Vacation Home Rentals By Owner In Ocean Beach, NY

Showing 88 Of 88 Vacation Rentals

$2193.44

Fall into Coastal Luxury at Breakers – Ocean Beach, Fire Island

Ocean Beach, New York, United States

Escape to Fire Island this September and October for a quieter, cozier version of summer — without sacrificing the sun, sand, or style. Breakers is a newly renovated 4-bedroom, 3-bath luxury seaside retreat with central air and heat, making it perfect for crisp fall mornings and cozy evenings by the outdoor fire pit table. Kick back and relax in this calm, stylish space. – Your Dream Beach House immaculately clean nestled in the heart of Ocean Beach, Fire Island’s premier community. This spacious and luxurious home comfortably accommodates 10 guests, making it ideal for families and mature groups!! seeking a memorable getaway. Consider this house your home away from home while you visit Ocean Beach. With 4 bedrooms including a king, queen, 2 bunk beds one with a full, and 2 additional twin beds, there's plenty of space for all guests. The 3 bathrooms are equipped with all the essentials, including a hairdryer and shower. Amazing spacious outdoor shower hot/cold my favorite place to shower. The additional living room space with a sofa bed adds to the enjoyable and tranquil atmosphere of this awesome property. We look forward to hosting you at our place.

Bed

Bath

Sleeps

Exceptional(1)

$834.51

/ Nightly

Private Vacation Home

Charming home steps from beach with deck, outdoor shower, grill, & bikes

Ocean Beach, New York, United States

Seaclusion GardensbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrCharm and convenience combine at this adorable cedar-shake home, tucked into a leafy lot in Ocean Beach. You’ll be just a few minutes’ walk from the beach, or hop on one of the provided bikes, hitch up the beach wagon, throw in the provided beach chairs, and head to the sand on two wheels. brbrAt home, start your day with coffee on the sunny backyard deck or opt for the enclosed front porch, where you can wave at passing neighbors. When you get hungry, step inside the updated kitchen, featuring stainless steel appliances and plenty of counter space, to prep some breakfast. Grab a bite at the kitchen table, or step back outside and dine alfresco. Throughout the home, you’ll find beachy decor and fixtures, hardwood floors, lots of natural light, and characterful touches like the clawfoot tub. brbrAfter a day at the beach, take advantage of the outdoor shower on the deck to rinse off the sand, then fire up the gas grill for an easy dinner. If you’d rather eat out, all the restaurants on Bay Walk are a quick walk away. At the end of the night, unwind while you stream the latest release, then choose from one of four well-appointed bedrooms when you get sleepy. Another perfect beach day awaits tomorrow - all that’s left to do is book. brbrTHINGS TO KNOWbrStreaming services are available with guest accounts.brVacasa is a registered New York State sales tax vendor. And if Vacasa is the merchant of record will collect sales tax and applicable unit fees on all sales of short-term rental unit occupancy within New York State that it facilitates.brbrParking notes: No parking available.brbrbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Bath

Sleeps

Exceptional(14)

$864.33

/ Nightly

Private Vacation Home

Large Home with Ocean Views, Fireplace, and Gas Grill - Dogs Welcome

Ocean Beach, New York, United States

Robbins Rest RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis is a large beach home perfect for your loved ones to gather and enjoy time in the sun, with six bedrooms in the main house and two private bedrooms under the house with a private entrance. Located in Robbins Rest just outside the Ocean Beach neighborhood of Fire Island, this home has several decks and balconies to enjoy the warmth and view. After the sun goes down and the air starts to chill, you can shower all the sand off in the outdoor shower and then cozy up by the fireplace to warm your bones. If you still need to shake off a little stress, the private sauna can help melt it all away.brbrWhat's NearbybrJust off the coast of Long Island, Fire Island is an oasis on the edge of the jungle with numerous beaches. Enjoy boating, swimming, fishing, or just bathing in the hot sun. If you are in the mood for a bit of adventure, you can enjoy parasailing just off the coast. If you want to spend the day on land, you can take in the sites of Sailors Haven and The Sunken Forest parks. There are several delicious dining options as well.brbrThings to KnowbrDogs are welcome for a small nightly fee.br*Please note this home requires walking through the sand to access it from Ocean Beach and may not be suitable for all guests.br*This home has a strict 30-year-old minimum age requirement. This rule does not apply to groups with young children.brVacasa is a registered New York State sales tax vendor. And if Vacasa is the merchant of record will collect sales tax and applicable unit fees on all sales of short-term rental unit occupancy within New York State that it facilitates.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: No parking available.brbrThis rental is located on floor 2.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 30 years of age to book. Guests under 30 must be accompanied by a parent or legal guardian for the duration of the reservation.

Bed

Bath

Sleeps

Exceptional(3)

$3898.4

/ Nightly

Private Vacation Home

Incredible New Construction Ocean & Bay View with Pool located in Ocean Bay Park

Ocean Beach, New York, United States

Entertainer's paradise in Ocean Bay Park, Fire Island! This stunning brand new construction bay view home boasts 5 spacious bedrooms, 4 full bathrooms, and 2 half bathrooms across two floors, offering over 3,600 square feet of luxurious living space. Set back on a massive 11,803 SF lot, this home lives large! The interior is immaculate, featuring top-of-the-line finishes, comfortable furnishings, high ceilings, and an abundance of natural light. With 2 luxurious bedroom suites on the first level, and 2 additional bedrooms as well as the grand owner’s suite on the second floor, this home can accommodate an extended family. The primary bedroom has a wall of glass overlooking the bay, a huge walk in closet, balcony access with its own private outdoor shower, and an oversized spa bathroom with freestanding tub, walk in shower, dual sinks, and a separate water closet. The expansive great room is perfect for relaxing and entertaining with soaring 13’7” high ceilings and stunning views of the Great South Bay. The modern gourmet kitchen is a chef's delight, complete with high end appliances, a large center island, and plenty of counter and storage space. Enjoy dining alfresco while looking out over the bay on the large deck with pergola and built in outdoor kitchen, just off of the great room. There are laundry rooms and powder baths on both levels for your convenience. Step outside to your own private oasis, where you'll find a massive 30’ X 18’ heated salt water swimming pool and over 4,000 square feet of decking, including a screened in porch, covered outdoor area with bar, and roof deck with breathtaking 360-degree views from bay to ocean. Enjoy stunning sunsets with uninterrupted vistas of the water and surrounding natural beauty. Walk to the beach in 3 minutes or the ferry in just 1 minute! Conveniently located close to restaurants and the market in Ocean Bay Park or a quick bike ride to downtown Ocean Beach.

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Bath

Sleeps

Exceptional(7)

$1188.73

/ Nightly

Private Vacation Home

Charming getaway near the beach w/ free WiFi, gas grill, and partia A/C

Ocean Beach, New York, United States

Seaside Escape on HuronbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrTreat your loved ones and yourself to a vacation by the beach at this adorable, Fire Island getaway! This two-story, beloved homestead favored by architects and designers surrounds you with rich wooden features and rustic touches alongside all the amenities you'll need for the perfect vacation. The breezy, open floor plan combines a well-equipped, full kitchen with a large dining area and a comfortable living space. The fabulous screened-in front porch is perfect for morning coffee or afternoon reads, while a nearby picnic table is ideal for lunches, arts and crafts, and games. Spend lazy afternoons or indulge in summertime cookouts out on the large, furnished deck in secluded privacy. And when it's time to call it a night, this home offers five cozy bedrooms including two main bedrooms with two queen-size beds, one with a double, and two well-appointed bunk rooms.brbrWhat's nearby:brGrab your beach chairs and towels and walk to the sand right at the end of your street. Close by, check out Fire Island SUP Co. - a one-stop shop for watersports lessons as well as parasailing, paddleboard, and tubing rentals. Ocean Bay Park offers endless, entertaining options as well! Enjoy a refreshing ice cream at the nearby Scoops, or visit Town Pizza for a delicious pizza! For memorable lunches, make sure to stop by bayside Schooners Restaurant. One mile away from your home is Ocean Beach Bicycles for bike rentals. Experience Sunken Forest, less than two miles east, where you can get some shade and take a ranger-led walk through the trees, and then spend the evening filling up on fresh seafood at Island Mermaid, a fusion restaurant offering dine-in and takeout, just a mile from your door.brbrThings to know:brFree high-speed WiFibrOutdoor and indoor showerbrIncludes eight beach chairs, Turkish cotton beach towels, two umbrellas, and a wagon available for guest usebr* THIS IS A QUIET RESIDENTIAL NEIGHBORHOOD, PLEASE BE AWARE OF THE NOISE.br** Please be careful on the architectural open-riser staircasebr***All guests shall abide by VACASA'S GOOD NEIGHBOR POLICY. QUIET HOURS are from 10 PM TO 8 AM. NO PARTIES ALLOWED!!!brYOU MUST BE 30 YEARS OR OLDER TO RENT THIS PROPERTY.brVacasa is a registered New York State sales tax vendor. And if Vacasa is the merchant of record will collect sales tax and applicable unit fees on all sales of short-term rental unit occupancy within New York State that it facilitates.brbrParking notes: No parking available.brbrbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 30 years of age to book. Guests under 30 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Bath

Sleeps

Exceptional(4)

$1885.12

/ Nightly

Private Vacation Home

OCEANFRONT Luxury 5 Bedroom house, Heated Pool, Jacuzzi. Sleeps 12

Ocean Beach, New York, United States

'The Trident'brbr2026 Memorial Day Week is the only availability left. DON'T WAIT.brbrLooking for the perfect beach escape This is it!brbrWelcome to your dream oceanfront getaway! This stunning beach house has everything you need for an unforgettable vacation:brbr• 5 spacious bedrooms – plenty of room for family & friendsbrbr• 3 full bathrooms, including a private en suite off the masterbrbr• A beautiful saltwater pool for refreshing dipsbrbr• A hot tub with incredible viewsbrbr• Direct access to the beach – just steps away from the back door!brbrWhether you’re sipping coffee on the deck as the sun rises over the ocean, floating in the pool, or enjoying sunset cocktails in the hot tub, this home is all about relaxation, comfort, and making memories.brbrPerfect for family vacations, group getaways, or a peaceful retreat.brbrDates are filling up fast – message us to learn more or to book your stay!brbrbrSleeping arrangements:brFirst floor Bedroom #1: King bed (Ocean views) brFirst floor Bedroom #2: Built-in bunk with charging stations and ocean views. Twin over a full (a kid favorite) brSecond Floor Bedroom #3: Full bed and twin bed (Ocean View and bay sunset view)brSecond Floor Bedroom #4: King bed with (Ocean views)brSecond Floor Bedroom 5: The master suite. King bed with panoramic ocean views. brSleeps 12brbrbrFeatures:br* Five bedrooms all with ocean views br*Heated salt water pool br* Jacuzzi with 46 jets br* High speed Wifibr* Air conditioning & heat br* Washer Dryer on both floorsbr* Quality beddingbr* Beach Chairs 6+br* Bicycles 4+br* Second floor balcony with Bar & TVbr* Towelsbr* Outdoor Showerbr* BBQbrbrbrThis home has a strict 30 year-old minimum age requirement. This rule does not apply to families with children. Please respect the age requirement; homes are monitored closely and we would hate to have to ask you to leave. No beer pong aficionados please- Our home is for grown adults & their responsible friends and family. It is not a party house.brbrParking Notes: There is a paid parking lot located at the ferry terminal for you to leave your vehicle- we encourage that you allow for extra time during the peak travel season.

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Bath

Sleeps

Exceptional(1)

$1668.52

/ Nightly

Private Vacation Home

A slice of paradise 1 block to beach with private pool, 3 decks, modern interior

Ocean Beach, New York, United States

ParadisobrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrBeautifully renovated and just one block from the beach, design enthusiasts will love to call this immaculate Ocean Beach estate their vacation home. Start your mornings with coffee or tea on one of three outdoor decks, spend your afternoons exploring the area, and end each fun-filled day dining alfresco on the sprawling pool deck.brbrStep inside to find an open and attractive living space filled with bespoke furnishings, abundant natural light, and burnished wood floors. A wall of sliding glass doors in the coveted open living, dining, and kitchen area opens to the expansive deck for seamless indoor/outdoor living. The crown jewel, this space boasts a private pool, outdoor dining table, and comfortable lounge seating.brbrThe well-appointed living room features two seating areas and a TV for entertainment. Fit for a chef, the sleek kitchen has stainless steel appliances, helpful kitchen gadgets, and breakfast bar seating. Gather for memorable meals at the 10-seat dining table overlooking the pool deck. Four bedrooms are on the main level (one has access to a lower-level deck), and the primary suite is located upstairs. This amazing suite offers an en suite bathroom, a work desk with a desktop computer (ideal for remote work), a TV, and access to the upper-level deck with more comfortable seating and beautiful views. brbrThings to KnowbrVacasa is a registered New York State sales tax vendor. And if Vacasa is the merchant of record will collect sales tax and applicable unit fees on all sales of short-term rental unit occupancy within New York State that it facilitates.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: No parking available.brbrbrSecurity camera details: The pool area requires surveillance.br1 day notification is required in order to heat the pool. brbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Bath

Sleeps

Exceptional(8)

$393.44

/ Nightly

Private Vacation Home

Spacious home with renovated kitchen, large deck, & tennis

Ocean Beach, New York, United States

Wilmot EscapebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis wonderful Ocean Beach home has everything you need for a relaxing Fire Island vacation. Through the front door, you will enter the tranquil living room. The living room features a sectional sofa and ample seating, which will easily accommodate your group. The modern kitchen is conveniently located to the dining room and the private back deck. Upstairs, you will find the bedrooms and a large outdoor second-level deck. brbrWhat's NearbybrThis home is located in the Village of Ocean Beach, a kid-friendly community that features lifeguarded beaches, tennis courts, basketball courts, and a playground. Ocean Beach is the unofficial capital of Fire Island. Its commercial district is the largest on the island, spanning seven blocks across the length of Bay Walk and featuring several restaurants, bars, and shops. This home has everything you may need for a private and tranquil beach vacation.brbrThings to Knowbr*This home is only accessible via ferrybr*This home has a strict 30-year-old minimum age requirement. This rule does not apply to groups with young children.brThere are strict good neighbor and noise policies for this home, in addition to no parties allowed at any timebrbrThis property is managed by Susan Scanlon, Principal Real Estate Broker with Vacasa New York, LLCbrVacasa is a registered New York State sales tax vendor. And if Vacasa is the merchant of record will collect sales tax and applicable unit fees on all sales of short-term rental unit occupancy within New York State that it facilitates.brbrParking notes: No parking available.brbrThis rental is located on floor 2.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 30 years of age to book. Guests under 30 must be accompanied by a parent or legal guardian for the duration of the reservation.

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Rent a place that suits your needs

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Most popular vacation rentals in Ocean Beach

Exceptional(8)

$1213.68

/ Nightly

Private vacation home

3 Yrs Young HOME & Heated Salt Water POOL - equally convenient to Ocean or Bay!

Ocean Beach, New York, United States

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Exceptional(8)

$1073.95

/ Nightly

Private vacation home

Ocean Beach 5 Bedroom Spectacular Home centrally located.

Ocean Beach, New York, United States

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Sleeps

Exceptional(8)

$1094.89

/ Nightly

Private vacation home

Luxury Home with Hot Tub in Ocean Beach, Fire Island

Ocean Beach, New York, United States

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Exceptional(8)

$1162.37

/ Nightly

Private vacation home

Making Summer Memories in Ocean Beach, Fire Island at Squid Lips Cabana

Ocean Beach, New York, United States

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Exceptional(8)

$1171.06

/ Nightly

Private vacation home

Beautiful Beach House with Large Swimming Pool in Ocean Beach

Ocean Beach, New York, United States

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Bath

Sleeps

Exceptional(8)

$1172.74

/ Nightly

Private vacation home

Bungalow in Ocean Bay Park Fire Island- short walk to beach and restaurants!

Ocean Beach, New York, United States

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Exceptional(8)

$1183.30

/ Nightly

Private vacation home

Fire Island Beach House

Ocean Beach, New York, United States

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Exceptional(8)

$1256.75

/ Nightly

Private vacation home

Oceanfront Paradise in Robbins Rest

Ocean Beach, New York, United States

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Sleeps

Exceptional(8)

$1303.97

/ Nightly

Private vacation home

Ocean Beach 4Bed 2.5Baths Luxury Kitchen Spacious Decks Swim Spa Outdoor Shower

Ocean Beach, New York, United States

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Bath

Sleeps

Exceptional(8)

$1271.53

/ Nightly

Private vacation home

Newly Renovated Summer Rental: Ocean Beach House with Private Heated Pool

Ocean Beach, New York, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Ocean Beach, NY

$2193.44

$834.51

$864.33

$3898.4

$1188.73

$1885.12

$1668.52

$393.44

Rent a place that suits your needs

Most popular vacation rentals in Ocean Beach

$1213.68

$1073.95

$1094.89

$1162.37

$1171.06

$1172.74

$1183.30

$1256.75

$1303.97

$1271.53

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