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Oak Island, NC 5+ Bedroom Vacation Rentals

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428 rentals found
Jenny's Dream: Dual-Unit 5BR Beach Retre...

Blissful beach days await at this 5BR / 3BA getaway! A charming second-row location keeps you just steps, 100 yards to be exact, from toes in the sand and riding the waves. The lower unit is new with attractively appointed decor, high-end...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
Marilu: Oceanfront Home w/Spacious Rooms...

5 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom4 Queens | 2 Twins Two story oceanfront home on the island’s west end with three flat screen TVs, one DVD player and wireless internet. This home features a bright, open concept living area with...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Oceanfront luxury awaits at Together Tim...

Welcome to Together Time, your ultimate beach hideaway located on the impressive shores of Oak Island, North Carolina. This oceanfront haven promises a ideal blend of relaxation and adventure, accommodating up to 26 guests in 11 cavernous bedrooms...

  • Oak Island
  • 11 Bedrooms
  • 8 Bathrooms
  • Sleeps 26
Steps to Beach | 5BR Retreat | Private P...

Welcome to your ideal Oak Island vacation getaway! This freshly constructed, opulent 5-bedroom home, finished in December 2025, very comfortably sleeps 11 and is ideal for extended families and group getaways.The ground level offers a private king...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 11
Experience oceanfront luxury at 'No Worr...

Escape to the striking No Worries, an oceanfront sanctuary located in pretty Oak Island, North Carolina. This roomy 5-bedroom, 3-bathroom home comfortably accommodates up to 12 guests, making it the ideal hideaway for families or friend groups...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Experience beachside luxury at H2O 365, ...

Discover the epitome of coastal living at H2O 365, an charming oceanfront getaway located in the heart of Oak Island. Perfectly positioned to offer beautiful vistas of the Atlantic, this roomy home is designed for families and groups seeking both...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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
Oceanfront Home with Heated Pool, Privat...

Summary:A Coconut Hut is an oceanfront rental on Caswell Beach with a private walkway to the sand, its own private heated pool, freshly remodeled interior including an refreshed kitchen, and new luxury vinyl floor throughout the main living areas...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Amazing Ocean Views, Dog Friendly, Heate...

Key Conveniences: Oceanview; 2nd Row Dog Friendly Heated Saltwater Pool (from 4/15 - 10/15) Hot Tub Elevator Sleeps 18; Ideal for family get-togethers, guy’s/girl’s trips, wedding groups, work retreats Fenced in Back Yard Outdoor...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Experience oceanfront bliss at Summer Wi...

Discover your ideal hideaway at Summer Wind West, an charming oceanfront home located along the gorgeous shores of Oak Island, North Carolina. This inviting property offers a exhilarating blend of coastal appeal and modern amenities, making it an...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Almost Heaven - Oceanfront 5BR 3BA home ...

Welcome to Almost Heaven at OKI! Whether you're seeking a calming hideaway or an adventure-filled family vacation, our beach home is a calming getaway tucked away on a rare, peaceful street with little to no traffic in the heart of Oak Island. With...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
Experience oceanfront luxury at AfterDun...

Welcome to AfterDune Delight, a impressive oceanfront home that embodies the casual appeal of Oak Island. Perfectly located for striking 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
Oceanfront OKI Home, Ocean Views & Dune ...

Summary:BookSmart Properties presents: Daze at Sea! Escape to Oak Island in this freshly modernized gem. This striking 5 bed/4 bath home is just steps away from the beach, with direct beach access. Appreciate beautiful ocean vistas from the living...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Saltwater Blessing: Beautiful Oceanfront...

7 Bedrooms | 5 Full Bathrooms | 1 Half Bathroom2 Kings | 3 Queens | 1 Set of Double-over-double Bunk Beds | 2 Twin-over-twin Bunk Beds | 1 Queen Sleeper CouchWith a professionally decorated interior, reverse floor plan, and broad attention to...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
Wine & Roses:6 bed, 6 bath, sleep 16, HE...

Welcome to Heaven! Our 3 level home has 6 bedrooms and 6 full bathrooms, sleeps 16. There is a private pool (salt water), hot tub, steam room, outdoor shower, and golf cart (registered for complimentary public parking!) There are two kitchens, three...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Walk to Beach: Oak Island Retreat w/ 210...

Balcony w/ Ocean View | Crabbing, Fishing & Stunning Sunsets | Golf Cart AvailableTreat your crew to coastal bliss at this Oak Island vacation rental, 'Pelican's Roost'! This 5-bed, 3.5-bath duplex features a private elevator, a modern interior, and...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Shrimply the Best / 105 SE 53rd Street

GUESS WHAT - YOU JUST DISCOVERED SHRIMPLY THE BEST! Designed, decorated and equipped with huge families in mind you'll find it all at Shrimply the Finest with over 4,500 square feet for everybody to spread out while your own private pool and play...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Family Time: Oceanfront in Oak Island, H...

Welcome to *Family Time*, an oceanfront heaven located in the striking Oak Island. This roomy home features a remarkable setting where you can appreciate gorgeous ocean vistas and direct beach access, making it the ideal hideaway for families and...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14