Oak Island, NC 5+ Bedroom Vacation Rentals

Luxury beach home features 8 private bedrooms, with a total of 14 King and Queen beds, all with attached baths + 2 half baths. Sleeps 26 guests comfortably! Three primary king suites. Two separate living areas with 70” TVs. Double kitchen...

6 Bedrooms | 6 Full Bathrooms | 1 Half Bathroom4 Kings | 4 Twin-over-double Bunk BedsThe clean lines of modern architectural design meet the glorious natural beauty of the shoreline at Sandbox, a striking luxury home that finished construction in...

SMITH'S BERMUDA / AN ICONIC OAK ISLAND BEACH RETREAT This 5-bedroom, 3-bathroom home (BR1: 1Q, BR2: 1Q, BR3:2Q, BR4:1K, BR5:2F) blends timeless coastal appeal with modern comfort.  Rich North Carolina cypress wood paneling lines the walls, a rare...

NEW to PROACTIVE Vacations! Oceanfront Retreat in Caswell Beach Welcome to your coastal getaway at 601 Caswell Beach Drive, a impressive 6-bedroom, 4-bath oceanfront home located in the peaceful, sought-after community of Caswell Beach, NC. Ideal...

Welcome to Almost Heaven at OKI! Whether you're seeking a calming hideaway or an adventure-filled family vacation, our beach home is a relaxing getaway tucked away on a rare, peaceful street with little to no traffic in the heart of Oak Island. With...

Summary:BookSmart Properties presents: Pop Pop's Plunder ! Welcome to your ideal vacation getaway — a roomy and versatile home designed for relaxation, comfort, and entertaining. This charmingly maintained property offers multiple living spaces, a...

Key Conveniences: - Oceanfront with Pretty Vistas - 2 Generous Decks Overlooking the Ocean - Direct Beach Access to Beach from Bottom Deck - Rocking Chairs and Swing - Dog Friendly - Wine Fridge - 5 BR/ 4.5 Bath, Sleeps 10 - High Chair - Crib / Pack...

Key Conveniences: Pet-Friendly Swimming Pool Elevator Ocean Vistas with 2 Sizable Ocean-Facing Decks Outdoor Seating Areas (Multiple Porches & Fenced Backyard) Air Conditioning & Ceiling Fans 5 Intelligent TVs (Including a 75” TV in the Family...

10 Bedrooms | 10 Bathrooms | 1 Half Bathroom9 Kings | 1 Double-over-double Bunk BedThis fresh, opulent home with private pool is awaiting your family, including your two canines, to savor a stay at one of Oak Island's best! With the beach being less...

12 Bedrooms | 11 Full Bathrooms | 1 Half Bathroom9 Kings | 2 Queens | 1 Double-over-Double Bunk BedEnsure your next vacation is a Oceanside Delight with a stay at this luxury rental, which is welcoming its first guests in 2025. Accommodating up to...

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

Your Oak Island adventure begins at this enchanting 6-bedroom home. The top level has two King suites with private baths and a entirely outfitted kitchen with two dish washers and seating for 16 with unbelievable vistas of the ocean. The middle...

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...

5 Bedrooms | 2 Full Bathrooms4 Kings | 1 Twin | 1 Twin TrundleThree of the bedrooms have direct bath access. Six flat screen TV's, Blu-ray player, stereo and wireless internet. Grand breakfast bar with stools and a dining room table that seats 10...

5 Bedrooms | 4 Baths3 Kings | 4 Twins Includes huge master suite upstairs. One CCTV, VCR, DVD player, wireless internet. Well-equipped kitchen with ample counter space, enormous pantry with plenty of storage, ice maker, and charcoal grille...

Summary:Feel the ultimate Oak Island vacation at Orchards Pomegranate Lot 1! This brand-new luxury home features 8 bedrooms, 6 bathrooms, and comfortably sleeps up to 21 guests, making it ideal for family get-togethers, huge groups, or corporate...

Summary:BookSmart Properties presents: The Crooked Palm! This gorgeous home is just one row back from the beach, promising vistas, sand and surf only steps away. With 5 beds/5.5 baths, comfort and convenience are promised for your whole group. Whip...

5 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom3 Kings | 2 QueensLocated among the oaks and on the Intracoastal Waterway, Whitecaps offers a peaceful, calming coastal getaway full of spectacular vistas and unique amenities to make the memories last...