House vacation rentals in Fire Island

4.91 out of 5 average rating, 143 reviews

A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.

Home in Rye

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

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, 195 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.

4.97 out of 5 average rating, 234 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

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

4.85 out of 5 average rating, 151 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!

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, 123 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.

4.93 out of 5 average rating, 132 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

A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

4.9 out of 5 average rating, 172 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.

Superhost

A spacious saltwater pool is surrounded by a well-manicured yard, featuring lounge chairs and large umbrellas. Water features create gentle splashes, enhancing the serene environment. The area is framed by trees, providing a natural backdrop for relaxation.

Home in Westhampton Beach

4.95 out of 5 average rating, 111 reviews

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

Superhost

The open living area features a custom slate pool table with a vibrant arrangement of billiard balls. A modern kitchen is visible in the background, including sleek cabinetry and a refrigerator. A tasteful seating area includes a fireplace and a large wall-mounted television.

Home in Shirley

4.93 out of 5 average rating, 267 reviews

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

4.95 out of 5 average rating, 174 reviews

Home in Centerport

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 iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

4.99 out of 5 average rating, 107 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!

Hamptons style cottage home is family friendly with a wonderful, fully equipped, kitchen to cook-in and spa inspired marble bathroom with huge shower and soaking tub to relax in. Rear patio with nicely landscaped yard shaded or unshaded by a large retractable awing. Located in Patchogue on a quiet block just a short walk to the fire island ocean ferries, restaurants, town's bustling main street, local bay beaches, and parks. Perfect for a weekend getaway or an extended stay!

4.94 out of 5 average rating, 145 reviews

Home in Milford

Oceanfront Beach House w/ Private Hot Tub

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Popular amenities for Fire Island house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 215 reviews

A serene outdoor area showcases a saltwater pool with a spa, surrounded by well-maintained landscaping featuring vibrant yellow flowers. Lush green fields extend into the distance, framed by a clear sky with scattered clouds.

Home in North Fork

Private Oasis W/Stunning Vinyard and Pool Views

4.93 out of 5 average rating, 151 reviews

A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.

Home in Patchogue

Joyful Beach House, viewing The Great South Bay

4.93 out of 5 average rating, 142 reviews

A spacious backyard features a sparkling pool surrounded by lounge chairs, inviting relaxation. The rustic-style house, set against a clear blue sky, showcases wooden siding and a well-kept lawn framed by trees. A sunny patio area is visible, enhancing outdoor enjoyment.

Home in Water Mill

Beach Barn w/ Heated Pool & Sauna - Dog Friendly

4.91 out of 5 average rating, 134 reviews

Home in Springs

Serene oasis w pool - 1 block to waterfront dining

Superhost

An outdoor area features a rectangular pool surrounded by a wooden deck. Lounge chairs are positioned along the pool's edge, and a shaded seating area is located nearby under an umbrella. Lush trees provide privacy and a natural backdrop.

Home in Springs

4.83 out of 5 average rating, 134 reviews

East Hampton Oasis - Pool and Hot Tub

4.97 out of 5 average rating, 199 reviews

A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.

Home in North Fork

Secluded Farmhouse - Studio Apartment Style Unit

5 out of 5 average rating, 184 reviews

A serene outdoor space features a heated saltwater pool surrounded by a spacious lawn. Sun loungers are positioned near an umbrella for shade, with lush greenery and a wooden fence creating a tranquil backdrop.

Home in Pound Ridge

Peaceful Light-Filled Guesthouse salt pool/sauna

4.93 out of 5 average rating, 151 reviews

A dining area is presented featuring a dark wooden table surrounded by four white chairs. A decorative potted plant is centered on the table, complementing the modern decor. A doorway leads to a softly lit bedroom in the background.

Home in Port Jefferson

Port Jefferson Convenient, Cozy and Chic!

Weekly house rentals

A two-story house is set among tall grasses, showcasing light grey siding with teal accents. Large windows dominate the upper level, allowing natural light to fill the interior. A spacious deck is visible, providing outdoor space for relaxation.

4.86 out of 5 average rating, 71 reviews

Fire Island 4BR; Bay Views; Big Deck (no cars!)

4.95 out of 5 average rating, 220 reviews

Home in Fairfield

Cozy Cottage with Fire Pit, near Beach

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 out of 5 average rating, 50 reviews

Fair Harbor, Fire Island sunny 3 bedroom

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, 53 reviews

Bay Front Upper Level Cottage 47E

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.

5 out of 5 average rating, 23 reviews

New Listing-The Big Fish

4.97 out of 5 average rating, 68 reviews

Home in Greenwich

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC

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.

4.89 out of 5 average rating, 19 reviews

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

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.

4.96 out of 5 average rating, 27 reviews

Gorgeous Beach Home Steps From Ocean! Relax n live

Private house rentals

A modern kitchen is equipped with sleek cabinetry and a large island featuring four white stools. Pendant lights hang overhead, illuminating the counter space. A window offers a view of the outdoor deck, enhancing the bright, open feel of the room.

4.92 out of 5 average rating, 12 reviews

Michigan Ave

4.98 out of 5 average rating, 97 reviews

A spacious beachfront property is showcased, featuring a well-maintained lawn and a patio area with outdoor seating. The ocean is visible in the background, providing serene water views. The home is characterized by its coastal architecture and nearby neighboring structures.

Home in Branford

Adorable Beach House on LI Sound

A spacious deck features new outdoor furniture, including a sectional sofa, lounge chairs, and a dining table shaded by a large umbrella. A BBQ grill is positioned nearby, surrounded by lush greenery, enhancing the outdoor ambiance.

4.99 out of 5 average rating, 95 reviews

Charming 4BR House in Ocean Beach

The exterior of a two-story house is showcased amidst tall grasses and trees, reflecting a harmonious blend with nature. Oversized windows allow natural light to flood the interior. A wooden walkway leads to a spacious deck, ideal for relaxing outdoors.

4.88 out of 5 average rating, 8 reviews

Classic Pines Ocean-View Cottage

Home in Westhampton Beach

A bright and airy living space features a cozy beige sofa facing large windows with water views. A staircase leads to the upper level, and natural light illuminates the open layout. Light-colored furniture and decorative accents create a relaxing coastal ambiance.

4.97 out of 5 average rating, 38 reviews

Magnificent Bayfront Retreat

4.93 out of 5 average rating, 15 reviews

Home in Bellport

NEW*Resort-Style Home w/ Pool, Bar&Outdoor Kitchen

4.99 out of 5 average rating, 89 reviews

A spacious deck is furnished with a wooden table surrounded by six white chairs, offering ample space for relaxation. Two large umbrellas provide shade, while a view of the calm water and distant horizon can be seen in the background.

Home in Shirley

Stunning sunset charming waterfront home 4 seasons