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Oak Island, NC 5+ Bedroom Vacation Rentals

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434 rentals found
Sally's Sandcastle in Oak Island boasts ...

Welcome to Sally's Sandcastle, a gorgeous oceanview getaway located in the heart of Oak Island, North Carolina. This roomy 7-bedroom, 6-bathroom home accommodates up to 23 guests, making it ideal for enormous family gatherings or get-togethers with...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 23
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
3 Waters Retreat: Oceanfront, 7BR 5.5BA,...

3 Waters Retreat(formerly Affinity)7 Bedroom 5.5 Bath House | OceanfrontOcean Vistas | Elevator | Pool | EV Charger | Dog Friendly | Sleeps 20Starting October 22, 2026 a 6-Seater Golf Cart will be supplied for your Convenience and...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 20
Experience beachfront luxury at Shore En...

Welcome to Shore Enuff, your oceanfront hideaway in the delightfully serene Oak Island, North Carolina. This impressive home offers an broad view of the Atlantic Ocean, making it the ideal getaway for families and groups looking to relax in a...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Total Package: Oceanfront retreat in Oak...

Total Package7 Bedroom 6.5 Bath House | OceanfrontOcean Vistas | Pool | Elevator Pool Heating Available (for an additional fee)!Highlights and Distinctive Features:- Stunning sunrises and sunsets over the Atlantic Ocean- Expansive windows on the top...

  • Oak Island
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Discover Peace on the Beach, a stunning ...

Feel unparalleled bliss at 'Peace on the Beach,' an charming oceanfront getaway located in the serene setting of Caswell Beach. This striking home offers a ideal combination of luxury and comfort, ideal for huge families or groups seeking a...

  • Oak Island
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Enjoy ocean views at The Hawks Nest, a s...

Discover the serene appeal of The Hawks Nest, a gorgeous 5-bedroom oceanview home located just steps away from the handsome 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
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
Sandy Toes and Salty Kisses: Oceanfront ...

5 Bedrooms | 4.5 Bathrooms 2 Kings | 6 Doubles | 1 Crib This broad oceanfront home offers plenty of room to stretch out and relax after a long day on the beach with three floors of living.The main, middle floor welcomes you to the kitchen finished...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Brisas del Mar- a West End Retreat, 6 BR...

Two homes in one at Brisas del Mar! This 6BR west end gem located in Oak Island’s sought after calming harbor is ideal for big families and groups—double kitchens, double living spaces, enormous decks, screened porch, fire pit, complimentary 6...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Two Seas- Waterfront Beach House New in ...

House—3-min. walk to the beachTwo Seas—Waterfront Beach House All-New in 2023 - Oak Island, NCFreshly expanded and completely modernized down to the studs! All new floor, HVAC, bathrooms, ceiling fans, and more.This home has exceptional...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
Tide & Seek 5BR, pier, waterfront on mar...

Vacations made painless. Escape to this gorgeous newer 5 BR, 3.5 bathroom 2400sq foot property offering beautiful Davis Canal and marsh vistas. Located just a 2-3 min. walk to the beach, you'll also be steps away from the #1 fishing pier in North...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Ocean Views + Private Saltwater Pool | S...

Blue Lobster checks every box for your coastal getaway! Create memorable memories at this cavernous 5-bedroom Oak Island beach home, designed for relaxation, connection, and coastal fun. Featuring impressive ocean vistas, a private saltwater pool, a...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Sweet Sunshine: Lovely Rental with Pool ...

5 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom2 Kings | 2 Queens | 2 Twin-over-twin Bunk Beds | 1 Twin TrundleMake memories in this ocean view home constructed in 2021. Beach vistas from the enormous windows facing the ocean are for everybody to...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Fishin Shack: Oceanfront, Pool, Renovate...

Fishin' Shack5 Bedroom 5.5 Bath House | OceanfrontOcean, Intracoastal Waterway and Lighthouse Vistas | Pool | Dog Friendly | Sleeps 10This definitely elegant home has been completely remodeled with you in mind!Pool Heating Available (for an...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Cabana 49 / 101 SE 49th Street

Cabana 49 has finally arrived and is ready for occupancy in 2024 with heated pool from May 1 - Oct 31! This three-story well-planned, designed and crafted 6 Bedroom, 6 Full Bathroom luxury beach home (BR1:1K, BR2:1K, BR3:2Q, BR4:2Q, BR5:2Q...

  • Oak Island
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 22
Beautiful 6 bedroom beach house with poo...

Your Oak Island adventure begins at this enchanting 6-bedroom home. The top level has two King suites with private baths and a entirely supplied kitchen with two dish washers and seating for 16 with unbelievable vistas of the ocean. The middle...

  • Oak Island
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Conch Out: Private Pool and Ocean Views

5 Bedrooms | 4 Full Bathrooms | 1 Half Bath1 King | 3 Doubles | 1 Twin-over-double Bunk Bed | 1 Twin-over-king Bunk Bed 1 dog allowed per stay. Seven TVs with streaming capability and the main living area's TV providing a guest account for YouTube...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14