Holiday rentals with a kayak in Pleasure Island

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Pleasure Island

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

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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

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

4.9 out of 5 average rating, 157 reviews

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

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

5.0 out of 5 average rating, 146 reviews

Top Guest favourite

A wooden pier extends into serene waters, surrounded by lush marsh grasses and trees. The home is visible in the background, with sunlight filtering through the leafy canopy, creating a peaceful atmosphere. Reflections of the greenery are seen on the water's surface.

Home in Wilmington

Eagle Point on the Bay

Waterfront with pier, dock, our home and grounds are nestled on a secluded salt marsh tidal creek between the Intracoastal Waterway and Run of Little Creek tidal creek and across from Eagle Point Golf Club. Enjoy kayaking, fishing and crabbing for fun. Bicycle and walk on our quiet, dead-end street. Privacy and nature, yet with nearby beaches, restaurants, shopping, golf, boating opportunities. Nearby is the historic city of Wilmington on the Cape Fear River. Parties and events are not allowed.

4.94 out of 5 average rating, 192 reviews

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.

Guesthouse in Wilmington

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

4.98 out of 5 average rating, 183 reviews

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

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.

4.97 out of 5 average rating, 149 reviews

Top Guest favourite

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

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!!

4.96 out of 5 average rating, 130 reviews

Guest favourite

Apartment in Wrightsville Beach

Green Wave

Welcome to Ola Verde, a unique, cozy and centrally located condo overlooking 180 degree water views of Banks Channel. Best for couples or small families. 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

4.91 out of 5 average rating, 202 reviews

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

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.

4.89 out of 5 average rating, 200 reviews

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

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!

4.9 out of 5 average rating, 396 reviews

Guest favourite

A deck overlooking the water is furnished with two blue Adirondack chairs beside a small table. The wooden surface is complemented by views of the dock and lush greenery, creating a serene space for relaxation.

Apartment in Wilmington

Sea Breeze - "Off the Grid "Paradise

Carolina Low Country relaxation on a rural mini farm. Direct water access for fishing, boating and swimming .Bring your boat (canoe and Kayaks on site) and/or bikes! Several decks and patios to fish and watch the boats and dolphins pass .Firepit, propane grill, Tiki Bar , bikes and huge hot tub . First floor apartment with a king, queen, 2 twins , private bath. There is a seperate living room, dining / KITCHENETTE area with own patio.

4.87 out of 5 average rating, 211 reviews

Top Guest favourite

The exterior of the bungalow features a light-colored facade and a welcoming porch with two teal chairs. Large windows allow natural light in, surrounded by lush greenery and mature trees that provide shade.

Bungalow in Oak Island

300 Steps To The Beach - Stone’s Throw Bungalow

Book now for spring and summer! Easy beach access with no parking worries! Amazing location (literally 300 steps to the beach). Stone’s Throw Bungalow has been newly renovated. Pristine home is perfect for your family! One level living. Situated in the Yaupon area, it’s on the water side of the island with direct beach access. Beautiful oaks canopy the porch. Seasonal requirement 6/7-8/23 Sat to Sat only.

4.99 out of 5 average rating, 204 reviews

Guest favourite

Home in Oak Island

Ocean front,pet friendly,fenced yard

Welcome to “The Boys of Summer Rentals,” a favorite oceanfront escape with direct beach access and a fresh new feel. Unwind with sunset views from the deck, enjoy fast WiFi and smart TVs, and walk just minutes to shops, dining, and groceries. Step straight from your fenced yard onto the beach—perfect for kids and pets. Soak in unforgettable sunsets from the spacious sun deck or relax on the covered porch.

4.79 out of 5 average rating, 112 reviews