Beachfront vacation rentals in Oak Beach-Captree

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Top-rated beachfront rentals in Oak Beach-Captree

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Top guest favorite
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
4.98 out of 5 average rating, 226 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

Guest favorite
A bright dining area features a long green table surrounded by tall wooden stools with patterned cushions. Large windows provide ample natural light and showcase the lush greenery outside. Decorative elements are displayed on nearby shelves, adding a charming touch to the space.
Cottage in Centerport
4.9 out of 5 average rating, 71 reviews

Waterfront beach house 1 hr from Brooklyn and NYC

Escape to a rare waterfront beach house, just an hour from Brooklyn and NYC! Immerse yourself in the stunning natural surroundings and enjoy breathtaking 180-degree water views from every room. With 4 bedrooms and 2.5 baths, our lovingly restored mid-century modern beach house offers an open flow and airy feel thats perfect for relaxing and reconnecting. Comfortable for 2-7 people. Not ideal for small children or guests with limited mobility as there are steep stairs inside and outside.

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 Fair Harbor, 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
4.85 out of 5 average rating, 188 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.

Top guest favorite
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, 33 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 favorite
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, 62 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 !

Top guest favorite
A covered porch extends along the side of the bungalow, featuring slate flooring and bordered by flowering plants. The waterfront view reveals calm waters under a clear blue sky, with a distant shoreline visible in the background.
Bungalow in Shirley
5 out of 5 average rating, 61 reviews

Charming 3-bdrm bungalow with private bay beach

Relax at this quiet bungalow with private sandy bay beach, located just a 15-minute walk to Smith Point ocean beach. This 3-bedroom, 2-bathroom, fully updated home is the perfect getaway. Tucked at the end of a quiet street, and with waterfront views, you'll have a front row seat to beautiful sunrises year round. Boat lovers can park right in the canal behind the house. The Hamptons are a short 25-minute drive. The owner is local and available should you need anything.

Guest favorite
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 Suffolk County
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.

Guest favorite
Home in Bayport
4.84 out of 5 average rating, 174 reviews

Luxury Waterfront Oasis • Modern Retreat for 8

Escape to this serene 3BR/2BA Sayville/Bayport waterfront retreat with breathtaking views & a backyard full of wildlife—ducks, swans, & cranes. Unwind in the spa-style, 2-person steam shower or the oversized 10-person whirlpool tub. Styled with new coastal chic & modern décor, this peaceful home is perfect for quiet getaways & is just 8 minutes from Fire Island ferries & the towns of Sayville and Patchogue.

Top guest favorite
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 Arverne
4.94 out of 5 average rating, 163 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 favorite
A well-lit sleeping area features a modern bed with crisp linens and patterned blankets. Side tables are positioned beside the bed, with lamps providing soft lighting. Natural wood flooring enhances the cozy atmosphere, while hooks on the wall offer convenient storage.
Apartment in Fire Island
4.98 out of 5 average rating, 45 reviews

Studio for 2 in Cherry Grove, Fire Island

Studio for 2 ppl only a few steps from the beach at Dune Point Guesthouse. Located in Cherry Grove, Fire Island. Only accessible by Ferry! Adults Only Resort! Fully equipped kitchen, small fridge, table and chairs; perfect for a few days stay, BBQ, cook, enjoy the beach. There is a common ocean deck on the property with direct access to the beach for all the guests to enjoy.

Guest favorite
Apartment in Rockaway Beach
4.81 out of 5 average rating, 293 reviews

Beachfront apartment with ocean view and huge deck

Private apartment with a balcony and huge deck 3 bedroom apartment right across the street from the beach with the room having a veiw of the ocean. Full kitchen with utilities and silverware so you can cook your own meal. The home is in a close proximity to many shops and restaurants Unregistered guests are not allowed inside the house.

Popular amenities for Oak Beach-Captree beachfront rentals