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Oak Island, NC 5+ Bedroom Vacation Rentals

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433 rentals found
Discover luxury at 7 Seas | Private Pool...

Discover the ultimate coastal escape at the excellent 7 Seas in Oak Island, where impressive oceanfront vistas and opulent living converge. This roomy 7-bedroom, 5-bathroom home accommodates up to 24 guests, making it the ideal gathering spot for...

  • Oak Island
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 24
Experience oceanfront luxury at 'Our Ame...

Discover 'Our American Dream,' a striking oceanfront getaway in the heart of Caswell Beach, NC. This remarkable 7-bedroom home is designed to accommodate up to 19 guests, making it the ideal choice for family gatherings or friendly getaways.Bask in...

  • Oak Island
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 19
Charming Beachfront Home With Direct Bea...

Your Classic Beachfront Escape on Oak Island – Steps From the Sand Welcome to your ideal coastal hideaway! This striking beachfront home sits directly on the shores of Oak Island, offering true walk-out access to the sand and surf. Designed in...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Experience luxury at Sunset Straits, Oak...

Welcome to Sunset Straits, where beachside bliss meets extravagant living in the striking town of Oak Island, NC. This striking 5-bedroom, 4-bathroom residence accommodates up to 12 guests, making it the ideal hideaway for families and friends eager...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Experience luxury at Suite and Salty, an...

Discover luxury beach living at Suite and Salty, a impressive 10-bedroom home located just steps from the glistening shores of Oak Island. This oceanview gem ideally blends elegance with coastal appeal, creating an ideal getaway for families or...

  • Oak Island
  • 10 Bedrooms
  • 11 Bathrooms
  • Sleeps 24
Family Tides / 702 W Dolphin Drive

Welcome to Family Tides, where the essence of joyous beach living awaits. Crafted with ample space for sizable families and your cherished furry companions too (max. of 2 dogs with fee). This island getaway embodies oceanside relaxation featuring...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Bettor's Booty the Seaquel / 2204 E Beac...

Bettor's Booty The Seaquel has finally arrived! Yes, you have finally made it beach luxury at its best! Designed to accommodate family beach life, this floor plan with formidable swimming pool and simple access elevator has been perfected by a local...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Conch Out: Oceanview Home w/Private Pool

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
Calm-N-Rea's / 2606 E Beach Drive

5BR/4.5BA- BR1:1Q, BR2:1Q, BR3:1Q, BR4:1Q, BR5:2Bunk sets (1w.trundle) - Savor the marvelous vistas from this beautiful home with a roomy upper level open living, dining and kitchen floor plan. Inverted floor plan offers 1 covered porch, 3 sun...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
LollyPop Landing: Marsh Views, Easy Beac...

5 Bedrooms | 3 Full Bathrooms1 King | 4 Queens | 2 Twin-over-double Bunk BedsLocated on Oak Island’s west end, this handsome home offers gorgeous marsh vistas and is a leisurely two-min. walk to the beach, which gives you direct access to the...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 16
Experience luxury at SeaSons at the Poin...

Welcome to SeaSons at the Point, an charming oceanfront home located on the serene shores of Oak Island. This gorgeous property is designed for memorable family gatherings or a calming hideaway with friends, offering ample space and comfortable...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 19
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: refreshed...

  • Oak Island
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
Beach Tonic: Oceanfront retreat in Oak I...

Discover the serene appeal of Oak Island at *Beach Tonic*, your ideal oceanfront hideaway. This roomy 5-bedroom, 3-bathroom home comfortably accommodates up to 12 guests, making it ideal for family get-togethers or group vacations. With gorgeous...

  • Oak Island
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
Geneva Too: Dog-Friendly, Beautifully Fu...

5 Bedrooms | 4 Full Bathrooms4 Queens | 2 TwinsWelcome to your ideal beach hideaway! This handsome home is located oceanfront on the west end of Oak Island and features awesome south facing vistas of the Atlantic Ocean as well as vistas of the...

  • Oak Island
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
Adventures on Yacht: Elegant 5BR/5BA, Wa...

Adventures on Yacht5 Bedroom 5 Bath House | On Intracoastal WaterwayWaterway Vistas | Pool | Hot Tub | Dock | Sleeps 13Pool Heating Available (for an additional fee)!Event Home (for an additional fee) - Celebrate your special occasion on the...

  • Oak Island
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 13
Beautiful Large 5 BR, 4.5 Beach Oasis Cl...

Welcome to The Seaquel – Your Ultimate Beach Retreat! Looking for the ideal family beach hideaway? Be our guest and escape to the luxury and tranquility of The Seaquel! This brand-new, professionally decorated 5-bedroom, 4.5-bathroom home offers a...

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

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

  • Oak Island
  • 7 Bedrooms
  • 8 Bathrooms
  • Sleeps 18
Sundancer at Oak Island on the Beach.

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

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