Condo vacation rentals in Fire Island

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Top-rated condo rentals in Fire Island

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Guest favorite

Condo in Bushwick

4.88 out of 5 average rating, 179 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

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Condo in North Fork

4.85 out of 5 average rating, 143 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

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

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Condo in Mystic

4.87 out of 5 average rating, 124 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.

Guest favorite

Condo in North Fork

4.92 out of 5 average rating, 147 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 favorite

Condo in Hamden

4.87 out of 5 average rating, 126 reviews

Close to Yale Hospital, 1 bed apt, great location.

The offer specially dedicated to travel professionals working in the area of New Haven . Centrally located, best for 2 or one person, one queen bed, access to public transportation with bus stop just 1 min away take you straight to Yale in New Haven , Quinnipiac University, 20 min away to Tweed airport . Easy access to Merritt Parkway and I-91. Self check in with smart lock. No more than 5 min walking distance to Walgreen’s, Domino Pizza, Dunkin Donuts, Eli’s Brick Oven Pizza

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Condo in Old Lyme

4.84 out of 5 average rating, 51 reviews

Forecastle at Soundview · Beach+OceanView+Sunrise

Welcome to Forecastle at Soundview 1 bedroom at Old Colony Beach in Old Lyme, Connecticut. Located just 1 block from Old Colony Beach! The ultimate getaway for a couple seeking relaxation and outdoor beach adventures. This 2nd floor corner location is ideally situated with a panoramic water view, queen memory foam bed, full kitchen with 4-person dining area, separate living room w/ 55" TV, reading lamp and AC. Walk 1 block south and you are at the beach!

Guest favorite

Condo in Bedford-Stuyvesant

4.87 out of 5 average rating, 202 reviews

Cozy 1.5BR Apartment in Brooklyn

Welcome to your lovely retreat in Brooklyn! - Sparkling clean 1.5 bedroom apartment with a comfy queen bed and semi-private full bed. - Fastest Internet for work or streaming. - Fully equipped kitchen, cozy living room, and private bathroom. - Enjoy easy access to Brooklyn neighborhoods and a short train ride to Manhattan. - Close to parks, restaurants, and public transport options. - Automated check-in for your convenience with 100% privacy.

Guest favorite

Condo in North Fork

4.89 out of 5 average rating, 163 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.

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Condo in Bushwick

4.91 out of 5 average rating, 197 reviews

Cozy Condo in Bedstuy-Brooklyn

A well appointed cozy, 450 sqft., 4th floor WALK-UP, condo in a newly built building. Located in historical Bed-Stuy, border-lining the top rated Bushwhick neighborhood. It's a short distance to the J/M/Z subway station at Myrtle ave and takes you less than 20 minutes to the hustle and bustle of Manhattan. Wi-Fi included. Smart TV to access free live TV or log-in to your streaming services. Cozy for two persons, perfect for single travelers!

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Condo in Greenpoint

4.91 out of 5 average rating, 124 reviews

Peaceful Greenpoint

Enjoy a peaceful and private apartment in a modern, sunlit space located in the heart of Greenpoint, just steps from the Greenpoint G train station and Transmitter Park. This ground-floor apartment is perfect for solo guests or couples seeking a serene, clean space to relax and recharge. Per NYC rules, the owner resides on‑premises, but you have the complete suite with privacy.

Guest favorite

Condo in Mount Sinai

5 out of 5 average rating, 38 reviews

1856 Trading House close to water

Located in quaint, quiet Historic Mount Sinai. 2mi to Cedar Beach, 2mi to Downtown Port Jefferson, and 2mi to Train Station. Converted convent built in 1856 w/winter water view, across the street from Mt. Sinai harbor, low tide clamming and high tide kayaking and fishing. Next to Episcopal Friary. Antique hardwood floors. Parking available on Premises. Yard Access.

Top guest favorite

Condo in Stonington

4.99 out of 5 average rating, 144 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.