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Vacation rentals in Fire Island

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Top-rated vacation rentals in Fire Island

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Guest favorite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.91 out of 5 average rating, 127 reviews

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

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, 154 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!

Superhost
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, 120 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, 224 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
4.87 out of 5 average rating, 101 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!

Top guest favorite
A two-story gray house with a welcoming entryway is set against a backdrop of trees. The exterior features multiple windows, a front porch, and a side door. A well-maintained lawn and paved pathway lead to the entrance, creating an inviting atmosphere.
Apartment in Sayville
4.97 out of 5 average rating, 189 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.

Guest favorite
An aerial view captures a private guest house surrounded by lush green landscaping. Outdoor furniture is arranged around a small table, complemented by two sun beds. A barbeque grill is visible near the house, with vibrant flowers accentuating the backyard space.
Home in Brookhaven
4.97 out of 5 average rating, 207 reviews

Beautiful & Independent Guest House near the water

Welcome to our beautiful yet very private guest house in Brookhaven. You are walking distance from the Deer Run Farm (fresh eggs every morning), Post-Morrow Nature Trails and a short drive to Bellport Village Historic District. We are also very close to Wine Country, The Hamptons & Fire Island. We offer all the accommodations you might need for longer stays Washer & Dryer; Dishwasher; High Speed internet and TVs with all the premium channels. EV Charger available (Tesla - Fees applies).

Guest favorite
A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.
Cottage in Weston
4.97 out of 5 average rating, 176 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

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, 98 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.

Superhost
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
4.92 out of 5 average rating, 169 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.

Guest favorite
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, 109 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 ~

Popular amenities for Fire Island vacation rentals

Free parking on premises
Self check-in
Beachfront
Gym
BBQ grill

Fire Island beach vacation rentals

Guest favorite
A shaded rooftop terrace offers stunning ocean views with a comfortable hammock and a small table set for relaxation. A soothing coastal ambiance is created by the sound of waves and the sight of sandy shores extending into the distance.
Townhouse in Arverne
4.94 out of 5 average rating, 151 reviews

Incredible Beach House -Spectacular Ocean View!

Top guest favorite
The bedroom features a queen bed with a colorful marine-themed bedding set. Light blue walls complement the natural wood flooring. Two windows allow ample natural light, with blinds for privacy. Decorative elements include beach-themed art, a nightstand, and a dresser.
Apartment in Northport
4.99 out of 5 average rating, 154 reviews

Amazing one bdrm flat at the beach!

Guest favorite
Home in The Hamptons
4.98 out of 5 average rating, 102 reviews

Sea Roost

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, 181 reviews

A-Frame cabin with private beach & epic sunsets

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.

Guest favorite
A well-maintained putting green is positioned in the front yard, surrounded by soft turf and bordered by gravel. Small flags are placed on the green, with nearby shrubs and trees adding to the outdoor landscape. The house is visible in the background.
Home in Shirley
4.94 out of 5 average rating, 157 reviews

Beach Waterview, 3 KING Beds, Golf Putting Green

Guest favorite
The front exterior of the cottage is shown, featuring a stone pathway leading to the entrance. An orange front door is framed by white railings. Surrounding greenery and seasonal decor complement the inviting atmosphere of the landscaped yard.
Cottage in Chester
4.97 out of 5 average rating, 289 reviews

Updated cottage "Beriozka" on Cedar Lake

Guest favorite
The exterior of a two-story beach cottage is visible, featuring a soft gray facade and a balcony on the upper level. Large windows illuminate the lower floor, surrounded by a well-kept lawn and garden. A decorative trellis adds character to the welcoming entryway.
Home in East Haven
4.89 out of 5 average rating, 241 reviews

Beach Cottage by the Sea

Fire Island homes

Superhost
The exterior features a charming facade with wooden shingles and a welcoming front porch. Two vibrant blue doors highlight the entrance, surrounded by blooming flower pots and neatly arranged greenery. White columns support the porch roof, enhancing the spacious feel of the entryway.
Home in Port Jefferson
4.89 out of 5 average rating, 166 reviews

Harborfront Star

Top guest favorite
A contemporary home with large windows overlooks a serene pool area. Lush greenery surrounds the property, providing a natural backdrop. Sun loungers are positioned beside the pool on spacious stone decking, inviting relaxation and outdoor enjoyment.
Home in The Hamptons
4.93 out of 5 average rating, 122 reviews

Hamptons Oasis: pool, grill, lush landscape

Guest favorite
The exterior of a two-story house is showcased amidst tall grasses and trees, reflecting a harmonious blend with nature. Oversized windows allow natural light to flood the interior. A wooden walkway leads to a spacious deck, ideal for relaxing outdoors.
Home in Fire Island Pines
4.88 out of 5 average rating, 8 reviews

Classic Pines Ocean-View Cottage

Guest favorite
An aerial view showcases the Candlewood Lakeview Estate, framed by lush greenery highlighting the surrounding landscape. The expansive lake reflects the sky, while the custom home features a brick exterior. Key outdoor amenities are subtly integrated into the picturesque environment.
Home in Danbury
4.95 out of 5 average rating, 108 reviews

Lakeview Estate - Chef's Kitchen - NYC Getaway

Guest favorite
An inviting waterfront deck is displayed, featuring two lounge chairs with striped fabric and a small table. A fire pit sits nearby, surrounded by a clear view of the bay, where sailboats are gently anchored. Lush greenery lines the horizon, enhancing the serene atmosphere.
Home in Centerport
4.95 out of 5 average rating, 166 reviews

The Harbor House: Beachfront Home 1 hour from NYC

Top guest favorite
A wooden deck extends toward a multi-level home set amidst lush greenery. Stairs lead to the entrance, which features railings and a large window, surrounded by trees and grass, contributing to a natural setting.
Home in Fire Island
5 out of 5 average rating, 42 reviews

Fair Harbor, Fire Island sunny 3 bedroom

Top guest favorite
The living area features two dark blue sofas facing a wooden coffee table, with a media console displaying a television and decorative items. Light enters through multiple windows, highlighting the high, wooden ceiling and warm hardwood flooring.
Home in Ocean Beach
4.96 out of 5 average rating, 25 reviews

Gorgeous Beach Home Steps From Ocean! Relax n live

Superhost
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
4.92 out of 5 average rating, 118 reviews

Luxury modern farmhouse with heated pool & hot tub

Fire Island condo rentals

Guest favorite
A modern kitchen area features sleek white cabinetry and polished marble countertops. Stainless steel appliances are positioned neatly, complementing the contemporary design. A dining table with chairs is visible in the adjacent space, illuminated by soft overhead lighting and natural light from large windows.
Condo in Sheepshead Bay
4.91 out of 5 average rating, 120 reviews

Luxury airbnb in Southern Brooklyn

Guest favorite
A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.
Condo in North Fork
4.86 out of 5 average rating, 123 reviews

Beautiful condo on Long Islands Northfork

Superhost
A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.
Condo in North Fork
4.85 out of 5 average rating, 154 reviews

2 BR Waterfront Autumn Escape in Wine Country

Top guest favorite
Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.
Condo in The Hamptons
5 out of 5 average rating, 239 reviews

Montauk Waterfront Condo w/ Sunset Views

Guest favorite
The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.
Condo in North Fork
4.89 out of 5 average rating, 170 reviews

Beautiful Waterview Condo on the North Fork of LI

Guest favorite
Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.
Condo in North Fork
4.91 out of 5 average rating, 149 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Guest favorite
A modern living area features a gray sofa with accent pillows, complemented by a light throw. A spacious kitchenette with bar stools and stainless steel appliances is visible in the background. A small dining table and desk are positioned nearby, with wood flooring throughout.
Condo in West New York
4.88 out of 5 average rating, 106 reviews

Luxurious and Spacious Apt w/Parking-20 min to NYC

Guest favorite
A well-organized kitchen space features a dark granite countertop complemented by a coffee maker and white dishware. Soft lighting from decorative fixtures enhances the ambiance. Artwork is displayed on light-colored walls, leading into a cozy living area with plants and seating visible in the background.
Condo in Weehawken Township
4.96 out of 5 average rating, 158 reviews

Cozy and Breathtaking Skyline View Condo

Quick stats about vacation rentals in Fire Island

  • Total rentals

    1K properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    26K reviews

  • Family-friendly rentals

    650 properties are a good fit for families

  • Pet-friendly rentals

    390 properties allow pets

  • Rentals with a pool

    350 properties have a pool

Your guide to Fire Island

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.

The best time to stay in a vacation rental in Fire Island

Despite its proximity to Long Island, conditions can be quite different on Fire Island than on the mainland. Along with the sprawling sea views comes extreme weather, which can swing from more than 100 degrees Fahrenheit in August to below zero December through February. That said, summers tend to be warm and humid, with temperatures in the 60s to 80s. Springs can be cool and windy, ranging from the 30s to 60s, and falls and winters are cold with periods of rain, usually in the 30s to 50s. No matter what time of year, it’s a good idea to keep checking the forecast and always be ready with multiple layers. Also be aware that Atlantic hurricane season runs from June through November.

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.

Frequently Asked Questions

  • How is the weather in Fire Island?

    Fire Island experiences a temperate maritime climate. Summers are typically warm, with temperatures around 80°F (27°C), while winters can be chilly, averaging 32°F (0°C). It's worth noting that the island can be foggy in spring and fall, adding a sense of mystery to your exploration.

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

    You can explore the Sunken Forest, a rare maritime holly forest, or visit the Fire Island Lighthouse, a historically significant structure with stunning views. You might also enjoy walking around the car-free communities, swimming in the ocean, or watching wildlife at the Fire Island National Seashore.

  • What is the best time of year to visit Fire Island?

    The most frequented time to explore Fire Island is summer, between June and August. During this period, you can enjoy the Fire Island Dance Festival and the annual Fourth of July Parade. Fall is also enjoyable as it brings the annual migration of the monarch butterflies.

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

    There are quite a few communities on Fire Island that make for fantastic bases from which to explore. Some often recommended ones are Ocean Beach, Cherry Grove, Fire Island Pines, and Saltaire. Each community has its unique charm and character.

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

    Fire Island boasts many interesting sites to explore such as the Fire Island Lighthouse, the Sunken Forest, and the Fire Island National Seashore. The communities of Ocean Beach, Cherry Grove, Fire Island Pines, and Saltaire also offer unique local experiences.

  • What are some hiking trails in Fire Island?

    Fire Island has numerous hiking trails that let you experience its natural beauty. Some of the frequently suggested trails include the Sunken Forest Trail, the Bayside Loop trail at the Fire Island Lighthouse, and the trail at the Otis G. Pike Wilderness Area.

  • What are some family activities to do in Fire Island?

    Family-friendly activities on Fire Island include beach time, visiting the Fire Island Lighthouse, exploring the Sunken Forest, and bird watching at the Fire Island National Seashore. You can also take a leisurely stroll through the car-free communities, or engage in water sports like paddleboarding and swimming.

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

    Day trips can take you to the beautiful Robert Moses State Park, the Fire Island Lighthouse or the Sunken Forest. You can also spend a day exploring the communities of Ocean Beach or Cherry Grove, swimming in the ocean, or bird watching at the Fire Island National Seashore.

  • Are there vacation rentals with a dedicated workspace in Fire Island?

    Yes! Work meets play with ease at over 440 vacation rentals in Fire Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Fire Island?

    Four-legged friends are welcome in Fire Island. Choose from more than 400 vacation rentals for guests traveling with pets.

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