Apartment holiday rentals in Fire Island

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)

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

ParkSlope Private Skyline Rooftop | 10 Min to NYC

Welcome to my spacious loft in Park Slope Brooklyn. Steps from the best NYC has to offer, two blocks to the subway, and only 10 minutes to Manhattan. You will have access to two, queen-sized bedrooms, and a gorgeous space with exposed brick that comfortably sleeps 6! Spectacular private roof deck shared with one other unit, central a/c, wood burning fireplace, complimentary high speed WIFI, cable, smart TV, toiletries,travel essentials, cookware, dishwasher, and laundry facilities included.

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.

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.

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).

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.

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.

Entirely Private 2BR, Perfectly located & Spacious

Enjoy the prime area of Williamsburg, BK. A perfect blend of unique & effortlessly cool. Surrounded by good times; bike rides, shopping, nightlife, cafes & active lifestyles; Williamsburg is yours! Private 2 Bedrooms apartment! Private bathrooms & Private bedroom(s). A rare find with a nice touch of decor. Whole Foods around the corner! A 3-minute walk to L train. Perfect to explore Williamsburg. The heart of Manhattan is just 15 minutes away.

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.

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.

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