Condo vacation rentals in Suffolk County

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Top-rated condo rentals in Suffolk County

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Guest favorite

Condo in Greenport

4.85 out of 5 average rating, 148 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

Top guest favorite

Condo in Montauk

5 out of 5 average rating, 238 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

4.91 out of 5 average rating, 148 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 Westerly

4.96 out of 5 average rating, 52 reviews

Waterfront in the Heart of Watch Hill

Wake up, step onto your balcony and stare out across 3 states at the same time. With vaulted ceilings, 2 separate decks and bay windows that really DO look out over the bay, this property is truly unique. The ideal home away from home, this unit couldn’t be more centrally located. Swim, shop, enjoy a nice dinner, then retire to the third floor balcony to watch sunsets that defy description. However long your stay, this space is a great reminder of the unique gem that is Watch Hill.

Top guest favorite

Condo in Montauk

5 out of 5 average rating, 65 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 your for family’s fall escape! 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).

Guest favorite

Condo in Montauk

4.83 out of 5 average rating, 189 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

4.85 out of 5 average rating, 55 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

4.89 out of 5 average rating, 165 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 Stratford

4.92 out of 5 average rating, 37 reviews

Comfortable apartment near all communal facilities

I have an apartment located in an excellent quiet area with easy access. It is furnished and is very close to different areas such as supermarkets, restaurants, hospitals and universities. It also has 100% filtered water to drink. Something very important is that NO type of drugs are accepted, NO Viper or electronic cigarettes or Hookah are NOT accepted on this property. If we find odors or drug residues, they will be reported and fined.

Guest favorite

Condo in Montauk

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.

Superhost

Condo in Mount Sinai

4.95 out of 5 average rating, 41 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 Montauk

4.95 out of 5 average rating, 122 reviews

Deluxe Studio Apt@The Montauk Manor

Beautiful, deluxe studio apartment with every amenity. Registered historical landmark. Magnificent lobby with fireplace, restaurant. Cable TV with HBO, DVD and WI FI. Great news the in-door pool, jacuzzi and sauna are now open! The restaurant is now open! Don’t miss out on the fabulous beaches.