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Oak Island, NC 5+ Bedroom Vacation Rentals

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430 rentals found
SunBurns: Dog-friendly Home with Private...

5 Bedrooms | 3 Full Bathrooms2 Kings | 4 Twin-over-double Bunk Beds | 1 Twin Bed with a Twin TrundleOnly a short walk from the beach, you can smell the salt in the air when you arrive at SunBurns. Appreciate the ocean breeze on the partially covered...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 18
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
Oceanfront Pier Pressure house in Oak Is...

Discover the beauty of coastal living at Pier Pressure, an impressive oceanfront home located on Oak Island. This striking getaway offers impressive vistas of the Atlantic, inviting guests to relax and indulge in the serene ambiance of this striking...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Ocean Views! One Row to the Beach with P...

Summary:BookSmart Properties presents: Sunset Sands! This handsome home is just one row back from the beach, promising vistas, sand and surf only steps away. With 5 beds and 6 baths, comfort and convenience are promised for your whole group. Savor...

  • Oak Island
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 10
Bears Beets Beach House: Spacious 6BR, 5...

Feel coastal bliss at Bears Beets Beach House, ideally located just steps from the sandy shores of Oak Island. This striking six-bedroom, five-bathroom property accommodates up to 18 guests, making it an ideal hideaway for enormous families or...

  • Oak Island
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Sleeps 18, Pet-friendly, 1 Block to Beac...

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 down the street. Head down to the beach during the day and cool off in...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Summer 2027 Booking Fast! Oceanfront, La...

BOOKING NOW for Spring, Summer and Fall 2027!Nights of October 30 and 31, 2026 available - come see the excellent historic homes and Halloween decorations in Southport and check out the Ghosts and Haunted Walking Tour!Christmas 2026 open from...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Sea-Batical: a 9-bedroom: Priv. Pool w O...

Sea-Batical9 Bedroom 8.5 Bath House | OceanfrontOcean and Waterway Vistas | EV Charger | Pool | Hot Tub | Top Level Deck | Dog Friendly | Sleeps 24Event Home (for an additional fee) - Celebrate your wedding, birthday, anniversary, reunion or other...

  • Oak Island
  • 9 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Experience beachside luxury at Oak Islan...

Welcome to the Marshy Marsh Funky Bunch, a vibrant oceanview hideaway located in the striking Oak Island. This striking 5-bedroom, 4-bathroom home comfortably accommodates up to 12 guests, making it the ideal getaway for families or groups looking...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Walk to Beach! Sunny 5BR Oak Island Oasi...

Beach Gear Included | In-Home Elevator | Screened Porch Overlooking MarshTake the ultimate North Carolina escape at this Oak Island vacation rental! The home offers a blend of relaxation and local adventure for families and groups. Take a walk along...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Vitamin Sea: Coastal Chic Home with Priv...

5 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom 3 Kings | 2 Queens | 1 Twin Sleeper CouchSometimes all you need to relax and refresh is a little Vitamin Sea! This coastal chic home, constructed in 2023, is just across the road from a public beach...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Gather at the Beach! | Ocean Views | Ele...

FANTASTIC BEACH ACCESS & Heated Pool*Ideal for Extended Families:-Sleeps 18 People-6 Bedrooms & 5 Bathrooms-Space for Dining Together, Indoors & Out-Totally-Equipped Kitchen: 2 Fridges & 2 Dishwashers-Additional Kitchenette-Private Heated* Saltwater...

  • Oak Island
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 18
Wonderful Ocean Views from Spacious Beac...

Key Conveniences: Beach access: Only 2 rows from the beach, with expansive ocean vistas from multiple balconies Sleeps up to 12 guests 4 Beach chairs Umbrella Boogie boards Coolers Wagon Bocce ball Outdoor Shower (Hot/Cold) Cavernous deck with...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 12
Hootin' Annie's: Upscale Dog-Friendly 3r...

5 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom3 Kings | 2 Twin-over-double Bunk BedsIf you're ready to book a vacation worth celebrating, then head on down to Hootin' Annie's for fun and adventure in opulent surroundings less than 300 yards from...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Sand Dollar Inn: Ocean View Home with Po...

10 Bedrooms | 10 Full Bathrooms | 1 Half Bathroom9 Kings | 1 Double-over-double Bunk Bed | 1 Twin-over-Twin Bunk Bed | 1 Queen Sleeper CouchTake a virtual tour of Sand Dollar Inn at https://my.matterport.com/show/?m=tPGFLeSeYr5Sand Dollar Inn is...

  • Oak Island
  • 10 Bedrooms
  • 10 Bathrooms
  • Sleeps 26
Family Tides / 702 W Dolphin Drive

Welcome to Family Tides, where the essence of joyous beach living awaits. Crafted with ample space for sizable families and your cherished furry companions too (max. of 2 dogs with fee). This island getaway embodies oceanside relaxation featuring...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Luxury Oceanfront, Pool, Elevator, Volle...

BRAND NEW SUMMER 2026Welcome to Zen, a one-of-a-kind oceanfront sanctuary on Oak Island designed for memorable group getaways. With 13 bedrooms, 12 full baths/2 half baths, beach access, a private pool, beach volleyball court, elevator, game area, ...

  • Oak Island
  • 13 Bedrooms
  • 13 Bathrooms
  • Sleeps 36
Big Wave: Sunny, Oceanfront Home with Aw...

5 Bedrooms | 3 Full Bathrooms2 King | 2 Queens | 1 Double | 1 TwinResting oceanfront on Oak Island’s west end, Big Wave is the ideal family getaway for any occasion. Not only is this home located on the shore, but it’s an painless drive to the...

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