to a LIRR at 5 minutes, stores are very accessible as well best of all laundry mat. The only thing was morning hours if you're a light sleeper like me you'll hear the upstairs family a lot. But i didn't mind the place is very clean, and cozy. My boyfriend and I love it! and host was very responsive and friendly!

4.79 out of 5 average rating, 150 reviews

Home in East Patchogue

Bay's Edge Vacation Get a Way

BillRating, 5 stars1 month ago

Earl, was great to work with. We were only there for few hours. However I would recommend highly and will look to stay here again should work bring me back out that way.

5 out of 5 average rating, 24 reviews

Home in Dix Hills

Nice getaway with your family.

Brittani and Chris Rating, 5 stars9 months ago

My group had a wonderful stay. We felt right at home. The property was private and the house was clean. The backyard is beautiful with a great pool. Erol was responsive throughout our stay. I would stay here again!

5 out of 5 average rating, 20 reviews

Home in East Patchogue

Ho Hum Holiday In Bellport with Pool

GraceRating, 5 stars6 months ago

We needed a dog-friendly ranch style to home with three bedrooms and two bedrooms close to Sayville, where we would be celebrating Thanksgiving. I was lucky enough to find this rental which was clean, comfortable and ideal for our two-night stay. Adam was attentive and easily accessible via text. I would highly recommend this lovely home.

4.88 out of 5 average rating, 8 reviews

Home in Amityville

Beautiful whole house rental 2BR 2Bath

RobinRating, 5 stars8 months ago

Angelique's home is absolutely charming and located in a lovely neighborhood. We were in town for a race at Jones Beach and loved how quiet and relaxing both her home and neighborhood were. The ground floor was very spacious and comfortable. The kitchen was very well stocked. Upstairs was quite cozy but there is also a bathroom on the main floor so my husband and I each "took" one. The home is very well located with easy access to local restaurants and coffee shops. Highly recommend.

5 out of 5 average rating, 43 reviews

Home in Ocean Beach

Sunny Spacious Pet Friendly Steps from the Beach

LoriRating, 5 stars7 months ago

Excellent stay! Hosts were responsive and very helpful. The house is absolutely beautiful, the pictures do not do it justice. The location is perfect and we had a wonderful time. The house was very clean and had beautiful decor. Highly recommend! Five stars one of my favorite and I will definitely be back. Thank you to Susan and Zoe for a wonderful stay.

4.8 out of 5 average rating, 56 reviews

Apartment in Medford

Beautiful 1 Bedroom apartment.

YvetteRating, 5 stars2 weeks ago

Yasmin was very friendly and offered flexible check-in time. Her place was nicely remodeled, clean and perfect for our quick weekend trip to the area. We recommend you arrive during daylight hours because of the location of the apartment being directly beside the Expressway.