Holiday houses in Gilgo-Oak Beach-Captree

Huge 3 bedroom

Welcome to our spacious 3 bedroom Apartment in Long Island. This fully furnished place has 2 King size beds, 1 full size bed, comfortable memory foam mattress, a huge couch, 1 bathroom, walk-in closet, huge living room space and pool. Fully equipped kitchen and dining area, office work space, Free WiFi and private parking. Located minutes from Tanger Outlet, RPM race, Adventure land, and Top Gulf. This spacious, comfortable apartment is perfect for a couple’s getaway, family, or business trip.

Location · Family · Decor

Comfy 1st Floor Convenient Abode

Our Main Street West Babylon home, located on the 1st floor, is perfect for all guests. Perfectly situated for exploring Long Island's best attractions, minutes from Belmont Lake State Park, Babylon Village & a short drive to Jones Beach, Robert Moses State Park, and the Hamptons. 2 comfortable bedrooms with plush beds & 2 bathrooms with fresh towels & essentials. Cozy living room with smart TV & Wi-Fi. Fully equipped kitchen with appliances and cookware. Backyard with a patio and parking.

Location · Value · Parking

Fair Harbor, Fire Island sunny 3 bedroom

Newly renovated home steps from the beach, the bay and the ferry. Extra high ceilings with sunlight streaming into every room. After a day at the beach, enjoy the large outdoor shower, grill and lounge area. Take a glass of wine and portable speakers to the clawfoot tub or indulge in the rain shower. Get some exercise with four new bikes and beach games or ping pong, foosball, air hockey and darts under the house. Two extra twin mattresses for guests with crisp white linens. Fast Wifi.

Location · Family · Hospitality

Spacious Retreat w/Jacuzzis -1- Night Stay Welcome

* We are open for One Night Stays-please message for price$ Escape to this beautiful home on 3 private acres close to West Hills County Park. Enjoy the best of both worlds—serene outdoor adventures just minutes from the Walt Whitman Mall and top shopping spots. Designed for entertainment and family gatherings, this home boasts a stunning kitchen, luxurious bathrooms, and two relaxing hot tubs. Whatever your pleasure, this is the perfect getaway for nature lovers and city explorers alike!

Value · Family · Amenities

Pet-Friendly, 5 min walk to beach & ferry

Make yourself at home in this centrally located 4-bedroom retreat, perfect for a laid-back family beach vacation. The bright, open layout comfortably sleeps 10. Enjoy a spacious deck, central air, Wi-Fi, 4 Smart TVs, YouTube TV & Sonos. The home has 2 full baths plus an outdoor shower. And when it’s time to hit the sand, we’ve made it easy with 10 beach chairs, towels, 2 umbrellas, 10 bikes, 2 wagons & kids’ beach toys provided. Dogs are welcome too, so the whole family can come along!

Family · Location · Decor

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

Value · Family · Bathroom

45 Broadway Fair Harbor.

Our home is a two minute walk to the beach. Minutes from a grocery store and island restaurant! There are bikes to go to other towns bars and restaurants. We have a summer grill and a surfboard! We don't host parties and quiet time is 11 considering neighbors across the road. Fire island is only accessible by ferry. Parking is at fire island ferries. On the off season months we recommend shopping on the main land for food, as the island pioneer hours are few.

Location · Family · Wi-Fi

Kismet Fire Island Beach House (2025 upgrades!)

60’s modern/retro, award-winning (design) house. 45 secs to beach. Spacious, clean, social- well suited for groups and families (up to 10 max please, 8 is ideal). We've been doing a lot of improvements this winter! Fabulous retro mid house, open-roofed porch. BBQ, Outdoor shower, Hardwood floors, lots of light. 3 minutes from the ferry/ restaurants, but on a quiet street. Appliances and mattresses regularly replaced. Professionally cleaned weekly

Location · Value · Beach

The Coastal Cottage-Entire Home 3 beds/1 bath

Relax with the whole family or friends at this peaceful place to stay that’s close to it all!! 4 surrounding restaurants in walking distance. ( captain bills, Nicky’s on the bay, fat fish and swept away) Down town Bay Shore with tons of shopping, restaurants and night life. Fire Island- just a 1/2 hour boat ride away with ferries in walking distance or a short Uber ride. Robert Moses State Beach- 15 minute drive.

Location · Value · Backyard

Brand New Home in Long Island with Parking

Only one hour ride to Manhattan. This comfortable new house is equipped with all the amenities to ensure your stay away from home is just as cozy. It's conveniently located, just a 5-minute drive to the LIRR at Copiague station, offering a one-hour train journey to New York City. Plus, there are numerous restaurants, bars, and stores in close proximity for your convenience and enjoyment.

Family · Location · Amenities

Bay Shore Boat House

Waterfront retreat with stunning views, a designer kitchen, serene interiors, and outdoor amenities including a fire pit, bluestone raised patio, and cabana bar. Ideal for couples and families. Walking distance to downtown Bay Shore, close to Fire Island Ferries and Captain Bill's. Unwind, fish off the dock, and witness unforgettable sunsets. Your perfect escape awaits.

Family · Location · Wi-Fi

Cozy apartment with private entrance

Cozy apartment for single or couple in the heart of Long Island. This new listing is located on the first floor of a 2 story house with its own entrance. As you walking you are greeted with a nice living room with a pull sofa, a dining table a well equipped kitchen and a nice size bathroom. The bedroom has a queen size with comfortable bed set for a wonderful night.

Location · Family · Hospitality