House holiday rentals in Fire Island

4.91 out of 5 average rating, 140 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, 191 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.

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.

4.97 out of 5 average rating, 229 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

4.86 out of 5 average rating, 145 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.

4.83 out of 5 average rating, 121 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.

4.99 out of 5 average rating, 172 reviews

A hammock is suspended between two trees, providing a relaxing spot beside the lake. Vibrant autumn leaves in shades of orange and yellow frame the serene water view, while a wooden dock is visible in the background, inviting guests to enjoy the tranquil setting.

Home in Putnam Valley

Luxury Lake House Sauna 1h From NYC

Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

4.89 out of 5 average rating, 166 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.

4.96 out of 5 average rating, 173 reviews

Home in Mastic

Family Retreat with Heated Pool, Hot Tub, Sauna.

🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊‍♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️‍♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants

Home in Westhampton Beach

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.

4.97 out of 5 average rating, 104 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

4.95 out of 5 average rating, 171 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, 106 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!

4.93 out of 5 average rating, 135 reviews

A modern farmhouse is set on a spacious lot. The architecture features a blend of dark and light siding with a white chimney. A well-maintained path leads to a front porch, surrounded by landscaped greenery, enhancing the inviting curb appeal.

Home in Sound Beach

Luxury modern farmhouse with heated pool & hot tub

*Pool is now open until late October This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

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, 142 reviews

A heated saltwater pool is surrounded by a spacious green lawn and lounge chairs, with a tree-lined white fence in the background. The house features a charming design with large windows and a wide patio area, suitable for outdoor dining and relaxation.

Home in Hampton Bays

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

4.91 out of 5 average rating, 128 reviews

Home in Springs

Serenity + privacy; 1 block to waterfront dining

4.83 out of 5 average rating, 129 reviews

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

East Hampton Oasis - Pool and Hot Tub

4.97 out of 5 average rating, 191 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

4.99 out of 5 average rating, 142 reviews

A landscaped outdoor area features a stone fire pit surrounded by bright blue chairs on a gravel surface. Lush greenery and tall trees provide privacy, while a spacious pool bordered by lounge chairs is situated in the background.

Home in East Quogue

Beach House Feel - Newly renovated Backyard Oasis

4.93 out of 5 average rating, 147 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!

4.94 out of 5 average rating, 133 reviews

A calm waterfront scene features a vibrant sailboat gliding across the bay, surrounded by green marshland. A wooden dock leads into the water, with several colorful chairs positioned for relaxation. Soft hills and houses line the distant shore under a gentle mist.

Home in Mastic Beach

Gorgeous Waterfront and Indoor Pool Family Oasis!

4.96 out of 5 average rating, 100 reviews

A spacious living area features a comfortable seating arrangement with a modern sofa and armchair. A wooden coffee table is positioned at the center. Light-colored walls complement the dining area, which includes a large table surrounded by chairs, illuminated by a stylish overhead light fixture.

Home in West Hempstead

Modern 3 Bedroom Apartment Oasis PRIME Location

Weekly 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.

4.89 out of 5 average rating, 9 reviews

Michigan Ave

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

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, 46 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

4.93 out of 5 average rating, 61 reviews

Waterfront Designer Oasis | Epic Sunsets | US Open

4.75 out of 5 average rating, 4 reviews

S— Modern House

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.

4.99 out of 5 average rating, 85 reviews

Stunning sunset charming waterfront home 4 seasons

4.91 out of 5 average rating, 33 reviews

The image captures a vibrant sunset over the water, with orange and pink hues reflected on the surface. A small boat is visible in the distance, and wooden posts line the foreground, creating a tranquil seaside ambiance.

Home in Ocean Beach

Fire Island Beach Haven

Private house rentals

4.8 out of 5 average rating, 30 reviews

A spacious balcony features comfortable seating and a spiral staircase leading to the rooftop. The sandy beach extends towards the calm water, with a gentle curve in the shoreline visible. The horizon showcases clear blue skies, creating a serene coastal atmosphere.

Home in Fairfield

Spectacular direct waterfront w/ rooftop hot tub

5 out of 5 average rating, 21 reviews

An aerial view shows a spacious home surrounded by lush greenery and pathways, situated on a vibrant green lawn. The Great South Bay glistens in the background, emphasizing the property's proximity to the water.

Home in East Patchogue

NY Waterfront Home with Private Beach Access

A bright living space features two comfortable chairs with patterned cushions facing a marble coffee table. A television is mounted on the wall, and large glass doors lead to an outdoor area, allowing natural light to fill the room.

5 out of 5 average rating, 6 reviews

2BR Bungalow: Fire Island Pines

4.96 out of 5 average rating, 70 reviews

A modern two-story house is positioned amid landscaped grounds, featuring mature trees and a lush green lawn. The facade showcases expansive windows, which reflect the colors of the sunset sky. A smooth driveway leads up to the entrance, providing a welcoming approach.

Home in Hampton Bays

Best View + Putting Green + Private Beach

4.84 out of 5 average rating, 19 reviews

Home in Farmingville

Your ideal getaway awaits !

4.87 out of 5 average rating, 39 reviews

A serene waterfront view captures a calm river lined with greenery. A boat is docked at a wooden platform, with additional boats visible in the distance. Vibrant yellow flowers frame the foreground, contrasting with the rich greens of the landscape under a clear blue sky.

Home in Oakdale

Riverfront Retreat in Oakdale

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, 36 reviews

Magnificent Bayfront Retreat