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Oak Island, NC 5+ Bedroom Vacation Rentals

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417 rentals found
Gorgeous Modern Home With Pool and Ocean...

Coastal Luxury Retreat with Pool & Crow’s Nest Vistas | Oak Island, NC Welcome to your ideal Oak Island hideaway—a charmingly designed three-level coastal home offering space, comfort, and memorable vistas. With 5 bedrooms and 5 bathrooms...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Smith's Bermuda / 914 E Beach Drive - Co...

SMITH'S BERMUDA / AN ICONIC OAK ISLAND BEACH RETREAT This 5-bedroom, 3-bathroom home (BR1: 1Q, BR2: 1Q, BR3:2Q, BR4:1K, BR5:2F) blends timeless coastal appeal with modern comfort.  Rich North Carolina cypress wood paneling lines the walls, a rare...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Sound Sleeper: Boat Dock on Waterway wit...

6 Bedrooms | 3 Full Bathrooms 1 King | 4 Queens | 2 Twins Two covered porches (massive sound side covered porch and deck), patio area with picnic table, two outside showers with hot and cold water, well-kept back and front yard, boat dock...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Experience luxury at the Black Pearl, an...

Discover the ultimate coastal hideaway at the striking Black Pearl, an broad oceanfront home located in handsome Oak Island, NC. This remarkable property is designed for sizable groups, featuring 11 generously appointed bedrooms and 10 extravagant...

  • Oak Island
  • 11 Bedrooms
  • 10 Bathrooms
  • Sleeps 26
Coast is Clear: Expansive Ocean and Wate...

5 Bedrooms | 3 Full Bathrooms | 1 Half Bath2 Kings | 1 Queen | 2 Twin-over-twin Bunk Beds | 2 TwinsSix FSTVs, wireless internet, entirely equipped kitchen with stainless steel appliances and granite counters. two covered porches, covered parking...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Experience beachfront luxury at Oak Isla...

Welcome to Utopia, an oceanfront haven on the gorgeous shores of Oak Island, NC. This impressive home ideally blends relaxation and enjoyment, making it the ideal hideaway for families or groups seeking a beachside getaway.Utopia features 5...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Tide Together: Spacious 5-bedroom house ...

Feel the ultimate beach hideaway at 'Tide Together', a gorgeous two-row oceanview home located in the appealing community of Oak Island, NC. Perfectly designed for families and groups, this cavernous property accommodates up to 17 guests comfortably...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 17
Pirates in Paradise / 320 E Beach Drive ...

Tremendous 2nd Row Value! 5BR/2.5BA - BR1:1K, BR2:1Q, BR3:1K, BR4:1Q,2T, BR5:1F - **NEW POOL!!* Fantastic vistas from this handsomely decorated tropical themed home. Cathedral ceiling encompasses a enormous roomy living room, completely equipped...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Charming Beachfront Home With Direct Bea...

Your Classic Beachfront Escape on Oak Island – Steps From the Sand Welcome to your ideal coastal hideaway! This appealing beachfront home sits directly on the shores of Oak Island, offering true walk-out access to the sand and surf. Designed in...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Lady Di's: Oceanfront, Dog-friendly, Wes...

5 Bedrooms | 3 Full Bathrooms3 Kings | 1 Queen | 2 Twins | 1 Queen Futon Oceanfront, dog-friendly home with an open living floor plan that is gorgeously decorated and great for families. This vacation rental welcomes up to one dog per reservation...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Oak Island 2nd Row Large Beach Home with...

Cavernous Oceanview Beach House with Private Pool – Sleeps 14Location: Oak Island, NCWelcome to your ideal beach hideaway on Oak Island! This impressive second-row beach home is just steps away from the beach, offering a prime location for your...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 14
Sawyer's Shore Shack: Spacious, Modern S...

6 Bedrooms | 3 Bathrooms3 Kings | 3 Queens | 1 Twin-Over-Double Bunk Bed | 1 Twin TrundleLined with modern furnishings throughout, this home was completely remodeled in 2022, with a private pool added for 2025 that even includes optional heating! Go...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Daddy's Dream / 222 Caswell Beach Road -...

5BR/3BA, BR1:1F, BR2:1Q, BR3:1F, BR4:1Q, BR5:1T/1F bunk, additional sleeping area 2T trundle, Spectacular vistas across the Elizabeth and Cape Fear Rivers and marshland all the way to Southport and across to Fort Caswell, the Oak Island Lighthouse...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 15
4003 E Beach Drive: perfect for family g...

Welcome to the enchanting Oak Island Retreat at 4003 E Beach Drive, where oceanfront bliss meets roomy luxury. This striking 6-bedroom, 4-bathroom home is designed to accommodate up to 14 guests, offering the ideal hideaway for families and friends...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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 luxury at Oak Island's Bella ...

Welcome to Bella Vista, an delightful oceanfront getaway in Oak Island, where relaxation meets luxury. This impressive 10-bedroom home comfortably accommodates up to 26 guests, making it an ideal choice for family get-togethers, special...

  • Oak Island
  • 10 Bedrooms
  • 9 Bathrooms
  • Sleeps 26
Experience luxury at A Perfect View in O...

Welcome to "A Ideal View," your dream oceanfront hideaway located in impressive Oak Island, North Carolina. This gorgeous 5-bedroom, 4-bathroom home comfortably accommodates up to 12 guests, making it ideal for family vacations, get-togethers, or...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Beautiful Home with a Partial Ocean View...

A short and straight walk to the beach with no side streets or busy traffic! This freshly constructed 5 bedroom, 4.5 bathroom home on OKI has all the amenities and space you've been searching for! Highlights include a reverse and open floor plan...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11