Vacation rentals in Gilgo-Oak Beach-Captree

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Top-rated vacation rentals in Gilgo-Oak Beach-Captree

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Top guest favorite
The living room features a spacious gray sectional sofa adorned with decorative pillows. A modern coffee table with a marble surface rests on a patterned area rug. A large flat-screen TV is mounted on the wall, while potted plants bring a touch of greenery to the space.
Apartment in Babylon
4.96 out of 5 average rating, 100 reviews

Comfy 1st Floor Convenient Abode

Our Main Street West Babylon home, located on the 1st floor, is perfect for all guests. Perfectly situated for exploring Long Island's best attractions, minutes from Belmont Lake State Park, Babylon Village & a short drive to Jones Beach, Robert Moses State Park, and the Hamptons. 2 comfortable bedrooms with plush beds & 2 bathrooms with fresh towels & essentials. Cozy living room with smart TV & Wi-Fi. Fully equipped kitchen with appliances and cookware. Backyard with a patio and parking.

Top guest favorite
The entrance features a light-colored door with a modern handle, framed by a window to the side. Steps made of gray composite material lead up to the door, bordered by white railings providing a clean and welcoming entryway.
Apartment in Central Islip
4.96 out of 5 average rating, 146 reviews

Cozy studio w/ private entrance

Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area with a pull-out twin bed and seating - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

Top guest favorite
An outdoor deck is seen featuring a spacious octagonal hot tub. It overlooks a calm canal bordered by green grass and trees. Nearby boats are docked, and the tranquil water reflects the clear sky, creating a peaceful atmosphere.
Home in Oakdale
4.89 out of 5 average rating, 166 reviews

Waterfront Round House View

A unique little beach house on the south shore of long island with the most beautiful view. The house is located on a canal. Dock is available! **We have Paddle Boards, Surf Boards and 3- 2 person Kayaks onsite for you to use during your stay. You can get to the Great South Bay by paddling to the mouth of the canal. And you can get to Fire Island by hiring a Water Taxi to pick you up! The octagon house was built in the 1970s. It's recently been refreshed with all new beds & linens.

Superhost
Apartment in West Islip
4.64 out of 5 average rating, 14 reviews

Lakefront GetawaY & Romantic NightS + BeacheS NeaR

Take it easy at this unique and tranquil LAKEFRONT getaway ROMANTIC .One bedroom, living room with day couch bed plus TV, eat in kitchen fully operational, bedroom king bed plus TV, full bathroom shower and bath. Lots of chill lounge spots outside two patio both with fire pits, swing couples bench, BBQ. Lakefront property located in front of PINE LAKE fish, turtles, ducks, two beautiful SWANS canoe available. For the ROMANTIC extra packages available options listed in OTHER details.

Top guest favorite
A side view of the guest suite reveals a private entrance with a white door and small steps leading up to it. A winding stone walkway is bordered by grass and gardens, providing access to the suite in a serene outdoor setting.
Guest suite in Bay Shore
4.96 out of 5 average rating, 293 reviews

Bay Shore's Private Guest Suite

Welcome to our cozy guest suite nestled within walking distance of the Fire Island ferries and conveniently close to local amenities! This private unit, attached to the main part of our home, offers a comfortable retreat for your stay. Step through your own private entrance into a welcoming living room, where you can unwind after a day of exploration. The bedroom features a queen-sized bed, providing a restful night's sleep, and an adjoining bathroom offers convenience and privacy.

Guest favorite
Home in Fire Island
4.89 out of 5 average rating, 18 reviews

FI Pines Updated 3 BR/2 BA with Heated Pool, Spa

Interested in a longer stay, customized dates, or have any questions? Don’t miss your chance to stay. Message us TODAY! Nestled high in the tree tops, this bright and airy 3-bed/2-bath updated bungalow is your dream retreat. Enjoy seamless indoor/outdoor living with deck access from every room, an expansive heated pool deck with outdoor shower and spa, & a serene rooftop garden. 8-minute walk to/from the ferry—your FIP escape awaits! Where FIP Charm Meets Authentic Hospitality.

Top guest favorite
Guesthouse in Islip Terrace
4.99 out of 5 average rating, 142 reviews

The Sunshine House

Enjoy your stay and visit the Bayard Cutting Arboretum, SUSA Orlin & Cohen Sports Complex, Robert Moses Beach; centrally located between The Hamptons Vineyard Wine Tours & Manhattan. This unique home was originally built in 1921 and has since undergone renovations with additions added to the original structure, including the three bedroom / bath guest wing with a private entrance from the main house. We provide beverages and continental breakfast. Please email us for more details!

Top guest favorite
Apartment in West Babylon
4.99 out of 5 average rating, 274 reviews

Loft 36 | King Sized Spacious Apartment

Welcome to Loft 36. A modern *private upstairs apartment* in a safe residential Long Island Neighborhood. Spacious and fully furnished with a private keyless entrance. Centrally located in the heart of WEST BABYLON. We are a quick trip to Babylon Village shops, bars, and restaurants, Tanger Outlets, Jones Beach, Robert Moses, and Marina Beaches. Ferries to Fire Island also close by. About an hour drive to New York City via nearby expressway or a 65 minute railroad ride.

Superhost
Home in Amityville
4.83 out of 5 average rating, 327 reviews

Beautiful Long Island Studio-No Cleaning Fee

Whether you want go to the beach,shopping,or head to New York City for a broadway show, this is the perfect place. Our home is conveniently located in Amityville, NY. We are less than 10 mins away by car from Jones Beach, where you can enjoy a concert, or simply soak in the sun and enjoy the waves. We are close to Route 110, where you will find plenty of restaurants, bars and local shops. We are less than 5 mins by car to the mall and/or the train to New York City.

Guest favorite
An open-roofed porch features a large table surrounded by six chairs, with a sun umbrella providing shade. An outdoor BBQ unit and a cozy seating area create an inviting space for gatherings, all complemented by bright natural light and wooden elements.
Home in Fire Island
4.8 out of 5 average rating, 188 reviews

Kismet Fire Island Beach House (2025 upgrades!)

60’s modern/retro, award-winning (design) house. 45 secs to beach. Spacious, clean, social- well suited for groups and families (up to 10 max please, 8 is ideal). We've been doing a lot of improvements this winter! Fabulous retro mid house, open-roofed porch. BBQ, Outdoor shower, Hardwood floors, lots of light. 3 minutes from the ferry/ restaurants, but on a quiet street. Appliances and mattresses regularly replaced. Professionally cleaned weekly

Top guest favorite
The kitchen features a spacious layout with white cabinetry and stainless-steel appliances, including a refrigerator and a stove. A central island provides additional workspace and seating. Soft lighting from a modern chandelier brightens the area, complemented by warm wood flooring.
Home in Amityville
4.97 out of 5 average rating, 215 reviews

57 Commerce

Only one hour ride to Manhattan. This comfortable new house is equipped with all the amenities to ensure your stay away from home is just as cozy. It's conveniently located, just a 5-minute drive to the LIRR at Copiague station, offering a one-hour train journey to New York City. Plus, there are numerous restaurants, bars, and stores in close proximity for your convenience and enjoyment.

Guest favorite
Apartment in Bay Shore
4.93 out of 5 average rating, 123 reviews

Stay downtown & walk to Fire Island ferries

Spacious, private, ground floor space located in a mid-19th Century Mansard Victorian in Historic Bay District of downtown Bay Shore. Steps to dozens of restaurants, a spray park, beach, and ferry. 10 minute walk from LIRR. Child friendly. Please note that host’s family lives in the main house. Ask us about special add-ons to enhance your stay!

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