Beachfront vacation rentals in Fire Island

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Top-rated beachfront rentals in Fire Island

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Guest favorite

Cottage in North Fork

4.97 out of 5 average rating, 150 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated, 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. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.

Guest favorite

Home in New London

4.89 out of 5 average rating, 9 reviews

Paradise on Pequot

Your waterfront oasis awaits. Offering stunning views of Long Island Sound within walking distance of a private beach, this home has all you are looking for in a seaside getaway. Modern, updated, and with central air, the home includes an open and covered front patio and backyard. Exclusive access to a private beach, the home is also located near Ocean Beach Park, with passes included, offering many daytime and nightly activities for families. Views of four iconic lighthouses are an added bonus!

Guest favorite

Home in Milford

4.94 out of 5 average rating, 136 reviews

#2 Milford Beach (across street) Charles Isle 2BR

Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!

Guest favorite

Apartment in Highlands

4.97 out of 5 average rating, 74 reviews

BEACHFRONT 1BR WATERVIEWS WITH DECK PRIVATE BEACH

Take it easy at this unique and tranquil getaway. The Beachhouse is the ultimate beach front retreat summer getaway .The apartment has spectacular sweeping water views overlooking sandy hook beaches. Historic Highlands is truly a unique town that has kept its charm throughout the years . You will enjoy everything that highlands has to offer from top notch restaurants , night life, tiki bars, fishing, biking trails (henry hudson trail) hiking/walking , (Hartshorne woods park) beaches (sandy hook)

Superhost

Home in Woodmont

4.92 out of 5 average rating, 26 reviews

Light-filled Beach House Steps from the Sand

Located in prime Bayview Beach, a one min stroll to the sandiest beach in Milford. Two floors with private patio. Main level: half-bath, Cooks kitchen with a 6 person dining area, living room with flatscreen. Upstairs: master w/king size bed & en-suite bath, kids bedroom w/ bunkbed, another full bath w/ tub. 3rd bedroom with queen bed and trundle twin. If you want a get-a-way from the city, or just an escape then come to this tucked-away home. Enjoy all that this coastline gem has to offer.

Guest favorite

Home in Sea Bright

4.96 out of 5 average rating, 132 reviews

FIVE STAR HOME - Beach House With Beach Badges

License number STR# 24-029 Absolutely the best location in Sea Bright with a fully stocked house!!! Amazing 3 bedroom 2 full bath house that can sleep 10 people located in a prime spot, right in the heart of Sea Bright. This house provides all the pleasures, perks and pampering of a hotel but in a fully-furnished private residence. Everything is walking distance from this house! The entire house’s amenities are included in this rental. Hosted over 1000 guests and received 5/5 stars.

Superhost

Cabin in Shirley

4.86 out of 5 average rating, 143 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.

Guest favorite

Home in Woodmont

4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

Looking for an island-feel getaway? You've arrived! Welcome to La Spiaggia. Come enjoy this 4 bedroom, 2 bath home and wake up to the sound of waves crashing on your private beach. Have a cup of coffee watching the beautiful sunrise, work from home on the oversized front porch, and enjoy the evening with beautiful lighting and sunset views. Take a stroll along the ocean to Bay View Beach, or simply relax and take in the expansive oceanfront views. Soak up the summer sun at La Spiaggia!

Guest favorite

Home in Westhampton Beach

4.96 out of 5 average rating, 26 reviews

Dune Rd Village Waterfront Private Beach Access

Look no further for the perfect stay that offers an amazing location and sunset views, this stylish beach house is waterfront on Dune Road, Village of Westhampton Beach. The 1.2 acre property is located right on the bay with deep water dock and private boardwalk ocean beach access. 4 BR and 3 full BA, balcony and water views from each room. The home comes ready with high end furnishings by Hildreth's, Restoration Hardware, Serena & Lily, and Pottery Barn. Home come well stocked.

Guest favorite

Home in Woodmont

4.95 out of 5 average rating, 22 reviews

La Sirena Beach Cottage

Charming Milford Bayview Beach cottage. The perfect blend of coastal charm and comfort. Boasting 3 cozy bedrooms and an inviting outdoor space. You'll have a comfortable place to relax and unwind inside or out. Yet the real gem is our location -- just a short 2-minute walk to the beach, where you can soak up the sun, ride the waves or take a leisurely stroll along the shore. Whether you're seeking a romantic escape or a family vacation this cottage is tailored to meet your needs!

Guest favorite

Apartment in East Atlantic Beach

4.84 out of 5 average rating, 19 reviews

Beachfront 1 bedroom Oasis

Entire apartment located right on the ocean! Newly renovated unit with a private deck, private parking and shared patio steps from the beach. Unique location right on the border of Long Beach and Atlantic beach, offers access to a peaceful and secluded part of the beach. Fall asleep to the waves crashing. Stainless steel appliances, fully stocked kitchen, sun drenched corner unit, with outdoor deck. 2 beach chairs and passes included! Pictures with furniture to be posted soon!

Guest favorite

Home in Westbrook

4.82 out of 5 average rating, 11 reviews

Beachside @ 455 Seaside

Welcome to the Connecticut shoreline and this cozy ranch style vacation home located in one of Westbrook’s sandy beach communities. Enjoy sitting at the breakfast bar or out on the front deck to take in the water views over a cup of coffee. The convenient location of this property is a short walking distance to the local Beach, that has a pier for fishing and a playground. Be our guest and experience all this home has to offer on your next vacation or work stay.