Vacation Condo Rentals By Owner In Montauk, NY

Showing 20 Of 30 Vacation Rentals

$547.78

Montauk Tower - Center of Town, Beautiful 1 Bedroom Condo

Montauk, New York, United States

This Montauk condo is positioned in a perfect location for accessing the best of the area, featuring a salt water pool and scenic town views. It is available starting in September 2026 and is designed to accommodate couples, solo adventurers, and business travelers

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Exceptional(80)

$466.52

/ Nightly

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Gorgeous 1 Bedroom, 1 Bathroom Condo Across from the Beach

Montauk, New York, United States

This beautiful unit is located on the first floor and has everything you need. A pool on the grounds and the ocean directly across Old Montauk Highway. The bedroom has a queen sized bed that sleeps two and a dresser/closet for clothing storage. The living area features a cozy sectional sofa with a full sized, pull-out bed that sleeps 2 comfortably. Condo sleeps 4 maximum.brbrUnit includes:br-55 Smart TV w/cable br-Linens and towels includedbr-Full kitchen with microwave, dishwasher, toaster oven, blender, pots, etc)br-Air Conditioning and heatbr-Ceiling fansbr-Outdoor community charcoal grill (charcoal not included)br-Parking spot for ONE vehiclebrbr***Must be 25 years old to rent***

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Sleeps

Exceptional(61)

$458.06

/ Nightly

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Newly Renovated 1 BR -1BA condo Last minute availability-discounted rate!!!

Montauk, New York, United States

Located directly across the Old Montauk highway from beautiful Montauk Beach. Private balcony with amazing ocean view, heated swimming pool, laundry on premise, and much more!brbrFully renovated Spring 2024! Bedroom with 1 Queen sized bed and 1 Queen pull-out couch in the living room- sleeps 4 adults or 2 adults and 2 children comfortably.brbrBathroom brand new and beautiful! See pictures for details...brbrLiving Room with 32' Samsung LED TV with DirecTV and DVD player. Full kitchen, full bathroom. Air Conditioning. Fireplace. Free community Wifi. Parking spot included for ONE vehicle.brbrA 3-minute walk to the beach, and 10-minute walk to downtown Montauk shops & restaurants. Great for a couple or a family of four.

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$714.87

/ Nightly

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Waterfront Condominium on Fort Pond Bay with beautiful Sunsets

Montauk, New York, United States

Enjoy the many amenities on property which include a 1,075 ft fishing pier with gazebo, 5 tennis courts, 30 x 70 heated outdoor pool, sauna and Jacuzzi. Beach side barbecues and picnic tables for fun summer evenings and beautiful calm bay waters for kayaking, sailing or paddle boarding.

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$928.42

/ Nightly

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Beautiful Oceanfront views in the heart of Montauk. Sleeps up to 6.

Montauk, New York, United States

Located in the heart of town, this 3 story condo is located a short walk to shops, restaurants and supermarket. The beach is yards away, just over the dunes. This unit affords a comfortable space for up to 6 guests, with unobstructed views of the Atlantic Ocean. The ground floor has 2 queen sized beds, a full sized washer and dryer, and a full bath. The Second floor includes the main living area as well as a full kitchen with counter seating and bistro table. The second floor deck offers a great space for outdoor living. The third floor master suite has a king bed, full bath, outdoor private deck and stunning views of the Atlantic Ocean. The unit is fully air conditioned.

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Sleeps

Exceptional(103)

$485.56

/ Nightly

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Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

Montauk, New York, United States

Newly Renovated (completed May 2022)! 1 Bedroom Condo with high-end finishes all around. Queen bed in private bedroom, with sectional sofa in living room with a Queen pull-out mattress.brbrLocated directly across the Old Montauk highway from beautiful Montauk Beach. Private balcony with amazing ocean view, heated swimming pool, laundry on premise, and much more!brbrbr-Bedroom with 1 Queen bed, sectional couch with pull-out Queen mattress sleeps 2 adults - sleeps 4 maximum (Co-op rule)br-Linens and towels includedbr-Fully stocked kitchen (w/ dishwasher, microwave, toaster oven, blender, pots/pans, etc)br-42 Samsung LED Smart TV w/ Rokubr-Cable television and in-unit Optimum high-speed wifi internet (200 mbps download speeds)br-Sonos wifi music system (for streaming Pandora, SiriusXM, etc)br-Full bathroom w/ shower (no tub)br-Air Conditioning and heat (remote controlled)br-Fireplace (for Duraflame logs only)br-Parking spot included for ONE vehiclebr-smart keypad entry systembrbrA 3-minute walk to the beach, and 10-minute walk to downtown Montauk shops & restaurants. Great for a couple or a family of four!

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Sleeps

Exceptional(6)

$616.95

/ Nightly

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Chic 1 BR Condo with just steps to the beach & with Ocean Views in Montauk

Montauk, New York, United States

NEW TO MARKET!!brMontauk is waiting for you at this beautiful 1-bedroom open floor plan condo. This tranquil retreat offers all the comforts you need for a relaxing stay, including AC, heating, WiFi, nice linens, hair dryer, and other fine products will be available. Kickback, relax, and enjoy everything Montauk and this sweet spot has to offer. Wake up to coffee on the 2nd floor deck with WOW views of the ocean where you can spot dolphins and whales. Walk across the street, down a charming path to an almost private beach where you will be met by the white sand and the beautiful ocean. Come on back and enjoy a swim at the pool or walk into town for some shopping and dining. The attractions are endless...beaching, hiking, surfing, fishing, golf and the lighthouse are just a few of our favorite things, come find out what yours are

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$649.07

/ Nightly

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Historic Montauk Manor Summer 2-BR Duplex 20 ft. Ceilings Condo, AC, WiF,

Montauk, New York, United States

ONE-OF-A-KIND SUMMER RENTAL OPPORTUNITY Historic Montauk Manor, 2 BR, 2 full renovated baths, duplex condo on the top floor. www.montaukmanor.combrbrValue $80,000 daily rental. Activities for children every day and more, a safe protected environment, great Award Winning Monte’s Restaurant Former owner of Gurneys) … Iron frame king bed downstairs, Queen Bed upstairs, Queen Bed Couch French Bistro Table & Chairs in LR, Knotty Pine furniture BR, Great Art. 3 HDTVs New 55inch in LR. Newly decorated, has a full kitchen with dishwasher, and more. New Floors. Views of Gardner’s Bay and a Breathtaking Sunset. Sleep 6-8. Courtyard apartment with very high loft 20 Foot Cathedral Angle Ceilings/Skylight in this outstanding historic resort. 2 pools, indoor/sauna/Jacuzzi just redone gorgeous, an outdoor heated pool overlooking the Bay, workout room, bikes, 3 New Tennis Courts with pro, SPA on grounds, 10 Foot fireplaces in lobby 20ft. + ceilings, close to everything. Great for family, and couples. . Close to train from New York, parking. Magnificent Sunsets! Vacation of all vacations. Dylan’s Candy Store rented one summer for Executives. Owner agent. Security and cleaning. Paul Sladkus shows contact info . June 9th through Labor Day. If desired you also can be interviewed on www.goodnewsplanet.com and www.pausetheworldforpeace.org to share your or your friends’ Good News! Possible use of a Jeep Grand Cherokee.

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Sleeps

$468.43

/ Nightly

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Cozy waterfront condo with WiFi, AC in charming Montauk

Montauk, New York, United States

Your home away from home in Montauk with beautiful ocean views! This awesome condo features a cozy living room with a Murphy bed and a queen pullout bed . A full kitchen and comfy breakfast nook are perfect for kids to unwind after a day of exploring. The soothing shower in the bathroom will rejuvenate guests, while the convenient amenities like WiFi and AC ensure a comfortable stay. Fall in love with Montauk and enjoy the magic it has to offer.

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Sleeps

Exceptional(5)

$585.53

/ Nightly

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Oceanfront Corner Unit Condo in Beautiful Montauk - steps to beach and town!

Montauk, New York, United States

Oceanfront Corner Unit 1 Bedroom Condo. Beautiful ocean views with private balcony. Private stairs leading to courtyard with access to heated swimming pool. Located directly across the street to a beautiful quiet beach.brbrNewly constructed in May 2022 with modern high end finishes. br-1 Bedroom with Queen Bed, Two Wardrobes and a 32” Smart TV. Linens included.br-Sectional Couch with Full Mattress.br-55” Samsung Smart TV.br-Cablevision and Optimum High Speed WiFi Internet.br-Full Kitchen includes electric stove, refrigerator with ice maker, dishwasher, microwave, toaster oven, reverse osmosis water filtration system, Keurig, pots/pans.br-Full Bathroom with Rain Shower (no tub). Towels included. br-Mini Split Air Conditioning and Heat (remote control). Heated Floors.br-Fireplace (not for use).br-Parking Spot included for 1 Vehicle onlybr-On-Site Laundry Room with Coined Washers and Dryers. br-Fire Extinguisher and First Aid Kit.br-Smart Keypad Entry.brbrClose to Town, Restaurants, Fishing & Golf!

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Exceptional(6)

$1123.46

/ Nightly

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Brand New Waterfront - Chic & Sophisticated

Montauk, New York, United States

Montauk was known as the Sport Fishing Capital of the World until the secret beauty of this sleepy nautical village spread the globe..... Now infamous for its world-class beaches, surfing at Ditch Plains, endless outdoor activities and exquisite cuisine all within minutes away attracts the likes of celebrities and affluent households from around the globe seeking to slow down, relax with anonymity, and fit into the vibe that is uniquely Montauk.......... brbrbrPerfect for your next family vacation, summer getaway or surfing holiday - North Harbor Montauk is a brand new and unique destination that was created for you to enjoy the Montauk experience on the shore of Lake Montauk. brbrThoughtfully designed and built with considered materials such as wide oak plank floors, custom furniture and cabinetry, stone counters, European appliances, spa baths, central air & heating. brbrThe loft style living space on the main level includes a stunning custom kitchen with European designed Bosh appliances and a large private deck overlooking Lake Montauk. The deck allows for lounge seating and outdoor dining. Enjoy both the beauty and serenity of the protected lake environment as yachts pass by your private deck. North Harbor Montauk is just steps from the harbor, town docks, restaurants, bay beaches, ocean surfing and the heart of Montauk. brbrThe 2 bedroom 2.5 bath layout is ideal for family vacations. The master bedroom has a king size bed, custom furniture with built-in charging stations, a concealed safe, settee, writing desk, 55 Smart HDTV, blue tooth sound speaker, and a spa-like bath with shower that includes views of Lake Montauk. The second bedroom is great for the kids. This bedroom has a nautical theme with a custom designed First Class Cabin bunk bed, comprised of (2) double size beds sleeping up to four. Each bunk has its own built-in 32 flat screen media center, headphone jacks, charging station, and gaming option with full streaming capabilities. brbrMain LevelbrLoft style gourmet kitchen and living area with 55 Smart HDTV, blue tooth sound speaker.brPrivate outdoor deck with intimate lighting for outdoor dining and lounging with harbor views.brPowder roombrbrSecond LevelbrHarbor front Master bedroom with king size bed, en suite bath, and private balconybrKids bedroom with custom full-size bunk beds and en suite bath

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$775.13

/ Nightly

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Brand Newly Renovated Resort Style One Bedroom Luxury Suite Simplex

Montauk, New York, United States

Come stay and relax in this brand newly renovated 1-bedroom simplex condo. This gorgeous space features a king bed in the bedroom and a queen pull out bed in the living room, perfect for extra guests. With two bathrooms, including a bathtub, everyone can enjoy a little extra comfort. With two separate entry doors for extra privacy, making it a tremendous spot to relax no matter the season. This unit is located in the Historic Montauk Manor which boasts beautifully landscaped grounds, indoor/outdoor swimming pools, hot tub, steam room and a full workout Gym. Back in the Unit guests can unwind in the beautiful living area over looking outstanding views of fort pond and the Ocean. Fall in love with Montauk and enjoy the magic it has to offer. ** This unit will be brand new, fully renovated and beautifully designed and will be completed by June 1st, interior photos to follow. Inbox with any questions, now accepting reservations! ** booking through Vrbo shuttle services are not available, all other amenities are**

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Exceptional(5)

$918.58

/ Nightly

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Ocean Breezes & Resort Comfort – Montauk 2BR Surf Club Condo

Montauk, New York, United States

Relax and Recharge at the Surf Club – 2BR Condo in MontaukbrbrWelcome to our bright and comfortable 2-bedroom, 1-bath condo in Montauk’s Surf Club community — just steps from a private beach. With space to sleep six, it's perfect for families or small groups looking for a laid-back escape.brbrThe airy living area features coastal decor, a pull-out sofa, and a fully equipped kitchenette. Enjoy meals at the dining table or outside on your private patio. Both bedrooms offer cozy, restful spaces for a great night’s sleep.brbrGuests have full access to Surf Club amenities, including a pool, tennis and pickleball courts, gym, and daily yoga classes. Best of all, you’re just a short stroll from the beach, with complimentary umbrellas and chairs included.brbrBook now for a relaxed and easy Montauk getaway!

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Exceptional(10)

$721.41

/ Nightly

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Spectacular Montauk Sunset in Gated Community - Perfect for Families!

Montauk, New York, United States

Escape with the family to this beautiful condo to enjoy breathtaking sunsets over Fort Pond Bay with tons of outdoor activities and cozy beach house style accommodations. Kayak, paddleboard, fish off the dock, swim in the pool or walk to any of the nearby restaurants including The Surf Lodge, Navy Beach, Duryea's, and the Montauket. brbrThe main living area is an open concept space inclusive of the kitchen, dining room and living room. The unit boasts a recently renovated kitchen with stainless steel appliances, soft close cabinets & drawers + 2 stools to enjoy a quick meal on the peninsula countertop. brbrThe dining room has a full sized table perfect for a family of 6 to enjoy a home cooked meal together.brbrThe living room has two large sofas (one is a sleeper with memory foam mattress) and a 50 inch television equipped with Google Chromecast for easy streaming entertainment. brbrThe Master Bedroom has a Queen sized bed and mounted TV equipped with an Amazon Firestick.brbrThe bunk room , once 2 closets but converted into a comfortable room to sleep, has a door to close so that your children sleep soundly while you enjoy your night. It has two twin beds, a pack and play and a white noise machine.brbrThis unit is the closest on the property to the water overlooking Fort Pond Bay and has a large deck with secure fencing, two Adirondack chairs and outdoor table set that comfortably sits 6 guests. Additionally, there is a toddler water table for your kiddos.brbrEnjoy these added in-unit amenities: brbrEasy setup Cool Cabana canopy for shade at the beach, 2 backpack style beach chairs, 1 beach wagon for easy transport of all your beach items, sand buckets and shovels, child and adult sized life vests, two puddle jumpers for smaller children, beach/pool towels, single stroller, baby bathtub, Graco pack n' play, toddler water table on the back deck, toddler booster seat for meals, 25 foot expandable hose,1 paddleboard and paddle, 1 single seated kayak and paddle, telescope for star gazing.brbrProperty Amenities:brbrGated entrance, heated swimming pool, jacuzzi, sauna, multiple tennis courts, basketball hoops, laundry facility, located next door to the LIRR train station, private beach and fishing pier, boardwalks, beachside charcoal grills, beachside picnic tables and lounge chairs

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$485.56

/ Nightly

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Montauk Royal Atlantic Beach Resort North Condo

Montauk, New York, United States

The One Bedroom Suite at the Royal Atlantic Beach Resort NORTH is located directly across the street from the ocean. This suite features a private balcony overlooking the pool courtyard and an open layout. It includes a bedroom with a queen bed and a pull-out sofa in the living area. The galley kitchen is equipped with a range, refrigerator, microwave, and coffee maker. TVs are available in both the bedroom and the living room, and Wi-Fi is complimentary.brbrRoyal Atlantic Beach Resort offers two pools, a game room for kids, a restaurant, a pool tiki bar with poolside snacks, tables, chairs, and loungers. Additionally, there is a full BBQ area for your use—simply bring charcoal and fluid! The pool outside your balcony features bed-like covered loungers for ultimate relaxation.brbrWalk right out the front door to the Ocean across the street and Bounce Beach Club, a restaurant with gorgeous views. brbrThe hotel is within walking distance of the town, which boasts numerous bars, restaurants, and shops and family activities.brbrThings to Do in Montauk:brbr**Visit Montauk Point Lighthouse**: Discover the iconic lighthouse and enjoy stunning ocean views—perfect for history buffs and photographers.brbr**Relax at Our Beach or Ditch Plains**: Famous for its surfing, and is ideal for sunbathing and picnicking.brbr**Enjoy Golf at Montauk Downs**: Play a round at the upscale Montauk Downs State Park Golf Course, known for its beautiful landscapes and challenging layout.brbr**Go on a Fishing Charter or Party Boat**: Experience an unforgettable day on the water, whether it’s deep-sea fishing or a party boat excursion. Shark, Tuna or Marlin are waiting. You can do a 1/2 or full-day trip. brbr**Dance All Night at Local Bars & Clubs**: Experience Montauk’s vibrant nightlife at various local clubs where you can dance to great music all night long. Bounce, The Surf Lodge or Shagwong are favorites.brbr** Catch the Best Sunset** The Montauket, a cliffside bar and restaurant, is the absolute best for this and a local favorite!brbr**Visit Wolffer Estate Vineyard**: Enjoy wine tasting at this beautiful vineyard, surrounded by scenic views and perfectly manicured grounds.brbr**Hike to the Hoodoos at Shadmoor State Park**: Explore the unique geological formations and stunning cliffs overlooking the Atlantic Ocean. Just walk East on our beach (South Edison)brbr**Enjoy World Class Dining** Montauk is the fishing capital of the world and has the freshest seafood and many wonderful restaurants. Some of our favorites are: The Harvest on Fort Pond, Inlet Seafood, 668 The Gig Shack, Navy Beach, Duryea's Lobster Deck and many more!brbr***Visit Camp Hero** Nestled within scenic coastal bluffs, Camp Hero State Park in Montauk offers stunning ocean views, winding trails, and remnants of a Cold War-era military base. Perfect for hiking, picnicking, and exploring its historic sites, it's a must-visit for outdoor enthusiasts and history buffs alike!brbr** Visit Montauk Harbor and Gosman's Dock** Gosman's Dock and Shops is a bustling waterfront hub in Montauk, famous for its stunning views, shopping, marina, and fresh seafood eateries. It's the perfect place to relax by the water, enjoy a meal, buy a souvenir, and take in the vibrant atmosphere of this iconic coastal destination!brbr**Get Fresh Homemade Ice Cream** The Famous John's Drive-In Has the BEST....

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$948.67

/ Nightly

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Renovated, beachfront condo in enchanting gated Montauk community with pool

Montauk, New York, United States

Enjoy a peaceful stay at this renovated, waterfront, 1-bedroom (+ spare room with additional sleeping space) condo in a gated Montauk community. Guests can take advantage of the pool, basketball and tennis courts, and hot tub. brbrThe space features a cozy queen bed and a separate office area with a bunk bed, perfect for extra guests or work. Refresh in the clean bathroom with a shower, and stay comfortable year-round with heating, AC and WiFi.brbrWalking distance to Duryea’s, Navy Beach, other restaurants and LIRR train. brbrExperience what Montauk has to offer with a stay at our condo.

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Exceptional(1)

$403.57

/ Nightly

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Cozy 1-Bedroom Condo in Montauk with Stunning Sound Views & Breathtaking Sunsets

Montauk, New York, United States

Live like a local and fall in love with Montauk in this charming 1-bedroom condo!brStart your mornings on the deck with coffee and breathtaking water views—Fort Pond is right outside your door, setting the scene for a truly peaceful escape. Whether it’s sunrise serenity or sunset vibes, the view is always unforgettable.brbrTake a paddleboard out on Fort Pond, fire up the grill right on the beach, or cool off in the on-site pool. Up for a little friendly competition Challenge your travel buddy to a match on the tennis court—or shoot some hoops on the basketball court for a casual game in the sun.brbrBack at the condo, whip up your favorites in the fully stocked kitchen—whether it's a quick breakfast or a seafood feast, you’ve got everything you need.brbrWith heating, AC, and WiFi, you'll stay comfy no matter the season. Peaceful, playful, and perfectly Montauk—this is your ultimate getaway to relax, recharge, and enjoy the East End like a true insider.

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Exceptional(106)

$575.36

/ Nightly

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Montauk Mansion INDOOR + OUTDOOR POOLS

Montauk, New York, United States

Enjoy the elegant atmosphere of An American Castle. This National Landmark is a hilltop treasure with spectacular views and majestic sunsets. On-site you can enjoy our heated outdoor pool, our NEWLY renovated indoor pool and spa, fitness room, bbq areas, tennis courts and volleyball. The spacious lobby offers comfortable seating, fireplaces and a restaurant. Our duplex apartment is conveniently located right off the lobby overlooking the tennis courts. The unit consists of a fully equipped kitchen, living room with queen size sofa bed and a full bathroom on the first floor. The second floor has two bedrooms and a full bathroom.

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Exceptional(2)

$415.29

/ Nightly

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Condo on the Sound w/Beautiful Sunsets!

Montauk, New York, United States

Seasonal rental available Memorial Day through Labor Day weekend (approximately 105 nights). Special rate available. Email for more information. One bedroom co-op in Port Royal. This co-op is located on Fort Pond Bay minutes away from Navy Beach restaurant. It’s quiet and has some of the best sunsets you will find on the East coast. brSleeps 4. One queen size bed and a queen size pullout couch in the living room. brSliding door leads out to the deck with 3 stairs down to the beach.brFort Pond Bay is the perfect spot for paddle boarding or kayaking. You can walk the beach to Duryea’s (lobster restaurant).brbrAdditional amenities: outdoor community pool, tennis courts, basketball court, laundry room, brWi-Fi, numbered parking spot and community grills on the beach.brbrNo large groups. No pets.

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$667.0

/ Nightly

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2-bedroom condo in charming Montauk. 10 Minutes to the beach by bike!

Montauk, New York, United States

THIS IS A MONTHLY RENTAL ONLY, AS PER THE CONDO BYLAWS.brbrMeticulous, renovated Harbor Ridge condo, situated on secluded cul-de-sac, offers an upside down layout with 2 bedrooms, primary en suite with own deck, guest room with full bathroom on main level. Upper level offers sun-drenched cathedral living area with open kitchen and dining, 1/2 bath, fireplace and 2 sliders to spacious decking with a gas grill and dining table set up. Community pool, central air, gas heat, and lovely pastoral views. brLocated within Montauk Downs State Park, next to a RTJ public golf course. 10 minute bike ride to the beach. It is so quiet and peaceful with plenty of room to relax on the deck or by the pool.brOffered for June, July and or August through Labor day 2026.

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Rent a place that suits your needs

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View 28 Condo

Bed

Bath

Sleeps

Vacation Condo Rentals By Owner In Montauk, NY

$547.78

$466.52

$458.06

$714.87

$928.42

$485.56

$616.95

$649.07

$468.43

$585.53

$1123.46

$775.13

$918.58

$721.41

$485.56

$948.67

$403.57

$575.36

$415.29

$667.0

Rent a place that suits your needs

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