Holiday houses 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.

Charming Beach Cottage in OCEAN BAY PARK

Charming cottage located in the town of Ocean Bay Park, just steps from the beach. Open floor plan living room with breakfast bar/kitchen. Bedroom on main floor, unique loft bedroom upstairs looking over living room. Bathroom with shower plus outdoor shower. Lovely deck with BBQ, outdoor seating. 5th house from the ocean—walk to the beach and if you need refreshments you'll be back at the cottage in 90 seconds tops. Bikes and beach chairs included. We're a family neighborhood--no parties please!

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).

Private Studio in Lovely South Bayport

Studio offers a private, sequestered nook in quiet Bayport. The 350 sq ft. offers: Queen bed (Drexel Heritage pillow-top mattress) with natural fiber bedding, 2 king pillows. Large bathroom with roomy shower, good towels. We use natural laundry soap, essential oils. Wifi, Roku television as well as contactless check-in & out with keyless locks. Close to ferries to several FI beaches. Close to main street for services/ restaurants. Walk to two parks. Dedicated off-street parking. NO SMOKING

Pristine 7Br house 500’ to beach

A great place for an amazing time! …. Your friends will be blown away by your "FIND" New renovation w/new, gorgeous furnishings, 500f t from the Ocean and it will be where your crew has the best week of their year. 7 BRs are beautifully decorated - 2 King En-suites each with a private coffee bar. One Queen En-suite and 2 Queens with a shared jack&jill En-suite and finally 2 more queens. Four & a half baths, a heated pool and 3 level deck incl a rooftop deck This is your Pines place !

Ocean View Home with heated pool

Fire Island Pines pool home with expansive ocean views from all rooms. Main floor living area is open plan with air conditioning/heat, wine fridge, updated kitchen and powder room. Two bedrooms upstairs each with ensuite baths, sliding glass doors to top deck, air conditioning and heat. Close to beach access. Pool cabana room on ground level with two twin beds on king bed platform. Outdoor shower on pool level and 1/2 bath on main living level. Seven minute walk to harbor.

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 $850for four guests, and $700 for weekdays) We do three hour sunset cruises as well for an additional fee. 🌅

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.

"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!

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.

Great South Bay Cottage

Fantastic private cottage on Long Island's South Shore. Great access to the best beaches in the world (walk to bay, ferries to ocean). Short train ride to/from NYC, Wineries & The Hampton's. Experience the Island’s charm and culture. Enjoy Long Island summers. We employ a professional cleaning regiment.

Classic Fire Island Pines Cottage

Kick back and relax in this calm, stylish space. Steps to the ocean and perched high on a secondary dune. Classic mid century cottage with multilevel terraces and a peak of the ocean. Quiet, peaceful, and private. Please message directly for long stay inquiries ( dates may be blocked on the calendar).