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.

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
Home in The Hamptons
4.88 out of 5 average rating, 115 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Superhost
A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.
Cabin in Shirley
4.85 out of 5 average rating, 188 reviews

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.

Top guest favorite
A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.
Cottage in North Fork
4.98 out of 5 average rating, 167 reviews

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Guest favorite
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
4.9 out of 5 average rating, 301 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 favorite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment in Ossining
4.96 out of 5 average rating, 491 reviews

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

Top guest favorite
An aerial view captures a cozy cottage surrounded by lush greenery, featuring large windows that glow warmly in the evening light. A stone patio is visible, with outdoor seating and a fire pit. Nearby, a well-maintained lawn and a parking area with vehicles can be seen.
Cottage in Guilford
4.99 out of 5 average rating, 107 reviews

Waterfront Joshua Cove Cottage with private beach.

Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

Guest favorite
A modern farmhouse is set on a spacious lot. The architecture features a blend of dark and light siding with a white chimney. A well-maintained path leads to a front porch, surrounded by landscaped greenery, enhancing the inviting curb appeal.
Home in Rocky Point
4.93 out of 5 average rating, 125 reviews

Luxury modern farmhouse with heated pool & hot tub

*pool closed November to end of April This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

Guest favorite
Home in Bayport
4.84 out of 5 average rating, 173 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 new coastal chic & modern 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.

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, 258 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.

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!

Popular amenities for Fire Island vacation rentals

When is the best time to visit Fire Island?

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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 1,050 vacation rentals in Fire Island

  • Nightly prices starting at

    Fire Island vacation rentals start at € 9 per night before taxes and fees

  • Verified guest reviews

    Over 26,190 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

    350 properties feature pools

  • Rentals with dedicated workspaces

    430 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 Beachfront 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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