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Holiday Rentals with Pools in Oak Island

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387 rentals in Oak Island.
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view from deck-south
living room
condo from yard - upper unit
Tranquility on Ocean Court-Caswell Beach NC
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Ultimate Beach Getaway in Beautiful Home with brand new POOL! New pics added!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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2nd Row, 6 BR, 3BA, Huge Heated Pool, separate Teen Cottage, Dog-Friendly
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps, All pools
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Ocean View-Top Flr, 3BR-2.5BA, Pool, Internet-Wifi, Elevator
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Oceanview Condo - Sea Breeze - BEST RATES ON THE BEACH -Long Beach
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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OW 9201 - Beautiful 3 Bdrm/2.5 Bath Condo w/ Pool, Elevator, & Beach - Sleeps 6
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Until Nest Time - Ocean Front Condo with Pool & Amazing Views!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Oak Island West End, Ocean & Sound Front, Heat Pool/Spa, Pets
Holiday Rental House
8 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps, All pools
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From Beach to Beech!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, All pools
More info
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Beautiful, Oak Island Beach Villa-Caswell Beach
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Save time - get the best Oak Island rentals sent straight to your email!
Become an AQUAHOLIC in this oceanfront, dog friendly home on Oak Island!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps, All pools
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~Carolina Tides~ Oak Island, Beach View, Fishing Pier, Pool & Hot Tub (seasonal)
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Sea la Vie: Oceanfront Peace & Relaxation (Fully Renovated 2021)
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, All pools
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Sand Castle, 9 bedroom,6 1/2 bath,sleep 26, pool, hottub, elevator, beach close
Holiday Rental House
9 bedrooms
7 bathrooms
Sleeps 26
Match: Sleeps, All pools
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Wine & Roses:6 bed, 6 bath, sleep 16, HEATED pool, hot tub, steamroom, golfcart.
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps, All pools
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The Sea Pearl - Ocean Front Condo on Oak Island - Sleeps 9 - 3bed/2bath
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, All pools
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Our Home Away From Home Can Be Yours!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Mermaid’s Landing - 3 Bedrooms with Private Seasonal Pool!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Luxury 8 bed. Heated pool (optional), elevator, hot tub. Sleeps 26. Ocean views.
Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 26
Match: Sleeps, All pools
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The Beach Bubble: Row 2, Private Heated Pool, Elevator
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Come visit Oak Island this fall. Perfect weather and peaceful beach.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Private Pool and Hot Tub with an Ocean View. Resting Beach Face is all for you!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Relaxation awaits at the Bean Counter's Condo!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Casa de Ava - Ocean View, well maintained, condo on Caswell Beach
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Sundaze: 2BR/2BA condo in Caswell Beach, NC Sleeps 6
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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BEAUTIFUL BEACH HOME - STEPS TO THE BEACH
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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2 Bed 2Bath Oceanfront Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Ocean view, beautiful backyard pool and less than a 2 minute walk to the beach!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps, All pools
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Adorable two bedroom beach condo with private beach, pool and hot tub
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Secluded private OceanFront 3BR Condo steps from the pool golf course and ocean!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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LAVA Beach Bungalow - 3 BDRMs, 2.5 Baths, Sleeps 9.
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, All pools
More info
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Private, quiet, and short walk to the beach, with new heated pool!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Walkable Oceanview Home in West Beach with Private Pool
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Large 5BR*Dbl. Master*1 Block to Beach Access* GAMEROOM *Firepit* Yaupon Beach
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps, All pools
More info
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Ocean Views, Top Floor w/ Pool, Elevator, Direct Beach Access
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Donovan's Out of the Blue
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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2 bedroom second row unit, across from beach, saltwater pool
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, All pools
More info
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A Party at the Peach - Coastal Vacation Resorts
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Beachwalk house in East Beach with a private backyard pool and hot tub on the de
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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NEW! 'Sound of the Sea' Oak Island Condo w/ Pools!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Greyt Escape: Lovely, Ocean View Condo Across from OKI Pier with Community Pool,
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Summer Knights; 5 bed 6 bath house with amazing ocean views!!
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps, All pools
More info
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Glide Path: Pet Friendly Beachwalk home with child friendly features and boat do
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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NEW! Bright Condo w/ Balcony, 1 Block to Beach!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Alpha Breeze: 5 Bed / 3.5 Bath Home with Private Pool and Ocean Views
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, All pools
More info
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Spacious 3 Bed/2Bath Condo in Sunny Community Across from Oak Island Pier
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Sea View: Oceanview Condo that Comfortably Accommodates up to Twelve
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Sea Style: Elegant Coastal Home with Year-round Private Pool
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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1 Fish 2 Fish - Coastal Vacation Resorts
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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A Most Steller Place: Bright and Airy Home with Ocean Views
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps, All pools
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