Vacation rentals in Fire Island Pines

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Top-rated vacation rentals in Fire Island Pines

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Guest favorite

Guest suite in Fire Island Pines

4.94 out of 5 average rating, 62 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

Aug 23 – 30

$421 per night

Guest favorite

Apartment in Deer Park

4.97 out of 5 average rating, 112 reviews

Best Studio-Private Entrance+Parking-Close To All

Make yourself at home! This Deer Park Den is your perfect suburban hideaway in the heart of Long Island, close to everything and right in the middle of all the fun. Walking distance to lots of great restaurants that give you plenty of great options for ordering in or dining out. Other local destinations include: - Tanger outlets (1 Mile) - Heartland Golf Park (1.5 Miles) - Edgewood Oak Brush Plains Preserve (0.5 Mile) - Robert Moses state park (12 Miles) - Sunken Meadow state park (12 miles)

Nov 12 – 19

$107 per night

Guest favorite

Home in Sayville

4.97 out of 5 average rating, 110 reviews

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.

Aug 19 – 26

$215 per night

Guest favorite

Home in Holbrook

4.91 out of 5 average rating, 235 reviews

Cozy studio

We are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet. Our study is a FREE SMOKING PLACE! Not smoking or vaping!

Jun 19 – 26

$97 per night

Guest favorite

Apartment in Islip Terrace

4.99 out of 5 average rating, 138 reviews

Near all! - Full Kitchen, Backyard & Fire Pit!

Come enjoy this beautifully renovated full 1 bedroom apartment with a full kitchen, living room with sofa/futon for a 3rd guest, bedroom, bathroom, and a sun-soaked backyard. Separate, Private entrance and off-street parking available for 1 car. Well-appointed for long-term stays or quick trips. This is a first-floor, ground-level apartment that gets lots of natural light. It is not a basement! :) Located in a quiet neighborhood and near all major highways. SmartTV. No cable TV :)

Feb 18 – 25

$143 per night

Superhost

Home in Fire Island Pines

4.94 out of 5 average rating, 159 reviews

Fire Island Pines Mid-Century Beach Cottage

This Fire Island Pines house is an 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 privacy. Beautiful white-sand beach only 150 steps away. You'll fall in love with this unique Pines experience.

Sep 21 – 28

$443 per night

Guest favorite

Apartment in Fire Island Pines

4.96 out of 5 average rating, 25 reviews

PINES AMPLE 1 BED 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!!

May 30 – Jun 6

$267 per night

Guest favorite

Cottage in Patchogue

4.95 out of 5 average rating, 202 reviews

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.

Feb 1 – 8

$127 per night

Guest favorite

Apartment in Sayville

5.0 out of 5 average rating, 89 reviews

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

The 1 Bedroom "North 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 amenities!

Sep 28 – Oct 5

$274 per night

Guest favorite

Guesthouse in Sayville

4.97 out of 5 average rating, 181 reviews

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 are COVID conscious and employ a professional cleaning regiment.

Oct 21 – 28

$170 per night

Guest favorite

Home in Ronkonkoma

4.86 out of 5 average rating, 147 reviews

Convenient home in Ronkonkoma

Charming cape that is completely private. This is not an apartment within a house. The entire home and yard are yours to enjoy with complete privacy. Conveniently located 6 blocks from LIRR Ronkonkoma Station, 2 miles from Islip MacArthur Airport, and 1 mile from Long Island Expressway. 5.5% Occupancy Tax included.

Jun 2 – 9

$100 per night

Guest favorite

Cottage in Sayville

5.0 out of 5 average rating, 16 reviews

Classic Fire Island Pines Cottage

Kick back and relax in this calm, stylish space. Steps to the ocean and perched high on a secondary dune. Classic mid century cottage with multilevel terraces and a peak of the ocean. Quiet, peaceful, and private. Please message directly for long stay inquiries ( dates may be blocked on the calendar).

Mar 7 – 14

$734 per night