Holiday houses in Fire Island Pines

Home in Fire Island Pines

4.94 out of 5 average rating, 175 reviews

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.

Apartment in Fire Island Pines

4.97 out of 5 average rating, 37 reviews

PINES AMPLE 1 BED APT!-PETS OK

FI PINES BEACH ESCAPE!-!!!!!LOCATION, LOCATION, LOCATION!!!!! EXACTLY FAR ENOUGH FROM HARBOR FOR PEACEFUL SLEEP AT 3BLKS & JUST 1BLK TO BEACH FOR TOTAL TOTAL FUN & CONVENIENCE ON RARE VERDANT UNCROWDED WALK!! Truly a full step up from most with proud care to cleanliness, look, home goods, privacy, supplies & fun. Serene, modern & tidy perfectly poised for FI fabulosity!! Protected National seashore nature destination!! ASK ABOUT ADDITIONAL RENTABLE CUTE BOHO BUNK BED SHED FOR 2 W/ A/C,HEAT, ELEC

Guest suite in Fire Island Pines

4.95 out of 5 average rating, 82 reviews

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

Guesthouse in Fire Island Pines

5 out of 5 average rating, 17 reviews

2 BR Private Suite w/Private Living Room & Kitchen

Two bedroom, one bathroom private poolside suite in Fire Island Pines with a large private living room and kitchen. Private entrance with a view of the pool. Three minute walk from the harbor and three minute walk to the beach. One bedroom has a queen bed, the other a bunk bed. The bathroom has a walk-in shower and Toto washlet. Shared hot tub, 91 degree heated pool, and outdoor shower. Shared roof deck with a 360 degrees view of the Pines. Small gym beneath the house. New construction (2018).

Superhost

Cabin in Shirley

4.87 out of 5 average rating, 161 reviews

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.

Apartment in Central Islip

5 out of 5 average rating, 79 reviews

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.

Home in Cherry Grove, Fire Island

4.97 out of 5 average rating, 92 reviews

Bayfront Fun - 3 BR & 3 Ensuite Bath with Hot Tub!

Location Location Location! This newly appointed modernist home resides directly on the Bay and is three blocks east of town...only five minutes from shopping and nightlife. The house is also on a direct 2 minute walk to the Ocean and its Bay views are spectacular! The unit features nine foot sliding glass doors that open sixteen feet wide leading you from the living space to the sprawling Bayfront cedar deck, it's an amazing indoor/outdoor experience.

Boat in Fire Island Pines

4.93 out of 5 average rating, 71 reviews

Classic Yacht in the Fire Island Pines

(4-6 guests)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 can discount the weekend fee to $750 for four guests, and $600 for weekdays) We do three hour sunset cruises as well for an additional fee. 🌅

4.97 out of 5 average rating, 39 reviews

Apartment in Fire Island

Studio for 2 in Cherry Grove, Fire Island

Studio for 2 ppl only a few steps from the beach at Dune Point Guesthouse. Located in Cherry Grove, Fire Island. Only accessible by Ferry! Adults Only Resort! Fully equipped kitchen, small fridge, table and chairs; perfect for a few days stay, BBQ, cook, enjoy the beach. There is a common ocean deck on the property with direct access to the beach for all the guests to enjoy.

Apartment in Fire Island Pines

4.97 out of 5 average rating, 106 reviews

"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!

Home in Fire Island Pines

5 out of 5 average rating, 3 reviews

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.

Home in Fire Island Pines

5 out of 5 average rating, 3 reviews

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.

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Other great holiday rentals in Fire Island Pines

Private room in Bay Shore

5 out of 5 average rating, 9 reviews

Room in Bay shore,

JoeRating, 5 stars1 week ago

a great place to crash. Carlos, the manager, is great and helpful

4.91 out of 5 average rating, 36 reviews

CEDAR DUNES - Forest Green Bedroom

DuncanRating, 5 stars11 months ago

We absolutely loved staying with Arsen, he was a brilliant host, kind and very inviting. Cedar Dunes is a beautiful house and has a really peaceful vibe, with the option to be really independent or feel part of a family. Arsen's art is also stunning and adds a whole other level to the property. Would definitely stay here again it's a gem.

4.83 out of 5 average rating, 58 reviews

Main House North Room

JohnRating, 5 stars1 week ago

Amazing place. It was a shared space but I feel like we had the place to ourselves until the last day. Rob is super helpful but he’s doing his own thing . Worth the price!

4.77 out of 5 average rating, 79 reviews

Mod 8 / private bath & deck

DavidRating, 5 stars1 month ago

Bummed I never got the wi-fi password — service spotty out on the island. But a perfectly rustic getaway for the likes of me!

5 out of 5 average rating, 3 reviews

N.I.C.E. ROOM / Fire Island Pines

JosueRating, 5 stars10 months ago

It was a very lovely home today stay in and my particular room was great. It was spacious and clean, with good connectivity. And, I loved that I had my own bathroom. Would definitely stay there again.

4.9 out of 5 average rating, 10 reviews

Beautiful Beach House Cherry Grove, Fire Island

RomanRating, 5 stars21 months ago

Gloria is a great host and her house is beautiful, good location in Cherry grove and steps to the beach. Would love to come back next summer.

5 out of 5 average rating, 6 reviews

Perfect Guesthouse Bedroom 3 minutes from ferry

AndrewRating, 5 stars12 months ago

Jake and his partner were fabulous hosts. Friendly and hospitable and the space offers a restorative experience. a great pool, sauna and hot tub. We look to forward to returning and we recommend Casa Low Kiki to all!