Fire Island vacation rentals

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Top-rated vacation rentals in Fire Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, 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. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Mar 26 – Apr 2

$650 per night
Guest favorite

Cottage in Ocean Beach

4.97 out of 5 average rating, 33 reviews

Charming Beach Cottage in OCEAN BAY PARK

Charming cottage located in the town of Ocean Bay Park, just steps from the beach. Open floor plan living room with breakfast bar/kitchen. Bedroom on main floor, unique loft bedroom upstairs looking over living room. Bathroom with shower plus outdoor shower. Lovely deck with BBQ, outdoor seating. 5th house from the ocean—walk to the beach and if you need refreshments you will be back at the cottage in 90 seconds tops. Bikes & beach chairs included. We're a family neighborhood--no parties please!

$411 per night
Guest favorite

Home in Sayville

4.97 out of 5 average rating, 110 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.

May 3 – 10

$215 per night

Popular amenities for Fire Island vacation rentals

Stay near Fire Island's top sights

Tanger Outlets Deer Park79 locals recommend
Fire Island National Seashore20 locals recommend
Fire Island Lighthouse21 locals recommend
Smith Point County Park88 locals recommend
Shorefront Park8 locals recommend
Robert Moses State Park Field 59 locals recommend

Other great vacation rentals in Fire Island

Guest favorite

Guesthouse in Sayville

4.98 out of 5 average rating, 43 reviews

Cottage: Walk to the bay, ferries and town center.

May 5 – 12

$91 per night
Guest favorite

Guest suite in Fire Island Pines

4.94 out of 5 average rating, 62 reviews

Fire Island Pines: Studio Cabin

Aug 26 – Sep 2

$500 per night
Guest favorite

Apartment in Fire Island

5.0 out of 5 average rating, 5 reviews

Comfortable, Private One Bedroom

Jun 14 – 21

$350 per night
Guest favorite

Home in Ocean Beach

4.93 out of 5 average rating, 58 reviews

Secluded oasis close to everything!

Apr 25 – May 2

$551 per night
Superhost

Cottage in Ocean Beach

4.86 out of 5 average rating, 70 reviews

☀️NEW LISTING! 2BR Oceanview Hideaway☀️

May 26 – Jun 2

$721 per night
Guest favorite

Cottage in Sayville

5.0 out of 5 average rating, 16 reviews

Classic Fire Island Pines Cottage

Feb 4 – 11

$734 per night
Guest favorite

Bungalow in Bay Shore

5.0 out of 5 average rating, 24 reviews

Fair Harbor Surf Shack

$400 per night
Guest favorite

Home in Ocean Beach

4.92 out of 5 average rating, 12 reviews

Kismet Beach House

Nov 3 – 10

$764 per night
Guest favorite

Home in Fire Island Pines

4.85 out of 5 average rating, 33 reviews

Pines Perfection

Apr 19 – 26

$900 per night
Guest favorite

Guesthouse in Bay Shore

4.8 out of 5 average rating, 10 reviews

Prime Locale: Ideal Guesthouse

Apr 14 – 21

$126 per night
Superhost

Home in Ocean Beach

4.93 out of 5 average rating, 14 reviews

☀️Resort Style Beach House with Rooftop Cinema☀️

Sep 9 – 16

$800 per night
Guest favorite

Home in Fire Island

5.0 out of 5 average rating, 9 reviews

Fair Harbor, Fire Island sunny 3 bedroom

Feb 28 – Mar 7

$663 per night

Other great vacation rentals in Fire Island

Superhost

Apartment in Ocean Beach

5.0 out of 5 average rating, 5 reviews

Seashore Condo Hotel, OBP Room 24, queen bed

Oct 8 – 15

$249 per night
Superhost

Cottage in Ocean Beach

4.89 out of 5 average rating, 19 reviews

Vintage modern FI beach house

Oct 11 – 18

$625 per night
Guest favorite

Cottage in Yaphank

4.84 out of 5 average rating, 45 reviews

Beautiful Waterfront Cottage

Nov 27 – Dec 4

$132 per night
Superhost

Apartment in Fire Island

4.82 out of 5 average rating, 61 reviews

Bayfront "Beach House Charm" - Ocean Bay Park

Jun 3 – 10

$434 per night
Guest favorite

Home in Ocean Beach

4.89 out of 5 average rating, 18 reviews

Sea View Beach House - Steps to the Ocean or Town

Nov 14 – 21

$744 per night
Guest favorite

Home in Fire Island

5.0 out of 5 average rating, 19 reviews

SEA TRAIN - Davis Park, Fire Island

Jun 16 – 23

$750 per night
Guest favorite

Apartment in Sayville

4.86 out of 5 average rating, 77 reviews

Cherry Grove, Fire Island. Large deck & hot tub

Oct 1 – 8

$499 per night
Guest favorite

Home in West Sayville

4.97 out of 5 average rating, 68 reviews

Seaside Getaway w/two queen beds & 55” 4KTV +

Sep 24 – Oct 1

$143 per night
Guest favorite

Home in Seaview

4.86 out of 5 average rating, 37 reviews

Fire Island 4BR with Ocean Bay Views and Huge Deck

Feb 20 – 27

$251 per night
Guest favorite

Home in Cherry Grove, Fire Island

4.96 out of 5 average rating, 79 reviews

Bayfront Fun - 3 BR & 3 Ensuite Bath with Hot Tub!

Jan 27 – Feb 3

$895 per night
Guest favorite

Apartment in Medford

4.89 out of 5 average rating, 87 reviews

Cozy Apartment with King Bed - Separate Entrance

Aug 14 – 21

$92 per night
Guest favorite

Boat in Fire Island Pines

4.91 out of 5 average rating, 57 reviews

Classic Yacht in the Fire Island Pines

Dec 31 – Jan 7

$579 per night

Quick stats about vacation rentals in Fire Island

Total rentals

890 properties

Rentals with dedicated workspaces

410 properties have a dedicated workspace

Rentals with a pool

290 properties have a pool

Pet-friendly rentals

330 properties allow pets

Family-friendly rentals

580 properties are a good fit for families

Total number of reviews

19K reviews

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 410 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 330 vacation rentals for guests traveling with pets.

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