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Oak Island, NC 5+ Bedroom Vacation Rentals

Filter 5+ Bedroom Oak Island Properties by: Company | Oceanfront | Pet-Friendly | or choose different a Area or Bedrooms
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435 rentals found
Oceanfront Pool, Private Steps to Beach,...

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

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 19
Oceanfront Dog-Friendly Vacation Rental

Key Conveniences: - Oceanfront with Elegant Vistas - 2 Extensive Decks Overlooking the Ocean - Direct Beach Access to Beach from Bottom Deck - Rocking Chairs and Swing - Dog Friendly - Wine Fridge - 5 BR/ 4.5 Bath, Sleeps 10 - High Chair - Crib ...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Sundancer at Oak Island on the Beach.

Ocean Front!!The Sundancer 5 bedrooms, 2 bath home, Sleeps 14This oceanfront home has a sizable porch with rocking chairs to appreciate an ocean view and handsome sunrises and sunsets. It is the ideal place to savor your morning coffee. The home...

  • Oak Island
  • 5 Bedrooms
  • 2 Bathrooms
  • Sleeps 14
6 Bedroom Oak Island Oasis with Private ...

Summary:Welcome to The Lemon at The Orchards, a bright and inviting getaway just a short walk from Oak Island’s sandy shores. This luxury home features a private saltwater pool, entirely supplied kitchen, and roomy living areas designed for...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 18
Beach Better Have My Money! Clean \

"Beach Better Have My Money"Welcome to our clean, striking, brand new home in the heart of Oak Island! The beach awaits you at the end of the short walk (31st Street access point takes you straight to the beach). Our place is equipped for both long...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 17
Oceanfront Tar Heel Haven in Oak Island:...

Welcome to Tar Heel Haven, your ultimate oceanfront getaway in the pretty Oak Island! This broad 7-bedroom, 5-bathroom home is designed to accommodate up to 19 guests, making it the ideal spot for family gatherings or group getaways. With impressive...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 19
Beautiful Modern Home w/ Ocean Views & N...

What is Seahab? It is the feeling of rehabilitation you can only get from the water... and every inch of this spectacular getaway has been purposefully designed for relaxation! Constructed in 2016, this 5-bedroom, 3-bathroom vacation home on Oak...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Spacious  6-bedroom Oceanfront home! Pet...

This home features 6 inviting bedrooms, including 1 king bed, 5 full beds, and 2 twin beds. Located on Caswell Beach; this home is OCEANFRONT, Pet Friendly and sure to create memorable memories! Caswell is a pet friendly beach year round so your...

  • Oak Island
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Gorgeous 5-bedroom home short walk to be...

Appreciate a relaxing stay at this 5-bedroom home in Oak Island. Welcome to Ya “Acht” 2 Sea 2.0, a clean and comfortable coastal getaway on Oak Island with partial ICW vistas from the front porch. Home is located a short walk to the beach from...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
One block to the beach with POOL and gol...

Bedroom 1: King size bed with ensuite bathroom. This room has access to the backyard. Room has a mounted intelligent tv and has a designated workspace.Bathroom 1: Stand up shower and hottub tub. This bathroom has a double vanity. Bedroom 2: Bunk...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
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Pearl on a Strand - Your Island Haven Awaits on Oak Island!Escape to your own slice of heaven at Pearl on a Strand, a roomy coastal getaway just a short walk or golf cart ride (optional add-on) from Oak Island's pretty beach. Whether you're...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Experience beachside bliss at Flip Flops...

Welcome to Flip Flops and Flamingos, your dream getaway on the beautiful Oak Island! Located just a short walk from the pristine beach, this striking ocean-view home is ideal for family gatherings or trips with friends.This roomy home features five...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Sand Castle, 9 bedroom,6 1/2 bath,sleep ...

Welcome to Sand Castle! HUGE 5224 square foot home. 9 bedrooms, 6 1/2 baths, sleeps 26 people, elevator! Walk to beach! Saltwater Pool, hot tub, gourmet kitchen, 2 fridges, 2 microwaves, 2 dishwashers, 2 ovens, 2 sinks, gas stove with 4 burners...

  • Oak Island
  • 9 Bedrooms
  • 6 Bathrooms
  • Sleeps 26
5 Bedroom with Private Pool & Easy Beach...

The Space:???? Highlights & ConveniencesTotally supplied gourmet kitchenGas grille (propane supplied)Private decks for calming or dining al frescoBeach chairs, body boards & pool floats includedUpgraded linens with hotel-style bed-makingFruit...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Smith's Bermuda / 914 E Beach Drive

THIS EXCLUSIVE VACATION HOME SITS ON 3 LOTS WITH PRIVATE BEACH ACCESS 5BR/3BA - BR1: 1Q, BR2: 1Q, BR3:2Q, BR4:1K, BR5:2F - Smith's Bermuda has a storied history on the island and one of the few to have rarely found North Carolina cypress wood...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
Beautiful 5BR marsh view home w/ pool

Welcome to The Peach Pelican! Escape to the serene beauty of Oak Island and indulge in the luxury of The Peach Pelican, a impressive 5-bedroom, 3.5-bathroom vacation home boasting expansive marsh vistas and a private heated or cooled pool.Located in...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Oceanfront Monkeytyme in Oak Island: 5BR...

Discover the ultimate beach hideaway at Monkeytyme, an alluring oceanfront home on Oak Island that promises memorable memories with family and friends. With direct access to the sun, sand, and shining waters, this impressive home offers spectacular...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 13
Experience oceanfront luxury at Chasing ...

Feel the ultimate beach hideaway at "Chasing the Sun," a striking oceanfront residence in handsome Oak Island, NC. This roomy 7-bedroom, 5-bathroom home comfortably accommodates up to 19 guests, making it the ideal choice for sizable families or...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 19