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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.

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

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

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.

Studio Apt in Cherry Grove, FI.

Studio Apartment only a few steps from the beach at Dune Point Guesthouse. Located in Cherry Grove, Fire Island. Only accessible by Ferry! Adults Only Resort! Newly renovated space with full kitchen, bathroom, one queen size bed and two twins. Great space for couples, with the option of having a friend over, cook, BBQ, enjoy the beach. Located in Fire Island's town of Cherry Grove, laid back, crazy fun place with restaurant, clubs and bars.

The Sandbox

Step back in time and enjoy modern comforts in this iconic beach house. 3 bedrooms and 2 bathrooms comfortably sleep 6 guests. The home was originally designed in 1960, inspired by one of Horace Gifford’s earliest floor plans. The house has been recently updated in 2024 with contemporary finishes while preserving the stunning mid-century modern aesthetic. All furniture and beds are brand new for your comfort.

Guest House retreat with amazing pool !!!

Slice of Heaven #2 Bellport Village, a destination town overlooking the great south bay as seen in Coatal Living's top places to vacation. Written by Coastal Living: a gorgeously unassuming little seaport on long Island's South Shore, this village holds a royal flush of pleasures- A small town community feel, colonial style architecture, and even its own performing arts center, all 90mins from NYC.

"SOUTH APT." Renovated 1 Br Apt. In Great Location

The 1 Bedroom "South Apartment" is located in our newly renovated beach house, perfectly located just seconds away from the ocean and only three blocks from the harbor in Fire Island Pines. The house has 2 outdoor decks with a pool and a hot tub, both with ocean views. The apartment has a queen size bed, Heat & A/C units in every room, internet, TV and much more!

4 Bedroom in Vibrant Patchogue Village!

Convenient location! A two minute drive to the town of Patchogue with vibrant restaurants, shops, and entertainment. 5 Minute drive to Fire Island Ferries, 3 minute drive to LIRR, and walking distance to a newly rennovated park and tennis courts. About 1 hour drive to NYC, about 30-45 mins to the Hamptons and wineries, and 10 Minutes to MacArthur Airport!

2BR Bungalow: Fire Island Pines

** Discounts begin at 4-day bookings ** 5 minutes from town. 2 bedroom bungalow (One king / One full) Roof deck, outdoor shower, jacuzzi, Sonos, (FAST) Wifi. Beach chairs / umbrellas. Everything that you need for the beach! Max 4 guests. No parties or loud music late at night. Not a party house - your party must be respectful of the neighbors.

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.

Classic Yacht in the Fire Island Pines

We would love to share our beautiful yacht with you at the Pines. Both sunrise and sunset views are breathtaking from the yacht. We are close to town yet in a private location. It is the perfect spot for the Pines Party weekend! We do three hour sunset cruises as well for an additional fee. 🌅 Max 6 guests