Holiday 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.

7 bdrms all w/AC, pool, hot tub, bay view $0 Fees

Escape to our beach house in the Pines community. No extra Airbnb fees - just a modest cleaning fee. The beach house has a large deep swimming pool, 6 person hot tub and multiple decks (including the famous sunset deck) to go along with the 7 bedrooms, 5 bathrooms and 2 separate common areas, each with their own kitchens and outdoor grills. The house faces the bay and is located along a quiet path with little foot traffic; yet both the beach and the harbor are only a 10 min walk from the house.

PINES Cozy Beach Hideaway with modern touches

NEW listing, owner occupied, 4 bedroom / 2 bathroom modern, classic beach house centrally located - 5 minute walk to Pines harbor and 2 minute walk to the beach. Comfortably sleeps 8 people; King or Queen sized bed in each room. Open kitchen and dining room space ideal for cooking and hosting intimate dinner parties. Spacious and fully furnished patio area located behind the house for ultimate privacy. Fully redecorated and central AC added in the Fall of 2021. Not a typical share house!

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 !

FI Pines - 3 bedroom / 2 bath beach house

Renovated interior designed to elevate your FI Pines experience. Each bedroom strikes a balance between comfort and functionality with sliding glass doors to the deck and a workstation for travelers who need to plug-in. The kitchen includes quartz countertops and a dining table for 6—ideal for enjoying meals prepared with a full assortment of kitchenware. Living space accommodates your entire group with a large L-couch, recliners, Smart TV, and JBL speakers for movie nights at 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.

Fire Island Pines paradise.

Enjoy a stylish experience at this centrally located property. This classic, ideally located home has just been refreshed for the season. New Jacuzzi brand hot tub, outdoor shower, new premium beds, 55” 4K smart TV, FIOS high speed internet, stocked kitchen. Prime location! 2 minute walk to the beach and 5 minute walk to the Pines ferry dock, bars, restaurants, liquor store and local market. Entire first level of this two unit home with private outdoor space.

Promise Land, Fire Island Pines

@___promiseland___ Enjoy your summer in a 1,500 SF private beach house that sits on a beautifully landscaped 9,000 SF lot. The spacious living area has soaring ceilings and is equipped with a wood burning fireplace. The single- story house has three oversized bedrooms and sleeps 6 guests comfortably. This house, with its large heated swimming pool, hot tub, BBQ grill, and outdoor dining, is the pinnacle of the perfect indoor-outdoor beach lifestyle.

Fire Island Pines Treehouse

NEWLY RENOVATED Fire Island Pines home. Sits high in the trees in ideal location east of the harbor. 3 bedroom, 1 full, 2 en-suite half bath. Heat/AC and heated pool. All rooms open onto the pool deck. Or relax in the hammock or one of the many lounges. Prices vary during peak season and high demand, event and holiday weekends. Weekly is preferred but inquire with custom dates for adjusted pricing. Weeklies start on Thursdays.

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.

"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!

Luxury Pines 5BR Gourmt Kit Pool Jacuzzi Fireplace

From a hot tub, heated pool, 360˚ views, A/C to romantic fires in our living room fireplace a stay in our home (yours for a week!) is certain get your hearts pounding! We've all the wood you need! Spacious, private, impeccable! A/C, HVAC, Rocky Mountain-Big Timber, A-Frame Home; 5 bedrooms: 3 Kings, 2 Queens. 2nd BBQ Kitchen. Pet friendly!