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Oak Island, NC 5+ Bedroom Vacation Rentals

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396 rentals found
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 charming vistas of the Atlantic at Ollie's Point! Completed in summer of 2024...

  • Oak Island
  • 9 Bedrooms
  • 10 Bathrooms
  • Sleeps 28
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
Renovated 7BR 3.5BA Duplex-Style House, ...

Fishy Fishy Complete - 7 Bedroom 3 Full Bath and 1 Half Bath Duplex-Style House, Walk to Beach, Ocean View, Sleeps 14**Recently Renovated and New to the Rental Market****Please Note: The upper and lower levels of this home are not connected on the...

  • Oak Island
  • 7 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Bettor's Booty the Seaquel - 2204 East B...

Bettor’s Booty – The Seaquel has finally arrived and is ready for occupancy in 2024!   Yes, you have finally made it – beach luxury at its best!  Designed to accommodate family beach life, this floor plan with formidable swimming pool and...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Excellent Location to Beach-5 Bedroom/3 ...

Meant To Be - 5 Bedrooms, 3 Bath, Sleeps 16, Ocean ViewFantastic location for this sizable 5 bedroom 3 bath home in the old Yaupon Beach area. Convenient to the Oak Island Pier, Oak Island Golf Course, the old bridge, and of course the beach. This...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
5 BR Oceanfront Home close to The Point!

Welcome to "Lagerheads" - your charming getaway located right on the pristine shores of Oak Island, NC. This striking oceanfront beach home offers the epitome of coastal luxury with its cavernous 5 bedrooms and 4.5 baths, ensuring ample space for...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Experience ocean views at B'More Chill, ...

Welcome to B'More Chill, a striking old-school beach bungalow located just a stone's throw from the ocean in the charming East Beach area of Oak Island. This enchanting getaway features impressive ocean vistas from the second row, making it the...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Experience luxury at Psalm Tree, a spaci...

Welcome to Psalm Tree, a impressive vacation rental located just steps from the striking beaches of Oak Island, North Carolina. This newly constructed home features an charming design and offers gorgeous ocean vistas, making it the ideal hideaway...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Family oasis beach retreat in quiet wood...

Savor the sand between your toes, impressive sunsets, and striking beaches of Oak Island while appreciating our roomy, open floor-plan 5 bedroom home. 3 bedrooms are on first floor with 2 full baths, and a enormous screened-in porch ideal for...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Noah's Ark~ OKI Beach, Sleeps 14, PS4, F...

Bring your whole family or extended family to Oak Island and stay at our ideal beach home! Made for extended families as our home features double kitchens, 6 bedrooms, 4 bathrooms, 2 sleeper couches, and tons of amenities. Guests have access to 2...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
A Little R&R: Corner Lot Home with Easy ...

7 Bedrooms | 3 Full Bathrooms | 1 Half Bathrooms2 Kings | 3 Queens | 2 Doubles | 4 TwinsSavor great vistas of the ocean from the sitting room and marsh vistas from the wraparound covered porch. The home is located on a corner lot with a direct walk...

  • Oak Island
  • 7 Bedrooms
  • 3 Bathrooms
  • Sleeps 18
God is Nigh: Comfortable, Spacious Ocean...

6 Bedrooms | 3 Full Bathrooms3 Queens | 6 TwinsHDTV with basic cable, DVD player, VCR, wireless internet, phone. Totally equipped kitchen with dining seating for twelve. Covered porch, walkway to beach, enclosed outside shower with hot and cold...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
New 2025 Luxury Oceanview | 6BR/6BA | He...

Key Conveniences:- NFL Package for watching your favorite football teams this Fall- Xbox live cloud gaming with two controllers - Saltwater Pool - Can be heated upon request for additional daily fee- Roof Top Parlor Observation Deck- Ocean Vistas...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
7BR/5.5BA Oceanfront, Elevated pool over...

Chasing the Sun - 7 Bedroom 5.5 Bath Home, Oceanfront, Sleeps 19Standard Features: - Bed linens and towel sets (shower towel, hand towel and washcloth) supplied per the capacity of the home- Totally equipped kitchen- Free WIFI- Drip Coffee Maker...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 19
7BR/5.5BA - Oceanfront, Elevated Pool, S...

Tough Choices - 7 Bedroom 5.5 Bath House, Oceanfront, Sleeps 18Pool Heating Available (for an additional fee)Standard Features: - Bed linens and towel sets (shower towel, hand towel and washcloth) included per the capacity of the home- Entirely...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Re-Juvenated: 5 bedroom oceanfront class...

5 Bedrooms | 4 Baths3 Kings | 4 Twins Includes enormous master suite upstairs. One CCTV, VCR, DVD player, wireless internet. Well-equipped kitchen with ample counter space, huge pantry with plenty of storage, ice maker, and charcoal grille. Sizable...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Beautiful-Oceanview 5 BR/3.5 BA, Private...

A Toast at the Coast - 5 Bedroom, 3.5 Bath House, Oceanview, Sleeps 10Please Note: As of 11/8/25, this home no longer accepts family pets.Standard Features:- Bed linens and towel sets (shower towel, hand towel and washcloth) included per the...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Oak Island Escape w/ Saltwater Pool, Wal...

The ocean is calling and this well-appointed Oak Island vacation rental is the answer! This conveniently located 5-bedroom, 3.5 bathroom home features a completely supplied kitchen to make dinner for the whole family, multiple balconies for calming...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11