Beach house holiday rentals in Point Lookout

Bayfront Beach Fun! – 3BR/3 Ensuite + Hot Tub

Location, location, location. This newly appointed modernist home sits directly on the Bay, just three blocks east of town and a quick five‑minute walk to shopping, dining, and nightlife. The Ocean is only two minutes away, and the sweeping Bay views are spectacular. Nine‑foot sliding glass doors open sixteen feet wide, seamlessly connecting the living area to a sprawling Bayfront deck. It’s an unforgettable indoor/outdoor experience—morning coffee with the breeze, sunset cocktails with a view.

Spectacular Montauk Beach House in Massapequa, LI

Less a home, more a private and tranquil beach resort. The property sits on the open water and is situated on a private cove on the Great South Bay. The open water, open floor plan and open bar all open up to the outdoors, and the amazing water views that span the entire home for true, indoor outdoor living. A fully-FULLY equipped state of the art kitchen covers it all. The primary bedroom is huge and epic!, the second primary is comfort class and chic, both featuring private patios and views!

Oceanview on PA in LB. Steps to the Beach.

Enjoy ocean and bay views while sipping your favorite beverage from the elevated deck. Steps to Atlantic Ocean and walking distance to all shops, bars & restaurants on the trendy West End. Steps away from the Long Beach Boardwalk and all festivities. The listing is for the upper portion of the house, as seen in the photos. Easy train or ferry ride to NYC. Close to JFK airport. Beach passes, beach chairs, boogie boards and a beach umbrella provided. We allow guests that are 25 years old ++

FIVE STAR HOME - Beach House With Beach Badges

License number STR# 25-015 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.

Chill Beachfront Cottage Amazing Bay/Sunset Views!

Charming, Classic Beach Cottage right on the BEACH! with Panoramic Views & Sunsets on the Great South Bay! Summer on Fire Island is truly paradise. The ocean is sensational, the weather is perfect, the sunrises & sunsets are spectacular, the residents are friendly & creative, & life is WONDERFUL. Our Cottage has 5 Bedrooms with 8 beds that sleep 11. Like Fair Harbor, it has a casual, laid back vibe that is comfortable & enjoyable for people of all ages. * KAYAKS are AVAILABLE! Ask Roberto

Wake up w/ Ocean Views in SeaBright!

This modern & luxurious property is located in the heart of Sea Bright just 3 houses from the beach with direct ocean views!! We are walking distance to the most popular restaurants and bars leaving you with no reason to drive a car! Each bedroom has its own private on suite bath and there's an additional half bath off the living room. Our reverse living setup has bedrooms on the first 2 floors with the living room and kitchen on the top floor. Book your stay for a truly relaxing time!

Newly Renovated Beach House (Sunnyside Up)

Located steps to beach and downtown Ocean Beach, featuring 2 masters with Queen beds and another with a full bed and twin bunk above it. We have a full bathroom inside; outdoor shower. Fully equipped kitchen with dishwasher and kuerig. Comfortable family room has a new couch. Wraparound private deck with shaded seating, dining for 10, washer/dryer, outdoor shower, bicycles, beach chairs, umbrellas and wagon, too! Entire home has AC, heating, SmartTV's in each room and WiFi.

Primary Beachfront house

Location, Location, Location! It is on the SCENIC Long Island sound! This beautifully 3,500 sq ft beach-facing home offers peace, comfort, and stunning views. With spacious living rooms on both levels and an oversized balcony perfect for dining or relaxing. Enjoy direct access to the beach and water. The home is within walking distance to numerous restaurants, parks, and local attractions—ideal for exploring on foot. The on-site building manager is always ready to assist you.

Bay Front Upper Level Cottage 47E

Beach front on the water. This paradise hosts its own private beach located on the bay. The house is close to the ferry and easily accessible to restaurants and everything Fire Island has to offer. The house boasts an outdoor shower, 2 bedrooms, kitchen, an indoor full bathroom, half bath, and a grill. Located on the 2nd floor and has views of the bay, beach, and sunset from every direction. Perfect for a family get away or a couple looking to have a romantic trip.

Cherry Grove “Ocean Front” Home with HeatedPool

Sleep to the sounds of Ocean Waves in this one-of-a-kind property right on the ocean! Huge front and back decks, beautiful sunsets & spectacular moon rises. Every amenity including, oversized modern kitchen, large bedroom queen size bed with plenty of closet space, 2 sleeping alcoves with daybeds that open to KING beds, A/C, BBQ, Streaming TV including Hulu Live TV, Fios GB Internet, D/W and more. Read our reviews. We believe this location is Heaven on Earth.

Waterfront Escape in Long Island NY

AHOY! Salt-Air, Sunshine & Stress-free Waterfront home. Clean, Safe, Private, Spacious, well-appointed home in a quiet neighborhood. Relax and enjoy our updated 2 level home with picturesque waterfront location and intoxicating nautical dreamscape. Sleeps up to 6 people. Enjoy LI with our Kitchen, BBQ, and magnificent Deck. Great Location; everything from Fire Island, Jones Beach, Bethpage Golf Courses, Restaurants within minutes. Close to all airports and LIRR.

Beautiful beachside house in Point Lookout, NY

Beachside 2-story house with lots of room for friends and family. Steps to the beach. Walk/bike to town for restaurants/bars/markets. Includes bikes/beach chairs/towels and linens. 3 bedrooms. 1.5 bath. Large/Updated kitchen. Front porch. Huge rear-yard with table & gas-grill for meals and additional seating area for 8. On-site parking, washer/dryer too. Point Lookout is a quiet little getaway with very little traffic so it's ideal to walk/bike around town.