Fire Island vacation rentals

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Top-rated vacation rentals in Fire Island

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Guest favorite

Cabin in Rocky Point

4.9 out of 5 average rating, 387 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private-,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton!

Feb 17 – 24

G$21,322 GYD per night

Guest favorite

Apartment in Deer Park

4.97 out of 5 average rating, 111 reviews

Best Studio-Private Entrance+Parking-Close To All

Make yourself at home! This Deer Park Den is your perfect suburban hideaway in the heart of Long Island, close to everything and right in the middle of all the fun. Walking distance to lots of great restaurants that give you plenty of great options for ordering in or dining out. Other local destinations include: - Tanger outlets (1 Mile) - Heartland Golf Park (1.5 Miles) - Edgewood Oak Brush Plains Preserve (0.5 Mile) - Robert Moses state park (12 Miles) - Sunken Meadow state park (12 miles)

Jan 2 – 9

G$27,169 GYD per night

Guest favorite

Guest suite in Wading River

4.9 out of 5 average rating, 230 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

Jul 31 – Aug 7

G$24,127 GYD 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.

Aug 15 – 22

G$51,355 GYD per night

Guest favorite

Home in Holbrook

4.91 out of 5 average rating, 234 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!

Jun 19 – 26

G$24,452 GYD per night

Guest favorite

Apartment in Islip Terrace

4.99 out of 5 average rating, 138 reviews

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

Come enjoy this beautifully renovated full 1 bedroom apartment with a full kitchen, living room with sofa/futon for a 3rd guest, bedroom, bathroom, and a sun-soaked backyard. Separate, Private entrance and off-street parking available for 1 car. Well-appointed for long-term stays or quick trips. 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 :)

Nov 20 – 27

G$37,950 GYD per night

Guest favorite

Guest suite in Bay Shore

4.95 out of 5 average rating, 240 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.

Oct 4 – 11

G$30,450 GYD per night

Superhost

Home in Fire Island Pines

4.94 out of 5 average rating, 159 reviews

Fire Island Pines Mid-Century Beach Cottage

This Fire Island Pines house is an 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 privacy. Beautiful white-sand beach only 150 steps away. You'll fall in love with this unique Pines experience.

Sep 24 – Oct 1

G$105,577 GYD per night

Guest favorite

Cottage in Patchogue

4.95 out of 5 average rating, 202 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.

Sep 24 – Oct 1

G$30,691 GYD per night

Guest favorite

Apartment in Fire Island

4.97 out of 5 average rating, 32 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.

Oct 7 – 14

G$35,566 GYD per night

Guest favorite

Guesthouse in Sayville

4.97 out of 5 average rating, 181 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 are COVID conscious and employ a professional cleaning regiment.

Oct 19 – 26

G$40,985 GYD per night

Guest favorite

Apartment in Brentwood

4.89 out of 5 average rating, 226 reviews

Eco-friendly studio with Private entrance

We have created this quaint space with our guest in mind in order to keep it simple at this peaceful and centrally-located place. Studio apartment with your own entrance, kitchen , bathroom and work area. All the amenities of a super host.

Oct 24 – 31

G$21,748 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Fire Island vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

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

Guest suite in Fire Island Pines

4.94 out of 5 average rating, 62 reviews

Fire Island Pines: Studio Cabin

Aug 23 – 30

G$100,708 GYD per night

Guest favorite

Cottage in Ocean Beach

4.97 out of 5 average rating, 33 reviews

Charming Beach Cottage in OCEAN BAY PARK

G$85,825 GYD per night

Guest favorite

Apartment in Fire Island

5.0 out of 5 average rating, 5 reviews

Comfortable, Private One Bedroom

May 17 – 24

G$83,991 GYD per night

Guest favorite

Home in Ocean Beach

4.93 out of 5 average rating, 58 reviews

Secluded oasis close to everything!

Sep 4 – 11

G$132,176 GYD per night

Guest favorite

Home in Ocean Beach

4.92 out of 5 average rating, 12 reviews

Kismet Beach House

Dec 3 – 10

G$183,100 GYD per night

Superhost

Cottage in Ocean Beach

4.86 out of 5 average rating, 70 reviews

☀️NEW LISTING! 2BR Oceanview Hideaway☀️

Apr 21 – 28

G$154,144 GYD per night

Guest favorite

Cottage in Sayville

5.0 out of 5 average rating, 16 reviews

Classic Fire Island Pines Cottage

May 2 – 9

G$161,914 GYD per night

Guest favorite

Guesthouse in Bay Shore

4.86 out of 5 average rating, 14 reviews

Prime Locale: Ideal Guesthouse

Dec 18 – 25

G$31,112 GYD per night

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Other great vacation rentals in Fire Island

Guest favorite

Apartment in Sayville

5.0 out of 5 average rating, 89 reviews

"NORTH APT." Renovated 1 Br Apt. In Great Location

Aug 4 – 11

G$129,299 GYD per night

Superhost

Apartment in Fire Island

4.82 out of 5 average rating, 61 reviews

Bayfront "Beach House Charm" - Ocean Bay Park

Jun 6 – 13

G$104,785 GYD per night

Guest favorite

Home in Ronkonkoma

4.9 out of 5 average rating, 29 reviews

The Ronkonkoma Bungalow

Dec 10 – 17

G$27,931 GYD per night

Guest favorite

Home in Ocean Beach

4.98 out of 5 average rating, 59 reviews

Charming 4BR House in Ocean Beach

May 13 – 20

G$136,267 GYD per night

Superhost

Apartment in Ocean Beach

5.0 out of 5 average rating, 5 reviews

Seashore Condo Hotel, OBP Room 24, queen bed

May 14 – 21

G$52,092 GYD per night

Guest favorite

Apartment in Center Moriches

4.87 out of 5 average rating, 23 reviews

Modern Private Studio close to the hamptons

Jan 3 – 10

G$27,134 GYD per night

Superhost

Cottage in Ocean Beach

4.89 out of 5 average rating, 19 reviews

Vintage modern FI beach house

Dec 20 – 27

G$137,962 GYD per night

Guest favorite

Home in Fire Island

5.0 out of 5 average rating, 19 reviews

SEA TRAIN - Davis Park, Fire Island

Feb 10 – 17

G$179,904 GYD per night

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Quick stats about vacation rentals in Fire Island

Total rentals	900 properties
Rentals with dedicated workspaces	400 properties have a dedicated workspace
Rentals with a pool	300 properties have a pool
Pet-friendly rentals	340 properties allow pets
Family-friendly rentals	580 properties are a good fit for families
Total number of reviews	18K 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 400 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 340 vacation rentals for guests traveling with pets.

Fire Island vacation rentals

Top-rated vacation rentals in Fire Island

Vacation rentals for every style

Apartments

Cabins

Houses

Popular amenities for Fire Island vacation rentals

Stay near Fire Island's top sights

Other great vacation rentals in Fire Island

Guest suite in Fire Island Pines

Cottage in Ocean Beach

Apartment in Fire Island

Home in Ocean Beach

Home in Ocean Beach

Cottage in Ocean Beach

Cottage in Sayville

Guesthouse in Bay Shore

Other great vacation rentals in Fire Island

Apartment in Sayville

Apartment in Fire Island

Home in Ronkonkoma

Home in Ocean Beach

Apartment in Ocean Beach

Apartment in Center Moriches

Cottage in Ocean Beach

Home in Fire Island

Quick stats about vacation rentals in Fire Island

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Your guide to Fire Island

All About Fire Island

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

Top things to do in Fire Island

Ocean Beach

Ocean Bay Park

Kismet

Fire Island Pines & Cherry Grove

Frequently Asked Questions

How is the weather in Fire Island?

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

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

What are the best places to stay in Fire Island?

What are the best places to visit in Fire Island?

What are some hiking trails in Fire Island?

What are some family activities to do in Fire Island?

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

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

Are there pet-friendly vacation rentals in Fire Island?

Destinations to explore