Wilmington-NC.com logo

Oak Island, NC 5+ Bedroom Vacation Rentals

Filter 5+ Bedroom Oak Island Properties by: Company | or choose different a Area or Bedrooms
No area options available.
No company options available.
No bedroom options available.
399 rentals found
1 Fine Day / 4525 W. Beach Drive - Coast...

EXCLUSIVE OCEANFRONT WEST BEACH HOME!  5BR/3BA, BR1:1CA-K, BR2:2T, Upper level BR3:1CA-K, BR4:2F, BR5:1F - Unwind and appreciate the broad vistas from this striking ocean front home's enormous porch and catch a sunset from the dune deck seats. 1...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Cali's Coastal Dream - 117 SE 75th Stree...

Cali’s Coastal Dream can now be your Dream too!   Freshly constructed in 2025 and first time to the rental market this home is loaded with every bell and whistle your imagination can conjure up including a 28’long x 12’wide saltwater...

  • Oak Island
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 16
Newly Listed Oceanfront Home , Large Hea...

Key ConveniencesOceanfront location with 180° ocean vistasSwim spa hybrid pool with hot tub seating2 levels of covered porchesElevatorEntirely equipped kitchen with gas stove, double ovens, drip coffee maker, drink coolerDining for 8 indoors...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
NEW Ocean View - Second Row - Private Ho...

Second Row Family Beach House with Stunning Ocean View7-Nighttime Minimum over the Summer! 5 Bedrooms / 3 1/2 Bathrooms / Sleeps 12-14Just steps from beach access in the most beautiful part of Oak Island, The Saltwater Shack is ready for your huge...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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 impressive vistas of the Atlantic at Ollie's Point! Completed in summer of 2024...

  • Oak Island
  • 9 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
7BR/7BA Home - Oceanfront, Pool, Elevato...

Our American Dream - 7 Bedroom 7 Bath, Oceanfront, Expansive Ocean and Waterway Vistas, Sleeps 19Standard Features:- Bed linens and towel sets (shower towel, hand towel and washcloth) supplied per the capacity of the home- Entirely equipped kitchen...

  • Oak Island
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 19
Coastal home with private pool and slide...

Welcome to your ideal hideaway in Oak Island, NC! This striking home is designed for families and adventurers alike, offering a enchanting blend of comfort and convenience. With a heated pool and a cavernous patio complete with furnishings and a gas...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
Smith's Bermuda / 914 E Beach Drive - Co...

THIS EXCLUSIVE VACATION HOME SITS ON 3 LOTS WITH PRIVATE BEACH ACCESS & LOOKOUT PLATFORM!! 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...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
6BR/6.5BA Home - Oceanfront, Elevator, A...

Fitz Us Too - 6 Bedroom 6.5 Bath House, Oceanfront, Sleeps 15****Please Note: Smoking is completely prohibited on the premises, inside and outside.****Standard Features:- Bed linens and towel sets (shower towel, hand towel and washcloth) included...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 15
Sandbox: Modern Home with Pool, Spa, Ele...

6 Bedrooms | 6 Full Bathrooms | 1 Half Bathroom4 Kings | 4 Twin-over-double Bunk BedsThe clean lines of modern architectural design meet the glorious natural beauty of the shoreline at Sandbox, a striking luxury home that finished construction in...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 20
7th Heaven: Oceanfront Home on Oak Islan...

5 Bedrooms | 2 Full Bathrooms4 Kings | 1 Twin | 1 Twin TrundleThree of the bedrooms have direct bath access. Six flat screen TV's, Blu-ray player, stereo and wireless internet. Extensive breakfast bar with stools and a dining room table that seats...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Beauiful-5BR/3BA Ocean View-2nd Row Home...

Sun Catcher - 5 Bedrooms 3 Bathrooms, 2nd Row, Sleeps 12A home with unobstructed vistas of the Ocean. Sun Catcher has been completely refreshed! You will appreciate watching the sunrises and sunsets, having the ocean breeze take you away, and...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
The Sandcastle: Upscale Large Oceanfront...

11 Bedrooms | 9 Full Bathrooms | 1 Half Bathroom5 Kings | 5 Queens | 2 Double-over-double Bunk Beds | 2 Queen Couch BedsThe Sandcastle is everybody’s vacation dream for enormous family and friend getaways- with room to sleep 32, it’s ideal for...

  • Oak Island
  • 11 Bedrooms
  • 9 Bathrooms
  • Sleeps 32
Waves of Joy: Oceanfront Home with Eleva...

5 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom4 Kings | 1 Queen | 1 Twin-over-twin Bunk BedWelcome to heaven as you discover the island at Waves of Joy! Towering above Oak Island's south-facing beach and overlooking the Atlantic Ocean, this freshly...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
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 refreshed in 2022, with a private pool added for 2025 (photos coming soon)! Go to The Point...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 15
Beautiful,5 Bdrms/3.5 Bath Home w/POOL &...

Mystic Point - Sensational property located at the west end of the island where the 360 degree vistas abound - located between the ocean, Lockwood Folly River, ICW & the Davis Canal. This elegant home has newly been upgraded with a newly added full...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Gorgeous 4BR/3BA Home - 2nd Row, Ocean V...

Conscious Sedation4 Bedroom 3 Bath House | 2nd RowOcean Vistas | Dog Friendly | Walk to BeachEvent Home (for an additional Fee) - Are you looking to celebrate a wedding, anniversary, birthday or reunion? Telephone Better Beach Units for...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Brand New 6 Bedroom 4.5 Bath House, Ocea...

1 Steppin on the Beach - 6 Bedroom 4.5 Bath House, Oceanfront, Elevator, Sleeps 16Brand New Construction & New to the Rental Market!Coming 2026: Guests will appreciate a brand-new 25ft long swim spa overlooking the ocean — the ideal place to...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16