Holiday rentals with a kayak in Pleasure Island

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Top-rated rentals with kayak in Pleasure Island

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Guest house in Wilmington
4.99 out of 5 average rating, 160 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

Top guest favourite
A welcoming living room features a grey sectional sofa and a wooden coffee table. A plush area rug covers the floor. A brick fireplace serves as a focal point, flanked by two windows. Wooden chairs are positioned nearby, complementing the neutral color palette.
Home in Wilmington
4.98 out of 5 average rating, 133 reviews

Spacious Modern Farmhouse Close to the Beach

Welcome to the renovated 1952 Tobacco Farmhouse of Art in Ogden. Conveniently located <1 mile from restaurants/bars/groceries, 6 miles to Wrightsville, 10 miles to Historic Downtown Wilmington it's the perfect balance of town and country. Unwind on the covered front porch under two majestically old live oaks, bike the path that leads all the way to the beach, or chill in the fenced in backyard with covered porch that stretches 60’. Renovations by Southern Cypress and interior design by Trueform.

Top guest favourite
A covered balcony is furnished with a table surrounded by four chairs, flanked by plush seating. A vase with yellow flowers sits at the center of the table. The views beyond showcase a serene river, bordered by trees displaying fresh green foliage.
Townhouse in Rocky Point
4.86 out of 5 average rating, 303 reviews

Riverfront Retreat (+views and kayaks)

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!

Guest favourite
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, 361 reviews

SongBird Nest

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

Top guest favourite
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, 119 reviews

On Island Time

Beautifully located duplex 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 favourite
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
4.9 out of 5 average rating, 136 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 favourite
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, 185 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 favourite
A private porch is featured with two wooden chairs overlooking the serene water view. The space includes a potted plant and is framed by white railings, providing a calm area to relax and enjoy the natural surroundings.
Tower in Wrightsville Beach
4.88 out of 5 average rating, 516 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 favourite
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, 244 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.

Top guest favourite
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, 363 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!

Top guest favourite
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.
Guest house in Kure Beach
4.95 out of 5 average rating, 344 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.

Top guest favourite
A vibrant orange kayak rests on a wooden dock, surrounded by tall marsh grass. The serene water reflects the natural landscape in the background, where trees rise gently against the sky. A single green chair is placed nearby, inviting relaxation.
Flat in Wilmington
4.84 out of 5 average rating, 101 reviews

Creek View of marsh and sky

Large, semi-attached, apartment with private entrance and parking. Full bath, walk-in shower, queen-sized bed. Large living room with five floor-to-ceiling french Windows. Kitchenette: full refrigerator, sink with counter space, four burner stove and oven, microwave, toaster oven, coffee-maker and tea kettle All-wood floors.

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