Condo vacation rentals in Montauk

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Top-rated condo rentals in Montauk

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Top guest favorite

A living room area features a large flat-screen TV displayed on a white media console with rattan details. A circular mirror and framed artwork are mounted on the wall, while a dining table and stylish brown chairs complete the inviting space.

Condo in Montauk

5 out of 5 average rating, 46 reviews

Montauk Retreat - Steps from Beach and Town

This 2nd floor two room suite across the street from the beach is steps to shops, restaurants & more! The bedroom and living room are divided by a galley kitchen. Perfect for a cozy spring stay for families or couples! Includes toiletries, beach towels & chairs, a fully stocked kitchen with a Keurig and tea kettle, and board games! Features a queen-sized bed and pull-out sofabed, a large smart TV, fast WiFi, dining table and a terrace overlooking a heated pool (Memorial Day to Columbus Day).

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 North Fork

4.84 out of 5 average rating, 130 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

Superhost

A spacious studio is shown, featuring a king-size bed with crisp white linens. Natural light floods the room through large sliding doors that open to a private balcony with views of the waterfront. A ceiling fan hangs above, and a sitting area with a green sofa is present.

Condo in Montauk

4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

Look no further for your perfect holiday in Montauk! This stylishly renovated large waterfront studio condo has everything you need for a truly amazing stay because there’s no place like home, except for the beach. This gated waterfront complex includes tennis courts, a heated swimming pool, hot tub, fishing pier with a gazebo, BBQ by the beach waiting for you to have a lobster bake, walking trails, an on-site laundry room and parking. Get sand on your toes and let the Mtk sun kiss your nose!

Top guest favorite

A serene waterfront pier extends into calm waters, framed by soft sandy beaches and lush greenery. Colorful kayaks are positioned on the shore, and a few beach chairs offer a spot to relax, while the clear sky reflects a sense of tranquility.

Condo in Montauk

5 out of 5 average rating, 222 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)

Superhost

An open-concept kitchen and living area features a central island with bar seating, surrounded by modern appliances and white cabinetry. Natural light pours in through large windows, illuminating a cozy seating area with a sofa and dining space, creating a welcoming environment.

Condo in Bridgehampton

4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

Beautiful duplex corner townhouse unit completely renovated in 2021 & in the heart of Bridgehampton Village. 2 min walk to shops, restaurants, main street and a bicycle ride to the beach. Situated all the way at the end of the building it provides ample privacy with Pool open July 4 - Labor Day only. Free parking (2 spots) w/ extra guest parking. Central air conditioning, private patio, ring doorbell/cam, self check in, curated kitchen w/ all supplies. Linens, towels, soap & shamp included

Guest favorite

Condo in North Fork

4.92 out of 5 average rating, 138 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

A private balcony is shown with a wooden table and two matching chairs. The view includes a glimpse of a swimming pool with umbrellas and the resort building in the background, all set against a sunny sky.

Condo in Montauk

4.83 out of 5 average rating, 176 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, Fisher's, La Fin, Viking Fleet (fishing, Whale watching & Ferry).

Superhost

A spacious living area features large sliding glass doors that provide a view of Fort Pond Bay and the surrounding greenery. Comfortable seating includes a gray couch and a blue chair, with a wooden coffee table positioned centrally. Sunlight enters abundantly, creating a bright ambiance.

Condo in Montauk

4.81 out of 5 average rating, 32 reviews

Montauk Sunsets

This is a gated condo on the stunning Fort Pond Bay. Enjoy access to pool, jacuzzi, and tennis courts. Catch nightly sunsets on your own deck! Fish off of a private pier. Grill and dine right on Navy Beach. You’re walking distance to the LIRR, Navy Beach, The Surf Lodge, Duryeas, and The Montauket. About a 1/2 mile walk to ocean and main street. Shuttles take you to the harbor, town,& beaches. New flooring, appliances,new QN bed, and new sliding doors.

Guest favorite

The exterior of Montauk Manor is displayed, showcasing its distinctive Tudor-style architecture with a combination of brick and white accents. Expansive lawns surround the building, featuring manicured landscaping and a glimpse of outdoor seating. The clear blue sky enhances the vibrant colors of the structure.

Condo in Montauk

4.89 out of 5 average rating, 28 reviews

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

This is our 4th season as the owners of Unit #126, which is of the nicest units at Montauk Manor. We are hosting our one BR loft corner unit with cathedral high ceilings, 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 with room service and more!

Superhost

A spacious deck area features white tables and chairs under green umbrellas, providing shaded seating options. The background displays a well-maintained grassy area and the white condominium structure, with ocean views visible in the distance against a clear blue sky.

Condo in Montauk

4.82 out of 5 average rating, 94 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.

Guest favorite

Two people are seen swimming in a calm body of water, surrounded by gentle ripples reflecting sunlight. Lush greenery lines the distant shoreline, creating a serene backdrop against the shimmering surface.

Condo in Mount Sinai

5 out of 5 average rating, 33 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.

Superhost

A bright and airy living area features vaulted ceilings with skylights, providing natural light. Comfortable seating is arranged around a television, with a dining table positioned near large windows. Light curtains complement the neutral decor, enhancing the open atmosphere of the space.

Condo in Hampton Bays

4.78 out of 5 average rating, 23 reviews

Waterfront Elevated Bungalow - Spectacular Views

Bright, skylit, sunny, and clean bay-front apartment with gorgeous water and sunset views. Large private wraparound deck, spacious living room, kitchenette, two full bathrooms, and a California-king size bed. Less than 250 feet from bay and 3.5 miles from ocean beaches! Two week minimum. Large discount for full summer stay.