Condo vacation rentals in Sag Harbor

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.

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!

4.83 out of 5 average rating, 75 reviews

A shared outdoor space features a sectional couch with soft cushions arranged around a square fire pit. Two lounge chairs are positioned nearby on a grassy area, framed by greenery in the background, creating a peaceful atmosphere for relaxation and socializing.

Condo in East Hampton

Private Newly built Modern East Hampton Apartment!

Our newly built, gorgeous chic units are located in the beautiful, iconic Village of East Hampton. Just 4 minutes from the shop & restaurant lined Village. Close to the beach, & just a short drive to Montauk! Dine at one of the fabulous restaurants in town, or indulge in one of the many boutiques. Come stay with us in our recently built and expertly curated units. All units feature a brand new memory form mattress, new kitchen, wifi, smart TV and all essentials. We look forward to hosting you!

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.

5 out of 5 average rating, 218 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)

A modern kitchen space features stainless steel appliances and white cabinetry. A spacious island with a sink provides a functional area for meal preparation. Natural light floods the room, highlighting the dining area with a view of the water through sliding glass doors.

5 out of 5 average rating, 6 reviews

Condo on the Sound - Navy Beach

JULY and AUG minimum 30 days. Quiet, 1 bedroom co-op in Port Royal complex on the sound, minutes away from Navy Beach restaurant, the Mtk train station, town and ocean beaches. COMPLETE INTERIOR RENOVATION completed June 1, 2024. Sliding doors to outdoor deck, beach and fabulous sunsets. Located on Fort Pond Bay at the end of Navy Road. Sleeps 4, NEW pullout couch in living room. No pets, parties or large groups. Taxes for 30+ days are waived. Must be 25 yrs+. 5 Stars on VRBO.

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.

4.83 out of 5 average rating, 125 reviews

Seaside Escape w Pool, Private Beach + Patio

Located on a small bluff overlooking the Long Island Sound… Bask in the sun on our private beach. Just minutes away from the town’s center, discover farms, wineries, restaurants & shops. On the North Fork, farmland and wineries unroll all the way to the ocean. ⚓️ Greenport is a historic seaport located on Long Island's North Fork. 🏖 Waterfront private deck, balcony, grills, private beach, pool, parking ⛴ Ferry access to the South Fork, Shelter Island & Connecticut

Chairs are arranged on a green lawn overlooking the water. The seating includes two blue and one white Adirondack chair, providing a relaxed spot to enjoy the view. A tree is positioned nearby, and clouds are visible in the sky above.

5 out of 5 average rating, 107 reviews

"Breathtaking Waterfront Water's Edge view"

" Breathtaking Waterfront Water's Edge condominium. Newly renovated! Relax and enjoy this beautiful, luxurious space. Suite B-204 accommodates 6 guests very comfortably. Two bedrooms, two bathrooms, living room with sofa (pull-out bed), kitchen area, eating area with chairs- all newly renovated. Located on the North Fork of Long Island, Cliffside Resort Condominiums in Greenport, New York." So many activities to choose from nearby and in the quaint village of Greenport!

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.

Several white lounge chairs are arranged on a sandy beach, facing a calm body of water. The sky above is partly cloudy, allowing for diffused sunlight to reflect off the water's surface, enhancing the serene coastal environment.

4.89 out of 5 average rating, 148 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.

A spacious bedroom features a woven bed frame with a textured blanket draped across the large bed. Natural light streams through sliding glass doors that lead to a private deck. Complementary wall art and a television are also visible.

4.84 out of 5 average rating, 105 reviews

Beautiful condo on Long Islands Northfolk

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.

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.

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.

4.95 out of 5 average rating, 42 reviews

A clear swimming pool is seen with a shimmering blue surface, reflecting the sky above. Loungers are arranged around the pool area, offering views of Shinnecock Bay beyond the pool, framed by a protective fence and grassy landscaping.

Condo in Hampton Bays

A Unique Piece of Paradise, Water Front pool

One bedroom Townhouse, sleeps four King Size Bedroom with views of Shinnecock Bay Living room with pull out queen sofa bed Newly renovated tile bathroom and kitchen In unit Washer/Dryer Fully equipped kitchen with new appliances and granite counter tops Flat screen TV's in both L/R and bedroom WIFI Linens and towels included Patio with grill Pool with deck overlooking Shinnecock Bay