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, 157 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
A private porch area is present, featuring two wooden chairs facing the tranquil water views. A potted plant adds a touch of greenery, while the surroundings include a calm inlet and distant coastal scenery under a clear blue sky.
Apartment in Wrightsville Beach
4.88 out of 5 average rating, 141 reviews

Ola Verde

Welcome to Ola Verde, a unique, cozy and centrally located condo overlooking 180 degree water views of Banks Channel and Greenville Sound on the north side of Harbor Island in Wrightsville Beach. The views simply can't be beat along with the relaxing shady porch and proximity to local shops and restaurants. Park the car for the duration of your stay and immerse yourself as a local with a walk or bike ride to the beach, coffee, bite to eat or concert in the park. Lots of amenities on site as well

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, 345 reviews

SongBird Nest- Limited Fall Rates!

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
A spacious home is seen from above, featuring a private pool in the foreground and serene pond views beyond. Surrounding gardens provide a natural setting, while lush trees frame the landscape, creating a peaceful atmosphere.
Home in Wilmington
4.89 out of 5 average rating, 130 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, 184 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.

Top guest favorite
A spacious dock is visible, offering a serene view of the NE Cape Fear River surrounded by lush greenery. The sky is bright blue with fluffy white clouds. A rope swing hangs from the dock structure, inviting relaxation and recreation.
Home in Burgaw
4.94 out of 5 average rating, 144 reviews

The Riverbend @ Old River Acres

Forget your worries in this spacious and serene space. The Riverbend is located just outside of Wilmington NC in the quaint town of Burgaw. Nestled on the banks of the NE Cape Fear River, this is the perfect place for a getaway. Just under a mile from Old River Farms wedding venue, 20 minutes from downtown Wilmington, and just a little more to Wrightsville Beach. The house sleeps 10 adults or up to 12 with kids. Enjoy the dock, shoot some pool and play some foosball. This place has everything.

Top guest favorite
A light-filled living area features a comfortable sofa, accent chairs, and a coffee table atop a textured rug. A wall-mounted television is positioned across from the seating. The open layout leads to a kitchen dining area visible in the background, illuminated by natural light.
Home in Wrightsville Beach
5 out of 5 average rating, 111 reviews

On Island Time

Beautifully located in the tree lined Harbor Island community of Wrightsville Beach. Amazing view of Banks Channel from the top floor porch/sunroom along with the back door stunning sunset view over the marsh and elementary school. Enjoy riding our bikes, paddling on provided kayaks in Banks Channel across the street, a jog around the famous 2.5 mi loop, or a fun day at the beach! Easy 10-minute walk or very short bike ride to the beach, bars, restaurants, coffee, shopping, and ice cream!

Top guest favorite
An outdoor area is equipped with a vibrant red kayak, two green lawn chairs, and a set of colorful lawn games. A light blue bicycle is positioned next to the kayak, while a storage shed is visible in the background.
Home in Brunswick County
4.95 out of 5 average rating, 110 reviews

Mai Tai Good Time-Kayaks, Bikes, Fenced in & more!

Come have a "Mai Tai Good Time" with the whole family at this cozy beach cottage just a 5min drive from Holden Beach! The large fenced backyard is very private, has outdoor seating, and is perfect for kids and pets! Plenty of beds to bring friends or for multiple families, HUGE outdoor shower, and a fire pit. We keep the wood stocked for you! We have bikes, beach chairs, lawn games, and kayaks to use during your stay. Even enough space to park your boat for joy riding or fishing!!

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
4.95 out of 5 average rating, 242 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
4.9 out of 5 average rating, 355 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!

Guest favorite
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, 182 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.

Guest favorite
A two-story guest house features a spacious deck with a yellow patio umbrella providing shade over a dining table. Bright blue shutters frame the windows, while the lower level showcases a garage door, complemented by a vibrant yellow wall.
Guesthouse in Kure Beach
4.95 out of 5 average rating, 342 reviews

Lovely Little Beach Guest House

Our guest house is a 650 sq. ft. studio apartment over our detached garage, and only 300 steps to beautiful Kure Beach. It's perfect for a long weekend, a relaxing week at the beach, or an extended winter get-a-way for snowbirds. You'll love the ocean breezes and starry nights. Ask us about our monthly rate for Dec., Jan., and Feb.

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