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Oak Island, NC Vacation Rentals

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1632 rentals found
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 phenomenal 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
Stunning Intercoastal home on Caswell w/...

Escape to heaven in this elegant 4-bedroom, 3-bathroom beach home located along the impressive shores of Oak Island, NC, called Holiday House! Boasting a prime location with striking vistas of the Intercoastal Waterway and across the street from the...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Enjoy beach walks and family fun in this...

Discover the enchanting Oak Island OW 6303, a splendid beachfront condo that promises an memorable hideaway. Located in the heart of Oak Island, this enchanting getaway is mere steps away from the serene sandy shores, offering guests a ideal blend...

  • Oak Island
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Discover oceanfront bliss at OIBV 202 in...

Discover the ultimate coastal getaway at OIBV 202, a gorgeous oceanfront condo located in the serene Caswell Beach area of Oak Island, NC. This enchanting property combines modern amenities with a ideal beachfront location, making it the ideal...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
Experience coastal living at Ocean Breez...

Welcome to the Ocean Breeze Retreat, your ideal escape located in the striking landscape of Oak Island, North Carolina. This enchanting three-bedroom home offers a serene ocean view that lends itself ideally to relaxation and rejuvenation. Designed...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Oceanview Little Magnolia on Oak Island ...

Discover the appeal of Little Magnolia, an elegant oceanview home located in the serene setting of Oak Island, NC. This roomy abode is designed to accommodate up to 12 guests, making it the ideal hideaway for family get-togethers or friendly...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Saltwater Gospel: Nicely Renovated Beach...

3 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom1 King | 2 Queens | 2 Twin-over-double Bunk Beds | 1 Queen Sleeper CouchMajor Renovation Just Completed in July of 2025- Look for New Photos Coming Soon!Featuring en-suite bathrooms for all three...

  • Oak Island
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Beach Please OKI-3.5 minute walk to the ...

In our third rental season, this privately managed rental is in the heart of Oak Island! This family friendly home has everything you need for a calming trip to the beach! Quiet street with an striking outdoor space! Savor a relaxing evening on...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 11
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NEW to PROACTIVE Vacations!​​​​​​​ Tropical Retreat | Elevator • 2-Tier Outdoor Living • ½ Mile to BeachSavor a calming Oak Island hideaway at this gorgeously designed tropical home, just half a mile from the beach. Thoughtfully...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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
Beachfront Home by Pier, Restaurant, and...

This home is a duplex configuration, and may be rented as either side or as the whole home. This listing is for the whole home. Individual sides are listed as properties 9383692 and 9383697. The home is right beside the Island Way restaurant, Sea...

  • Oak Island
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
4-bedroom house across from Ocean and Oc...

2 min. walk to beach. 4 bedroom with 3 1/2 bath. This home offers 2 primary suites. One on the main level with king bed and one on the upper. Generous eat in completely supplied kitchen that seats 10. Screen porch on the back that over looks the...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Enjoy oceanfront bliss at Tuckers Tide, ...

Discover the epitome of coastal living at Tuckers Tide, an enchanting oceanfront home located in the striking surroundings of Oak Island, NC. This gorgeous property offers beautiful vistas of the Atlantic, ideal for those seeking a serene hideaway...

  • Oak Island
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
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NEW to PROACTIVE Vacations! Weaver's Inn-Let is the ultimate coastal hideaway you've been dreaming of. This striking 2 bedroom, 2 bathroom property is ideally located just mins. away from both the pristine sandy beaches and the gorgeous Intercoastal...

  • Oak Island
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Seas the Moment: 5BR oceanview retreat i...

Welcome to "Seas the Moment," your ultimate oceanview hideaway located in the striking Oak Island, NC. This gorgeous 5-bedroom, 5-bathroom home is ideal for family gatherings or a getaway with friends, accommodating up to 10 guests and two furry...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
5 mins to beach, golf cart & fenced in y...

Welcome to your beach getaway! This roomy home offers painless access to the beach (5 mins via golf cart) and a serene setting. Savor inclusive entertainment in the open floor plan layout, with comfortable bedrooms and a separate lower level master...

  • Oak Island
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Two Buoys And A Gull: Private Pier, Floa...

https://my.matterport.com/show/?m=5A5V1nH4sLj4 Bedrooms | 4 Full Bathrooms2 Kings | 1 Queen | 2 Twins | 1 Queen Couch Bed Appreciate impressive waterway vistas, a private fishing pier and a floating dock at Two Buoys And A Gull, located on Oak...

  • Oak Island
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
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 simple drive to the...

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