Holiday rentals in Fire Island

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Top-rated holiday rentals in Fire Island

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Guest favourite

Home in Fire Island Pines

4.94 out of 5 average rating, 178 reviews

Fire Island Pines Mid-Century Beach Cottage

This Fire Island Pines house is an Early-Pines artist's paradise. Our house was once written up in House & Garden (photo spread at house), and provides an authentic bohemian Pines lifestyle: Layered decks descend the hill for sun and shade with main decks surrounding, plus a roof-top deck for 4, all make for a party-friendly space; secluded on two old-growth lots for plenty of get-away privacy. Beautiful white-sand beach only 150 steps away. You'll fall in love with this unique Pines experience.

Top guest favourite

Cottage in Ocean Bay Park

4.95 out of 5 average rating, 57 reviews

Charming Beach Cottage in OCEAN BAY PARK

Charming cottage located in the town of Ocean Bay Park, just steps from the beach. Open floor plan living room with breakfast bar/kitchen. Bedroom on main floor, unique loft bedroom upstairs looking over living room. Bathroom with shower plus outdoor shower. Lovely deck with BBQ, outdoor seating. 5th house from the ocean—walk to the beach and if you need refreshments you will be back at the cottage in 90 seconds tops. Bikes & beach chairs included. We're a family neighborhood--no parties please!

Guest favourite

Guest suite in Fire Island Pines

4.95 out of 5 average rating, 83 reviews

Fire Island Pines: Studio Cabin

Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

Top guest favourite

Guest house in Fire Island Pines

5 out of 5 average rating, 18 reviews

2 BR Private Suite w/Private Living Room & Kitchen

Two bedroom, one bathroom private poolside suite in Fire Island Pines with a large private living room and kitchen. Private entrance with a view of the pool. Three minute walk from the harbor and three minute walk to the beach. One bedroom has a queen bed, the other a bunk bed. The bathroom has a walk-in shower and Toto washlet. Shared hot tub, 91 degree heated pool, and outdoor shower. Shared roof deck with a 360 degrees view of the Pines. Small gym beneath the house. New construction (2018).

Superhost

Cabin in Shirley

4.87 out of 5 average rating, 161 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 favourite

Flat in Sayville

4.97 out of 5 average rating, 164 reviews

1 bedroom apt In the beautiful town of Sayville

Second floor apartment ideal for a couple in the heart of Sayville, South Shore Long Island. 5 minute walk from LI Railroad, 2 minute walk to quaint town and a 20 minute walk to Fire Island Ferry terminal for a beautiful ride to the renowned Fire Island beaches. No need for a car, just hop on the train to Sayville station and everything is in walking distance. Ferries go to Cherry Grove Fire Island Pines and Sailors Haven where you'll enjoy the best beaches and nightlife on the east coast.

Top guest favourite

Cottage in Weston

4.97 out of 5 average rating, 143 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Guest favourite

Guest suite in Bay Shore

4.95 out of 5 average rating, 274 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 favourite

Bungalow in Cherry Grove, Fire Island

4.9 out of 5 average rating, 31 reviews

3 Bedroom Waterfront Dream CherryGrove Fire Island

Enjoy gorgeous Bay views and incredible sunsets on your own private deck! 3 bedroom, one bath, full kitchen and dining room with wifi, cable TV, and air conditioning! Large private deck with BBQ grill, eating area, lounge chairs an outdoor shower and plenty of room to lay out! Bonus private beach with lounge chairs! Just steps away from all the action and yet still feel like you are in your own private paradise! Unfortunately we have a no pet policy and no children under 16 policy.

Guest favourite

Home in Cherry Grove

4.97 out of 5 average rating, 92 reviews

Bayfront Fun - 3 BR & 3 Ensuite Bath with Hot Tub!

Location Location Location! This newly appointed modernist home resides directly on the Bay and is three blocks east of town...only five minutes from shopping and nightlife. The house is also on a direct 2 minute walk to the Ocean and its Bay views are spectacular! The unit features nine foot sliding glass doors that open sixteen feet wide leading you from the living space to the sprawling Bayfront cedar deck, it's an amazing indoor/outdoor experience.

Guest favourite

Flat in Cherry Grove

4.95 out of 5 average rating, 44 reviews

Studio Apt in Cherry Grove, FI.

Studio Apartment only a few steps from the beach at Dune Point Guesthouse. Located in Cherry Grove, Fire Island. Only accessible by Ferry! Adults Only Resort! Newly renovated space with full kitchen, bathroom, one queen size bed and two twins. Great space for couples, with the option of having a friend over, cook, BBQ, enjoy the beach. Located in Fire Island's town of Cherry Grove, laid back, crazy fun place with restaurant, clubs and bars.

Guest favourite

Home in Centerport

4.94 out of 5 average rating, 153 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC"! Welcome to Long Island's Gold Coast! Enjoy stunning beachfront views from this charming home. You may spot the bald eagle family that lives around the corner! Local spots to visit include the Vanderbilt Mansion and Planetarium, Caumsett State Park Preserve, Del Vino Vineyards, Paramount Theatre, Downtown Huntington, Northport Main Street shops and restaurants, and more!