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Oak Island, NC 5+ Bedroom Vacation Rentals

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430 rentals found
Shrimply the Best / 105 SE 53rd Street

GUESS WHAT - YOU JUST DISCOVERED SHRIMPLY THE BEST! Designed, decorated and equipped with huge families in mind you'll find it all at Shrimply the Finest with over 4,500 square feet for everybody to spread out while your own private pool and play...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Isle Be Back: Oceanfront, Heated Pool, D...

Feel coastal living at its best in 'Isle Be Back', an gorgeous oceanfront getaway located in the beautiful Oak Island. With beautiful ocean vistas and just steps away from the sandy beach, this cavernous home promises an memorable hideaway for...

  • Oak Island
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 15
Coral Cottage: Spacious 5BR ocean view h...

Welcome to Coral Cottage, an enchanting oceanview getaway located in the photogenic Oak Island, North Carolina. This impressive property offers a ideal blend of comfort and coastal appeal, making it an ideal hideaway for families and friends seeking...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Experience oceanfront luxury in Oak Isla...

Welcome to Karefree, your oceanfront getaway in impressive Oak Island, NC! This striking 7-bedroom, 7-bath home offers the ideal blend of luxury and comfort, accommodating up to 18 guests, making it ideal for enormous family gatherings or group...

  • Oak Island
  • 7 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
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
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
Family Home Pool, Spectacular Ocean View...

Unwind in oceanview home just 1 block from the beach. 5 bedrooms and 3 full baths, hot and cold outdoor shower. Construction starts August 10th on Brand new elevator addition with handicap equipped bathroom, roll in shower, accessible sink and...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 18
Toes In The Water / 1918 E Beach Drive

Toes in the Water | A Nostalgic Oak Island Beach RetreatWelcome to Toes in the Water, a second row, 2-story family vacation home with a fenced-in backyard welcoming up to two dogs to stay complimentary with every reservation. Offering 6 Bedrooms...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Spectacular Ocean Views, 6BR/5BA, Steps ...

Key Conveniences: Oceanview (180-degree unobstructed vistas) 6 Bedrooms, 5 Bathrooms Sleeps 16 Private Pool Elevator 2 Extensive Decks with Ample Outdoor Seating Entirely Equipped Chef's Kitchen with Granite Countertops & Stainless Steel...

  • Oak Island
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Jewels Del Mar: Oceanfront, Private Pool...

Jewels Del Mar - 6 Bedroom 4.5 Bath House, Event Home, Sleeps 17After September 8th, 2026 all reservations will include a 6-seater golf cart for your convenience and enjoyment!!!Pool heating available (for an additional fee)**New for 2026...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
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
The Beachcomber: Spacious, Family-friend...

6 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom3 Kings | 3 Queens | 1 Double | 1 Twin Direct beach access, three huge oceanfront decks (one covered), hot tub, picnic table, rocking chairs, dining table, Adirondack chairs, lounge chairs and an...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 15
Enjoy oceanfront luxury at Big Tuna in O...

Big Tuna - 5 Bedroom 3.5 Bath House, Oceanfront, Event Home, Dog Friendly, Sleeps 13For your convenience and enjoyment all reservations will include a 6-seater golf cart!!! Please Note: The elevator is out of order until further notice. Thank you...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
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
Experience luxury at Getn Nauti, a 9-bed...

Welcome to Getn Nauti, an elegant oceanfront getaway in Oak Island that promises a memorable escape. With impressive vistas of the Atlantic Ocean, this roomy 9-bedroom home is ideal for enormous gatherings, comfortably accommodating up to 25 guests...

  • Oak Island
  • 9 Bedrooms
  • 8 Bathrooms
  • Sleeps 25
Enjoy ocean views at The Hawks Nest, a s...

Discover the serene appeal of The Hawks Nest, a striking 5-bedroom oceanview home located just steps away from the enchanting beaches of Oak Island. With a roomy capacity to host up to 12 guests, this home provides the ideal backdrop for family...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Ocean Views with Heated Pool! One Row fr...

Summary:BookSmart Properties presents: Heads Carolina, Tails California! This handsome home is just one row back from the beach, promising vistas, sand and surf only steps away. With 5 beds and 4.5 baths, comfort and convenience are promised for...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Oceanfront Pool, Private Steps to Beach,...

Summary:Welcome to Bahama Tease, your dream oceanfront hideaway in Oak Island! This freshly refreshed 6BR home offers private beach access right off the deck, and a private Pool (New in 2026!) Appreciate a roomy coastal interior, a completely...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 19