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
A bright living room area features a sectional sofa and a coffee table set on light carpet. A smart TV is positioned on a low stand, and natural light enters through a skylight. Decorative curtains frame the window, adding a touch of style.
Apartment in Medford
4.88 out of 5 average rating, 163 reviews

Cozy Apartment with King Bed - Separate Entrance

Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

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, 114 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
4.86 out of 5 average rating, 187 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.

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
4.96 out of 5 average rating, 113 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
4.92 out of 5 average rating, 145 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 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, 300 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, 486 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.

Superhost
An outdoor seating area is set up with wicker chairs surrounding a gas fire pit, glowing warmly in the evening light. A well-maintained green lawn and white privacy fence create a serene backdrop, with soft string lights enhancing the inviting atmosphere.
Apartment in Islip Terrace
4.96 out of 5 average rating, 194 reviews

Near all 1 BR - Full Kitchen, Backyard & Fire Pit!

Come stay at this beautifully renovated 1 bedroom apartment! Well-appointed for long-term stays or quick trips. ~ Propane Fire Pit ~ Private Sun-soaked backyard. ~ Full kitchen ~ Living room with sofa/futon for a 3rd guest ~ Queen bed ~ Full bathroom ~ Off-street parking for 1 car. 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. 21+

Top 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, 109 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.

Popular amenities for Fire Island vacation rentals

When is the best time to visit Fire Island?

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Avg. priceG$54,133 GYDG$56,641 GYDG$52,252 GYDG$57,477 GYDG$69,390 GYDG$87,365 GYDG$110,982 GYDG$109,728 GYDG$83,185 GYDG$59,567 GYDG$57,059 GYDG$58,104 GYD
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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 G$2,090 GYD 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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