Wilmington-NC.com logo

Oak Island, NC 5+ Bedroom Vacation Rentals

Filter 5+ Bedroom Oak Island Properties by: Company | Oceanfront | Pet-Friendly | or choose different a Area or Bedrooms
No company options available.
Bedrooms:
429 rentals found
Experience luxury at Reve Nautique, a sp...

Introducing Reve Nautique, your ideal oceanside escape located just steps from the pristine shores of Oak Island. This gorgeous oceanview home comfortably accommodates up to 20 guests, making it an ideal hideaway for enormous families or groups of...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
One More Day Caswell: Oceanfront Home Wi...

5 Bedrooms | 5 Full Bathrooms | 1 Half Bathroom2 Kings | 2 Queens | 3 Twins | 1 Double Sleeper CouchUnwind to the crash of the waves and breathe in the fresh sea air as you build memories that will last a lifetime at One More Day Caswell. Located...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
Oceanfront West Point in Oak Island: 12 ...

West Point - Oceanfront, Private Pool, Hot Tub, Elevator, 360* Water Vistas- 12 bedrooms, 9 Bathrooms, Sleeps 39New Renovations Completed for You to Savor in 2026!!! (Updated Photos Coming Soon!)- Direct Beach Access- Boardwalk to beach - Brand-New...

  • Oak Island
  • 12 Bedrooms
  • 9 Bathrooms
  • Sleeps 39
A Reel Fine Place 11 / 3216 E Beach Driv...

5BR/4.5BA - BR1:1K, BR2:1K, BR3:1Q, BR4:1Q, BR5:1Q/1F. This phenomenal home constructed in 2017 offers handsome vistas, an inverted floor plan and elevator access! Upper level open living, dining and kitchen with a huge porch offering broad ocean...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Hootin' Annie's: Upscale Dog-Friendly 3r...

5 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom3 Kings | 2 Twin-over-double Bunk BedsIf you're ready to book a vacation worth celebrating, then head on down to Hootin' Annie's for fun and adventure in extravagant surroundings less than 300 yards...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Oceanfront Knotty Pelican in Oak Island:...

Knotty Pelican 5 Bedroom 3 Bath HouseOceanfront | Sleeps 12Highlights and Distinctive Features:- Direct access to the beach from the home- Within walking distance to Oak Island Pier, great stores, and dining- Convenient to Oak Island Golf Couse...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Summer 2027 Booking Fast! Oceanfront, La...

BOOKING NOW for Spring, Summer and Fall 2027!Nights of October 30 and 31, 2026 available - come see the marvelous historic homes and Halloween decorations in Southport and check out the Ghosts and Haunted Walking Tour!Christmas 2026 open from...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
5BR Oak Island Retreat w/ Private Pool &...

Summary:Tangerine is a bright 5BR, 5BA Oak Island hideaway for 14. Appreciate a private pool, cavernous decks, and just a short walk to the beach! Each bedroom has its own bathroom, and the bunk room is ideal for kids. Totally supplied kitchen...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Experience luxury at SeaKing Good Times ...

Discover the ideal oceanside getaway at SeaKing Good Times, a striking ocean view home located in elegant Oak Island, NC. This roomy 7-bedroom, 6-bathroom haven comfortably accommodates up to 18 guests, making it the ideal spot for huge families or...

  • Oak Island
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 18
New!  Spectacular Ocean & Marsh Views, E...

2-min. walk to the Beach Spectacular Ocean and Marsh Vistas 5 Bedrooms (3 King, 1 Queen, Bunk beds)5 Bathrooms, 2 Half Baths (pool bath)Sleeps 16Private Saltwater Pool (optionally heated for a fee)ElevatorDen with Desk4 Grand Decks with Ample...

  • Oak Island
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Experience oceanfront luxury at Cordoba,...

Feel the beautiful vistas and extravagant comfort of Cordoba, an oceanfront haven located in the striking Oak Island. This broad home is ideal for huge gatherings and family vacations, comfortably accommodating up to 21 guests across its 7...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 21
Whitecaps: Intracoastal Waterway Home wi...

5 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom3 Kings | 2 QueensLocated among the oaks and on the Intracoastal Waterway, Whitecaps offers a peaceful, calming coastal getaway full of amazing vistas and unique amenities to make the memories last...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
One block to the beach with POOL and gol...

Bedroom 1: King size bed with ensuite bathroom. This room has access to the backyard. Room has a mounted intelligent tv and has a designated workspace.Bathroom 1: Stand up shower and hottub tub. This bathroom has a double vanity. Bedroom 2: Bunk...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Gorgeous 2nd Row Home with Amazing Ocean...

Appreciate Stunning Ocean Vistas at A Pelican's View: Your Ideal Getaway Awaits! Key Conveniences: Excellent Ocean Vistas and location 2 Substantial Outdoor Decks with exceptional vistas Dog Friendly Sleeps 12 5 Bedrooms, 4.5 baths Free WiFi Onsite...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
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
Experience luxury at Sunset Straits, Oak...

Welcome to Sunset Straits, where beachside bliss meets extravagant living in the beautiful town of Oak Island, NC. This impressive 5-bedroom, 4-bathroom residence accommodates up to 12 guests, making it the ideal hideaway for families and friends...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Spacious Codfather Whole House in Oak Is...

Discover the Codfather Whole House, an exceptional oceanfront getaway in Oak Island that promises to be your home away from home. With impressive ocean vistas and cavernous accommodations, this property is ideal for families or sizable gatherings...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Experience luxury at '7 Day Weekend,' an...

Feel the ultimate coastal hideaway at 7 Day Weekend in pretty Oak Island, North Carolina. This gorgeous oceanfront property features beautiful vistas and is the ideal getaway for families and friends alike, accommodating up to 21 guests in its...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 21