Vacation rentals in Fire Island

A vibrant blue exterior of the cottage is complemented by wooden decking, leading to an inviting entry. A couple of white chairs provide a space to relax, while colorful buoys hang decoratively. Glass bottles scatter along the ground, adding character to the outdoor area.

4.94 out of 5 average rating, 199 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.

LocationFamilyTV

4.85 out of 5 average rating, 156 reviews

Home in Hampton Bays

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

LocationValueBathroom

4.97 out of 5 average rating, 30 reviews

The living area features two dark blue sofas facing a wooden coffee table, with a media console displaying a television and decorative items. Light enters through multiple windows, highlighting the high, wooden ceiling and warm hardwood flooring.

Home in Ocean Beach

Gorgeous Beach Home Steps From Ocean! Relax n live

Best location on Fire Island/Ocean Beach!!Literally Steps from Ocean! Relax with your family in this beautiful ocean home getaway! FEATURES: -Steps From Ocean -Open living and dining room concept for entertaining - Spacious Porch to have morning coffee and watch the deer! -Split 5 Units Ducts HVAC - nicely cool house -Spacious EPI Decking for outdoor bbqs and relaxation!! -WIFI Steps from Ocean and close to all shopping/restaurants! Can sleep up to 6 adults and 4 kids! (With Pull out couch)

LocationFamilyCondition

5.0 out of 5 average rating, 107 reviews

A cozy houseboat is seen floating on the water, featuring a welcoming porch with two light blue chairs. The reflection of the boat and surrounding trees is visible in the calm river, highlighting the serene atmosphere of the setting.

Boat in Old Lyme

Sunny Daze

This dreamy houseboat rests gently at a family-owned marina, where time seems to slow and nature leans in close. Surrounded by peaceful river views, tall grasses, and birdsong, it’s a floating haven for those seeking calm and creativity. Whether you’re sipping coffee on the deck at sunrise or watching the moon ripple across the water, this riverside retreat invites you to drift, dream, and just be. Enjoy a fire or jump on a paddle board or kayak f or an adventure down the river it has it all!

LocationValueAir conditioning

An outdoor deck space is surrounded by lush bamboo. Several wooden chairs and a picnic table are arranged for seating, offering a serene environment for relaxation. The area is shaded by leafy trees, contributing to a calm atmosphere.

4.84 out of 5 average rating, 124 reviews

Fire Island Getaway! Weeks/Weekends/Midweeks!

VILLA ÉTOILE: 100 Yards/meters from Fire Island's best beach in a quieter, family area. Our simple 3-bedroom classic bungalow sleeps up to 6. Two bathrooms (1 w/shower). Whole-house A/C in summer! Screened windows & fans; front & back decks + balcony. Huge outdoor shower, BBQ, bikes, wagon, port-a-crib, games, 2 TVs, Netflix, beach chairs/umbrellas/toys, full cooking gear, condiments, etc. We rent to families & QUIET groups who agree to STRICT noise rules. Parties NOT allowed! Minimum age 25.

FamilyValueSleep quality

4.99 out of 5 average rating, 167 reviews

Guesthouse in Rowayton

1BR full cottage, 1 min walk to private beach

Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

ValueLocationCheck-in

4.82 out of 5 average rating, 214 reviews

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

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.

LocationValueBiking

5.0 out of 5 average rating, 24 reviews

A charming beach cottage exterior is visible, featuring a welcoming front porch with large windows and an American flag displayed. A brick pathway leads to the entrance, while colorful potted plants add a touch of greenery. Bicycles can be seen in the background.

Home in Ocean Beach

New Listing-The Big Fish

Welcome to The Big Fish - Your home away from home! This charming beach cottage comfortably sleeps 8-10 with 4 bedrooms and 1.5 baths. In addition, there's a screened in front porch with sitting area. Outback has a large deck great for entertaining, relaxing plus an outdoor shower & BBQ. Handicap accessible with 1st floor bedroom. 8 beach chairs, 1 umbrella, 6 bikes & 1 wagon. Each bedroom has an air conditioner, and the main living area has an air conditioner. Space heaters only for heat.

FamilyLocationWalkability

A wooden deck extends toward a multi-level home set amidst lush greenery. Stairs lead to the entrance, which features railings and a large window, surrounded by trees and grass, contributing to a natural setting.

5.0 out of 5 average rating, 50 reviews

Fair Harbor, Fire Island sunny 3 bedroom

Newly renovated home steps from the beach, the bay and the ferry. Extra high ceilings with sunlight streaming into every room. After a day at the beach, enjoy the large outdoor shower, grill and lounge area. Take a glass of wine and portable speakers to the clawfoot tub or indulge in the rain shower. Get some exercise with four new bikes and beach games or ping pong, foosball, air hockey and darts under the house. Two extra twin mattresses for guests with crisp white linens. Fast Wifi.

LocationFamilyAmenities

4.98 out of 5 average rating, 181 reviews

A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.

Cottage in Riverhead

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

ValueFamilyIndoor spaces

4.9 out of 5 average rating, 176 reviews

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

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.

FamilyLocationCondition

A black swan-shaped float rests in a clear, inviting pool. Surrounding the pool are wooden deck areas furnished with lounge chairs and a dining table, accommodating six. The serene setting includes shaded areas provided by umbrellas, framed by lush greenery in the background.

4.92 out of 5 average rating, 25 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.

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Popular amenities for Fire Island vacation rentals

Self check-in

Beachfront

Free parking on premises

Gym

BBQ grill

Stay near Fire Island's top sights

Long Island

14 locals recommend

Robert Moses State Park

106 locals recommend

Smith Point County Park

131 locals recommend

Tanger Outlets

128 locals recommend

Cupsogue Beach County Park

120 locals recommend

Fire Island Lighthouse

59 locals recommend

Fire Island condo rentals

A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.

4.88 out of 5 average rating, 167 reviews

Waterfront Escape | Private Beach, Pool & Views

LocationFamilyComfort

The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.

4.89 out of 5 average rating, 196 reviews

Beautiful Waterview Condo on the North Fork of LI

FamilyValueBeach

A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.

4.86 out of 5 average rating, 132 reviews

Beautiful condo on Long Islands Northfork

FamilyLocationHiking

An expansive view of the ocean under a bright blue sky, featuring wispy clouds. The shoreline is lined with gentle waves, and a grassy area is visible in the foreground, leading down to the water.

4.89 out of 5 average rating, 279 reviews

Sound Front Condominium

LocationValueAir conditioning

4.84 out of 5 average rating, 161 reviews

A well-appointed bedroom features a spacious bed with decorative pillows, complemented by a cozy armchair with a vibrant red cushion. Natural light fills the room through large windows adorned with blinds, while an elegant painting adorns the wall above the bed.

Condo in Fairfield

Cozy 3-Bed 2-Bath Condo | Parking and Laundry!

FamilyLocationAmenities

4.84 out of 5 average rating, 108 reviews

Condo in Stamford

Downtown gem w/ parking, Wi-Fi+!

ValueLocationParks

4.84 out of 5 average rating, 303 reviews

An open kitchen features modern appliances and light cabinetry, with a central island and seating for four. A dining table is positioned nearby, surrounded by wooden chairs. Natural light enters through multiple windows, illuminating the warm wood flooring.

Condo in New Haven

Stunning, Spacious, Spotless. Close to Yale.

LocationFamilyKitchen

4.96 out of 5 average rating, 45 reviews

Two people are seen swimming in a calm body of water, surrounded by gentle ripples reflecting sunlight. Lush greenery lines the distant shoreline, creating a serene backdrop against the shimmering surface.

Condo in Mount Sinai

1856 Trading House close to water

LocationFamilyParks

Fire Island house rentals

4.98 out of 5 average rating, 240 reviews

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

Luxurious Waterfront Beach House On The Bay

ValueFamilyGetting around

4.99 out of 5 average rating, 183 reviews

Home in Commack

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

LocationValueParks

4.96 out of 5 average rating, 183 reviews

Home in Mastic

Family Retreat with Heated Pool, Hot Tub, Sauna.

FamilyLocationParking

4.99 out of 5 average rating, 109 reviews

The exterior of a charming cottage displays a white facade with dark blue trim and a welcoming front door. A well-manicured lawn featuring stepping stones leads up to the porch, surrounded by colorful flower beds and greenery.

Home in Patchogue

Hamptons Style Cottage close to everything!

ValueLocationBeach

4.93 out of 5 average rating, 134 reviews

A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.

Home in Mattituck

Modern farmhouse w/ pool, beach, horses and winery

ValueLocationView

4.96 out of 5 average rating, 216 reviews

An outdoor deck is presented with a dining table shaded by a large umbrella. A charcoal grill is positioned nearby, and the scene features expansive views of lush greenery under a bright sky with sunlight illuminating the area.

Home in Mastic Beach

Elevated house with stunning views of Narrow Bay💙

ValueLocationWalkability

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.

4.85 out of 5 average rating, 54 reviews

Bay Front Upper Level Cottage 47E

LocationValueSleep quality

4.96 out of 5 average rating, 91 reviews

A spacious wooden deck features a lounge chair in green fabric, positioned under the shade of a large tree. Bamboo borders the area, enhancing the natural surroundings. A small table and additional seating can be seen nearby, creating a cozy outdoor retreat.

Home in Ocean Beach

Secluded oasis close to everything!

FamilyValueKitchen

Fire Island beach vacation rentals

4.99 out of 5 average rating, 159 reviews

Two wicker chairs with patterned cushions are positioned beside a large window, offering a panoramic view of the sandy beach and ocean. The serene landscape includes gentle waves and distant beachgoers, framed by a bright sky.

Home in Milford

Serene Waterfront Retreat - 400 ft Private Beach!

ValueFamilyIndoor spaces

4.89 out of 5 average rating, 108 reviews

A spacious deck offers a panoramic view of the beach and water, with sunlight reflecting off the surface. Colorful chairs are positioned for relaxation, while shadows created by the railing add depth to the scene. The sandy shore can be seen in the distance.

Cottage in Milford

Cheerful 3 Bedroom Cottage with Fire Place

LocationFamilyBeach

4.91 out of 5 average rating, 108 reviews

A two-story beach cottage is presented with a light exterior and a spacious balcony. Large sliding glass doors are visible at the lower level, providing easy access to the outdoor space. Nearby, a driveway is seen leading towards the garage.

Cottage in Westbrook

A Beach House Gem

FamilyValueDecor

4.97 out of 5 average rating, 224 reviews

A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.

Home in Niantic

Beachfront Paradise

LocationFamilyCondition

4.94 out of 5 average rating, 102 reviews

Apartment in Flanders

Hamptons Waterfront Suite | Private Hot Tub

LocationValueBackyard

Townhouse in Far Rockaway

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.

4.94 out of 5 average rating, 182 reviews

Incredible Beach House -Spectacular Ocean View!

FamilyLocationView

4.89 out of 5 average rating, 157 reviews

An American flag stands proudly on a rock by the water, gently waving in the breeze. The scene features a vast expanse of water reflecting sunlight under a bright blue sky dotted with clouds, creating a serene coastal atmosphere.

Home in Milford

The Beach House!

FamilyValueOutdoor spaces