Holiday rentals in Fire Island

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Top-rated holiday rentals in Fire Island

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Guest favourite
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.
Serviced apartment in Medford
4.88 out of 5 average rating, 165 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 favourite
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

Best location on Fire Island/Ocean Beach!!Literally Steps from Ocean! Relax with your family in this beautiful ocean home getaway! FEATURES: -Steps From Ocean -Open living and dining room concept for entertaining - Spacious Porch to have morning coffee and watch the deer! -Split 5 Units Ducts HVAC - nicely cool house -Spacious EPI Decking for outdoor bbqs and relaxation!! -WIFI Steps from Ocean and close to all shopping/restaurants! Can sleep up to 6 adults and 4 kids! (With Pull out couch)

Guest favourite
A spacious living area features a large blue sectional sofa adorned with tropical throw pillows. A white coffee table sits in front, complemented by a small side table. Natural light fills the space through multiple windows, and a striped rug adds texture to the wooden floor.
Home in Ocean Beach
4.95 out of 5 average rating, 44 reviews

Spacious "Playhouse" - Ocean Bay Park

Beautiful spacious home steps from the beach. Large living room great for entertaining and lounging with long dining table; four bedrooms; large kitchen with breakfast bar and round table for eating and games; 1 1/2 bathrooms; lovely deck with BBQ. Fifth house from the beach - bring the chairs and towels up to the beach and forget something or need refreshments and you will be back at house in 90 seconds tops. Bikes and beach chairs included. This is a family neighborhood. No parties please!

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 favourite
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

Newly renovated home steps from the beach, the bay and the ferry. Extra high ceilings with sunlight streaming into every room. After a day at the beach, enjoy the large outdoor shower, grill and lounge area. Take a glass of wine and portable speakers to the clawfoot tub or indulge in the rain shower. Get some exercise with four new bikes and beach games or ping pong, foosball, air hockey and darts under the house. Two extra twin mattresses for guests with crisp white linens. Fast Wifi.

Guest favourite
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.
Flat 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 favourite
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!

Guest favourite
A cozy sleeping area features a spacious bed centered against a wooden wall unit with built-in shelves. Soft bed linens in muted colors are arranged neatly, with decorative pillows adding a touch of style. Nightstands on either side hold elegant lamps that softly illuminate the space.
Flat in Edgewood
4.95 out of 5 average rating, 508 reviews

Urban Garden Suite

Relax & Recharge in Westville’s Hidden Gem in New Haven. Unwind in this serene, beautiful, cozy, spotless garden apartment tucked inside a historic three-family home in charming Westville. The cozy, open-concept design blends modern upgrades with warm, thoughtful touches, creating the perfect balance of comfort and style.🌿 Enjoy peaceful surroundings, inviting details, and everything you need for a seamless stay. Your attentive (yet discreet) hostess ensures you’ll feel truly at home.

Guest favourite
Barn in Bethpage
4.95 out of 5 average rating, 22 reviews

Bethpage#3 New York Small Private Room

YOU AGREE THAT: YOU CANNOT CANCEL if issues are CORRECTABLE 2 Rooms share bathroom/kitchen outside barn 1–2 guests Small barn room STRICT: Use Bathroom in LESS THAN 10 minutes KING bed 2 window Open closet Desk Mirror Smart TV WiFi Only 2 towels given for whole stay Street parking No pets NO VISITORS No washer/dryer Bring your own body soap/shampoo/conditioner $1000 penalty for smoke/vape/drugs in the room Strict/Firm Cancellation Policy You AGREED to FULL DISCLOSURE below

Top guest favourite
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, 118 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 ~

Top guest favourite
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, 257 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 favourite
A spacious living area features a large navy blue sectional sofa adorned with decorative cushions. A light-colored coffee table is positioned in front, and a flat-screen TV is mounted on the wall. Natural light enters through a skylight and a glass door leading outside.
Home in Ocean Beach
5 out of 5 average rating, 64 reviews

5BR Charming Beach House in Ocean Beach

Great for friends or a family. House includes 5 bedrooms, 2 bathrooms , kitchen, large wrap around deck with new outdoor furniture and new BBQ, outdoor shower, large living room, wall unit air conditioners in each room. House includes satellite tv, wi-fi, bikes, beach chairs, wagon, many toiletries and essentials, coolers, beach games and all sheets and linens (no towels).

Popular amenities for Fire Island holiday rentals

When is the best time to visit Fire Island?

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Avg. price$333 SGD$348 SGD$321 SGD$353 SGD$426 SGD$537 SGD$682 SGD$674 SGD$511 SGD$366 SGD$351 SGD$357 SGD
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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.

Quick stats about holiday rentals in Fire Island

  • Total holiday rentals

    Explore 1,050 holiday rentals in Fire Island

  • Nightly prices starting at

    Fire Island holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 26,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    650 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 390 rentals that welcome pets

  • Holiday rentals with a pool

    350 properties feature pools

  • Rentals with dedicated workspaces

    430 properties have a dedicated workspace

  • Wifi availability

    1,010 of Fire Island holiday rentals include wifi 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

Destinations to explore

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