The Jolly Rogers - 2nd Row/Ocean View/Private Pool Vacation Rental

Home Rental in Oak Island North Carolina

2nd-row ocean-view house in Oak Island with 4 bedrooms, private pool, and covered deck; a practical place to stay near the pier, shops, and dining.

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Rates from

$184 / night

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The Jolly Rogers is a 4-bedroom, 2-bath home in Oak Island, North Carolina that sleeps up to 11. Set in a waterfront-view setting and described as a second-row home with unobstructed ocean views, it also includes a private pool for time at home between beach outings. The property is non-smoking and does not allow pets, and it includes updates made for 2025 such as new flooring, new showers, cabinets, granite, and stainless steel appliances.

The layout is designed around an open gathering room connected to the kitchen and dining area, helping everyone stay together during meals and downtime. Two bedrooms face the ocean view and two face the pool, and the sleeping setup includes 1 king, 1 queen, 2 twins, and two bunk beds (twin/twin and twin/full). A large covered deck provides a place to take in the view, and the home includes WiFi, linens and towel sets, washer/dryer, and a fully equipped kitchen with dishwasher and ice maker. Entertainment and extras include flat-screen TVs, board games, and puzzles, plus a gas grill and an outside shower.

Good fit for

Family Vacations Group and Reunion

Private pool Includes a private pool for on-site swimming.

Unobstructed ocean views Described as a second-row home with unobstructed ocean views.

Sleeps 11 Four bedrooms and two bathrooms accommodate up to 11 guests.

2025 updates New flooring, showers, cabinets, granite, and stainless steel appliances for 2025.

Beach access noted Beach access is listed across the street, three houses to the right on SE 55th St.

Waterfront - ViewLocation Setting

Near a BeachBeach Access

4 BedroomsBedrooms

2 Full BathroomsBathrooms

Sleeps 11Guest Capacity

Pool (Private)Pool

Internet AccessInternet

TelevisionTelevision

YesAir Conditioning

YesWasher / Dryer

Oak Island North Carolina

5504 E. Beach Drive, Oak Island North Carolina 28465

Location & nearby Explore the Area

The home is in Oak Island, North Carolina and is described as centrally located in the heart of Oak Island. The listing notes beach access across the street, three houses to the right on SE 55th St. It also states the property is within walking distance to the commercial district and Middleton Park, and mentions proximity to grocery stores and other Oak Island points of interest, plus a short drive to historic Southport and ferry rides.

Oak Island Vacation Rentals Oak Island Travel Guide Ocean Crest Fishing Pier Oak Island Lighthouse

Rates from

$184 per night

2-day minimum stay

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Season	Nightly	Weekly	Monthly
Mid Season: 9/19/2026 - 10/30/2026 Sep 19, 2026 - Oct 30, 2026	$274	n/a	n/a
Sweatshirt: 10/31/2026-11/20/2026 Oct 31, 2026 - Nov 20, 2026	$203	n/a	n/a
Thanksgiving: 11/21/2026 - 11/27/2026 Nov 21, 2026 - Nov 27, 2026	$247	n/a	n/a
Sweatshirt 11/28/2026-12/18/2026 Nov 28, 2026 - Dec 18, 2026	$185	n/a	n/a
Christmas/NY 12/19/2026 - 1/2/2027 Dec 19, 2026 - Jan 02, 2027	$225	n/a	n/a
Sweatshirt 2027:1/3/2027-3/26/2027 Jan 03, 2027 - Mar 26, 2027	$184	n/a	n/a
Mid Season 3/27/27-5/20/27 Mar 27, 2027 - May 20, 2027	$227	n/a	n/a
T-Shirt: 5/21/2027 - 6/11/2027 May 21, 2027 - Jun 11, 2027	$451	n/a	n/a
Tank Top 2027 6/12/2027 - 7/2/2027 Jun 12, 2027 - Jul 02, 2027	$715	n/a	n/a
July 4th 7/3/2027 - 7/9/2027 Jul 03, 2027 - Jul 09, 2027	$770	n/a	n/a
Tank Top 7/10/2027 - 8/13/2027 Jul 10, 2027 - Aug 13, 2027	$715	n/a	n/a
T-Shirt 8/14/2027 - 9/17/2027 Aug 14, 2027 - Sep 17, 2027	$290	n/a	n/a
Mid Season: 9/18/2027 - 10/29/2027 Sep 18, 2027 - Oct 29, 2027	$274	n/a	n/a
Sweatshirt: 10/30/2027 - 11/19/2027 Oct 30, 2027 - Nov 19, 2027	$203	n/a	n/a
Thanksgiving: 11/20/2027 - 11/26/2027 Nov 20, 2027 - Nov 26, 2027	$266	n/a	n/a
Sweatshirt: 11/27/2027-12/17/2027 Nov 27, 2027 - Dec 17, 2027	$199	n/a	n/a
Christmas/NY 12/18/2027 - 1/2/2028 Dec 18, 2027 - Jan 02, 2028	$242	n/a	n/a
Sweatshirt 2028:1/3/2028-3/24/2028 Jan 03, 2028 - Mar 24, 2028	$198	n/a	n/a
Mid Season 3/25/28-5/25/28 Mar 25, 2028 - May 25, 2028	$244	n/a	n/a
T-Shirt: 5/26/2028 - 6/9/2028 May 26, 2028 - Jun 09, 2028	$485	n/a	n/a
Tank Top 6/10/2028 - 6/30/2028 Jun 10, 2028 - Jun 30, 2028	$769	n/a	n/a
July 4th 7/1/2028 - 7/7/2028 Jul 01, 2028 - Jul 07, 2028	$828	n/a	n/a
Tank Top 7/8/2027 - 8/11/2028 Jul 08, 2028 - Aug 11, 2028	$769	n/a	n/a
T-Shirt 8/12/2028 - 9/15/2028 Aug 12, 2028 - Sep 15, 2028	$312	n/a	n/a
Mid Season: 9/16/2028 - 10/27/2028 Sep 16, 2028 - Oct 27, 2028	$295	n/a	n/a
Sweatshirt: 10/28/2028 - 11/17/2028 Oct 28, 2028 - Nov 17, 2028	$219	n/a	n/a

The Jolly Rogers is a 4-bedroom, 2-bath Oak Island home that accommodates up to 11 guests. It is described as a second-row property with unobstructed ocean views and a waterfront-view setting, along with a private pool. Updates made for 2025 include new flooring, new showers, cabinets, granite, and stainless steel appliances.

Inside, the main living space is arranged as an open gathering room with the kitchen and dining area connected, which can make it easier for the group to share meals and conversation. The floor plan places two bedrooms facing the ocean view and two facing the pool. Sleeping arrangements are listed as 1 king, 1 queen, 2 twins, and two bunk beds (twin/twin and twin/full).

The home includes WiFi, air conditioning, and a fully equipped kitchen with major appliances and essentials such as a refrigerator, stove, oven, microwave, dishwasher, coffee maker, toaster, blender, and dishes/utensils. Linens and towel sets are provided, and a washer/dryer and iron/ironing board are available for longer stays. For entertainment, there are flat-screen TVs (including a larger TV in the living area) and a DVD player, plus board games and puzzles.

Outdoor features include a large covered deck, a gas grill, an outside shower, and parking, including boat parking. Beach access is noted as across the street, three houses to the right on SE 55th St. The property is non-smoking and does not allow pets.

The Jolly Rogers - 4 Bedroom, 2 Bathroom, 2nd Row, Ocean View, Pool, Sleeps 11

Updates Made for 2025! - All new flooring, new showers, cabinets, granite and stainless steel appliances.

A beautiful 2nd row home with unobstructed Ocean views. This 4 bedroom home is a perfect family get away. It is located within walking distance to the commercial district, shopping, restaurants, ice cream shops, arcade, putt-putt, grocery stores, skate park, splash pad, basketball, tennis, parks, and more. Why drive when you can walk The oceanfront is non rebuild-able so enjoy the amazing, unobstructed views from the comfort of the large, covered deck. The house plan is one that fits most family needs with 2 ocean view facing bedrooms and two facing the pool. With an open gathering room, kitchen, and dining area, no one will be left out of any conversation. There are flat screen televisions in each bedroom as well as a large 55 " in the living area for your enjoyment. This home is perfect and will leave you wanting to stay longer each time you visit. Come, relax and enjoy everything Oak Island has to offer!!!

Standard Features:
- Bed linens & Towel sets
- Free WIFI
- Fully equipped kitchen
- No Pets Allowed
- Non smoking
- Washer & Dryer

Notable & Unique Features:
- Beach Access: Across the street 3 houses to the right on SE 55th St
- Centrally located in the heart of Oak Island
- Within walking distance to Middleton Park with basketball, tennis, playgrounds, water splash pad and more; unique shops; great dining; trails; fishing
- Convenient to Publix and Food Lion grocery stores, Ocean Crest Pier, Oak Island Golf Course, Oak Island Lighthouse, sky diving, zip-lining, helicopter rides, and other fun activities
- Short drive to historic Southport and ferry rides to NC Aquarium and Civil War Museum in Kure Beach and to Bald Head Island
- Boat Parking
- Flat screen TV's
- Pool
- Gas Grill
- Outside shower
- Board Games, & Puzzles
- Walking distance to The Pier, Shopping, Dining, Skateboard Park, Splash Pad, & Nature Center

This property provides access to the following activities and special interests:

Beach

Biking

Boating

Canoeing

Fishing

Deep Sea Fishing

Golfing

Group and Reunion

State National Parks

Ocean

Sailing

Scuba Diving

Surfing

Fly Fishing

Wind Surfing

Hiking

Family Vacations

Kayaking

Suitability

Children Welcome

Featured Amenities

Air Conditioning

Television

Dishwasher

Internet Access

Washer/Dryer

Grill

Pool (Private)

Entertainment

DVD Player

Property Features

Refrigerator

Coffee Maker

Microwave

Dishes/Utensils

Stove

Ice Maker

Toaster

Oven

Blender

Parking

Iron / Ironing Board

Towels/Linens

Reviewed on 2021-05-06 by Sarah
Overall
4
loved the property and location and would definitely stay again.
Reviewed on 2020-07-18 by Vicky , Salem, Virginia
Overall
4
Loved the house and location. We had a wonderful time!

Discover coastal luxury at The Jolly Rogers in Oak Island, NC. This 4-bedroom vacation retreat seamlessly combines modern comfort with nautical charm. From its coastal-inspired interior design to the spacious outdoor deck with ocean views, every detail guarantees an unforgettable stay. Guests rave about the cleanliness, amenities, and easy beach access, making it the ideal choice for families and groups. The property management team is on hand to assist, and with various vacation packages available, your ultimate coastal escape awaits. Explore the vibrant local scene, enjoy fresh seafood, and indulge in outdoor activities for a truly memorable getaway.

Property Overview

Located in the peaceful coastal town of Oak Island, NC, The Jolly Rogers is a charming 4-bedroom vacation retreat that promises an unforgettable experience for families and groups seeking a relaxing getaway. The interior design of The Jolly Rogers is a perfect blend of coastal charm and modern comfort, creating a welcoming atmosphere for guests. The living spaces are tastefully decorated with nautical accents and cozy furnishings, providing a cozy retreat after a day of outdoor activities. Speaking of outdoor activities, The Jolly Rogers offers a range of options for guests to enjoy, from lounging on the spacious deck to exploring the nearby beaches and water sports. Whether it's a beach day or a barbecue night, this vacation retreat caters to those looking for a perfect balance of relaxation and adventure.

Amenities and Features

Featuring a blend of modern amenities and coastal-inspired touches, The Jolly Rogers offers guests a range of comforts and conveniences to enhance their vacation experience in Oak Island, NC. This beachfront paradise boasts luxury comforts such as a fully equipped kitchen for culinary adventures, a spacious living area for relaxation, and a private outdoor deck for enjoying the ocean breeze. The property includes four beautifully decorated bedrooms, two full bathrooms, and thoughtful details like beach chairs and umbrellas for a day of sun-soaked bliss. Guests can unwind in style with amenities like air conditioning, Wi-Fi access, and a washer/dryer for convenience. The Jolly Rogers guarantees a memorable stay filled with comfort and elegance.

Customer Reviews and Ratings

Upon reviewing the customer reviews and ratings, insights into guests' experiences at The Jolly Rogers in Oak Island, NC reveal a consistent theme of satisfaction and positive feedback. Users have shared their feedback and recommendations, highlighting the following:

Guests expressed high satisfaction levels with the property's cleanliness and amenities, enhancing their overall vacation experience.
Positive comments on the convenient location of The Jolly Rogers, providing easy access to the beach and nearby attractions.
Multiple reviews indicated a willingness to return, showcasing the property's ability to create lasting memories and enjoyable stays for visitors.

These user experiences emphasize the quality of service and comfort provided at The Jolly Rogers, making it a highly recommended vacation retreat for families and groups seeking a memorable getaway.

Booking Information and Process

To facilitate your reservation at The Jolly Rogers vacation retreat in Oak Island, NC, please follow the straightforward booking process outlined on the Better Beach Rentals and Sales website. When booking, guests can explore various booking options, including vacation packages tailored to enhance their stay. The website provides a user-friendly interface where you can check availability, view rates, and inquire about specific dates or properties. For those unsure of their travel dates, there's an option to indicate interest without fixed plans. Whether you're planning a family vacation or a group getaway, the booking process is designed to guarantee a seamless experience. Take advantage of direct booking for maximum savings and personalized service. For further assistance or inquiries, the property management team is readily available to assist you.

Location and Nearby Attractions

Located within the serene coastal beauty of Oak Island, North Carolina, The Jolly Rogers vacation retreat offers guests an immersive experience enriched by the charm of its surroundings and an array of nearby attractions.

Beach Access: Just a short stroll away, guests can enjoy the pristine sandy beaches and the calming sound of the ocean waves.
Local Restaurants: Indulge in fresh seafood and local cuisine at charming eateries nearby, offering a delightful culinary experience.
Outdoor Activities and Entertainment Options: From fishing and kayaking to exploring nearby parks, guests can partake in a variety of outdoor adventures. For those seeking entertainment, the vibrant local scene provides live music and cultural events, ensuring a lively stay at The Jolly Rogers.