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Oak Island, NC 5+ Bedroom Vacation Rentals

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217 rentals found
5BR Oak Island Retreat w/ Private Pool &...

Summary:Tangerine is a bright 5BR, 5BA Oak Island hideaway for 14 (+2 on pull-out couch). 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...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Beach Better Have My Money! Clean \

"Beach Better Have My Money"Welcome to our clean, appealing, brand new home in the heart of Oak Island! The beach awaits you at the end of the short walk (31st Street access point takes you straight to the beach). Our place is equipped for both long...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 17
Long Call: Private Pool, Elevator, One B...

5 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom3 Kings | 1 Queen | 1 Single-over-Single Bunkbed with trundleThis bespoke-constructed home in 2021 was designed to make your vacation an amazing experience. It comes complete with a constructed-in pool...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Seaside Delight: Luxury Oceanfront Home ...

12 Bedrooms | 11 Full Bathrooms | 1 Half Bathroom9 Kings | 2 Queens | 1 Double-over-Double Bunk BedEnsure your next vacation is a Oceanside Delight with a stay at this luxury rental, which is welcoming its first guests in 2025. Accommodating up to...

  • Oak Island
  • 12 Bedrooms
  • 11 Bathrooms
  • Sleeps 26
One Row from Beach w/ Pool, Elevator, Fi...

Summary:BookSmart Properties presents: The Crooked Palm! This gorgeous home is just one row back from the beach, promising vistas, sand and surf only steps away. With 5 beds/5.5 baths, comfort and convenience are promised for your whole group. Whip...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Summer Salt - Oceanfront Fun Just Steps ...

This unique oceanfront vacation home in Oak Island is ready for your beach hideaway. When you’re not just outside Summer Salt’s backdoor taking in the sun and surf, the open floor plan of the home is great for family time! Summer Salt has 5...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 11
Beautiful ocean view property that will ...

You name it…… this home has it! Location and space is everything with this handicap friendly property, as beach access is just a short walk away. This enormous, multi-story home features an inverted floor plan with two covered Trex Decks...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Geneva Too: Dog-Friendly, Beautifully Fu...

5 Bedrooms | 4 Full Bathrooms4 Queens | 2 TwinsWelcome to your ideal beach hideaway! This handsome home is located oceanfront on the west end of Oak Island and features phenomenal south facing vistas of the Atlantic Ocean as well as vistas of the...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Salt & Light: Spacious, Custom-built, Oc...

6 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom 3 Kings | 2 Queens | 1 Twin | 1 Twin Bunkbed | 1 Twin Over Full BunkbedTwo-story, oceanfront home on East Beach bespoke-constructed by Moffitt Construction in 2020 that sleeps up to 15 people. The home...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Easy Beach Access, Luxury 8-bedroom, 8-b...

Managed by Brunswick Vacation Units. -Located on a street with direct, simple beach access-Private heated pool (complimentary pool heating supplied in rental rate April, May, September and October)-Upgraded linen and towel set including whole bed...

  • Oak Island
  • 8 Bedrooms
  • 7 Bathrooms
  • Sleeps 22
Serenity by the Sea: Nostalgic Oceanfron...

5 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom3 Kings | 1 Queen | 1 Twin-over-twin Bunk Bed | 1 Double Sleeper CouchSavor time spent with the whole family at this remodeled oceanfront property on the peaceful and private end of Caswell Beach...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Smith's Bermuda / 914 E Beach Drive - Co...

SMITH'S BERMUDA / AN ICONIC OAK ISLAND BEACH RETREAT This 5-bedroom, 3-bathroom home (BR1: 1Q, BR2: 1Q, BR3:2Q, BR4:1K, BR5:2F) blends timeless coastal appeal with modern comfort.  Rich North Carolina cypress wood paneling lines the walls, a rare...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
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
The Salty Dog: Beautiful Oceanfront Home...

5 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom3 Kings | 1 Queen | 2 Twin-over-twin Bunk BedsTwo floors with a reverse floor plan allow the best ocean vistas in common living areas.Three master bedrooms with king-size beds and en suites. Full...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
6BR Oceanfront Sanctuary: Pool, Elevator...

Located directly on the sands of Oak Island and framed by front-row vistas of the Atlantic and the iconic Oak Island Pier, The Blue Buffalo is not just a beach home — it's a next-level oceanfront experience. With 6 cavernous bedrooms, 5 full...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 15
Pirates in Paradise / 320 E Beach Drive ...

Tremendous 2nd Row Value! 5BR/2.5BA - BR1:1K, BR2:1Q, BR3:1K, BR4:1Q,2T, BR5:1F - **NEW POOL!!* Fantastic vistas from this gorgeously decorated tropical themed home. Cathedral ceiling encompasses a enormous roomy living room, completely equipped...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Brand New Coastal Retreat with Pool; 5 B...

Completed in December 2025, “Oceanside Haven” is a impressive new home that blends modern comfort with casual island living. Just 1.5 blocks from the beach, you’ll appreciate ocean vistas, the sound of rolling waves, and effortless access to...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Large 5BR*Dbl. Master*1 Block to Beach A...

Please note: We only offer Sunday to Sunday reservations in the Summer.Stay at "American Dreaming" and check off all of your vacation boxes! Sit by the firepit in our fenced backyard and listen to the sounds of the crashing waves, which are 1 block...

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