
Condo holiday rentals in Fire Island
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Top-rated condo rentals in Fire Island
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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

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

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.

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

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!

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!

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.

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.

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.

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.

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
Weekly condo rentals

Modern Room, Private Bath | Historic BK Brownstone

**BEST LOCATION IN QUEENS" Everything is near by

Suite Dreams - Condo w/ Park Views

Private Room in Bushwick

Urban Oasis in Bushwick | Trendy Airbnb Room

Stylish 2 bedroom apartment with parking

welcome home 2 Fresh Meadows

Private Bedroom in Bushwick
Pet-friendly condo rentals

1856 Trading House w/ walk to water

Waterfront Zen - Private 2 Bedroom

Chateau Blanc Yale

New, luxury 2 bedroom unit Greenwich/Byram

Hudson Valley Cottage Apartment

Brownstone Downtown New Haven | Central Yale

Cute cottage apartment upstairs in Sag

Cozy three bedroom family home with backyard
Condo rentals with a pool

Serene Montauk Condo with Stunning Bay View & Pool

Second Floor Corner Unit Overlooking the Ocean

Seashore getaway - CT shoreline

Endless Summer Studio Condo w Balcony Bayview

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterfront Condo in Montauk!

A Unique Piece of Paradise, Water Front pool

Immersed in Montauk's Mesmerizing Waterfront Bliss
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
Destinations to explore
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- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- Yale University
- MetLife Stadium
- Central Park Zoo
- Jones Beach
- Yankee Stadium
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Southampton Beach
- Grand Central Terminal
- Rye Beach
- Statue of Liberty
- Cooper's Beach, Southampton
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- Gilgo Beach
- The Metropolitan Museum of Art