House vacation rentals in Fire Island Pines

Fire Island Pines Mid-Century Beach Cottage

This Fire Island Pines house is an Early-Pines artist's paradise. Our house was once written up in House & Garden (photo spread at house), and provides an authentic bohemian Pines lifestyle: Layered decks descend the hill for sun and shade with main decks surrounding, plus a roof-top deck for 4, all make for a party-friendly space; secluded on two old-growth lots for plenty of get-away privacy. Beautiful white-sand beach only 150 steps away. You'll fall in love with this unique Pines experience.

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

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

Cozy studio

We are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet. Our study is a FREE SMOKING PLACE! Not smoking or vaping!

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.

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

The Harbor House

Beautiful three bedroom home located on the waterfront in Bay Shore’s historic bay district. Steps to local waterfront restaurants and marina. Short walk to Main Street shopping, restaurants and nightlife and just minutes from the Fire Island Ferries and Long Island Railroad. Amenities include fully stocked kitchen, large deck for barbecuing with harbor views, natural wood fire pit with Adirondack chairs and fully fenced in yard.

South Bay Holiday

Welcome to your perfect getaway in the heart of Bellport, NY! This beautifully maintained home offers a peaceful escape with an exceptional backyard designed for relaxation and entertainment. Step onto the expansive back deck—ideal for morning coffee, alfresco dining, or sunset cocktails. The highlight of the property is the sparkling in-ground pool, surrounded by mature landscaping and plenty of space to unwind or play.

The Stella ~ Bellport Beach ~ Monthly Winter Rates

Welcome to The Stella, a thoughtful 1920's home set in the heart of Bellport Village. This is the place for a summer romance, a family gathering, or a creative re-centering. Inspired by the subtle palette and refined geometry of the American artist Frank Stella—who often spent time on Long Island—The Stella enjoys close proximity to many beaches and wetlands. ~ ask about our monthly winter rates for 2025-2026 ~

The DEN-I-ZEN House with Ocean Views - FI Pines

This is the DEN-I-ZEN House in Fire Island Pines. Our home has a communal vibe that offers privacy and space for between 8-10 people. Two rooms have bunks and there are 2 full shared baths in the center of the house. Lounge spaces on two outdoor deck areas plus a platform on the adjacent lot with a hot tub. This south facing home has ocean views and sounds plus sun all day long with a wall of windows.

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.

Charming Quintessential Beach House

This is a charming and quiet house very close to the harbor in Fire Island Pines. We maintained and everything you need with a heated pool, central air, good towels and sheets. This is the best part of the Pines with only a 5 minute walk to town and the beach. The house is manageable for a couple to two couples.