Condo vacation rentals in Greenport West

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Top-rated condo rentals in Greenport West

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Top guest favorite
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 Montauk
5 out of 5 average rating, 254 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 favorite
Condo in Greenport
4.89 out of 5 average rating, 151 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

Superhost
The private balcony offers a view of the pool courtyard, where recreational guests are seen enjoying the water. Two patio chairs with a small table are positioned on the balcony, enhancing the outdoor space. Bright orange umbrellas provide shade around the pool area.
Condo in Montauk
4.8 out of 5 average rating, 242 reviews

Montauk Royal Atlantic Beach Resort North

My cute one-bedroom suite is at Royal Atlantic Beach Resort North, with the beach just across the street! The resort features two pools—one just outside the room and another oceanfront with a tiki bar. Other amenities include a game room, a BBQ area (just bring charcoal and fluid), and poolside bed loungers. It's all about location, with the village just a block away. You are steps away from restaurants, shopping, bars, and lots of family activities. Location, location, location!

Guest favorite
Condo in Montauk
4.83 out of 5 average rating, 197 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
Condo in Old Lyme
4.8 out of 5 average rating, 66 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 Greenport
4.87 out of 5 average rating, 15 reviews

Greenport Getaway at Cliffside Condos

Welcome to our Cliffside condo in Greenport, a comfortable 2-bedroom retreat perfect for families and friends. The home features a queen bed in the primary bedroom, two twin beds in the second bedroom. Enjoy easy access to the private beach, seasonal pool, BBQ on the great lawn and the most beautiful sunsets over the Long Island Sound. You’re just minutes from Greenport’s shops, restaurants, and vineyards, an ideal North Fork getaway to relax and unwind.

Top guest favorite
A spacious outdoor dining area features a rectangular table surrounded by six chairs. The setting provides a clear view of the ocean, with a grassy area and parking visible in the background, offering a serene space for meals or relaxation.
Condo in Greenport
4.9 out of 5 average rating, 183 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.

Guest favorite
Condo in Montauk
4.93 out of 5 average rating, 41 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

This is our 5th season as the owners of Unit #126, which is of the nicest units at Montauk Manor. We are hosting our 925 sq. ft. one BR loft corner unit with a cathedral high ceiling, brand new kitchen and bathrooms plus with a sleeper sofa and TVs on both floors. Montauk Manor is an amazing property that features 3 tennis courts, indoor & outdoor pools, a nice sized fitness center, an on-site restaurant/bar and much more!

Superhost
Four white Adirondack chairs are positioned on a vibrant green lawn, facing the calm waters of Long Island Sound. The clear blue sky provides a serene backdrop, with a few clouds gently scattered on the horizon.
Condo in Greenport
4.85 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 favorite
A comfortable living area features a blue sectional sofa facing a modern glass coffee table. An electric fireplace is positioned beneath a wall-mounted flat-screen TV. Large windows invite natural light, offering views of the greenery outside, while shiplap walls create a serene backdrop.
Condo in Greenport
4.86 out of 5 average rating, 130 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 favorite
A large swimming pool is depicted, surrounded by a spacious deck furnished with lounge chairs. The ocean is visible in the background, providing a serene view. Lush green landscaping borders the pool area, contributing to a peaceful outdoor ambiance.
Condo in Montauk
4.83 out of 5 average rating, 102 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 favorite
Condo in Montauk
5 out of 5 average rating, 80 reviews

Montauk Poolside Suite, Steps to Beach

Escape to our stylish, second-floor coastal suite in Montauk, just steps from the sand! This bright, railroad-style retreat comfortably fits 4 guests. Enjoy a private terrace with pool views, fast WiFi, and easy access to the beach and town. Perfect for a sun-soaked vacation or a quiet getaway, with two pools available seasonally. Your ideal Montauk adventure starts here!

Popular amenities for Greenport West condo rentals

Quick stats about condo rentals in Greenport West

  • Total vacation rentals

    Explore 20 vacation rentals in Greenport West

  • Nightly prices starting at

    Greenport West vacation rentals start at G$27,185 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    20 properties feature pools

  • Wi-Fi availability

    20 of Greenport West vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Greenport West rentals

  • 4.8 Average rating

    Greenport West stays are highly rated by guests—averaging 4.8 out of 5!

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