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Oak Island Holiday Rentals

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392 rentals in Oak Island.
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Beautiful Ocean Front Single Family Home Sleeps 14, holiday rental in Oak Island

Beautiful Ocean Front Single Family Home Sleeps 14

4 bedrooms
2 bathrooms
Sleeps 16
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Beach Haven, holiday rental in Oak Island

Beach Haven

4 bedrooms
4 bathrooms
Sleeps 12
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NEW! Modern Oak Island Cottage < 3 Miles to Pier!, holiday rental in Oak Island

NEW! Modern Oak Island Cottage < 3 Miles to Pier!

2 bedrooms
2 bathrooms
Sleeps 4
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Ocean Front Beach Cottage-180 degrees ocean view from every room and L-deck., holiday rental in Oak Island

Ocean Front Beach Cottage-180 degrees ocean view from every room and L-deck.

2 bedrooms
2 bathrooms
Sleeps 4
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Ocean Front Beach Villa, holiday rental in Oak Island

Ocean Front Beach Villa

2 bedrooms
2 bathrooms
Sleeps 4
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Tranquility on Ocean Court-Caswell Beach NC, holiday rental in Oak Island

Tranquility on Ocean Court-Caswell Beach NC

3 bedrooms
2 bathrooms
Sleeps 6
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5 BR Oceanfront, Oak Island, NC Back To The Beach, holiday rental in Oak Island

5 BR Oceanfront, Oak Island, NC Back To The Beach

5 bedrooms
3 bathrooms
Sleeps 11
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FANTASTIC OCEANFRONT ENCLAVE ON OAK ISLAND with DIRECT BEACH ACCESS, holiday rental in Oak Island

FANTASTIC OCEANFRONT ENCLAVE ON OAK ISLAND with DIRECT BEACH ACCESS

3 bedrooms
4 bathrooms
Sleeps 8
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Newly Renovated Beach Getaway on a quiet street, holiday rental in Oak Island

Newly Renovated Beach Getaway on a quiet street

3 bedrooms
2 bathrooms
Sleeps 6
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Ultimate Beach Getaway in Beautiful Home with brand new POOL! New pics added!, holiday rental in Oak Island

Ultimate Beach Getaway in Beautiful Home with brand new POOL! New pics added!

4 bedrooms
3 bathrooms
Sleeps 10
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Quiet, Tranquil Retreat For Two, a 5-minute Walk to the Ocean, holiday rental in Oak Island

Quiet, Tranquil Retreat For Two, a 5-minute Walk to the Ocean

1 bedroom
1 bathroom
Sleeps 2
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Spectacular 2013 Home with Fire Pit Area!, holiday rental in Oak Island

Spectacular 2013 Home with Fire Pit Area!

3 bedrooms
2 bathrooms
Sleeps 8
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Ocean View-Top Flr, 3BR-2.5BA, Pool, Internet-Wifi, Elevator, holiday rental in Oak Island

Ocean View-Top Flr, 3BR-2.5BA, Pool, Internet-Wifi, Elevator

3 bedrooms
3 bathrooms
Sleeps 8
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4 minute walk to the beach. Book your fall vacation., holiday rental in Oak Island

4 minute walk to the beach. Book your fall vacation.

3 bedrooms
2 bathrooms
Sleeps 8
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2nd Row, 6 BR, 3BA, Huge Heated Pool, separate Teen Cottage, Dog-Friendly, holiday rental in Oak Island

2nd Row, 6 BR, 3BA, Huge Heated Pool, separate Teen Cottage, Dog-Friendly

6 bedrooms
3 bathrooms
Sleeps 15
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Family Island Getaway - 3BR, 2BATH, holiday rental in Oak Island

Family Island Getaway - 3BR, 2BATH

3 bedrooms
2 bathrooms
Sleeps 7
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Oceanview Condo - Sea Breeze - BEST RATES ON THE BEACH -Long Beach, holiday rental in Oak Island

Oceanview Condo - Sea Breeze - BEST RATES ON THE BEACH -Long Beach

3 bedrooms
3 bathrooms
Sleeps 10
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'Endless Summer' a Waterfront3BR/2BA Oak Island Resort Condo, holiday rental in Oak Island

'Endless Summer' a Waterfront3BR/2BA Oak Island Resort Condo

3 bedrooms
2 bathrooms
Sleeps 6
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ESCAPE your Home Bound Blues at AMAZING GRACE !!!, holiday rental in Oak Island

ESCAPE your Home Bound Blues at AMAZING GRACE !!!

4 bedrooms
5 bathrooms
Sleeps 10
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'The Beach Bucket' Beautiful Beach House located in Oak Island, NC, holiday rental in Oak Island

'The Beach Bucket' Beautiful Beach House located in Oak Island, NC

3 bedrooms
2 bathrooms
Sleeps 8
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OW 9201 - Beautiful 3 Bdrm/2.5 Bath Condo w/ Pool, Elevator, & Beach - Sleeps 6, holiday rental in Oak Island

OW 9201 - Beautiful 3 Bdrm/2.5 Bath Condo w/ Pool, Elevator, & Beach - Sleeps 6

3 bedrooms
3 bathrooms
Sleeps 6
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GREAT Remote Work or Online School GETAWAY at a Super Cute OCEANFRONT COTTAGE !, holiday rental in Oak Island

GREAT Remote Work or Online School GETAWAY at a Super Cute OCEANFRONT COTTAGE !

3 bedrooms
2 bathrooms
Sleeps 6
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2nd Row Home with Beach Access Yards Away!, holiday rental in Oak Island

2nd Row Home with Beach Access Yards Away!

4 bedrooms
2 bathrooms
Sleeps 8
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Oak Island Budget Friendly Getaway, holiday rental in Oak Island

Oak Island Budget Friendly Getaway

3 bedrooms
2 bathrooms
Sleeps 6
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Family Friendly Beach House w/ Wi Fi, HDTV and more – Close to everything!, holiday rental in Oak Island

Family Friendly Beach House w/ Wi Fi, HDTV and more – Close to everything!

3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful, Oak Island Beach Villa-Caswell Beach, holiday rental in Oak Island

Beautiful, Oak Island Beach Villa-Caswell Beach

2 bedrooms
2 bathrooms
Sleeps 4
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Pool, hot tub, oceanview, spacious, elevator, + extras.   Perfect for families., holiday rental in Oak Island

Pool, hot tub, oceanview, spacious, elevator, + extras. Perfect for families.

3 bedrooms
2 bathrooms
Sleeps 7
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DEC DISCOUNTS! OAK ISLAND WEST END, OCEAN & SOUND FRONT, HEAT POOL/SPA, PETS, holiday rental in Oak Island

DEC DISCOUNTS! OAK ISLAND WEST END, OCEAN & SOUND FRONT, HEAT POOL/SPA, PETS

7 bedrooms
6 bathrooms
Sleeps 18
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Family Time!!! 2nd Street from Beach Home - Newly Renovated & So Cute - Sleeps 6, holiday rental in Oak Island

Family Time!!! 2nd Street from Beach Home - Newly Renovated & So Cute - Sleeps 6

2 bedrooms
3 bathrooms
Sleeps 6
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Reel Nice: 2nd Row Gem, Beach and Pier View from Balcony!, holiday rental in Oak Island

Reel Nice: 2nd Row Gem, Beach and Pier View from Balcony!

4 bedrooms
2 bathrooms
Sleeps 10
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Right on the beach, wonderful views of the ocean, great house!, holiday rental in Oak Island

Right on the beach, wonderful views of the ocean, great house!

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Family Vacation House with Ocean Views, holiday rental in Oak Island

Family Vacation House with Ocean Views

4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Nail'D It: Second row with unobstructed Ocean View! Family and Pet friendly!!, holiday rental in Oak Island

Nail'D It: Second row with unobstructed Ocean View! Family and Pet friendly!!

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Sea la Vie: Oceanfront Peace & Relaxation (Full Renovation: Winter *********), holiday rental in Oak Island

Sea la Vie: Oceanfront Peace & Relaxation (Full Renovation: Winter *********)

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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OAK ISLAND OCEANFRONT COTTAGE, holiday rental in Oak Island

OAK ISLAND OCEANFRONT COTTAGE

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Clean ~ beautiful setting ~ scenic walk or ride your bikes to the beach, holiday rental in Oak Island

Clean ~ beautiful setting ~ scenic walk or ride your bikes to the beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous Ocean Front Home, holiday rental in Oak Island

Gorgeous Ocean Front Home

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Turtles Nest Oak Island, holiday rental in Oak Island

The Turtles Nest Oak Island

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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INCREDIBLE MARSH VIEW! REMODELED!! PRIVATE LOCATION!! 3 BLOCKS TO THE BEACH!!!, holiday rental in Oak Island

INCREDIBLE MARSH VIEW! REMODELED!! PRIVATE LOCATION!! 3 BLOCKS TO THE BEACH!!!

3 bedrooms
3 bathrooms
Sleeps 8
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Short Walk to Beach, Restaurants & Oak Island Pier! A Hideaway In Paradise!, holiday rental in Oak Island

Short Walk to Beach, Restaurants & Oak Island Pier! A Hideaway In Paradise!

3 bedrooms
4 bathrooms
Sleeps 10
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From Beach to Beech!, holiday rental in Oak Island

From Beach to Beech!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Become an AQUAHOLIC in this oceanfront, dog friendly home on Oak Island!, holiday rental in Oak Island

Become an AQUAHOLIC in this oceanfront, dog friendly home on Oak Island!

5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Oak Island Retreat - Ranch with Screened Porch, holiday rental in Oak Island

Oak Island Retreat - Ranch with Screened Porch

3 bedrooms
2 bathrooms
Sleeps 7
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Bring Your Boat to the Beach!  Dog Friendly., holiday rental in Oak Island

Bring Your Boat to the Beach! Dog Friendly.

3 bedrooms
2 bathrooms
Sleeps 9
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Perfect Little Beach Cottage, holiday rental in Oak Island

Perfect Little Beach Cottage

2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Rustic 1960's Oceanfront Cottage With Modern Updates, holiday rental in Oak Island

Rustic 1960's Oceanfront Cottage With Modern Updates

4 bedrooms
2 bathrooms
Sleeps 13
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Beach season is every season. Enjoy your happy place at Donkeys Inn., holiday rental in Oak Island

Beach season is every season. Enjoy your happy place at Donkeys Inn.

3 bedrooms
2 bathrooms
Sleeps 6
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Welcome to Blue Skies! Just 50 paces to the white sands of Oak Island Beaches, holiday rental in Oak Island

Welcome to Blue Skies! Just 50 paces to the white sands of Oak Island Beaches

3 bedrooms
2 bathrooms
Sleeps 12
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Family Friendly Beach House Retreat, holiday rental in Oak Island

Family Friendly Beach House Retreat

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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November DISCOUNT at this Cozy Getaway, Great for making memories!!, holiday rental in Oak Island

November DISCOUNT at this Cozy Getaway, Great for making memories!!

3 bedrooms
2 bathrooms
Sleeps 6
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