Vacation rentals with a kayak in Pleasure Island

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Top-rated kayak rentals in Pleasure Island

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Top guest favorite

A bright living space features a well-equipped kitchen with teal cabinets and stainless steel appliances. A cozy seating area with a brown sofa sits beside a faux fireplace. A loft ladder leads to the elevated twin bed area, enhancing the open feel of the room.

Guesthouse in Wilmington

4.99 out of 5 average rating, 126 reviews

Seagate by Wrightsville - Kayak & Foam Surf Board

Ideal location in your little piece of paradise. Down a gravel road, with spacious outdoor deck surrounded by nature, yet just under 3 Miles from Wrightsville Beach. Surf Board, Bikes, Outdoor Shower & Kayak with roof straps! Bike to Wrightsville Beach Brewery or Seagate Bottle Shop. Explore Airlie Gardens! Bike to UNC Campus. A tiny house inspired space with vaulted ceilings was built in 2023. With attention to detail & bits of attitude throughout, we know you’ll leave you wanting to come back

Guest favorite

The carport area features two kayaks in vibrant colors, orange and yellow, positioned on a gravel surface. A staircase leads to the upper level of the home, surrounded by lush greenery, creating a serene connection to nature.

Townhouse in Rocky Point

4.84 out of 5 average rating, 268 reviews

Riverfront Retreat w/ Gorgeous Views

Kick back & relax in a waterfront home surrounded by the peaceful sounds of nature. Both levels feature large sliding glass doors looking out onto balconies with gorgeous views of the River. Enjoy complimentary coffee listening to the birds, unwind on comfy furniture streaming your fav shows on smart TVs, indulge in homecooked meals in a fully stocked kitchen, and connect with your crew through a large selection of games and books. And if you want a little adventure, take two kayaks for a spin!

Superhost

A cozy living area features a light grey color scheme with wooden flooring. A modern coffee table sits at the center, surrounded by a teal sofa and two brown armchairs. A TV is positioned against the wall, complemented by a decorative fireplace with a stylish mirror above.

Home in Wilmington

4.88 out of 5 average rating, 322 reviews

SongBird Nest w/ outdoor hangout near DT & Beach

Step into a home steeped in the charm of its 1942 roots. Just a mile away lies the vibrant Soda Pop District. Located 8 miles from the beach, a mile from the airport, and 2 miles from the heart of downtown, where the scenic Cape Fear River invites leisurely strolls amidst a backdrop of dining, bars, nightlife, and shopping galore. Downtown Wilmingtons lively atmosphere is renowned for its dynamic live music scene, exceptional restaurants, exquisite cocktail menus, and a wealth of craft breweries

Guest favorite

Home in Wilmington

4.9 out of 5 average rating, 110 reviews

River Road Retreat - Heated Private Pool, Pond, Fi

Private pool, pond views, gardens, and a 10 minute drive to the beach! This home backs up to a nature preserve. Relax by the pool and tiki bar area watching TV or enjoying music. Pool Heater: Our pool is open and maintained year round. The pool heater can reliably generate heat as long as the outside temperatures are above 50 degrees which will generally be from March to November, however in our area it is not unusual for us to have warm days at any time of year. Many vacation rental propert

Top guest favorite

A wooden dock extends into a serene waterway, surrounded by lush green grass and natural vegetation. Tidal marshes are visible in the distance, with calm water reflecting the sky, creating a peaceful and inviting outdoor scene.

Guest suite in Wilmington

4.98 out of 5 average rating, 171 reviews

Cozy Cabin on the Creek- bring your kayak!

Welcome! We are the owners/ builders of this house constructed in 2016 and live in the main house beside it. It has its own entrance and sits above the garage for great views of the creek, Intracoastal Waterway beyond, and sunrises each morning. The Cozy Cabin is close to Wrightsville Beach, downtown Wilmington, Airlie Gardens, nightlife, the airport, and parks. It is bright, spacious, and full of custom touches and amenities. For kayakers, a dock and access to the water are within steps.

Guest favorite

Tower in Wrightsville Beach

4.87 out of 5 average rating, 485 reviews

Blue Surf

No better view and location on the island. This suite offers unreal sunrises, sunsets, deck cocktails, privacy and walking distance to beaches, paddling, boating, restaurants, coffee and shopping in Wrightsville Beach. We love our cozy spot and enjoy sharing it with any and all! The beauty is in the nature that surrounds this location. Snag a free bike or rent paddleboards or kayaks on site and take off! Perfect for a couple(s) or small family with the included queen pull out sleeper sofa .

Top guest favorite

Cottage in Wilmington

4.99 out of 5 average rating, 112 reviews

Creekside Cottage Waterfront Dock Access

A water lovers dream spot is here and waiting for you. Sit back and relax in this private, special waterfront space. Enjoy sunrises and sunsets while sitting waterfront: on the dock, porch and spacious studio cottage. Watch the bird life happen right before your eyes. Here you can immerse yourself in nature, or choose your recreation on the water - Kayak, paddle, fish. The large well appointed galley bathroom is fantastic. Do nothing or do it all; your vacation spot is awaiting.

Guest favorite

A serene backyard oasis is depicted, featuring a heated saltwater pool surrounded by lounge chairs. Tropical plants frame the area, with a spacious deck overhead offering shade. The exterior of the house, painted in soft colors, enhances the inviting atmosphere of this private retreat.

Home in Oak Island

4.96 out of 5 average rating, 143 reviews

Making Waves-Scenic Getaway- Heated Pool & Hot Tub

Add some peace and tranquility to your trip...beautifully furnished on the inside, fully stocked house, with an oasis of a backyard - this is a home you'll want to visit again and again. With your own HEATED saltwater pool & hot tub, in a private backyard paradise...you may not ever want to leave the property. Minutes away from the beach, steps away from the Intracoastal Waterway, and one street over from the scenic beach walkway, this house will not disappoint.

Guest favorite

The exterior of the bungalow is illuminated by warm string lights, enhancing the welcoming ambiance. A large front porch features rocking chairs and adirondack chairs, inviting relaxation. Steps lead up from a landscaped yard with potted plants, creating a cozy entryway.

Bungalow in Oak Island

4.94 out of 5 average rating, 226 reviews

Live Oaks Beach Bungalow

Are you looking for a simple remodeled bungalow on the best kept secret Island in North Carolina ? You also love the shade of coastal live oaks and palmettos, and you love to sip drinks on a large front porch with friends ? You enjoy the beach but also kayaking, surfing and biking ? You prefer a non-commercial and family friendly environment ? We have it all ! We are a real family, not a rental company and we take pride to at least meet our guests expectations.

Guest favorite

A calm waterway reflects the expansive sky dotted with soft clouds. Lush green marsh grasses line the banks, creating a serene landscape. A small island is visible in the distance, along with a boat gliding gently across the water's surface.

Cottage in Wilmington

4.89 out of 5 average rating, 333 reviews

Waterside Cottage 'HoriZen'

This is a recently renovated rustic 1947 cottage with an outstanding view of and access to the Intracoastal Waterway. It is perfect for meditation or quiet time by the water's edge, or for fishing, art, reading, writing, kayaking or paddleboarding. It is close to Wilmington, Wrightsville Beach, Topsail Island and Hampstead where there is shopping, restaurants, outdoor and cultural activities and beautiful beaches. It's old, but it is full of charm!

Superhost

A spacious two-story duplex presents a light gray exterior with multiple balconies. The front features a covered entry beneath the second floor, while the ample driveway allows room for vehicles. A lush green lawn adds to the welcoming appeal of the home.

Home in Carolina Beach

4.9 out of 5 average rating, 175 reviews

The Kure at Carolina Beach!

Welcome to our home located right on the border of Carolina Beach and Kure Beach. We are less than a 10 min walk to the beach and a block from the greenway. This spacious, beautifully furnished and decorated 4-bedroom, 3-full bathroom duplex sleeps and hosts 10 comfortably, has awesome outdoor living areas with two porches, backyard deck, fenced in yard, and a private outdoor shower and comes ready to enjoy with all bedding, sheets and towels included.

Top guest favorite

A wooden dock extends into calm waters, leading towards a small boat secured at the end. Lush greenery is visible in the distance, outlining the serene landscape against a clear blue sky.

Cottage in Wilmington

4.95 out of 5 average rating, 167 reviews

Island hopping & fishing around Masonboro Island

Pick your adventure in this 1-of-a-kind cottage on the Masonboro Island Estuarine Reserve. Get your SUP or kayak ‘on’ and in just a 300m paddle (5 min) you can be lounging on one of the dozens of secluded tiny islands off our dock. Make the ~20 min paddle to experience the unspoilt beauty of Masonboro Island’s pristine, 9 mile white sand beach. Or chill on the dock and take in the jaw dropping views with a glass of wine.