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Oak Island, NC 5+ Bedroom Vacation Rentals

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431 rentals found
Oceanfront 8BR Oak Island home with priv...

Int'l Playas Anthem8 Bedroom 5.5 Bath House | OceanfrontOcean Vistas | Pool | Elevator | EV Charger | Event Home | Sleeps 22Brand-New Construction Constructed with You in Mind! - Be among the first to experience the ultimate luxury and beautiful...

  • Oak Island
  • 8 Bedrooms
  • 5 Bathrooms
  • Sleeps 22
Spacious 8-bedroom oceanfront retreat in...

Discover your ideal beach hideaway at Flying Point, an impressive oceanfront heaven located in the striking Oak Island. This roomy 8-bedroom home accommodates up to 24 guests, making it ideal for family get-togethers or group retreats. Step outside...

  • Oak Island
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 24
Big Wave: Sunny, Oceanfront Home with Aw...

5 Bedrooms | 3 Full Bathrooms2 King | 2 Queens | 1 Double | 1 TwinResting oceanfront on Oak Island’s west end, Big Wave is the ideal family getaway for any occasion. Not only is this home located on the shore, but it’s an simple drive to the...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
Experience beachfront bliss at The Salty...

Welcome to The Salty Owl, your ideal oceanview hideaway located on the enchanting Oak Island. Located just a short walk away from the beach, this handsome home offers captivating vistas and ample space for family and friends, accommodating up to 14...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Discover Peace on the Beach, a stunning ...

Feel unparalleled bliss at 'Peace on the Beach,' an delightful oceanfront getaway located in the serene setting of Caswell Beach. This striking home offers a ideal combination of luxury and comfort, ideal for sizable families or groups seeking a...

  • Oak Island
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Cabana 49 / 101 SE 49th Street

Cabana 49 has finally arrived and is ready for occupancy in 2024 with heated pool from May 1 - Oct 31! This three-story well-planned, designed and crafted 6 Bedroom, 6 Full Bathroom luxury beach home (BR1:1K, BR2:1K, BR3:2Q, BR4:2Q, BR5:2Q...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 22
Bluebonnet Bungalow: Upscale Home with E...

6 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom3 Kings | 3 Queens | 1 Twin-over-twin Bunk BedWelcome to Bluebonnet Bungalow, a fresh, modren vacation rental constructed just in time for the 2025 summer season. Unwind on the dual level covered front...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Rushin to the Beach: Spacious 8-bedroom ...

Welcome to 'Rushin to the Beach', your ideal oceanview hideaway in Oak Island, North Carolina. Just a short walk from the sandy shores, this broad 8-bedroom, 6-bathroom home comfortably accommodates up to 26 guests, making it ideal for family...

  • Oak Island
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 26
Experience ocean views at Panama Breeze,...

Panama Breeze - 6 Bedroom 4.5 Bath House, 2nd Row, Ocean Vistas, Pool, Dog Friendly Sleeps 15New to the Rental Market!Please Note: As of 3/13/26, this home welcomes dogs.10% Active or Retired Military DiscountBeds: 2K, 3Q, 1T w/ T Trundle, 1BB T/F...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Oceanfront paradise in Oak Island, featu...

Discover the ultimate oceanside getaway at Flip Flops 4ever, an elegant oceanfront home in the gorgeous Oak Island. This six-bedroom haven comfortably accommodates up to 16 guests, making it the ideal gathering spot for families or groups looking to...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
SunBurns: Dog-friendly Home with Private...

5 Bedrooms | 3 Full Bathrooms2 Kings | 4 Twin-over-double Bunk Beds | 1 Twin Bed with a Twin TrundleOnly a short walk from the beach, you can smell the salt in the air when you arrive at SunBurns. Appreciate the ocean breeze on the partially covered...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 18
Escape to Oak Island in this oceanfront ...

Welcome to Stranded Indolphinitely, an elegant oceanfront getaway located in the serene Oak Island. This 5-bedroom, 3-bathroom haven is ideal for families or groups seeking a blissful escape by the beach.As you step inside this cavernous home...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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
All Decked Out: Spectacular Home with Po...

5 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom1 King | 3 Queens | 2 Twin-over-twin Bunk BedsAll Decked Out is a spectacular beach home that features the sleeping options noted above plus an outdoor shower.This home comfortably sleeps 12 and...

  • Oak Island
  • 5 Bedrooms
  • 4 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 generously decorated and great for families. This vacation rental welcomes up to one dog per reservation...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
2nd Row, 6BR, 3BA, Huge Heated Pool, sep...

FLIP OUT in the main home with 4 cavernous bedrooms, 2 bathrooms plus a marvelous outdoor shower. Need some separation from the teens or in-laws? FLOP DOWN with our striking, separate 2 bedroom/1 bath guest bungalow in the backyard! POOL:Bring your...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Oceanview Dog Friendly Home with Heated ...

Discover the ultimate coastal getaway at 7 Green Pelicans, located in the striking community of Oak Island. This gorgeous ocean-view home is just a short walk from the beach, making it the ideal destination for families and friends looking to create...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 24
Experience oceanfront luxury at AfterDun...

Welcome to AfterDune Delight, a gorgeous oceanfront home that embodies the casual appeal of Oak Island. Perfectly located for beautiful vistas and serene beach access, this 7-bedroom property accommodates up to 20 guests, making it ideal for family...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 20