Vacation Rentals in Long Island, NY

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Long Island, NY holiday rentals
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34081 Holiday rentals and Airbnb in Long Island, NY

Best family friendly Long Island, NY holiday rentals

Among the 34081 accommodations in Long Island, NY, here are the 4 best family friendly rentals

Fifa Wc-casa Sapphire Nyc, 10+ Guests. Free Parkin - Long Island, NY
9.8 8 reviews
Long Island, NY
04/07 – 05/07
A$1439/nightfor 1 night

Fifa Wc-casa Sapphire Nyc, 10+ Guests. Free Parkin

1 9
house , Jersey City
This Jersey City apartment, ideally located near a train station offering easy access to New York City, Hoboken, and the Statue of Liberty, provides convenient access to local restaurants and shops.
Sleeping up to ten guests, this four-bedroom, three-bathroom dwelling boasts a fully equipped kitchen, including a dishwasher, and offers free internet access, parking, and air conditioning.
Peaceful Lakeside Retreat In Greenwich [2br, 1ba] - Long Island, NY
Long Island, NY
27/06 – 11/07
A$510/nightTotal: A$7140 (14 )

Peaceful Lakeside Retreat In Greenwich [2br, 1ba]

2 2
apartment , Greenwich
This two-bedroom flat in Greenwich offers peaceful lakeside views of Frye Lake and convenient access to NYC train stations, located approximately 1.5 kilometres from the upscale shops and dining on Greenwich Avenue.
This family-friendly apartment accommodates up to four guests and features a garden area with a picnic table, air conditioning, WiFi, and parking.
Private Beach House - Long Island, NY
9.8 50 reviews
Long Island, NY
27/06 – 11/07
A$630/nightTotal: A$8820 (14 )

Private Beach House

2 2
apartment , Milford
This two-bedroom apartment is situated in a peaceful family beach community in Milford, just a short distance from the I-95 highway and the Metro-North/Amtrak railway, making it easy to explore the area. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is ideal for families and groups of up to five people, offering a modern kitchen, updated bathroom, and a laundry room with a washer and dryer. Guests can enjoy direct access to a private beach, relax on the spacious deck with a gas grill, and take advantage of the many nearby amenities, including shops, restaurants, and attractions.
Cozy Second Floor Apartment. - Long Island, NY
9.5 181 reviews
Long Island, NY
19/07 – 22/07
A$222/nightTotal: A$666 (3 )

Cozy Second Floor Apartment.

1 3
apartment , South Farmingdale
This apartment is located in South Farmingdale, just a short drive from Republic Airport, Adventureland amusement park, and a range of restaurants. It has received excellent ratings for its cleanliness, location, and overall user experience.
The property offers a private entrance and the entire second floor, comfortably accommodating up to four guests. Guests can enjoy a fully equipped kitchen, a private garden with a barbecue area, free Wi-Fi, and private parking.

Best Long Island, NY holiday rentals with a pool

Among the 34081 accommodations in Long Island, NY, here are the 4 best rentals with a pool

Luxury Studio Apt | Hudson Yards District | Right Near Javits Center - Long Island, NY
Long Island, NY
01/08 – 31/08
A$455/nightTotal: A$13650 (30 )

Luxury Studio Apt | Hudson Yards District | Right Near Javits Center

2 1
studio , New York
This Manhattan flat is ideally situated near the Jacob K. Javits Convention Centre and Intrepid Sea, Air & Space Museum, less than 1.6km from Times Square and major transport links including the 34th Street–Hudson Yards and 42nd Street–Port Authority Bus Terminal stations.
The 43-square-metre two-bedroom, one-bathroom apartment sleeps three, and boasts a fully equipped kitchen, in-unit laundry, air conditioning, and access to a swimming pool and fitness centre; nearby attractions include Times Square and the Manhattan Cruise Terminal.
Mamma  Mia Getaway - Long Island, NY
Long Island, NY
29/06 – 27/07
A$1264/nightTotal: A$35392 (28 )

Mamma Mia Getaway

4 3
apartment , Eastport
This family-friendly four-bedroom residence is located in East Moriches, offering convenient access to the wineries and breweries of Eastport and a short drive to Montauk Point Lighthouse.
This holiday home accommodates six guests and features a kitchen with a fridge, microwave oven, and dishwasher, alongside air conditioning, a swimming pool, garden, and parking.
Large Heated Pool, Games Room, Private Bay Beach Access, Gardens, Kid-friendly - Long Island, NY
9.8 216 reviews
Long Island, NY
02/08 – 06/08
A$2552/nightTotal: A$10208 (4 )

Large Heated Pool, Games Room, Private Bay Beach Access, Gardens, Kid-friendly

4 1
apartment , Northwest Harbor
This apartment is situated in the exclusive Landfall community in East Hampton's Northwest Woods, just a short drive from the famous Atlantic beaches and a 15-minute walk from a private bay beach. The property boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The apartment is spread across 353 square metres and comfortably accommodates up to 10 guests in its four bedrooms. It offers a range of amenities and activities, including a private pool, tennis court, spa, and a fully equipped kitchen, making it an ideal choice for families and groups seeking a relaxing getaway.
Southold Waterfront 4 Bed, Pool Open Til October - Long Island, NY
9.8 73 reviews
Long Island, NY
08/08 – 15/08
A$2250/nightTotal: A$15750 (7 )

Southold Waterfront 4 Bed, Pool Open Til October

1 6
apartment , Southold
This fully furnished apartment is located in Southold, just a short distance from the charming village centre, offering tranquil water views. The property has excellent user, location and cleanliness ratings.
This spacious four-bedroom home with three bathrooms comfortably sleeps up to eight adults. Enjoy the private heated pool and cabana, the outdoor decks and patio, the BBQ grill, and the provided paddleboards, canoe, and kayaks.

Frequently asked questions about holiday rentals in Long Island, NY

  • What are the must-see sights in Long Island, New York?

    Long Island offers a diverse range of attractions. For history buffs, the Sagamore Hill National Historic Site (Theodore Roosevelt's home) and the Vanderbilt Museum in Centerport are essential. Nature lovers should explore the beaches of Fire Island National Seashore and the natural beauty of Montauk Point State Park. For a taste of Long Island's vibrant arts scene, a visit to the Long Island Museum of American Art, History & Carriages is a must.
  • What are the best Airbnb and holiday rentals in Long Island, NY?

    Brooklyn Sun Kissed Studio Apartment, Private Apartment - Fast Wi-fi - Free Parking - Tv's and Full Loft Apartment Near Omni Hotel are the most popular Airbnb and holiday rentals in Long Island, NY among travellers.

  • Are there any unique natural phenomena on Long Island?

    Yes, Long Island boasts unique natural features. The diverse birdlife at the Edwin S. Smith Preserve and the dramatic cliffs and ocean views at Montauk Point are noteworthy. The island's varied ecosystems, from pine barrens to salt marshes, are also fascinating to explore.
  • What are the most popular Airbnbs in Long Island, NY?

  • What essentials should you bring to Long Island, New York?

    Pack comfortable walking shoes, as you'll likely be doing a lot of exploring. Sunscreen and a hat are vital, especially during the summer months. Depending on the time of year, you may also need layers of clothing, swimwear, and insect repellent. Don't forget your camera to capture the stunning scenery.
  • What are the best holiday rentals with a pool in Long Island, NY?

  • What famous events or festivals are happening on Long Island?

    Long Island hosts many events throughout the year. The Long Island Wine Country Festival showcases the region's vineyards. The annual Oyster Festival celebrates the local seafood. Many towns and villages also host their own smaller, local festivals and events throughout the summer months.
  • What are the best rentals for families and kids in Long Island, NY?

  • Where can you find the best restaurants serving local dishes on Long Island, and what are the must-try specialties?

    Long Island offers a fantastic culinary scene. For fresh seafood, try a restaurant in Montauk or Oyster Bay. Local farms provide ingredients for many restaurants, so look for menus featuring seasonal produce. Some must-try dishes include clam chowder, lobster rolls, and local oysters.
  • What are the best rentals or Airbnbs with a jacuzzi in Long Island, NY?

  • What are some less-famous attractions on Long Island that are worth a visit?

    Beyond the well-known spots, explore the charming towns of Cold Spring Harbor and Port Jefferson. The Planting Fields Arboretum State Historic Park offers beautiful gardens and stunning views. The Cradle of Aviation Museum is another hidden gem, showcasing the history of flight.
  • What are the best activities for engaging with locals and understanding their culture on Long Island?

    Visiting local farmers' markets provides a great opportunity to interact with residents and sample regional produce. Exploring the smaller towns and villages allows for more authentic interactions with the local community. Attending local festivals and events will also offer a glimpse into the culture of Long Island.
  • What unique natural landscapes and terrain features can travellers explore on Long Island?

    Long Island's diverse geography includes stunning beaches, dramatic cliffs at Montauk Point, serene salt marshes, and expansive pine barrens. The varied landscapes offer opportunities for hiking, birdwatching, and exploring the unique ecosystems of the island.
  • How many days are ideal for visiting Long Island, and what are some itinerary suggestions?

    Three to five days is a good amount of time to explore Long Island's highlights. A possible itinerary could include exploring the Gold Coast mansions one day, visiting Fire Island National Seashore another, and spending a day in Montauk. Adjust the itinerary to your interests and available time.

Nearby regions

Best Long Island, NY holiday rentals with a balcony

Spacious Loft For Groups| Game Room+ King Bed +Nyc - Long Island, NY
Long Island, NY
27/08 – 30/08
A$1346/nightTotal: A$4038 (3 )

Spacious Loft For Groups| Game Room+ King Bed +Nyc

1 10
apartment , Hoboken
This three-bedroom Hoboken apartment, situated in a tranquil Jersey City neighbourhood, offers easy access to Hoboken's transport links, including the PATH and HBLR, providing swift connections to New York City and the American Dream Meadowlands.
The 3-bedroom dwelling boasts a dedicated games room, furnished backyard, and sleeps up to 10 guests, with amenities including air conditioning, Wi-Fi, and a fully equipped kitchen; nearby attractions include Riverview-Fisk Park and Hamilton Park.
Planurstay - Spacious Midtown West Fully-serviced - 1br & 1bth - Long Island, NY
Long Island, NY
01/08 – 30/09
A$442/nightTotal: A$26520 (60 )

Planurstay - Spacious Midtown West Fully-serviced - 1br & 1bth

1 2
apartment , New York
This New York flat is situated in Midtown West, offering easy access to landmarks, being a 4-minute walk from Radio City Music Hall and 6 minutes on foot from Times Square.
This 51 square metre apartment accommodates up to three guests, featuring one bedroom and one bathroom, with amenities including a kitchen with a fridge, microwave, and dishwasher, air conditioning, WiFi, and a fitness centre.
New Beautiful Modern One Bedroom Apt In Brooklyn At Rem-casa - Long Island, NY
9.5 38 reviews
Long Island, NY
15/07 – 19/08
A$267/nightTotal: A$9345 (35 )

New Beautiful Modern One Bedroom Apt In Brooklyn At Rem-casa

1 1
apartment , New York
This modern one-bedroom flat in Brooklyn is situated 11km from John F. Kennedy International Airport, 6km from Barclays Center, and 12km from the Brooklyn Bridge.
The 45 square metre self-catering apartment sleeps three, features a kitchenette with microwave, private parking, and access to a garden; complimentary Wi-Fi is provided.
Serene 3-bedroom House - Minutes From Nyc & Metlife Stadium - World Cup 2026 - Long Island, NY
Long Island, NY
10/07 – 12/07
A$708/nightTotal: A$1416 (2 )

Serene 3-bedroom House - Minutes From Nyc & Metlife Stadium - World Cup 2026

3 4
apartment , West New York
This West New York flat is ideally situated for exploring both New Jersey attractions and New York City, with convenient access to landmarks such as Radio City Music Hall and Rockefeller Center, and a short distance to entertainment complexes like American Dream.
This three-bedroom property accommodates up to five guests, offering a queen, full, and twin bed, plus a futon in the living area, and includes essential amenities like air conditioning, a microwave oven, and a hairdryer for a comfortable stay.

Best Long Island, NY holiday rentals with parking

Waterfront 4br Apt - 15min To Metlife And Times Sq - Long Island, NY
8.8 12 reviews
Long Island, NY
08/08 – 15/08
A$554/nightTotal: A$3878 (7 )

Waterfront 4br Apt - 15min To Metlife And Times Sq

4 6
apartment , Union City
This Union City apartment is situated near MetLife Stadium, a 24km drive away, offering easy access to Manhattan attractions such as Times Square, approximately 6.4km away.
This one-bedroom, one-bathroom flat sleeps up to 13 guests and boasts a fully equipped kitchen, air conditioning, free Wi-Fi, on-site parking, and access to a garden and terrace; enjoy nearby outdoor activities and convenient access to public transport links.
Deluxe 4br 2ba 12 Beds Nyc Metlife Parking - Long Island, NY
10 1 review
Long Island, NY
29/06 – 24/07
A$843/nightTotal: A$21075 (25 )

Deluxe 4br 2ba 12 Beds Nyc Metlife Parking

4 7
apartment , Bayonne
This Bayonne flat is located 6.9 kilometres from the Statue of Liberty, with Ellis Island 8 kilometres away and Newark Liberty International Airport 9.9 kilometres distant.
This 130 square metre residence offers four bedrooms, two bathrooms, and sleeps up to fifteen guests, featuring a kitchen with a dishwasher, microwave, and oven, air conditioning, a private balcony, garden access, and free WiFi.
Nj Getaway: Modern Luxury With King-sized Comfort - Long Island, NY
9.0 2 reviews
Long Island, NY
05/07 – 11/07
A$669/nightTotal: A$4014 (6 )

Nj Getaway: Modern Luxury With King-sized Comfort

2 6
apartment , Jersey City
This modern luxury flat in The Heights, Jersey City, is situated 500 meters from Riverview-Fisk Park and offers straightforward transit links to New York City.
Accommodating up to six guests, this 2-bedroom, 2-bathroom residence features a fully equipped kitchen, a king suite, a full bed, a queen pull-out sofa, and a 65-inch Smart TV.
Comfy, Private One Bedroom Apartment With Full Kitchen, Living Room, Full Bath. - Long Island, NY
9.6 13 reviews
Long Island, NY
19/07 – 22/07
A$316/nightTotal: A$948 (3 )

Comfy, Private One Bedroom Apartment With Full Kitchen, Living Room, Full Bath.

1 3
apartment , Ridge
This Ridge apartment, minutes from Brookhaven State Park and a 2.6-kilometre drive from Calverton National Cemetery, offers convenient access to local attractions.
The one-bedroom, one-bathroom flat sleeps four, featuring a fully equipped kitchen, private garden, BBQ grill, and free Wi-Fi, alongside parking; nearby activities include Tallgrass Golf Course and Splish Splash Water Park.
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