Vacation rentals in Great South Bay

Cozy Modern Getaway

Cozy Modern Getaway in Centereach! Perfect for students, medical visitors, and travelers. Relax in a bright living area with 55” Smart TV+PS5, dine at a 2-seat nook, and cook in the well-equipped kitchen with refrigerator, microwave, coffee maker, popcorn machine, cookware, dishes, glassware and more. Bedroom with fresh linens, (queen size bed), clean bathroom, fast Wi-Fi 300 , AC/heat, and free parking. Close to Stony Brook Univ 13 min, Port Jefferson Hospital 15 min, and Suffolk College 5 min

Fire Island Pines: Studio Cabin

Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

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.

Bayport-2 Bedrooms 1 Bath Modern Coastal Retreat

Welcome to your modern Bayport getaway! This stylish 2-bedroom, 1-bath oasis (Entire 2nd floor of home) offers a bright, open layout with contemporary furnishings, a fully equipped kitchen, and a living area perfect for relaxing. The property is protected with Ring security camera to ensure safety Located minutes from beautiful beaches, a popular winery, Fire Island ferries, lively neighboring towns, local shops, and restaurants. This retreat blends comfort, convenience, and coastal charm!

Cozy studio w/ private entrance

Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area with a pull-out twin bed and seating - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

Waterfront Round House View

A unique little beach house on the south shore of long island with the most beautiful view. The house is located on a canal. Dock is available! **We have Paddle Boards, Surf Boards and 3- 2 person Kayaks onsite for you to use during your stay. You can get to the Great South Bay by paddling to the mouth of the canal. And you can get to Fire Island by hiring a Water Taxi to pick you up! The octagon house was built in the 1970s. It's recently been refreshed with all new beds & linens.

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

FI Pines Updated 3 BR/2 BA with Heated Pool, Spa

Interested in a longer stay, customized dates, or have any questions? Don’t miss your chance to stay. Message us TODAY! Nestled high in the tree tops, this bright and airy 3-bed/2-bath updated bungalow is your dream retreat. Enjoy seamless indoor/outdoor living with deck access from every room, an expansive heated pool deck with outdoor shower and spa, & a serene rooftop garden. 8-minute walk to/from the ferry—your FIP escape awaits! Where FIP Charm Meets Authentic Hospitality.

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Hamptons Style Cottage close to everything!

Hamptons style cottage home is family friendly with a wonderful, fully equipped, kitchen to cook-in and spa inspired marble bathroom with huge shower and soaking tub to relax in. Rear patio with nicely landscaped yard shaded or unshaded by a large retractable awing. Located in Patchogue on a quiet block just a short walk to the fire island ocean ferries, restaurants, town's bustling main street, local bay beaches, and parks. Perfect for a weekend getaway or an extended stay!

NY Waterfront Home with Private Beach Access

Breathtaking views of the Great South Bay and Fire Island from this updated home sitting on almost two acres of stunning prime waterfront property. The large deck is perfect for relaxing. The property has one of the few natural cut-outs with a path to the water.Near the Fire Island Ferry, Patchogue train station and wonderful restaurants of both Bellport and Patchogue Village as well as the nearby Hamptons and Wineries of Long Island.

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.