Vacation rentals in Fire Island

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Top-rated vacation rentals in Fire Island

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Guest favorite
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.

Guest favorite
An outdoor deck space is surrounded by lush bamboo. Several wooden chairs and a picnic table are arranged for seating, offering a serene environment for relaxation. The area is shaded by leafy trees, contributing to a calm atmosphere.
Home in Ocean Bay Park
4.83 out of 5 average rating, 121 reviews

Fire Island Getaway! Weeks/Weekends/Midweeks!

VILLA ÉTOILE: 100 Yards/meters from Fire Island's best beach in a quieter, family area. Our simple 3-bedroom classic bungalow sleeps up to 6. Two bathrooms (1 w/shower). Bedrooms have A/C in summer. Screened windows & fans; front & back decks + balcony. Huge outdoor shower, BBQ, bikes, wagon, port-a-crib, games, 2 TVs, Netflix, beach chairs/umbrellas/toys, full cooking gear, condiments, etc. We rent to families & QUIET groups who agree to STRICT noise rules. Parties NOT allowed! Minimum age 25.

Top guest favorite
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, 226 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

Guest favorite
A comfortable living area features a light-colored sofa facing a wall-mounted television. A small dining table with two chairs is positioned nearby. Natural light enters through a door leading to an exterior space, and wooden flooring complements the overall layout.
Apartment in Central Islip
4.97 out of 5 average rating, 122 reviews

Cozy studio w/ private entrance

Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area with a pull-out twin bed and seating - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

Guest favorite
A neatly made bed is positioned in a softly lit room, featuring a light blue bedspread and decorative pillows. Two bedside lamps provide warm lighting on either side, creating a calm and restful environment.
Apartment in Bayport
4.93 out of 5 average rating, 147 reviews

Private Studio in Lovely South Bayport

Studio offers a private, sequestered nook in quiet Bayport. The 350 sq ft. offers: Queen bed (Drexel Heritage pillow-top mattress) with natural fiber bedding, 2 king pillows. Large bathroom with roomy shower, good towels. We use natural laundry soap, essential oils. Wifi, Roku television as well as contactless check-in & out with keyless locks. Close to ferries to several FI beaches. Close to main street for services/ restaurants. Walk to two parks. Dedicated off-street parking. NO SMOKING

Top guest favorite
A side view of the guest suite reveals a private entrance with a white door and small steps leading up to it. A winding stone walkway is bordered by grass and gardens, providing access to the suite in a serene outdoor setting.
Guest suite in Bay Shore
4.95 out of 5 average rating, 287 reviews

Bay Shore's Private Guest Suite

Welcome to our cozy guest suite nestled within walking distance of the Fire Island ferries and conveniently close to local amenities! This private unit, attached to the main part of our home, offers a comfortable retreat for your stay. Step through your own private entrance into a welcoming living room, where you can unwind after a day of exploration. The bedroom features a queen-sized bed, providing a restful night's sleep, and an adjoining bathroom offers convenience and privacy.

Top guest favorite
A spacious bed is centered against a light wall, adorned with bright yellow linens and decorative pillows. Two lamps with turquoise bases provide soft lighting on either side, complemented by a framed artwork above the headboard.
Guesthouse in Islip Terrace
4.99 out of 5 average rating, 127 reviews

The Sunshine House

Enjoy your stay and visit the Bayard Cutting Arboretum, SUSA Orlin & Cohen Sports Complex, Robert Moses Beach; centrally located between The Hamptons Vineyard Wine Tours & Manhattan. This unique home was originally built in 1921 and has since undergone renovations with additions added to the original structure, including the three bedroom / bath guest wing with a private entrance from the main house. We provide beverages and continental breakfast. Please email us for more details!

Guest favorite
The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.
Guesthouse in Pound Ridge
4.94 out of 5 average rating, 114 reviews

A Lovely Cottage in the Woods

Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Top guest favorite
A spacious living area displays rustic log walls and a mix of wooden and upholstered furniture. A comfortable leather sofa is positioned near a stone wood stove, while a colorful armchair adds charm. Natural light fills the room through windows adorned with patterned curtains.
Cottage in Patchogue
4.95 out of 5 average rating, 261 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.

Guest favorite
A well-lit sleeping area features a modern bed with crisp linens and patterned blankets. Side tables are positioned beside the bed, with lamps providing soft lighting. Natural wood flooring enhances the cozy atmosphere, while hooks on the wall offer convenient storage.
Apartment in Fire Island
4.98 out of 5 average rating, 45 reviews

Studio for 2 in Cherry Grove, Fire Island

Studio for 2 ppl 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, small fridge, table and chairs; perfect for a few days stay, BBQ, cook, enjoy the beach. There is a common ocean deck on the property with direct access to the beach for all the guests to enjoy.

Top guest favorite
An outdoor deck is viewed, featuring a swimming pool surrounded by lounge chairs and shaded by red umbrellas. A dining table with ample seating is situated on one side, enhancing the open-air space with lush greenery in the background.
Apartment in Fire Island Pines
4.98 out of 5 average rating, 121 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!

Top guest favorite
A comfortable living area is featured, showcasing a brown sofa with colorful pillows and a small table. Large windows are adorned with checkered curtains, allowing natural light to fill the room. A light fixture hangs above a blue cabinet, adding a touch of charm.
Guesthouse in Sayville
4.96 out of 5 average rating, 222 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 employ a professional cleaning regiment.

Popular amenities for Fire Island vacation rentals

When is the best time to visit Fire Island?

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Avg. priceﺩ.ﺇ951ﺩ.ﺇ995ﺩ.ﺇ918ﺩ.ﺇ1,010ﺩ.ﺇ1,219ﺩ.ﺇ1,535ﺩ.ﺇ1,950ﺩ.ﺇ1,928ﺩ.ﺇ1,462ﺩ.ﺇ1,021ﺩ.ﺇ1,047ﺩ.ﺇ936
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Frequently Asked Questions

  • What are the best places to stay in Fire Island?

    Fire Island has welcoming areas such as Ocean Beach, Cherry Grove, and Kismet, each known for walkable streets and easy beach access. Many visitors choose vacation homes or cottages for a relaxed, communal experience.

  • What are the best things to do in Fire Island with kids?

    Families often enjoy building sandcastles, swimming, and exploring the Sunken Forest. The Fire Island Lighthouse has exhibits and a nature trail, making learning part of the fun.

  • What are some of the best things to do in Fire Island?

    Explore sandy beaches, walk the boardwalks in the Sunken Forest, or visit the Fire Island Lighthouse for wide views and history. Paddleboarding, birdwatching, and sampling local seafood are also frequently suggested.

  • How is the weather in Fire Island?

    Fire Island has cold winters around 25–39°F (-4–4°C) and warm, humid summers near 67–83°F (20–28°C). Spring and fall are milder, with fresh breezes and changing foliage.

  • When is the best time to visit Fire Island?

    Late spring through early fall is often recommended for swimming, outdoor dining, and festivals, with mild to warm temperatures. The off-season brings quieter beaches and brisk walks along the shore.

  • What are the best places to visit in Fire Island?

    Frequently suggested places include the Sunken Forest with its boardwalks, the Fire Island Lighthouse, and the arts communities around Cherry Grove. Quiet dune trails and oceanside points at Robert Moses State Park are also popular.

  • What are some hiking trails in Fire Island?

    Walk through the Sunken Forest's boardwalk trails, explore the wilderness around Fire Island National Seashore, or try the short path near the Fire Island Lighthouse. Trails wind through marshes, maritime forests, and near scenic dunes.

  • What are some family activities we can do in Fire Island?

    Families can explore wide sandy beaches, visit the Fire Island Lighthouse, or join nature programs led by local organizations. Kayaking, wildlife watching, and open-air art activities are often suggested for visitors of all ages.

  • What are some of the best day trip ideas from Fire Island?

    Around Fire Island, explore local art galleries, take a bike ride through coastal communities, or watch for migrating birds in nearby parks. Historic villages and maritime museums are also frequently suggested.

  • Are there any pet friendly accommodations available in Fire Island?

    Many vacation rentals in areas like Ocean Beach and Fair Harbor may welcome pets. Policies often vary, so it is helpful to check specific house rules before booking.

  • What are some local tips for visiting Fire Island?

    Car-free living shapes the relaxed pace on Fire Island; wagons and bikes are common ways to get around. Bring essentials, as shopping is limited, and pack layers for changing weather.

  • What is Fire Island known for?

    Fire Island is known for its dune-backed beaches, welcoming communities such as Cherry Grove and Ocean Beach, and its role as a gathering place for LGBTQ+ visitors. Maritime forests and the iconic Fire Island Lighthouse add to its unique character.

  • What are the best hidden gems to explore in Fire Island?

    Take a quiet walk among the pines in the Sunken Forest or look for local shops and art spaces in Fair Harbor. The Watch Hill area has boardwalk trails and quieter beaches away from larger crowds.

  • What are the best foods to try in Fire Island?

    Local seafood, such as clams and striped bass, are favorites along coastal eateries. Many travelers enjoy ice cream shops, casual bakeries, and classic summer fare in Fire Island’s markets.

  • What should I bring for a trip to Fire Island?

    Pack comfortable summer clothing, swimwear, layers for breezy nights, sunscreen, and insect repellent. A wagon or backpack can be useful for carrying groceries, and reusable water bottles help minimize waste.

  • What is the nightlife in Fire Island like?

    Fire Island’s nightlife has beach bars, relaxed lounges, and historic venues in Ocean Beach and Cherry Grove. Casual outdoor patios and occasional live music create a welcoming, sociable atmosphere.

  • What are the most popular events or festivals in Fire Island?

    Pride celebrations centered in Cherry Grove and The Pines are among the most popular, especially around June. Local communities frequently host summer arts programs, live music series, and themed parties, drawing both residents and visitors.

  • Are there family friendly vacation rentals in Fire Island?

    Family friendly homes are frequently available in areas such as Ocean Beach, Kismet, and Seaview. These neighborhoods often have nearby playgrounds, casual dining options, and boardwalk access.

All about Fire Island

In the 1920s, New York theater folks started hopping from the island of Manhattan to another long and narrow island about 60 miles east called Fire Island. Soon, other creatives followed — writers and artists, and eventually the celebrity crowd looking for a getaway from the big city in the form of a Fire Island vacation. Only a quarter of a mile wide, the island is filled with sandy Atlantic Ocean beaches on one side and the Great South Bay’s shores on the other.

What are the top things to do in Fire Island?

Ocean Beach

The island’s largest hamlet channels a Greenwich Village vibe, with a family-friendly downtown area lined with restaurants, boutiques, and bars, plus a lifeguarded ocean beach and bayside marina.

Ocean Bay Park

Just east of Ocean Beach is the slightly more laidback community of Ocean Bay Park — just a half-mile long — popular with both singles and family crowds, despite the lack of lifeguards on duty.

Kismet

The annual clam shucking contest draws visitors to this hamlet on the far western point of the island near the Fire Island Lighthouse. As opposed to some exclusive communities, Kismet is known for welcoming all into its five blocks.

Fire Island Pines & Cherry Grove

Better known as simply the Pines and the Grove, these two villages were among the first places in the country where the LGBTQ community could be open about their identities; they remain a popular destination for the community. Boardwalks line both hamlets, connecting the beaches with restaurants and nightlife hotspots.

Quick stats about vacation rentals in Fire Island

  • Total vacation rentals

    Explore 1,040 vacation rentals in Fire Island

  • Nightly prices starting at

    Fire Island vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 26,250 verified reviews to help you choose

  • Family-friendly vacation rentals

    650 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 390 rentals that welcome pets

  • Vacation rentals with a pool

    360 properties feature pools

  • Rentals with dedicated workspaces

    420 properties have a dedicated workspace

  • Wi-Fi availability

    1,010 of Fire Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Free parking on premises, and Pet friendly across Fire Island rentals

  • 4.9 Average rating

    Fire Island stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Fire Island's top spots, include Fire Island National Seashore, Islip Cinemas, and Plaza Cinema & Media Arts Center

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