Beach house holiday rentals in Point Lookout

Waterview Beach House: 3 Kings + Putting Green

Unwind at this 3-story waterview beach home in Shirley, NY. Bellport Bay is right across the street with easy beach access. 0.4 mi to Shirley Beach 1.8 mi to Smith Point Beach — perfect for ocean days or Fire Island trips. Featuring: • 3 king beds + 1 full + 3 sofa beds • 70” living room TV + 3x 50” bedroom TVs • Fully equipped kitchen • BBQ grill, fire pit & putting green on premium turf • 6 beach chairs + 2 umbrellas included • High-speed WiFi & keyless entry Your Long Island beach escape!

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

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 ++

Beachfront, Historic, Woodwork, Amusement Park

If you're looking for a getaway at the shore that's just a little bit extra special, this is it! This stunning 1917 historical home was one of the first houses built in Keansburg, built by the family that established the amusement park, helped found the town, and ran the Keansburg Steamboat Company, which operated between Keansburg and Manhattan from 1910 to 1963. You will fall in love with the stunning original woodwork throughout, and the beautiful beachfront location! #HistoricBeachHouse

Private Single Fam, walk 2 train/ Theater- Dogs OK

Located on the Byram River in Greenwich CT. Take a stroll across the river to Port Chester, movie theaters restaurants and the Capital theater. Plan in advance to spend a day, wall to the pool and town beaches with advance purchase. Feeling more adventurous, take the ferry out to Island Beach. Or enjoy the Museum of Bruce Park or a stroll down Greenwich Avenue, ther questions just ask. One reserved parking space on site. Other guests and residences on property. No Firearms allowed.

FIVE STAR HOME - Beach House With Beach Badges

License number STR# 26-019 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.

Glen Laurel on the Sound (w/private beach)

Glen Laurel on the Sound is a waterfront property located on the North Shore of Long Island. A colonial style home, surrounded by expansive grounds, consisting of lawns, trees, ornamental bushes and from the Tuscan columned porch, a view of the Long Island Sound that is picturesque. Glen Laurel is an ideal place for guests who wish to spread out. It's also great for guests who might be interested in hosting rehearsal dinner gatherings and/or are looking for a bridesmaids' weekend sanctuary.

Waterfront Designer Oasis | Epic Sunsets | US Open

Curated waterfront designer retreat on Bellport Bay with sweeping bay views and light-filled interiors. This elegantly designed 3-bedroom, 1-bath home sleeps 5 and features an open-concept living space, fully equipped kitchen, and refined coastal décor. Step outside to a spacious deck with grill, fire pit, and direct bay access for kayaking and swimming. Just minutes from the beach at Smith Point County Park. Your peaceful coastal getaway for rest, connection, and unforgettable sunsets.

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.

Hang by the (Chel)SEA

Enjoy a relaxing stay with family and friends at this cozy soundview beach house. Wake up to breathtaking views of the water, where you can go right into the back yard of your very own private beach! Have a morning coffee on the front balcony of the home that overlooks the beautiful marshlands and then spend the day relaxing on the beach, or kayaking in the water! End the evening with a glass of wine on the back deck, that overlooks the water with the most spectacular sunsets!

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.

Ocean front house!

House is next to Ideal beach entrance, which has spectacular view from Manhattan all the way to Coney Island. Private backyard with gazebo and grill. Off street parking that can park 4 cars. Enjoy the beach & boardwalk to hiking trails, restaurants and life music Entertain. Train and ferry to NYC. Edison is 30 minutes away. Amusement park, water park and go carts just 1 mile away.