Home Vacation Condo Rentals By Owner In Montauk, NY

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Exceptional(90)

$714.87

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Montauk Surf Club Oceanside Resort Condominium

Montauk, New York, United States

This luxury condominium resort is located on the most beautiful stretch of Ocean Beach in the Hamptons. Miles of white sand, lapping surf, and ocean breezes beckon you to unwind, relax, and enjoy.brbrYour poolview, professionally decorated duplex, consists of a brand new full kitchen with microwave/convection oven, refrigerator, dishwasher, toaster, coffee pot, blender and a complete array of dishes, silverware, pots, pans, and cooking utensils. A lovely dining area with sliding glass doors overlooks your own private deck, where you can relax and sunbathe on a comfortable lounge, or dine al-fresco viewing landscaped grounds and the beautiful, heated pool. brbrThe living room has a comfortable sofa, which pulls out to a queen-size bed, a lounge chair, ample closet and storage space, new 50 inch flat screen color cable TV, HBO, DVD player, clock radio, and telephone with message service. Air conditioning is provided for complete comfort.brbrUpstairs awaits your master bedroom with queen-size bed, dresser, sink/vanity and mirrors, make-up mirror, ample closet space, flat screen cable TV, HBO, DVD player, telephone, and clock radio. Gaze out over the crystal clear pool and magnificent grounds and glimpse the ocean. A separate full-size bathroom with tub/shower completes the second floor. Air conditioning is, of course, standard. All towels and bed linens are included, and maid service is provided at check-out.brbrWhat else can you expect to find at this luxurious resort There are two tennis courts, bath house with steam baths, an exercise studio with the latest equipment, ice machines, and washers and dryers for your added convenience. Do you need beach towels, beach chairs, or a beach umbrella No problem! Go to the desk surrounding the pool and request whatever you need, at no extra charge.brbrYour luxury oceanfront condo resort is merely a two minute walk to the charming village of Montauk, where scores of restaurants, shops, bicycle rental, or miniature golf are available. Go fishing, horseback riding, boating, whale watching, play golf, see a movie, or surf - it is all available in Montauk. Relaxation, sun, ocean surf, and luxury surroundings are yours for the asking.brbrAvailable: May 2025 through October 2025br 3 night MINIMUM May-June; September-Octoberbr 3 night MINIMUM June-Octoberbrbr SLEEPS 4brbrKeywords: Condominium
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Exceptional(67)

$397.03

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MONTAUK Condo ~ Stunning Sunsets & the Sea at your Doorstep

Montauk, New York, United States

Plan your 2026 Montauk Summer Vacation Now!brbrWe are open--brMAY 2026 - OCTOBER 2026brThe summer of 2025 filled up fast. Secure your Summer dates ASAP!brbrThe location of this 1 bedroom condo at Sun N' Sound is, without a doubt, one of our prime assets. It offers the perfect blend of privacy and convenience. Situated on the waterfront of tranquil Block Island Sound, you'll relish the peaceful surroundings and enjoy the soothing sounds of the waves.brIt is the ideal balance for a vacation – a peaceful retreat with easy access to everything you'll need. This perfect hideaway is the vacation destination for you. Summer fills up fast, don't wait!brbrNestled between Culloden Shores and Montauk Harbor in the desirable Soundview Estates area, you'll be close to everything you desire. If you're looking for rest and relaxation, or would rather get-up-and-go, this perfect hideaway is the vacation destination for you. brbrAfter a fun-filled day, gaze upon incredible Sunsets from our back sun deck as you take in the beautiful panoramic views of the Long Island Sound. You can lay back, lounge, dine, fire up the charcoal barbecues, or sit by one of the fire pits, day and night.brbrThis child-friendly vacation condo features a kitchenette and full bath. With 1 queen bed and a pull-out queen sofa-bed in a separate room.brThe condo can sleep 4 adults. brbrA sliding glass door opens onto a private deck that is just steps from the heated, 20 foot by 40 foot, guest-only pool. The pool is surrounded by a spacious patio with lounge chairs and tables.brbrMontauk Harbor is just a short stroll away. Montauk is known as the “Fishing Capital of the World”. Sun N' Sound is a few minutes walk from fishing boats, fine dining, local seafood, shopping and outdoor concerts. We are also located a short drive from the village (The Circle) of Montauk.brbrEasy walking distance to the Beach on the Sound, Montauk Harbor, Gosman's Dock / Pier & Shoppes, boutiques, restaurants, bike rental shop, charter boats,brQuick Mart Deli, Tony's Market, Kenny’s Castaways and Sundae Fundae…. And so much more.brbrThere's also a skate park, 2 baseball fields, a soccer field, Montauk Downs, mini golf, and more nearby.brbrVisit the famed Montauk Lighthouse, or ferry over to historic Block Island, or maybe just take in the sights in town.... then return to the condo to enjoy the comfort, privacy, and relaxation you deserve.brbrThe condo will be ready to go for your arrival... including linens, bath towels, kitchenware, cookware, utensils, etc.brFor longer stays, full and/or partial maid service, if needed, is available for an additional fee. Arrangements can be made by guests in the business office on site.brbrFREE WiFi and FREE parking on site for guests.brbrPLEASE NOTE--br** July and August Reservations are 7 day rentals only. (Check in/out on Sunday)br**Summer Holiday weekends (Memorial Day / 4th of July /Labor Day)brrequire a 3 or 4 night stay. (check the calendar)br**2 Night stays are available during May / June / September / October.brbrPLEASE NOTE--brbrVRBO will collect all TAXES and FEES when you book, Including...brbrNY State Sales TaxbrSuffolk County TaxbrNY State TaxbrOccupancy Tax (currently at 5.5%)brVRBO CommissionbrPayment Processing Feesbrbr**This money is passed on directly to the respective authorities.br_________________________________________brGETTING THERE:brLocation: Montauk, Long Island: brFrom NYC: 2.5 hr.brAirports: JFK/LaGuardia 2+ hrs. brIslip-MacArthur: 1+ hr.brEast Hampton Airport: 20 minutes. brMontauk Airport: 5 minutes.brLIRR Montauk Station: 3 Minutes. brMontauk Jitney is also an option.br___________________________________________brbrVRBO Cancellation Protection: If you are prevented from taking your trip due to a covered reason, such as a sickness or injury (yourself or a family member), Travel Protection can help reimburse 100% of your prepaid, non-refundable trip costs that you would otherwise lose when you cancel. For more info see https://www.vacationprotection.com
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Exceptional(45)

$428.44

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Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk, New York, United States

This is of the nicest units in the complex. We invite you to stay at our 1 BR loft corner unit, complete with cathedral high ceiling, brand new kitchen, fully updated bathrooms., and large living room with a pullout queen sized sleeper sofa.brMontauk Manor is an amazing property that features 3 tennis courts, a recently renovated indoor pool, nice sized fitness center, heated outdoor pool, on-site restaurant/bar and much more!brMontauk Manor offers the perfect combination of Montauk's natural beauty and the historic hotel's multiple amenities.brPlease feel free to message us with special requests or any additional questions.
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Exceptional(31)

$913.44

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Newly renovated Waterfront condo with amazing views, private beach, pool & more

Montauk, New York, United States

Just renovated modern corner end unit with one bed/one bath and additional bunkbed alcove on the beach in fantastic private community. The condo complex includes a large swimming pool, jacuzzi, sauna, 5 tennis courts, private beach, board walks, and large fishing pier. Ideal location in walking distance from the train, short bike or 2 minute car ride into town or shopping at Gosman’s Dock, and in walking distance to some of Montauk’s best restaurants and bars which include Navy Beach, Surf Lodge, Duryea’s, and Montauket. brbrWe offer a 10% discount for Weekly (7 night minimum stay) and 15% discount for Monthly (28 night minimum stay) bookings. brbrGreat for couples or single family (kids welcome). Adults 30+ years old preferred. This corner unit has a blend of privacy and convenience with AMAZING views of Navy Beach. Private sun-deck, fully equipped high end kitchen with new stainless steel appliances, king size bed, bunkbeds (full and twin) and queens size pullout couch. brbrLaundry facility is located at pool house, there is a gated entrance, WiFi, Cable, 65in Smart TV, Bluetooth speaker, and plenty of parking at the condo’s front door which is included. brbrNo pets, no smoking, no large parties greater than 5, responsible individuals only. All renters MUST be listed, this is a quiet and respectful beach community. brbrEnjoy!!! Glad to answer any questions you may have.
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Exceptional(72)

$727.21

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PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE

Montauk, New York, United States

This property is three times bigger with more amenities and rooms, much more beautiful and a little more than half the price of a single 400 sq, ft. room at the refurbished motel next door called Off Shore. Our unit is a TriPlex Townhome, 2-Bedrooms, 2- Baths, Sleeps 4 comfortably on high end beds and a fifth person on nice couch or high-end air mattress.brbrMontauk Beach Complex on the Ocean: 15 steps feet from the dunes and 90 steps to the ocean shoreline. Situated next door from Off Shore in the center of the complex facing the Ocean, this three-story unit has great Ocean views from the second floor and from the third-floor master bedroom. brbrThis is a newly and beautifully designed and fully renovated, and 100% newly fully remodeled and furnished 3-level 1,000 sq. ft. triplex townhouse.. brbr1 master bedroom. 5 beds total. Directly across from the beach in Montauk, walking distance from town and right next to the supermarket-IGA. brbrThe ground level has 2 pull-down murphy beds and a full bath, washer and dryer and can sleep 2.brbrThe main level features a full kitchen as well as an eat-in island, dining room table and living room sofa with a nice couch & smart TV. There are three smart tv's in total.brbrThere is a large deck on this main level facing the ocean with an outdoor dining table, umbrella and chairs.brbrOn the upper level is the fully-furnished master bedroom with a King-sized bed, TV, full bath and a private balcony facing the ocean. brbrThere is an on-site private parking spot reserved for this unit as well as board games and amenities that come well-appointed. brbrWi-Fi, A/C and 3 Color TVs. brbrFull kitchen, microwave, stove, pots, dishes and utensils are provided. brbrSheets and towels provided. Beach chairs, beach towels and beach umbrella provided.brbrHand sanitizer, soaps, shampoos, etc., and all paper goods provided.
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Exceptional(38)

$639.8

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Beautiful Waterfront Condo in Montauk!

Montauk, New York, United States

Magnificent sun-drenched 1 bedroom condo with king size bed, plus 1 small room with bunkbeds in gated beachfront community on Fort Pond Bay. Beautifully maintained and landscaped just steps to the pier. Private beach. Panoramic views of Gardiners Island, Plum Island, and Little Gull Island. Gorgeous sunsets April through October. Completely renovated Spring 2019! Heated Swimming pool, Hot Tub and multiple tennis courts. Minutes from Restaurants, Clubs, Montauk Train Station and town.brbrCondo amenities include Wi-Fi, Cable, 55 LCD TV with surround sound and a beautiful Recessed 50 Fireplace with Crystal stone flame effect and 3 changeable color heater w/Remote. Fully equipped kitchen with top-of-the-line stainless steel appliances and granite countertop. brbrNO SMOKING INSIDE THE UNIT. brNO PETS ARE ALLOWED.
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Exceptional(55)

$685.5

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Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.

Montauk, New York, United States

Newly updated modern, one bed/one bath corner unit in a fantastic private beachfront community overlooking Fort Pond Bay. View nightly sunsets from our own large deck furnished with comfortable outdoor dining and lounging furniture. The condo complex includes a large swimming pool, jacuzzi, sauna, 5 tennis courts, private beach, board walks, and impressive fishing pier with gazebo. Ideal location in walking distance from the train, short bike or 2 minute car ride into town or shopping at Gosman’s Dock, and within walking distance to some of Montauk’s best restaurants and bars which include Navy Beach, Surf Lodge, Duryea’s, and Montauket. brbrWe offer a 10% discount for Weekly (7 night minimum stay) and 15% discount for Monthly (28 night minimum stay) bookings. brbrGreat for couples or single family (kids welcome). Adults 30+ years old preferred. This corner unit has a blend of privacy and convenience with amazing views of Navy Beach. Large 400 sq ft deck, fully equipped kitchen with new stainless steel appliances. There is a queen sized bed with twin pullout trundle in the bedroom, and large easy-pullout king sized couch in the main living area. brbrLaundry facility is located at pool house, there is a gated entrance, WiFi, Cable, 65in Smart TV, Bluetooth speaker, and plenty of parking at the condo’s front door which is included. brbrNo pets, no smoking, no large parties greater than 4. Only responsible individuals welcomed as this is a quiet, private, and respectful beach front community.brbrEnjoy!!! Glad to answer any questions you may have.
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$543.75

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Two Bedroom Renovated Montauk Beach Condo on the Seventh Hole of Montauk Downs

Montauk, New York, United States

This is a hidden gem on a quiet street! Rent a beautiful newly renovated condo. The primary bedroom sleeps four people, has a private bath, walk-in closet as well as a deck. The second bedroom has a cozy king bed. The kitchen is set up with new appliances and is perfect for entertaining. There two large sliding glass doors in the living room that lead to the deck that overlooks the seventh hole of Montauk Downs Golf Course. The condo includes a communal pool, free wifi, 65 inch cable TV in the living room and laundry room with washer and dryer. brbrLiving Room has two Queen sleeper sofasbrbrBedrooms have 55 inch smart TVs - ready for you to stream your servicebrbrMonthly Rentals Only - Families Onlybrbr$100 cleaning fee per weekbrbr$1500 security deposit authorization hold on credit card requiredbrbrNo SmokingbrNo Pets
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Exceptional(27)

$1697.85

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Amazing Location 2-bedroom Townhouse - Sleeps 8

Montauk, New York, United States

This is a beautiful townhouse home that can sleep 8 people comfortably. We have a beautiful ocean view and the location is prime for you to go and enjoy the beach in the morning then visit the town during the day. Come enjoy this beautiful place that I call home and enjoy some beautiful experiences in Montauk. Both bedrooms are spacious and have 2 queen beds in each of them with 2 full bathrooms. You can either come by car or by train. You have a designated parking spot and you can find additional permitted parking on the street. And if you come by train - it's only a 5 minute drive from the train station (1.5 miles)
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$494.81

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Available Montauk condo

Montauk, New York, United States

A little slice of heaven steps from a private ocean beach brCozy studio with a stunning ocean view from our private deck overlooking the pool. A few steps to the ocean. Private beach access. This property is truly a little piece of heaven. You won’t be disappointed.brbrWalking distance to town where you’ll find excellent restaurants, John’s drive in ice cream & a grocery store for your convenience. br-1 bed, 1 bathbr-private deck br-ocean views, 50 yd walk to the private beachbr-WiFi & Roku tvbr-free parking space at the property for 1 car br-contactless check in br-Queen bed, cot available. A great open space for your own inflatable mattressbr-charcoal BBQ outside your back door
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Home Most popular vacation rentals in Montauk

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$2177.17

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Private vacation home

5BR Home w/Pool & Outdoor Space

Montauk, New York, United States

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Bath 3

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Sleep 12

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$2080.98

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Fantastic Family & Friends Getaway Montauk House - Any Season!

Montauk, New York, United States

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Bath 5

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Sleep 14

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$2083.58

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Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach

Montauk, New York, United States

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Bath 2

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Sleep 8

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$2129.95

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Family Friendly Home With Pool & Indoor/Outdoor Living.

Montauk, New York, United States

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Bath 3

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Sleep 8

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$2167.32

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Spacious Modern Home for up to 2 families, Pool, Hot Tub, 10 min walk to beach

Montauk, New York, United States

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Bath 4

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Sleep 9

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$2174.12

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New 5 bdrm with pool - walk to Gosman's

Montauk, New York, United States

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Bath 4

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Sleep 10

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$2306.71

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Luxurious Private 5-Bedroom Montauk Beach Family Home

Montauk, New York, United States

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Bath 4

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Sleep 12

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$2343.76

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Montauk Waterfront Home: 125' Private Beach, Lake Views, Infinity Pool & Sunsets

Montauk, New York, United States

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Bath 6

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Sleep 12

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$2319.56

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Stunning Montauk Beach House with Pool & Hot Tub

Montauk, New York, United States

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Sleep 10

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$2018.75

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MONTAUK Perfect Family and Friends Getaway

Montauk, New York, United States

Bed 6

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Bath 3

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Sleep 12

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