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Beachfront holiday rental in Gilgo-Oak Beach-Captree

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Top-rated beachfront accommodation in Gilgo-Oak Beach-Captree

Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite
An aerial view captures the serene neighborhood, showcasing small homes interspersed with trees and greenery. The bay can be seen in the distance, along with the nearby beach access. The well-maintained grounds of the property highlight a clean, welcoming environment.
Home in Shirley
4.94 out of 5 average rating, 186 reviews

Waterview Beach House: 3 Kings + Putting Green

Unwind at this 3-story waterview beach home in Shirley, NY. Bellport Bay is right across the street with easy beach access. 0.4 mi to Shirley Beach 1.8 mi to Smith Point Beach — perfect for ocean days or Fire Island trips. Featuring: • 3 king beds + 1 full + 3 sofa beds • 70” living room TV + 3x 50” bedroom TVs • Fully equipped kitchen • BBQ grill, fire pit & putting green on premium turf • 6 beach chairs + 2 umbrellas included • High-speed WiFi & keyless entry Your Long Island beach escape!

Guest favourite
An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.
Home in Shirley
4.97 out of 5 average rating, 230 reviews

Luxurious Waterfront Beach House On The Bay

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

Superhost
A sunset view over the water is captured, with the sun descending towards the horizon. Reflections are seen on the calm surface, complemented by silhouettes of wooden posts emerging from the water. The sky displays warm hues of orange and purple, creating a serene atmosphere.
Home in Fire Island
4.88 out of 5 average rating, 33 reviews

Chill Beachfront Cottage Amazing Bay/Sunset Views!

Charming, Classic Beach Cottage right on the BEACH! with Panoramic Views & Sunsets on the Great South Bay! Summer on Fire Island is truly paradise. The ocean is sensational, the weather is perfect, the sunrises & sunsets are spectacular, the residents are friendly & creative, & life is WONDERFUL. Our Cottage has 5 Bedrooms with 8 beds that sleep 11. Like Fair Harbor, it has a casual, laid back vibe that is comfortable & enjoyable for people of all ages. * KAYAKS are AVAILABLE! Ask Roberto

Superhost
A spacious living area features large glass windows that frame a stunning sunset over the water. The open design enhances natural light, illuminating the room's elegant furnishings and wooden accents. A dining table is positioned near the windows, inviting relaxed meals with a view.
Cabin in Shirley
4.83 out of 5 average rating, 203 reviews

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

Guest favourite
Home in Shirley
4.93 out of 5 average rating, 61 reviews

Waterfront Designer Oasis | Epic Sunsets | US Open

Curated waterfront designer retreat on Bellport Bay with sweeping bay views and light-filled interiors. This elegantly designed 3-bedroom, 1-bath home sleeps 5 and features an open-concept living space, fully equipped kitchen, and refined coastal décor. Step outside to a spacious deck with grill, fire pit, and direct bay access for kayaking and swimming. Just minutes from the beach at Smith Point County Park. Your peaceful coastal getaway for rest, connection, and unforgettable sunsets.

Top Guest favourite
A person stands on a paddleboard in calm waters, silhouetted against a vibrant sunset. The sun hovers low on the horizon, casting golden reflections on the water's surface. Soft clouds are visible in the evening sky, enhancing the serene atmosphere.
Home in Bayville
5 out of 5 average rating, 21 reviews

Primary Beachfront house

Location, Location, Location! It is on the SCENIC Long Island sound! This beautifully 3,500 sq ft beach-facing home offers peace, comfort, and stunning views. With spacious living rooms on both levels and an oversized balcony perfect for dining or relaxing. Enjoy direct access to the beach and water. The home is within walking distance to numerous restaurants, parks, and local attractions—ideal for exploring on foot. The on-site building manager is always ready to assist you.

Top Guest favourite
An outdoor deck features a large dining table surrounded by multiple chairs, shaded by a sun umbrella. In the background, beach chairs and an umbrella are set on the sand, with calm waters extending toward the horizon.
Home in North Fork
5 out of 5 average rating, 35 reviews

Hang by the (Chel)SEA

Enjoy a relaxing stay with family and friends at this cozy soundview beach house. Wake up to breathtaking views of the water, where you can go right into the back yard of your very own private beach! Have a morning coffee on the front balcony of the home that overlooks the beautiful marshlands and then spend the day relaxing on the beach, or kayaking in the water! End the evening with a glass of wine on the back deck, that overlooks the water with the most spectacular sunsets!

Top Guest favourite
A well-maintained outdoor area features two blue lounge chairs facing a sandy beach. Pathways of stepping stones lead towards the water, framed by green grass and beach access. A gazebo is positioned nearby, complementing the serene coastal view.
Cottage in Patchogue
4.97 out of 5 average rating, 72 reviews

Toes in the Sand Beach Cottage

Quaint Beach Cottage , on your very private beach on the bay , put your toes in the sand and enjoy this beautiful space! The cottage sleeps 4 people comfortably. There is a queen sized bed in the bedroom and the sofa has a pull out trundle which sleeps two people. Patchogue village is 1 mile away to enjoy exceptional restarants and bars , Davis Park Ferry is close by and you can get to Davis Park in 15 minutes by ferry. Kayaking and Paddleboards are fun on this beach !

Guest favourite
The image captures a sandy beach area bordered by lush grass, leading to two nearby wooden houses. A sunset sky illuminates the scene with soft hues, while the water gently reflects the changing colors. Relaxation and coastal charm are evident in this serene setting.
Home in Fire Island
4.85 out of 5 average rating, 53 reviews

Bay Front Upper Level Cottage 47E

Beach front on the water. This paradise hosts its own private beach located on the bay. The house is close to the ferry and easily accessible to restaurants and everything Fire Island has to offer. The house boasts an outdoor shower, 2 bedrooms, kitchen, an indoor full bathroom, half bath, and a grill. Located on the 2nd floor and has views of the bay, beach, and sunset from every direction. Perfect for a family get away or a couple looking to have a romantic trip.

Top Guest favourite
A shaded rooftop terrace offers stunning ocean views with a comfortable hammock and a small table set for relaxation. A soothing coastal ambiance is created by the sound of waves and the sight of sandy shores extending into the distance.
Townhouse in Far Rockaway
4.94 out of 5 average rating, 170 reviews

Incredible Beach House -Spectacular Ocean View!

We do have short-term rent permit from the OSE. Perfect house if you are looking to get away from the city for a few weeks, you are visiting NYC but don't want to stay in the urban chaos, or just want to treat yourself with a perfect vacation. This newly-renovated beach house IS THE NUMBER ONE LOCATION and most luxurious house in the community. RIGHT BEFORE THE WATER WITH THE MILLION DOLLAR VIEW!

Guest favourite
An expansive view of the Long Island Sound is captured at sunset, with golden reflections shimmering on the water’s surface. The coastline is lined with lush greenery, offering a serene backdrop to the peaceful water scene.
Home in Sound Beach
4.86 out of 5 average rating, 63 reviews

Beach House on LI Sound Waterfront

Located on the bluff with amazing views of the Long Island Sound around the year - This is our Waterfront Heaven. We are now accepting reservation requests of 28 days and more. Set in a quiet neighborhood, Recently Renovated, the 4 Bedrooms, 2 Bathrooms, 2 Living Rooms house is located on the bluff, about 100 feet above sea level and offer vast water views from every room.

Guest favourite
Apartment in Stamford
4.92 out of 5 average rating, 112 reviews

Seabreeze at the beach, West beach Stamford Ct

3 bedroom 4 beds at the beach , free parking also free access to the beach, comes with cart, chairs, towels and umbrella , 3 adult bicycles and boogie boards. close to downtown and Harbor point, great for people coming to work in stamford. about 5 minutes to route 95. also a nice little Irish Pub as you enter the beach. "GREAT FOOD AND DRINKS"

Popular amenities for Gilgo-Oak Beach-Captree beachfront rentals