Holiday rentals in Fire Island

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Top-rated holiday rentals in Fire Island

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

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Guest favourite
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.

Top guest favourite
An open living area features a comfortable dark sofa adorned with decorative pillows. Behind it, high stools are situated at a breakfast bar connected to the kitchen. Natural light enters through window treatments, while wooden beams create a warm ambience overhead.
Cottage in Fire Island
4.94 out of 5 average rating, 71 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'll be back at the cottage in 90 seconds tops. Bikes and beach chairs included. We're a family neighborhood--no parties please!

Top guest favourite
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 favourite
Home in Hampton Bays
4.86 out of 5 average rating, 126 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!

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 Fire Island
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!

Top guest favourite
The cabin's entrance is framed by lush greenery and flowering plants. A wooden walkway leads to the door, and a small set of steps offers access. The rustic exterior features dark wood siding and a window for natural light.
Guest suite in Fire Island Pines
4.96 out of 5 average rating, 103 reviews

Fire Island Pines: Studio Cabin

Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

Top guest favourite
A spacious wooden deck features a lounge chair in green fabric, positioned under the shade of a large tree. Bamboo borders the area, enhancing the natural surroundings. A small table and additional seating can be seen nearby, creating a cozy outdoor retreat.
Home in Ocean Beach
4.95 out of 5 average rating, 86 reviews

Secluded oasis close to everything!

Cozy yet roomy house - windows everywhere! Relax on a large private front deck under a giant tree surrounded by bamboo. Or enjoy some sun on a smaller rear deck We are a 5 minute walk to town (bars, restaurants, market, and ferry) and 5 minutes to the ocean. Enjoy the use of bicycles, beach chairs, towels and wagon. Large outdoor shower to use after a day at the beach - plus two showers inside. Spacious open kitchen - great for cooking and socializing. Central AC. You will love this house!

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
4.83 out of 5 average rating, 192 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.

Top guest favourite
A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.
Cottage in Riverhead
4.98 out of 5 average rating, 167 reviews

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, 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. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Guest favourite
The image captures a sandy beach area bordered by lush grass, leading to two nearby wooden houses. A sunset sky illuminates the scene with soft hues, while the water gently reflects the changing colors. Relaxation and coastal charm are evident in this serene setting.
Home in Fire Island
4.85 out of 5 average rating, 53 reviews

Bay Front Upper Level Cottage 47E

Beach front on the water. This paradise hosts its own private beach located on the bay. The house is close to the ferry and easily accessible to restaurants and everything Fire Island has to offer. The house boasts an outdoor shower, 2 bedrooms, kitchen, an indoor full bathroom, half bath, and a grill. Located on the 2nd floor and has views of the bay, beach, and sunset from every direction. Perfect for a family get away or a couple looking to have a romantic trip.

Guest favourite
An outdoor seating area is featured on a wooden deck, presenting two rattan chairs with black cushions positioned near large windows. Soft ambient light is visible through the windows, enhancing the contemporary design of the exterior.
Flat in Fire Island
4.96 out of 5 average rating, 50 reviews

Studio Apt in Cherry Grove, FI.

Studio Apartment only a few steps from the beach at Dune Point Guesthouse. Located in Cherry Grove, Fire Island. Only accessible by Ferry! Adults Only Resort! Newly renovated space with full kitchen, bathroom, one queen size bed and two twins. Great space for couples, with the option of having a friend over, cook, BBQ, enjoy the beach. Located in Fire Island's town of Cherry Grove, laid back, crazy fun place with restaurant, clubs and bars.

Popular amenities for Fire Island holiday rentals

When is the best time to visit Fire Island?

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Avg. price$332 SGD$348 SGD$321 SGD$353 SGD$426 SGD$536 SGD$681 SGD$673 SGD$510 SGD$357 SGD$366 SGD$327 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 1,040 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 26,250 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

    360 properties feature pools

  • Rentals with dedicated workspaces

    420 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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