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Oak Island, NC 5+ Bedroom Vacation Rentals

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429 rentals found
Spacious oceanfront 7-bedroom home on Oa...

Welcome to Tough Choices, a gorgeous oceanfront getaway located in the beautiful Oak Island. This impressive 7-bedroom, 5-bathroom home is designed to accommodate up to 18 guests, making it the ideal hideaway for families or enormous groups seeking...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
August 2027 Special!  Oceanfront, Lg Poo...

BOOKING NOW for Spring, Summer and Fall 2027! August 2027 $300/nighttime discount!Nights of October 30 and 31, 2026 available - come see the incredible historic homes and Halloween decorations in Southport and check out the Ghosts and Haunted...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Smith's Bermuda / 914 E Beach Drive

THIS EXCLUSIVE VACATION HOME SITS ON 3 LOTS WITH PRIVATE BEACH ACCESS 5BR/3BA - BR1: 1Q, BR2: 1Q, BR3:2Q, BR4:1K, BR5:2F - Smith's Bermuda has a storied history on the island and one of the few to have rarely found North Carolina cypress wood...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Oceanview retreat in Oak Island, featuri...

Welcome to Rose Dew, your serene escape in the beautiful Oak Island. Perfectly positioned just steps from the beach, this inviting oceanview home offers an memorable getaway for families and friends alike.Spanning five roomy bedrooms and four modern...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10

Under new ownership! Oceanfront Retreat in Caswell Beach Welcome to your coastal getaway at 601 Caswell Beach Drive, a gorgeous 6-bedroom, 4-bath oceanfront home located in the peaceful, sought-after community of Caswell Beach, NC. Ideal for sizable...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Beach Walkers: 5 Bed/3 Bath Sun-Kissed, ...

5 Bedrooms | 3 Bathrooms2 Queens | 4 Doubles | 2 TwinsSix TV's, Wireless Internet, books, games, puzzles, game table, two fridges, ceiling fans throughout. Upstairs deck and covered porch with rockers, ground level decking, enclosed outside shower...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Experience beachfront luxury at Shore En...

Welcome to Shore Enuff, your oceanfront hideaway in the gorgeously serene Oak Island, North Carolina. This striking home offers an broad view of the Atlantic Ocean, making it the ideal getaway for families and groups looking to relax in a coastal...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
5 Bedroom Oceanfront home with private p...

South Of Disorder epitomizes coastal elegance and luxury, offering an exceptional oceanfront escape in Oak Island, NC. This elegant 5-bedroom, 4-bathroom vacation rental redefines beachside living with the added allure of a private pool, providing...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Just Be Cuz: An oceanfront 8-bedroom ret...

Welcome to 'Just Be Cuz,' a elegant oceanfront home attractively located on the pristine shores of Oak Island. With impressive vistas of the Atlantic Ocean, this cavernous property comfortably accommodates up to 20 guests, making it the ideal...

  • Oak Island
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
Orange Sunset: Spacious 7-bedroom oceanf...

Discover your dream hideaway at Orange Sunset, an charming oceanfront home located in the serene community of Oak Island. This cavernous seven-bedroom getaway accommodates up to 19 guests, making it ideal for families or friends looking to relax...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 19
Fall Availability | Private Pool | 5 min...

Summary:Located on a peaceful street with direct, simple beach access, Coconut Palm is a brand-new, bespoke-constructed 6-bedroom, 6.5-bathroom luxury getaway with room for up to 16 guests. Savor a private pool, upgraded linens, a entirely supplied...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Oak Island's 'Serenity Now': 5 beds, oce...

Welcome to Serenity Now, your oceanview getaway located in the appealing Oak Island, North Carolina. This impressive 5-bedroom, 3.5-bathroom home is designed to accommodate up to 16 guests, making it the ideal hideaway for huge families or groups of...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Oceans Edge: Stunning oceanfront house i...

Welcome to Oceans Edge, a lavish oceanfront getaway located in the gorgeous Oak Island, North Carolina. This cavernous 7-bedroom, 5-bathroom home is the ideal destination for huge families or groups, accommodating up to 22 guests in comfort and...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 22
Oceanfront Pier Pressure house in Oak Is...

Discover the beauty of coastal living at Pier Pressure, an impressive oceanfront home located on Oak Island. This impressive getaway offers gorgeous vistas of the Atlantic, inviting guests to relax and indulge in the serene ambiance of this...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Living Water ~ Luxury Ocean Views ~ Step...

Living Water is a brand-new luxury coastal getaway thoughtfully designed from the ground up with comfort, convenience, and enormous-group living in mind. Perfectly positioned just a short walk to the pier, eateries, and local attractions, the home...

  • Oak Island
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
Weekend Rescue: 10BR 10.5BA, Ocean Views...

Weekend Rescue10 Bedroom 10.5 Bath House | 2nd Row Ocean Vistas | Dog Friendly | Pool | EV Charger | Elevator | Pool Table | Shuffleboard | Sleeps 22Pool Heating Available (for an additional fee)!Highlights and Distinctive Features:- Stunning ocean...

  • Oak Island
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 22
This Is It: Great 2nd Row House with Vie...

6 Bedrooms | 4 Bathrooms4 Queens | 2 Twins | 1 Twin-Double BunkFour CCTV's (50" flat in living room, others are flat screens as well), four DVD players (two stand alone, two constructed in) and high-speed internet access. Well-equipped kitchen with...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Ollie's Point: Spectacular Oceanfront Ho...

9 Bedrooms | 10 Full Bathrooms 6 Kings | 1 Queen | 2 Twins | 2 Double-over-double Bunk Beds | 1 Full Murphy Bed | 1 Queen Sleeper CouchSurvey the horizon and revel in gorgeous vistas of the Atlantic at Ollie's Point! Completed in summer of 2024...

  • Oak Island
  • 9 Bedrooms
  • 10 Bathrooms
  • Sleeps 28