Swim in comfort year-round in the heated pool, a rare find in this location.
Discover nearby landmarks
Close to Caswell Beach
7 bedrooms5+ bathroomsSleeps 20
Popular amenities
Private pool
Onsite parking available
Pet-friendly
Kitchen
Washing machine
Air-conditioning
Explore the area
Oak Island, NC
Caswell Beach
Place, Caswell Beach
3 min walk
Ocean Crest Pier
Place, Ocean Crest Pier
3 min drive
Oak Island Lighthouse
Place, Oak Island Lighthouse
11 min drive
Wilmington, NC (ILM-Wilmington Intl.)
Airport, Wilmington, NC (ILM-Wilmington Intl.)
52 min drive
Rooms & beds
7 bedrooms (sleeps 20)
Bedroom 1
1 King Bed
Bedroom 3
2 Single Beds and 2 Single Bunk Beds
Bedroom 4
1 King Bed
Bedroom 5
1 King Bed
Bedroom 6
1 King Bed
Bedroom 7
1 King Bed
5 bathrooms, 1 half bathroom
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet · Shower only
Bathroom 3
Bathtub or shower · Toilet
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Half Bathroom 6
Toilet
Spaces
Kitchen
Dining area
About this property
Jolly Rogers: Oceanfront Paradise with Pool, Sleeps 20, 7 bed/ 5.5 bath and two kitchens!
Welcome to "Jolly Rogers Beach Paradise" (previously "Slow Your Roll")! Set along one of Oak Island's most coveted stretches of shoreline, this spacious oceanfront home delivers the kind of coastal escape that feels both effortless and unforgettable. With sweeping, unobstructed views of the Atlantic and direct beach access, the location alone makes it a standout—but the 7 bedroom / 5.5 bathroom home features and amenities take things to another level! Guests will enjoy a private elevated saltwater pool, multiple covered decks to kick back and relax, and a spacious floor plan perfect for large groups and families.
Designed with classic coastal charm, Jolly Rogers Beach Paradise blends airy interiors with natural light and plenty of space to unwind after a day in the sun. The open concept living space, fully stocked kitchen, and expansive dining area feature large windows to take in the breathtaking views of the ocean. The perfect atmosphere for gathering, unwinding, and making memories together.
The private elevated saltwater pool adds another layer of luxury, offering a refreshing retreat after a day on the sand or a peaceful place to lounge while listening to the waves nearby. Multiple decks and outdoor seating areas make it easy to enjoy morning coffee at sunrise or evening cocktails with panoramic ocean views.
With generous square footage, an elevator, and 7 thoughtfully arranged sleeping areas, the home is ideal for multi-family trips. There's plenty of room for everyone to spread out, while still offering inviting shared spaces for meals, games, and quality time together. For added comfort, guests arrive with beds made prior to arrival. Whether you're planning a reunion, a group vacation, or simply a getaway with friends and family, Jolly Rogers strikes the perfect balance between space, comfort, and location.
It's more than just a place to stay—it's a setting for lasting coastal memories.
Bedroom Configuration: Entry Floor (2nd Floor): Includes kitchenette, seating, and Smart TV. Pool Access is off of this floor. Bedroom 1 (Anchor Room): King Bed with shared bathroom Bedroom 2 (Whale Room): Twin over Full Bunk Bed with en suite bathroom shared with "Anchor Room" Bedroom 3 (Starfish Room): Two sets of twin-over-twin-over-twin bunks (6 twin beds total) Bedroom 4 (Seahorse Room): King Bed with en suite bathroom that opens to hallway Bedroom 5 (Lighthouse Room): King Bed with ensuite bathroom Living Floor (3rd Floor): Kitchen, Dining Area, Living Area with Smart TV, and Bar Top Area. Bedroom 6 (Coral Room): King Bed with ensuite bathroom Bedroom 7 (Sand Dollar Room): King Bed with ensuite bathroom
Amenities: Private Elevated Salt Water Pool with Sun Loungers Overlooking Ocean Linens (Beds are made prior to arrival for your convenience) Elevator Grill and utensils Washer/Dryer Beach Chairs and Toys Shaboomi Shade 70" Smart TV in Living Room Family games Coffee Maker (Grounds and Pods) Blender Rental Essentials Starter Supply (Paper Towels, Toilet Paper, Soaps, Coffee Pods, etc) Parking for 6-7 vehicles (depending on size) Central Heating and Air Conditioning Central Whole-Home Dehumidifier Tankless Water Heater Seating on all Deck Areas Complimentary Wi-Fi Outdoor Shower Private Beach Access
Up to 2, behaved, potty-trained dogs allowed with payment of non-refundable pet fee.
This property requires as minimum age of 25 to book. Absolutely NO SMOKING in the house or outside. This is a non-smoking property. Check in is at 4 PM and Check out is at 10 AM. We do not offer early check ins or late check outs from May - October.
There are cameras on the outside of the property in the carport and on the back deck. These devices will be active 24/7 during your stay for security.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Oak Island
Located near the beach, this holiday home is in Long Beach, a neighbourhood in Oak Island. The area's natural beauty can be seen at Caswell Beach and 57th Place West Access Park, while Franklin Square Gallery and Old Brunswick County Jail Museum are cultural highlights. North Carolina Aquarium at Fort Fisher and North Carolina Maritime Museum at Southport are also worth visiting.
Wilmington, NC (ILM-Wilmington Intl.) - 56 min drive
Restaurants
Koko Cabana - 7 min drive
Lazy Turtle Bar & Grill - 7 min drive
Salt64 - 4 min drive
Beacon315 - 13 min drive
Paul's of Oak Island - 3 min drive
Frequently asked questions
Does Jolly Rogers: Oceanfront Paradise with Pool, Sleeps 20, 7 bed/ 5.5 bath and two kitchens! have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Jolly Rogers: Oceanfront Paradise with Pool, Sleeps 20, 7 bed/ 5.5 bath and two kitchens!?
As of 24 June 2026, prices found for a 1-night stay for 2 adults at Jolly Rogers: Oceanfront Paradise with Pool, Sleeps 20, 7 bed/ 5.5 bath and two kitchens! on 19 October 2026 start from NZ$3,648, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Jolly Rogers: Oceanfront Paradise with Pool, Sleeps 20, 7 bed/ 5.5 bath and two kitchens! pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Jolly Rogers: Oceanfront Paradise with Pool, Sleeps 20, 7 bed/ 5.5 bath and two kitchens!?
On-site parking is available at the property.
What time is check-in at Jolly Rogers: Oceanfront Paradise with Pool, Sleeps 20, 7 bed/ 5.5 bath and two kitchens!?
Check-in begins at 4:00 PM.
What time is check-out at Jolly Rogers: Oceanfront Paradise with Pool, Sleeps 20, 7 bed/ 5.5 bath and two kitchens!?
Checkout is at 10:00 AM.
Where is Jolly Rogers: Oceanfront Paradise with Pool, Sleeps 20, 7 bed/ 5.5 bath and two kitchens! located?
Located in Long Beach, this holiday home is within 1 mile (2 km) of Caswell Beach and Ocean Crest Pier. Oak Island Golf Club and 57th Place West Access Park are also within 6 miles (10 km).