Apartment holiday rentals in Fire Island

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Top-rated apartment rentals in Fire Island

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

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Top guest favourite
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.
Apartment in Montauk
5 out of 5 average rating, 256 reviews

Montauk Waterfront Condo w/ Sunset Views

Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool / sauna / jacuzzi only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

Guest favourite
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.
Apartment in Greenport
4.9 out of 5 average rating, 153 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Relax in a pristine 2Br condo with ocean & pool views. Our remodeled apartment is part of high-end development nestled on LI Sound, just minutes from downtown Greenport. Sip a glass of wine while watching sunset, catch some rays on the beach or deep in the pool. 2 bedroom condo with ocean view, beach, and pool (seasonal) Comfortably sleeps 6 Private beach access year-around Pool (seasonal) Functional kitchenette 2 bathrooms, all toiletries Linens and towels are provided Smart TV AC/Heat

Guest favourite
A bright living area features a comfortable white sofa and a modern armchair beside a wooden side table. Natural light floods the room through multiple windows, enhancing the neutral color palette and showcasing the sliding barn doors leading to additional spaces.
Apartment in Mystic
4.9 out of 5 average rating, 157 reviews

Harper House Heart of DT Mystic Luxury Getaway

Historic Downtown Mystic. This immaculate designed retreat is professionally managed and offers an enjoyable winter stay. Just steps to Deep Water Marinas, Fine Restaurants including Captain Daniel Packer Inn, SIFT Bakery, Train Station, and Unique Shops. This modern apartment features a fully equipped high-end kitchen with a microwave, blender, toaster, cooking essentials, and a Keurig machine. 1 on-site parking space and a shared common backyard space if available for your enjoyment.

Top guest favourite
Apartment in Clinton Hill
4.99 out of 5 average rating, 138 reviews

Modern Clinton Hill 2BR/2BA · Sleeps 4 · Brooklyn

Your modern Clinton Hill retreat is a thoughtfully designed 2-bedroom, 2-bath home for up to 4 guests on a quiet, tree-lined street in one of Brooklyn's most charming neighborhoods. This calm, comfortable home base offers seamless transit via the C and G trains, putting Manhattan, Penn Station, Downtown Brooklyn, and NYC's cultural highlights within easy reach. Ideal for couples, families, and small groups visiting for summer events, weekend getaways, or everyday exploration.

Guest favourite
The studio features a queen-sized bed adorned with a floral-patterned blanket. A comfortable sofa and armchair are positioned nearby, along with a small table. Natural light filters through a nearby door, illuminating the warm wood flooring.
Apartment in Montauk
4.83 out of 5 average rating, 200 reviews

Coastline View Studio

This sun drenched studio apartment is perfect for families, couples or friends looking to get away and discover Montauk! Located in Montauk's harbor district. This unit is perfectly located to experience all that Montauk has to offer... Sit back on the balcony and enjoy a glass of wine as the sun sets perfectly over Culloden Point. A short walk to the Harbor, the Dock, Gosmans, TTs, Salivars, Sunday Funday, La Fin, Viking Fleet (fishing, Whale watching & Ferry).

Superhost
Apartment in Fairfield
4.85 out of 5 average rating, 156 reviews

Cozy 3-Bed 2-Bath Condo | Parking and Laundry!

Come stay in our clean and cozy condo located close to Fairfield University, great restaurants, local grocery stores, appliance centers, and other essential shops. Also includes: - Free Wi-Fi - Washer and dryer - Keurig with K-cups - Full kitchen with essentials - Smart Roku TVs with apps (Netflix, Hulu, etc.) - Fenced in/gated backyard - Outdoor patio set and grill - Free parking (4 car max) - Central heating and AC Perfect for those that need a temporary space!

Top guest favourite
An open living space features a comfortable sofa and armchair, set on a patterned area rug. A modern kitchen island with bar stools provides seating, while stainless-steel appliances complement the light cabinetry. Natural light fills the room through two windows.
Apartment in Highlands
4.96 out of 5 average rating, 128 reviews

2BR Oceanview Shore House, walk to beach/nightlife

** Beautiful renovated 2 bedroom that is walking distance from the NYC ferry, numerous bars and restaurants with live music, and steps away from the beach. Come explore the Highlands, where small town charm meets the Jersey shore. Everything is walking distance in this 1 square mile town. Enjoy waterfront restaurants , night life, tiki bars, fishing, kayaking, biking on the Henry Hudson Trail, hiking in Hartshorne Woods Park, and of course Sandy Hook Beaches.

Guest favourite
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.
Apartment in Greenport
4.9 out of 5 average rating, 184 reviews

Beautiful Waterview Condo on the North Fork of LI

Waterview luxury suite accommodates up to 6 guests with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. This location is minutes from town as well as wineries and centrally located to the ferry which can take you to Shelter Island and the South Fork. The resort is well maintained with a pool , BBQ grills and private beach access as well as ample parking for guests.

Top guest favourite
The living room features a mounted TV above an exposed brick fireplace, surrounded by decor and plants. A spacious sofa with yellow accent pillows faces a cozy coffee table, while natural light fills the room through a window, highlighting the neutral color palette.
Apartment in Hoboken
4.97 out of 5 average rating, 147 reviews

Five-star charming getaway blocks to NYC transit.

An urban chic 1st floor(only stairs to enter building) downtown Hoboken condo with unbeatable proximity to public transportation to NYC and airports. Just a 5 minute walk to subways to NYC (15 min commute Hoboken->Manhattan). The unit boasts a mounted TV in living room AND bedroom, great natural light, a fully stocked kitchen and an updated bathroom. Enjoy the hustle & bustle of NYC before coming home to experience everything Hoboken has to offer!

Top guest favourite
A cozy living area features a plush sofa with a soft throw, showcasing a warm, inviting atmosphere. The open-plan layout includes a dining space with black chairs and a wooden table, alongside a well-equipped kitchen visible in the background, highlighted by brick accents and large windows.
Apartment in Downtown Jersey City
4.97 out of 5 average rating, 271 reviews

5 min train NYC, vintage Jules Verne theme, quiet

Discover effortless NYC access from our inviting city retreat. Ideal for business or leisure, our condo is a short walk to the PATH train, offering direct routes to NYC's heart. Enjoy the comfort of a Queen bed and a convertible Queen Plus sofa, accommodating up to 4 guests in a cozy setting. Convenient parking and a welcoming, comfortable environment make it perfect for those seeking both adventure and relaxation in the city.

Superhost
A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.
Apartment in Greenport
4.88 out of 5 average rating, 162 reviews

Waterfront Escape | Private Beach, Pool & Views

Overlooking the Long Island Sound, this beautiful waterfront condo is the perfect North Fork coastal escape. Enjoy peaceful mornings with panoramic water views, spend your days soaking up the sun on the private beach, and unwind on the waterfront deck as the sun sets over the Sound. Located just minutes from Greenport Village, you’ll be close to charming boutiques, local farms, award-winning wineries, and gourmet dining.

Guest favourite
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.
Apartment in Sheepshead Bay
4.92 out of 5 average rating, 143 reviews

Luxury airbnb in Southern Brooklyn

Relax in this stylish, smoke-free Airbnb in the heart of Southern Brooklyn — close to everything you need for a perfect NYC stay. Enjoy quiet, private space - perfect for up to 2 guests looking for comfort and convenience. 🚗 20 mins to JFK 🚇 Walk to subway, restaurants, shops & beach 🗽 30–40 mins to Manhattan 🎶 Enjoy a ceiling sound system 📶 High-speed Wi-Fi 📺 Smart TV 🚙 Free street parking nearby

Popular amenities for Fire Island apartment rentals

Quick stats about apartment rentals in Fire Island

  • Nightly prices starting at

    Fire Island holiday rentals start at €105 per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fire Island rentals

  • Nearby attractions

    Fire Island’s top spots include Fire Island National Seashore, Islip Cinemas and Plaza Cinema & Media Arts Center

Destinations to explore