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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
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216 rentals found
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
  • 8 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Spacious 8-bedroom apartment in charming...

Notable and Unique Features: - Beach Access a few mins. walk on 19th Place- Walking distance to Ocean Crest Pier, Island Way Restaurant, and the Scenic Walkway at 19th Place- Spectacular sunrise and sunset vistas - Centrally located in the heart of...

  • Oak Island
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 6
Spacious  6-bedroom Oceanfront home! Pet...

This home features 6 inviting bedrooms, including 1 king bed, 5 full beds, and 2 twin beds. Located on Caswell Beach; this home is OCEANFRONT, Pet Friendly and sure to create memorable memories! Caswell is a pet friendly beach year round so your...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Perfect for multi-family gatherings!

This home has tons of space for your extended family and friends to visit with multiple living rooms and sleeps a total of 12. The upstairs features three bedrooms and two bathrooms along with a huge gathering space, full kitchen, laundry, and...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Private heated Pool & Canal, 38 sec walk...

Totally modernized! Escape to this peaceful family getaway right across from beach access, it’s closer than many oceanfront homes. Savor private heated pool & canal access, ideal for relaxation & water fun. The humongous front porch & screened-in...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
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Pearl on a Strand - Your Island Haven Awaits on Oak Island!Escape to your own slice of heaven at Pearl on a Strand, a roomy coastal getaway just a short walk or golf cart ride (optional add-on) from Oak Island's striking beach. Whether you're...

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

WELCOME TO SERENE OASIS - OAK ISLAND’S PREMIER LUXURY ESTATE ★ Guest Favorite | Ideal Ratings ★ Brand-new 2025 oceanview estate with HEATED POOL (April-Oct), NEW 600 sq ft GAME ROOM (April 1, 2026!), 3 stories with ocean vistas, 3,500 sq ft of...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Carolina Dreamin': Oceanfront w/Private ...

12 Bedrooms | 9 Full Bathrooms | 1 Half Bathroom9 Kings | 1 Queen | 2 Double Bunkbeds | Queen Sleeper CouchLooking for a home that has it all? Look no further! Carolina Dreamin' is the ideal family hideaway. No one has to compromise in this...

  • Oak Island
  • 12 Bedrooms
  • 9 Bathrooms
  • Sleeps 30
8 Bdrm Oasis w/ Private Pool and Decks

Summary:Feel the ultimate Oak Island vacation at Orchards Pomegranate Lot 1! This brand-new luxury home features 8 bedrooms, 6 bathrooms, and comfortably sleeps up to 21 guests, making it ideal for family get-togethers, sizable groups, or corporate...

  • Oak Island
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 21
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
Love to fish! We have a dock

Located on the West End of Oak Island, which is a 5-min. golf cart loop ride or a 2-min. car ride to the beach. Plenty of space to relax inside and out, upstairs and down. Totally supplied kitchen for cooking all your meals. The dogs and kids can...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Sound Sleeper: Boat Dock on Waterway wit...

6 Bedrooms | 3 Full Bathrooms 1 King | 4 Queens | 2 Twins Two covered porches (massive sound side covered porch and deck), patio area with picnic table, two outside showers with hot and cold water, well-kept back and front yard, boat dock...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Charming Classic Beach Front Home | Slee...

Red & Brown – Oceanfront Classic | 5BR Beachfront Home | Sleeps 14 | Game Room Wake up to the sound of the waves and step straight onto the sand at Red & Brown, a roomy and welcoming beachfront getaway in Oak Island. Designed for gathering...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
This Is It: Great 2nd Row House with Vie...

6 Bedrooms | 4 Bathrooms4 Queens | 2 Twins | 1 Twin-Double BunkFour CCTV's (50" flat in living room, others are flat screens as well), four DVD players (two stand alone, two constructed in) and high-speed internet access. Well-equipped kitchen with...

  • Oak Island
  • 6 Bedrooms
  • 4 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
200 Steps To Somewhere: Dog-friendly Hom...

4 Bedrooms | 2 Full Bathrooms2 Kings | 1 Queen | 2 Twins | 1 Queen Couch Bed200 Steps To Somewhere features a private pool and welcomes up to two dogs per reservation year-round. Conveniences include five flat screen TV's (three TV's have cable)...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Gorgeous 2nd Row Oceanview 4 Bedroom Hom...

Key Conveniences: 180° Ocean & Marsh Vistas from 4 Decks Saltwater Inground Pool (3-4ft depth) with Parlor Seating Tiki Bar (with Full-Sized Fridge) Foosball Table & Telescope 2nd Row Beach Access, Short Walk to Beach Chef’s Kitchen with Food...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 10
Dunes: 5 bedroom oceanfront home close t...

5 Bedrooms | 3 Bathrooms2 Kings | 2 Queens | 1 Twin |1 Twin-over-twin Bunk BedTwo Intelligent TVs. One enclosed outdoor shower with hot and cold water. Entirely equipped kitchen, ceiling fans in every bedroom. Games, books, and infant gate. No...

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