Condo holiday rentals in Fire Island

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Top-rated condo rentals in Fire Island

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Top Guest favourite
A bright living area features a sleek black sofa adorned with decorative pillows. A round coffee table sits in front, while a potted plant adds a touch of greenery. Natural light filters in through large glass doors, leading to the outdoor space.
Condo in Bushwick
4.88 out of 5 average rating, 189 reviews

Entire Place_Upscale Sunny Duplex w/Large Backyard

This spacious, city chic, 10 ft high ceiling loft like upscale one bedroom duplex(650 sq ft) w/ a beautifully manicured private backyard(590 sq ft) is inside the boutique condo building in the trendy Brooklyn Bushwick neighborhood. With 24/7 convenient access to a variety of different cafe, organic store, restaurant, bar, supermarket and Laundromat. Blocks away from JMZ express train @ Myrtle Ave & Broadway and 10-25 mins train ride to Lower (Soho, lower Eastside, Tribeca…) and Midtown Manhattan

Superhost
A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.
Condo in North Fork
4.85 out of 5 average rating, 156 reviews

2 BR Waterfront Autumn Escape in Wine Country

Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on a private beach or unwind on the waterfront deck with breathtaking views Minutes from the town center, you’ll find local farms, award-winning wineries, gourmet restaurants & charming shops ⚓️ Explore Greenport: A historic seaport with coastal charm & rich culture 🏖 Premium Amenities – Waterfront deck, private balcony, grills, pool, private beach & parking ⛴ Ferry Access to Shelter Island & CT

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.
Condo in Mystic
4.88 out of 5 average rating, 131 reviews

Harper House Heart of DT Mystic Luxury Getaway

Historic Downtown Mystic. This immaculate designed winter 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
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.
Condo in The Hamptons
5 out of 5 average rating, 240 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.
Condo in North Fork
4.91 out of 5 average rating, 149 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

Top Guest favourite
A modern living area features leather sofas, a coffee table adorned with decorative items, and warm lighting. Large bright blue curtains frame the windows, and colorful artwork adds a pop of interest on the walls. A flat-screen TV is mounted opposite the seating arrangement.
Condo in Stamford
4.97 out of 5 average rating, 61 reviews

Downtown Living w/ parking, W/D & Wi-Fi+!

Heart of Downtown Stamford! Turn the corner and you'll find an array of shops, local eateries and nightlife. Minutes to Metro North train to NYC. Fully equipped spacious kitchen which offers enough room for all your culinary creations. The living room is spacious & bright w/ designated work space. There's also a washer and dryer in the unit, making laundry day a breeze! ✲ Free Parking spot! ✲ 3 Minute walk to all! ✲ 5 Minute uber to Metro to NYC! ✲ UConn, Stamford Hospital minutes away!

Superhost
A well-appointed bedroom features a spacious bed with decorative pillows, complemented by a cozy armchair with a vibrant red cushion. Natural light fills the room through large windows adorned with blinds, while an elegant painting adorns the wall above the bed.
Condo in Fairfield
4.84 out of 5 average rating, 143 reviews

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

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!

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.
Condo in North Fork
4.89 out of 5 average rating, 170 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
A sleek kitchen showcases modern cabinetry with wood and black finishes. A full range of appliances, including a fridge and oven, is integrated into the design. Stylish tile backsplash features a herringbone pattern, while ambient lighting highlights the space. Countertops are clear and uncluttered.
Condo in Groton
4.98 out of 5 average rating, 102 reviews

Newly Renovated Apartment in Downtown Mystic

Newly renovated apartment in an old house built in 1845. The property is right in the center of Mystic on the Groton side of the draw bridge. Walking distance to restaurants and area attractions including Mystic Seaport Museum. Off-street parking. Short drive to Stonington Borough and Watch Hill RI. Maximum of 2 people allowed. All guests must be at least 27 years of age. No parties allowed on premises. Pets not allowed. No smoking on premises.

Guest favourite
A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.
Condo in North Fork
4.87 out of 5 average rating, 126 reviews

Beautiful condo on Long Islands Northfork

This condo is beautifully decorated and has a wonderful stone fire place. Gorgeous shiplap walls with Navy accents. There is also a new deck and wonderful dinning set outside. This unit has capabilities to be handicap accessible. Both bedroom have private bathrooms. The living room sectional opens up to a full sleeper making this condo able to sleep six people. All rooms have flat screen smart tv's.

Guest favourite
A spacious green lawn extends towards the ocean, with gentle waves visible in the distance. A multi-story building with defined balconies is situated to the left, surrounded by well-maintained bushes and trees, contributing to a serene coastal atmosphere.
Condo in The Hamptons
4.83 out of 5 average rating, 101 reviews

Beautiful Condo on the Ocean Bluffs

Located just outside of town on Old Montauk Highway that runs along the ocean. Just a 10 minute walk to town, enjoy a private beach, beautiful grounds and stunning pool. Located at the Atlantic Bluffs Club, one of the nicest private condo facilities in Montauk, you get to enjoy the peace and tranquility of Montauk yet you’re just a short walk to the village with its restaurants, shops and nightlife.

Top Guest favourite
A spacious bedroom features a sleek black metal bed with a gray comforter, accompanied by a decorative pillow. A stylish nightstand holds a table lamp. Two contemporary chairs are positioned beside the bed, and a patterned area rug adds texture to the soft carpeted floor.
Condo in Stonington
4.99 out of 5 average rating, 162 reviews

Stylish Mystic Stay – Walk to Shops & River

A schoolhouse from 1909—now sleek, restored, and redesigned. Two large beds, two luxe-filled baths, brick and archways, timeless paths. A short stroll brings you Mystic’s best: shops and seafood, wine and rest. Perfect for love or friends who roam—with space to breathe, you’ll feel at home. Sip Prosecco, sleep in bliss—no retreat more sweet than this.

Popular amenities for Fire Island condo rentals

Quick stats about condo rentals in Fire Island

  • Nightly prices starting at

    Fire Island holiday rentals start at $210 NZD per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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

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