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Oak Island, NC 5+ Bedroom Vacation Rentals

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438 rentals found
Oceanfront OKI Home, Ocean Views & Dune ...

Summary:BookSmart Properties presents: Daze at Sea! Escape to Oak Island in this freshly refreshed gem. This gorgeous 5 bed/4 bath home is just steps away from the beach, with direct beach access. Appreciate handsome ocean vistas from the living...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
See Sea All / 107 Sellers Street

Step back in time where the true vintage spirit meets modern concepts at the ocean front of Oak Island, where you can 'jump to the left' and see it all from the striking ocean front view and take 'a step to the right' and see our majestic Yaupon...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Affinity- Oceanfront retreat, 7 bedrooms...

Welcome to Affinity, a impressive oceanfront getaway located in the beautiful community of Oak Island, North Carolina. This broad 7-bedroom, 5-bathroom home is designed to accommodate up to 20 guests, making it the ideal destination for sizable...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
Close to Beach, Pool, Grill Area, Bonus ...

Summary:BookSmart Properties presents: Pop Pop's Plunder ! Welcome to your ideal vacation getaway — a roomy and versatile home designed for relaxation, comfort, and entertaining. This delightfully maintained property offers multiple living spaces...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Enjoy oceanfront luxury at Big Tuna in O...

Discover your coastal heaven at Big Tuna, an enchanting oceanfront home located in striking Oak Island, NC. This impressive property offers an idyllic vacation experience with gorgeous vistas and a relaxing ambiance, ideal for making cherished...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Walk to Beach: Oak Island Oasis w/ Porch...

Ocean & Canal Vistas | Outdoor ShowerEscape to this cavernous 5-bedroom, 3.5-bath Oak Island vacation rental home, just 2 miles from Middleton Park and steps from the beach. Unwind on multiple balconies while soaking in gorgeous vistas or take a...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Experience oceanfront living at the spac...

Welcome to the Pilot House, your ultimate oceanfront getaway on Oak Island! This gorgeous 5-bedroom, 3-bathroom home offers a ideal blend of comfort and luxury, accommodating up to 12 guests. The broad living spaces boast sweeping ocean vistas...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Experience luxury in this oceanfront 5-b...

Welcome to Latitude Adjustment, your charming oceanfront getaway located on the handsome shores of Oak Island, NC. This impressive 5-bedroom, 4-bathroom home has everything you need for a memorable hideaway, comfortably accommodating up to 15...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
Experience luxury at Lands End in Oak Is...

Hi there! My family and I are so excited to share our beloved Oak Island home, Land's End, with you. I'm here to ensure you have a fantastic stay, and while Better Beach Units expertly manages the property, I'm always just a message away for...

  • Oak Island
  • 12 Bedrooms
  • 11 Bathrooms
  • Sleeps 30
Gorgeous Modern Home With Pool and Ocean...

Coastal Luxury Retreat with Pool & Crow’s Nest Vistas | Oak Island, NC Welcome to your ideal Oak Island hideaway—a elegantly designed three-level coastal home offering space, comfort, and memorable vistas. With 5 bedrooms and 5 bathrooms...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
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 CouchAppreciate 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
Bee by the Sea, 5 BR house 1 minute to t...

Unwind in Oak Island at this peaceful home on a private road. With five bedrooms, including four queen beds, a bunk bed, and a twin bed, there’s plenty of space for everybody. Four bathrooms offer a mix of showers, a jetted bathtub, and outdoor...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Farmhouse at Turtle Creek: Beautiful, 3-...

5 bedrooms | 4 bathrooms2 queens | 2 kings | 1 Twin-Double Bunk BedSeven TVs with streaming capabilities. This home, constructed in 2020, provides a roomy living area including a constructed-in fireplace. Unwind on the broad back deck surrounded by...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 11
Experience ocean views at Just Peachy, a...

New for 2026 with You in Mind!!! Be the first to appreciate these marvelous upgrades - An additional bedroom with queen bed and an additional full bath added, plus a brand new half bath for your convenience!!! This home is now a 5 Bedrooms 3.5 Baths...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Almost Heaven - Oceanfront 5BR 3BA home ...

Welcome to Almost Heaven at OKI! Whether you're seeking a calming hideaway or an adventure-filled family vacation, our beach home is a peaceful getaway tucked away on a rare, peaceful street with little to no traffic in the heart of Oak Island. With...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
Experience oceanfront luxury at Yonder, ...

Welcome to Yonder, your ideal oceanfront getaway located in striking Oak Island, North Carolina. This gorgeous, roomy home features 7 delightfully designed bedrooms and 6 well-appointed bathrooms, accommodating up to 15 guests, making it an ideal...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 15
Memorial Weekend Available! 8 Bdrm | Pri...

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, huge groups, or corporate...

  • Oak Island
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 22
Sandbox: Modern Home with Pool, Spa, Ele...

6 Bedrooms | 6 Full Bathrooms | 1 Half Bathroom4 Kings | 4 Twin-over-double Bunk BedsThe clean lines of modern architectural design meet the glorious natural beauty of the shoreline at Sandbox, a impressive luxury home that finished construction in...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 20