House holiday rentals in Fire Island Pines

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Top-rated house rentals in Fire Island Pines

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Top guest favourite
A cozy sleeping area is presented with a spacious queen bed, featuring a light floral-patterned quilt and plush pillows. Flanking the bed, two bedside tables with modern lamps provide soft illumination, enhancing the tranquil ambiance of the room.
Home in West Babylon
4.94 out of 5 average rating, 141 reviews

Apartment in West Babylon, NY.

It’s a private basement, quiet place. It stays comfy all year. It has separate entrance. There is converter which can be used as cooling and heating. Tea coffee supplies are available as complimentary. Water bottle & snack basket is their WiFi is available and you can enjoy Netflix YouTube. There is one queen bed in one room and one twin bed in other room so 3 people can comfortably sleep with their privacy. The place is 6 min close to LIRR by car. DoorDash and Uber eats deliver the food easily.

Guest favourite
A vibrant blue exterior of the cottage is complemented by wooden decking, leading to an inviting entry. A couple of white chairs provide a space to relax, while colorful buoys hang decoratively. Glass bottles scatter along the ground, adding character to the outdoor area.
Home in Fire Island Pines
4.94 out of 5 average rating, 190 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.

Top guest favourite
An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.
Home in Shirley
4.98 out of 5 average rating, 225 reviews

Luxurious Waterfront Beach House On The Bay

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

Top guest favourite
A calm waterfront scene features a vibrant sailboat gliding across the bay, surrounded by green marshland. A wooden dock leads into the water, with several colorful chairs positioned for relaxation. Soft hills and houses line the distant shore under a gentle mist.
Home in Mastic Beach
4.94 out of 5 average rating, 129 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

Guest favourite
A well-lit bedroom features a spacious bed with decorative bedding, positioned against a soft blue wall. Natural light enters through large windows, adorned with sheer curtains. A compact dresser stands nearby, and an elegant table lamp adds functionality to the cozy space.
Home in Holbrook
4.91 out of 5 average rating, 296 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!

Top guest favourite
Home in Commack
4.99 out of 5 average rating, 157 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

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. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

Guest favourite
A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.
Home in Patchogue
4.93 out of 5 average rating, 136 reviews

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

Superhost
A corner workspace is featured, with a wooden desk positioned against a striped wall of blue and white. A decorative pelican and a vase of dried flowers are displayed on the desk. A closet with hanging space is visible in the background.
Home in Amityville
4.82 out of 5 average rating, 290 reviews

Beautiful Long Island Studio-No Cleaning Fee

Whether you want go to the beach,shopping,or head to New York City for a broadway show, this is the perfect place. Our home is conveniently located in Amityville, NY. We are less than 10 mins away by car from Jones Beach, where you can enjoy a concert, or simply soak in the sun and enjoy the waves. We are close to Route 110, where you will find plenty of restaurants, bars and local shops. We are less than 5 mins by car to the mall and/or the train to New York City.

Guest favourite
The kitchen is designed with white cabinetry and stainless-steel appliances, including a refrigerator and gas stove. A large island with seating is positioned across from the sink, illuminated by natural light from nearby windows. Hardwood flooring adds warmth to the space.
Home in Bay Shore
4.91 out of 5 average rating, 173 reviews

The Harbor House

Beautiful three bedroom home located on the waterfront in Bay Shore’s historic bay district. Steps to local waterfront restaurants and marina. Short walk to Main Street shopping, restaurants and nightlife and just minutes from the Fire Island Ferries and Long Island Railroad. Amenities include fully stocked kitchen, large deck for barbecuing with harbor views, natural wood fire pit with Adirondack chairs and fully fenced in yard.

Top guest favourite
A living room is highlighted by a cozy sofa draped with a light throw. A glass coffee table sits atop a soft rug. A fireplace is set within a white mantel, complemented by plants and framed art that add a touch of character.
Home in Bellport
4.89 out of 5 average rating, 111 reviews

The Stella ~ Bellport Beach ~ Monthly Winter Rates

Welcome to The Stella, a thoughtful 1920's home set in the heart of Bellport Village. This is the place for a summer romance, a family gathering, or a creative re-centering. Inspired by the subtle palette and refined geometry of the American artist Frank Stella—who often spent time on Long Island—The Stella enjoys close proximity to many beaches and wetlands. ~ ask about our monthly winter rates for 2025-2026 ~

Guest favourite
A serene pond is complemented by a charming wooden bridge leading to a small island bordered by smooth stone landscaping. The lush greenery surrounds the tranquil water, with trees providing dappled sunlight, enhancing the peaceful ambiance of the outdoor space.
Home in Bayport
4.83 out of 5 average rating, 170 reviews

Luxury Waterfront Oasis • Modern Retreat for 8

Escape to this serene 3BR/2BA Sayville/Bayport waterfront retreat with breathtaking views and a backyard full of wildlife—ducks, swans, and cranes. Unwind in the spa-style, 2-person steam shower or the oversized 10-person whirlpool tub. Styled with all-new coastal chic décor, this peaceful home is perfect for quiet getaways and is just 8 minutes from Fire Island ferries and the towns of Sayville and Patchogue.

Guest favourite
The exterior of the house is shown, featuring large windows that invite natural light. Lounge chairs with green cushions are arranged for relaxation, accompanied by an umbrella for shade. The wooden siding adds a rustic charm, and the surrounding deck offers ample space for outdoor enjoyment.
Home in Fire Island Pines
5 out of 5 average rating, 8 reviews

The DEN-I-ZEN House with Ocean Views - FI Pines

This is the DEN-I-ZEN House in Fire Island Pines. Our home has a communal vibe that offers privacy and space for between 8-10 people. Two rooms have bunks and there are 2 full shared baths in the center of the house. Lounge spaces on two outdoor deck areas plus a platform on the adjacent lot with a hot tub. This south facing home has ocean views and sounds plus sun all day long with a wall of windows.

Popular amenities for house rentals in Fire Island Pines