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15 Aug 2020
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Oak Island Trip Planning

Whether this will be your first winter "flying south" or you're looking to try out a new winter home for a month or so, Oak Island, NC should be on your short list of snowbird destinations. Not only is the weather mild with highs in the upper 50s to mid 60s November through February with an average of 6 days of rain per month, there's no shortage of outdoor and indoor diversions.

Stroll the pristine sands, read a book while enjoying gorgeous ocean views, hit the links for a quick 18 holes or enjoy the close locale to Southport's charming shops and restaurants.

Oak Island is an up and coming destination to nest during the off season, a place where you're more likely to enjoy fewer winter crowds and better prices than that of Florida, Myrtle Beach or the Texas/Bama Gulf Coast.

MONTHLY BEACH HOUSE RENTALS IN OAK ISLAND WITH ELEVATORS

Crow's Nest

6 Bedrooms | 5.5 Bathrooms | Sleeps 13

Invite the extended family while you winter at Crow's Nest. This 6 bedroom, 5.5 bathroom oasis provides all the spacious living and comforts of home that you could ever need or want. Situated at the west end of Oak Island, Crow's Nest is a true lookout with views from Southport to Holden Beach as well as the waterway and inlets.

Featured Amenities:

  • Hot Tub
  • Elevator
  • Inverted Floor Plan
  • Deep Water Dock

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Keel Hall

4 Bedrooms | 2.5 Bathrooms | Sleeps 8

Enjoy modern design and amenities at Keel Hall. Perfect for a multi-generational winter beach escape, Crow’s Nest’s location on the West end of the Oak Island provides ultimate peace and solitude for your stay. Let Keel Hall be your home-away-from-home this winter.

Featured Amenities:

  • Elevator
  • Oceanfront
  • Covered Porch
  • Open Deck

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At Ease

4 Bedrooms | 2 Bathrooms | Sleeps 8

At Ease doesn't even begin to describe how you'll feel in this beautiful, 2nd row Oak Island home. Situated along West Beach, At Ease provides quiet and breathtaking ocean views from the covered front porch. Enjoy a fully equipped kitchen, full-sized washer/dryer, and more. Bonus: bring your furry best friend along when staying in this pet-friendly property.

Featured Amenities:

  • WiFi
  • Pet Friendly
  • Elevator
  • Fenced Yard

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MONTHLY CASWELL BEACH RENTALS FOR YOUR WINTER GETAWAY

Oak Island Beach Villa 0905

2 Bedrooms | 2 Bathrooms | Sleeps 6

Enjoy the perfect winter getaway in this beautifully decorated condo with stunning ocean front views and breezes. Relax on the private balcony, taking in the picturesque ocean-side setting just steps away from the shore. Located just across the street from the Oak Island Golf Club, it's the ideal place for the golf lovers in your family.

Featured Amenities:

  • 2nd Level Condo
  • Oceanfront
  • WiFi
  • Beach Gear

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5 Pinehurst

3 Bedrooms | 2 Bathrooms | Sleeps 6

Spend a month or two along the Oak Island Golf Course in this 1st level Caswell Dunes condominium. Stroll through the Arboretum for a picturesque walk, enjoy dinner at Duffer’s in the club house, or take in the ocean breeze from the comfortable deck.

Featured Amenities:

  • 1st Level Condo
  • Covered Porch
  • Recent Updates
  • Arboretum Access

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Sea Turtle

7 Bedrooms | 5 Bathrooms | Sleeps 15

An entire month of unobstructed ocean views and panoramic views of the waterway into Southport can’t be beat for your winter home-away-from-home. This newly renovated and amenity-rich 7 bedroom provides more than enough space, offers a lower level game room, expansive living areas and a comfortable covered porch perfect for entertaining during the holidays!

Featured Amenities:

  • Oceanfront
  • Game Room
  • Covered Porch
  • Open Deck

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Choosing Your Oak Island Snowbird Rental

If you're not sure which monthly snowbird rental is right for you, don't fret. The experts at Margaret Rudd & Associates' Oak Island are here to help. Call us at (800) 486-5441. Our reservation specialists are happy to assist you in finding the perfect vacation rental to suit your budget, beach accessibility, amenity preferences, and if you're looking for a pet-friendly snowbird rental.

SEARCH OAK ISLAND MONTHLY SNOWBIRD RENTALS