Home Vacation Rentals By Owner In Fire Island, NY

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Exceptional(25)

$2080.16

/ Nightly
Private Vacation Home

Marooned, Fire Island! Great ocean views, just steps to the beach.

Fire Island, New York, United States

The world class Fire Island beaches are just a few steps away from this elegantly designed 4 bedroom, 2.5 bath modern beach house. Experience panoramic views of the ocean and bay—a treat for the senses and the perfect spot for a delightful beach vacation.brbrBring family and friends to enjoy this strikingly stylish home, creatively designed to merge the indoor and outdoor spaces and maximize the remarkable views of the surf. Virtually All rooms have ocean views and are bathed in natural light and cooled by sea breezes.brbrThe sunken living room is surrounded by floor to ceiling glass walls that look out on a sprawling cedar deck with the ocean beyond. This vaulted open space is all about interaction, relaxation and socializing. brbrThe granite/stainless kitchen is a cook's delight, fully equipped with quality appliances and kitchenware, designed to make cooking together easy and fun. brbrThe dining area seats 10 to 12 and faces a south wall of sliding glass doors with ocean views. brbrLounge on the deck or cook outdoors on the stainless gas grill and enjoy outdoor meals shaded by the cedar trellis.brbrThe master bedroom includes a full private bathroom and a private balcony with ocean views. There are three additional bedrooms, all with ocean views, a second full bathroom, an additional half bathroom and a large open air outdoor shower. brbrQuality bed linens, towels, cookware, tableware, beach chairs and umbrellas are all provided. Washer/dryer, dishwasher, AC, heat, satellite TV and high speed wireless internet. brbrThe house is professionally cleaned and maintained to high standards--a perfect place for families, couples or friends to enjoy the glorious Fire Island beaches and each other! brbrJust bring yourself, your clothes and a smile.brbrWe offer no-contact arrivals. Order groceries by phone or online with deliveries to your door.brbrbrbr
Bed 4

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Bath 3

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Sleep 10

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$1923.21

/ Nightly
Private Vacation Home

Gatsby’s Sky Level. Ocean Bay Park. Sleeps 12. Hot Tub + Ocean Views

Fire Island, New York, United States

Gatsby’s Sky Level | Ocean Bay Parkbr3rd Level Viewing Deck + Hot Tub | Sleeps 12brbrExperience the best of Fire Island from above. This Sky-level of a dual level residence offers expansive decks, ocean views, and a private hot tub—perfect for groups looking for space, comfort, and a true coastal escape.brbrOther unit remains vacant when rented for privacy to you and your guests brbrTraveling with a larger group Ask about full-property availability that hosts up to 24 guests. brbrHighlights:brbr* Sleeps up to 12 guestsbr* 3 full bathrooms - one with connecting outdoor showerbr* Private hot tub with ocean viewsbr* Two oversized Adirondack chairs on the 3rd level deckbr* Multiple outdoor living spacesbr* Steps from the beachbrbrThe Space:brbrThis dual-unit home offers two separate rentals. This listing is for the upper (Sky Level) unit only, which includes exclusive access to the third-level deck with Adirondack chairs.brbrPlease note: No pool access is included with this unit.brbrFrom the moment you arrive, you’re just a short 2–3 minute walk from the ferry and ocean. Nearby, you’ll find local favorites and laid-back atmosphere.brbrThe home is designed for easy indoor-outdoor living, with multiple decks that create the perfect setting to relax or entertain:brbr* Upper deck with hot tub, lounge and outdoor seating area overlooking the oceanbr* Third-level deck with two oversized Adirondack chairs—your front-row seat to sunrise, sunset, and everything in betweenbrbrLiving & Entertaining:brbrThe indoor living space features:br* Comfortable, spacious seatingbr* Open living room/kitchen conceptbr* Smart TV br* Large sliding glass doors opening to the deck for seamless flow and ocean breezesbrbrWhether you’re winding down after the beach or gathering with your group, the space is designed to feel open, bright, and connected.brbrSleeping Arrangements (Sleeps 12)brFour well-appointed bedrooms across two levels:brbrTop Level (via spiral staircase):br* King bed + two twin beds br* Full bathroombr* Skylights with natural light and ocean airbrbrSecond Level Bedrooms:brbr* Bedroom 1: Queen bed + two lofted twin beds + en-suite bath with outdoor shower accessbr* Bedroom 2: Queen bed + sofabr* Bedroom 3: Queen bedbrbrEach bedroom includes:br* Window A/C unitsbr* Ample closet and dresser spacebr* Wi-Fi throughoutbrbrBathrooms & Convenience:brbr* 3 full bathrooms - one with connecting outdoor showerbr* Outdoor shower (perfect post-beach rinse)br* Washer & dryer availablebrbrKitchen & Dining:brbrFully equipped kitchen with:br* Electric stove, microwave, dishwasherbr* Full-size refrigerator/freezerbr* Cookware, utensils, and propane for grillingbrbrDining includes:br* Indoor dining for 12br* Outdoor seating, lounging and entertaining areasbrbrLocation:brbr* 2–3 minute walk from the ferrybr* Steps to ramped ocean access (no stairs)br* Easy access to Ocean BeachbrbrOcean Bay Park offers a more relaxed, less restrictive beach experience—coolers and dogs welcome.brbrFor additional restaurants, shopping, and nightlife, the Village of Ocean Beach is:brbr* 10-minute bike ride (available to rent)br* 20-minute walkbrbrEvery stay is backed by consistent, high-level service:brbr* Professionally cleaned and maintainedbr* Stocked with essential supplies upon arrivalbr* Clear, responsive communication from inquiry to departurebr* Curated local recommendations providedbrbrIncluded Amenities:brbrBeach & Outdoor:brbr* 3 wagonsbr* 12 beach chairsbr* 12 beach towelsbr* 1 cooler with wheels brbrTechnology:brbr* Wi-Fi throughoutbr* Smart TV + streaming access (personal login required)brbrHome Essentials:brbr* Starter paper goods & cleaning suppliesbr* Coffee makers (standard + K-cup)br* Full kitchen setupbrbrSafety:brbr* First aid kitsbr* Fire extinguisherbr* FlashlightsbrbrImportant Notes:brbr* This listing is for the sky level onlybr* Includes exclusive use of the upper-level deck and 3rd Deck Adirondack Chair Areabr* Other unit remains vacant when rented for privacy to you and your guests br* Fire Island is car-free (ferry access only)br* Parking available at ferry terminals—plan ahead in peak seasonbrbr* Must be 30+ to bookbr* Pets Allowed (additional security required)br* Outdoor Smoking Permittedbr* Maximum occupancy: 12
Bed 4

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Bath 3

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Sleep 12

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Exceptional(21)

$998.61

/ Nightly
Private Vacation Home

Contemporary Beach House with Vaulted Ceilings and Lots of Sunshine

Fire Island, New York, United States

We are available for summer 2026! This is a three bedroom beach house in the great community of Ocean Bay Park in Long Island's Fire Island premier vacation area. The house is contemporary styling with a great room with plenty of light and 25 foot vaulted ceilings. Two large California redwood chairs wait for the king and queen to entertain or read a good book. Attached to the great room is a large eat-in kitchen with brand new A/C. The master bedroom has it's own bathroom with shower and there is another bathroom with tub for the guests. Each bedroom has new ceiling fans. Large brand new deck and outside shower. There is a brand new barbecue to cook on. New washing machine, dishwasher and refrigerator. Located on Cayuga St, centered between Flynn's Restaurant and the Fire Beach House Hotel and the Hurricane Bar and Grill. The ferry is a 10 minute walk to the house. To the east of the house is the private community of Point of Woods and Sunken Forest State Park and to the west is Seaview and Ocean Beach, a town unlike no other. You can take a leisurely walk to any of them down the beach or on the walkways or jump in a water taxi to get anywhere you wish to go.brbrThe Point of Woods baseball field lies directly behind the house and is only used by the summer camp for the children There are no houses behind this one which provides more privacy. There are bicycles there, Men's, Women's and Child bike. The house also has beach chairs, satellite T.V. with large screen Flat Screen on a Pivot mount and wireless internet..
Bed 3

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Bath 1

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Sleep 9

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$4194.5

/ Nightly
Private Vacation Home

Fabulous FIP Whole House Bayfront Retreat

Fire Island, New York, United States

Welcome to FABULOUS, 231 Bay Walk, Fire Island Pines! Peacefully ensconced amid mature gardens and facing the Great South Bay, this architecturally significant, Bayfront summer playground offers a Pines experience second to none. This home, only a 5 minute walk from town, exudes the true essence of the Pines, seamlessly bringing the inside out and outside in. Its gracious layout serves both form and function, inspiring peaceful moments, playful living, and the occasional grand soiree! FABULOUS is a single story, 5 bedroom, Bay-front estate. There are 4 suites in the main house and one stand-alone studio cabana. The home features fine cedar walls inside and out, with abundant windows facing the courtyard, pool deck, and bay. Upon entering you are captivated by the direct view into the courtyard where there is a large hot tub, lush greenery, a small pond, and ample seating and entertaining options. Sashay down the windowed hallway, or through the courtyard to the magnificent living room featuring a gas fireplace and cozy, if not a bit campy seating. This is a great place to keep an eye on the house, or snuggle up to read a book. Past the living room is the open-concept chef’s kitchen and dining area with comfortable seating for 14 and stunning bay views. Easily pass through any of these rooms via numerous sliding doors to the pool deck with fabulous teak seating, loungers, and unrivaled views of sunsets on the Great South Bay. Nestled around the east side of the living room you will find a secluded outdoor shower and private sauna! Additional amenities include a large bbq grill, complimentary laundry machines, some workout equipment, ample towels, fine linens, serene gardens, and a warm, welcoming atmosphere. This home was commissioned by the pioneers of the gay phonesex industry and was not built with privacy in mind. The suites feature “Jack & Jill” style, shared bathrooms. The Master and the Fishbowl Suites each have their own private sink and toilet area. They share a large double shower with a skylight. The Center and Curve Suites have a shared bath with one shower, sink, and toilet. There is an additional half bath near the front door, and an outdoor shower. The Butt Hutt has a sink in the room, but no other ensuite amenities. This listing is for the entire property. The room descriptions are below: The Center Suite is positioned just past the front door of the main house. It sports a King sized platform bed and windows facing West. There are blinds for added privacy, if you’re into that sort of thing, and a desk for those unavoidable zoom calls. This room has ample built-in closets and drawer storage. There is a semi-private sink, toilet, and shower that are shared with the Curve Suite. The bedroom door to the bathroom locks and there is also a door to the outside from the bathroom. This room has a built-in AC unit for those sweaty nights! This room can be locked from the outside for privacy. There is a maximum of 3 occupants allowed in this room. The Curve Suite is positioned closest to the living room and kitchen of the main house. It sports a King sized platform bed and windows facing West. There are blinds for added privacy, if you’re into that sort of thing, and a desk for those unavoidable zoom calls. This room has ample built-in closets and drawer storage. There is a semi-private sink, toilet, and shower that are shared with the Center Suite. The bedroom door to the bathroom locks and there is also a door to the outside from the bathroom. This room has a built-in AC unit for those sweaty nights! This room can be locked from the outside for privacy. There is a maximum of 3 occupants allowed in this room. The Fishbowl Suite is arguably the most impressive suite in the main house. It features a King sized bed facing a wall of windows giving you a view of Everything! From this room you will see and hear the soft trickle of the pond’s waterfall, the bubbles in the hot tub, frolicking in the pool, and the beauty of the Great South Bay. There are blinds for privacy, if you’re into that sort of thing, and a desk for those unavoidable zoom calls. This room has ample built-in closets and drawer storage. There is a private sink and toilet that connect to the double shower shared with the Master suite. You have a slider leading out to the courtyard. This room has a portable AC unit for those sweaty nights! This room can be locked from the outside for privacy. There is a maximum of 3 occupants allowed in this room. The Master Suite is positioned in the front of the main house, affording it maximum privacy along with special features. It sports a Queen sized platform bed, a gas fireplace, and slider leading to a private deck with views of the mature gardens! There are blinds for added privacy, if you’re into that sort of thing, and a desk for those unavoidable zoom calls. This room has ample built-in closets and drawer storage. There is a private sink and toilet that connect to the double shower shared with the Fishbowl suite. This room has a built-in AC unit for those sweaty nights! This room can be locked from the outside for privacy. There is a maximum of 3 occupants allowed in this room. The Butt Hutt is a classic Pines cabana, located in a stand-alone structure midway between the front gate and main house. It features a Full sized captains bed, built-in drawers and room underneath the bed for hanging clothes and storing luggage. This room also features an ensuite sink, air conditioning, television, and skylight. There is no ensuite bathroom…guests of this room will use the hallway bathroom near the front door of the main house and the outdoor shower. This room can be locked from the outside for privacy. There is a maximum of 2 occupants allowed in this room. Also please note the captain’s bed is relatively high up and you will need to use the provided stool to safely get up and down. Those with mobility issues are strongly advised to consider a different room in the main house. Pricing for the Whole House is based on 10 guests. The maximum occupancy for the house is 14 guests. Additional fees apply per extra guest per night. Guests have access to the entire house. There are a few owner's closets and sheds that are private and not available for guests to use. We are always available by phone or txt. We also have a trusted network of friends nearby that can jump in to help if a problem arises. We are pet friendly here, however your pets must be pre-approved, be potty-trained, and be non-aggressive towards unfamiliar people or other animals. We trust you to self-certify this, however if noise, nuisance, health or safety issues arise due to your pet you will be asked to leave and will forfeit the balance of your reservation. Pets must be included on your reservation and their respective fees paid in advance. If you are allergic to or uncomfortable with dogs around I would not recommend you booking your stay with us. Food-wise, it’s best to bring a few things you love and then buy the rest as-needed from the Pantry. Coffee is provided free of charge. There are ample spices and other cooking necessities you are free to use. Please note this is an adults-only, clothing-optional property. This property is not suitable for minors. There is an abundance of artwork and ephemera depicting nudity and/ or of a graphic nature. As guests, you may not plan or host events without express permission from the owner. Filming content of any kind is prohibited without express permission from the owner. We kindly ask that you refrain from raiding our vegetable garden. Sure, go grab a tomato or two, but don’t go whipping up a chef’s salad sourced primarily from our garden. We are located on a sandbar, facing the bay. Bedrooms are air conditioned, however common spaces are not. Doors are often left open to take advantage of the fabulous breeze off the bay. Those with sensitivity to humidity, allergies, sunlight, insects, and other native critters should consider booking elsewhere. We live on a sandbar after all, not a hermetically sealed laboratory. Expect to experience nature.
Bed 5

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Bath 6

Bath

Sleep 14

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Exceptional(16)

$1221.05

/ Nightly
Private Vacation Home

Short term Fire Island Beach House (Kismet)

Fire Island, New York, United States

This is a classic, 70's modern open spacious home that is about a minute from the beach on foot. People who stay here love it and part of that is that they do not come with expectations of a 5star luxury resort. It's a super cool home, a little on the older side. But packed with character and charm. We have also done a lot of improvements which the current photos don't reflect brA great place for groups and families! Kismet is such a great place- 2 restaurants, a market, ice cream shop , play ground, tennis courts and of course the 24/7 beach just steps away!brbr4 bedrooms. (5 beds, one of which is a king, the others are queens). It sleeps 8 and is priced for 8. Someone must be over 21. Guests above 8 will have a per person up charge . brbrbrThere are no cars allowed on Fire Island so it's all about the ferry from Bay Shore, which is a 20 minute departure from stress into the dreamscape that is Fire Island! The house is great for families (including smaller kids but it isn't totally 'kid proofed' with outlet covers (for example). We get a lot of 20 and 30 something friends, as well as wedding party guests and the occasional writer! We rent by the weekend, the mid week, or by the full week (Fri to Fri). brbrThere's a private deck (with a table and chairs) open to the stars, a full kitchen, BBQ, outdoor shower, house wagon, some bikes, and some beach chairs.brbrWe don't provide towels, but we do provide fresh linens. The house is professionally cleaned for each guest.brbrIf you really need towels, we might be able to do something but there will be an extra charge- House keeping needs to focus on things other than towel cleaning!
Bed 4

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Bath 1

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Sleep 8

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