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Oak Island, NC 5+ Bedroom Vacation Rentals

430 rentals found
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 Appreciate in 2026!!! (Updated Photos Coming Soon!)- Direct Beach Access- Boardwalk to beach ...

  • Oak Island
  • 12 Bedrooms
  • 9 Bathrooms
  • Sleeps 39
Breezy Oaks: Oceanfront Home with Chef's...

5 Bedrooms | 2 Full Bathrooms3 Queens | 4 Doubles | 2 Regular Folding CribsSix TV's (55-inch in living room, 50-inch in downstairs bedroom and 32-inch in all other bedrooms), multiple movie and TV streaming services with DVR on the Cloud, Amazon...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 14
A Perfect Landing, a stunning 7-bedroom ...

Located just steps from the shimmering coastline of Oak Island, 'A Ideal Landing' offers a enchanting escape for families and groups seeking a beachside getaway. This striking 7-bedroom, 6-bathroom home accommodates up to 18 guests, making it the...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Meant to Beach: 5BR Across from Pier & B...

If you're looking for the ideal luxury beach rental on Oak Island for entertaining and appreciating the ocean breeze with family and friends, you've found it! Meant to Beach is an striking 5 bedroom, 3.5 bathroom pet-friendly home with a private...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Oceanfront paradise in Oak Island, featu...

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

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Become an AQUAHOLIC in this oceanfront, ...

Aquaholic's oceanfront LOCATION on Oak Island, NC, is the ideal spot to savor a coastal vacation. With its white, sandy beaches and beautiful sunsets, it is no surprise that Oak Island was voted one of America’s top 10 family/dog-friendly beaches...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Experience beachfront bliss at Serendipi...

Welcome to Serendipity, an oceanfront heaven located in the heart of Oak Island. This gorgeous home offers a remarkable hideaway for families and friends, comfortably accommodating up to 15 guests across its five cavernous bedrooms and three...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 15
LollyPop Landing: Marsh Views, Easy Beac...

5 Bedrooms | 3 Full Bathrooms1 King | 4 Queens | 2 Twin-over-double Bunk BedsLocated on Oak Island’s west end, this gorgeous home offers striking marsh vistas and is a leisurely two-min. walk to the beach, which gives you direct access to the...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
The Bu with a View

Welcome to The Bu! This 5 bedroom 5.5 bath is ideal for your family vacation. Located across the street from the beach, near the Oak Island Cabana, and 1 block from the splash pad. During concert evenings you can savor the music from the deck .

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Experience oceanfront luxury at Pier Mag...

Pier Magic (formerly Charlie's Place)6 Bedroom | 5 Bath | Oceanfront Home | Sleeps 16 | Dog FriendlyTotally Renovated for 2026!!!Please Note: This home now welcomes dogs.Welcome to Pier Magic, a attractively refreshed oceanfront home on Oak Island...

  • Oak Island
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
A Coconut Hut by Brunswick Vacation Rent...

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
Oceanfront, Pool, Elevator, Pet & Event ...

NEWLY REDESIGNED & REBRANDED IN 2026Welcome to “Malibu,” an oceanfront getaway on the coveted West End of Oak Island. Appreciate nearly 360 degree water vistas, fishing access, & an painless walk to The Point. Inside, you’ll find bright, open...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
Discover Bikini Pearl, a spacious 5-bedr...

Bikini Pearl (formerly known as Millers High Life) - 5 Bedroom 3.5 Bath House, 2nd Row, Ocean Vistas, Elevator, Dog FriendlyGet Ready!!! New Owners are planning to install a brand new pool in the fall/winter of 2026!!!Bed and Bath Layout: 3K, 3T...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Brand New Construction with Private Pool...

This exceptional, newer 5-bedroom, 3.5-bathroom Oak Island vacation rental is attractively located between the ocean and Davis Canal, only steps to the beach and about a half mile to the Ocean Crest Pier! Highlights include a reverse floor plan to...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
A Perfect Approach: Spacious 7-Bedroom O...

Welcome to "A Ideal Approach," your idyllic oceanview hideaway in Oak Island, North Carolina! This enchanting 7-bedroom, 6-bathroom home offers ample space for up to 18 guests, making it the ideal getaway for enormous families or groups looking to...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 18
NEW-COASTAL SEA ESTA-Waterfront, Beach, ...

Come make memories in this opulent newer 2,400 square foot waterfront property with private 680' pier and impressive marsh vistas just steps from the Ocean & Beach access. The home features an Elevator, Golf Cart, open concept living with wood...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
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
Luxury Oceanfront, Pool, Pickleball, Tik...

"Salty Paddles at the Point" is a bespoke constructed luxury home on the highly desired West End of Oak Island. Your dream hideaway awaits! Designed to maximize the expansive ocean vistas, relax in our open concept great room or escape outdoors to...

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