Vacation rentals with a kayak in Pleasure Island

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Top-rated kayak rentals in Pleasure Island

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Guest favorite

Townhouse in Rocky Point

4.81 out of 5 average rating, 218 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!

Sep 23 – 30

€ 156 per night

Guest favorite

Cabin in Wilmington

4.94 out of 5 average rating, 225 reviews

Beautiful Bradley Creek Residence

Erik's tidal marsh waterfront property close to UNCW, Airlie Gardens, Intracoastal Waterway (ICW), Wrightsville Beach, US-17/Ocean-Highway, I-40 & 8 miles to ILM airport–available only when I'm in Costa Rica! Bike, fish, kayak, paddle, run, skateboard, walk to UNCW. Observe tidal events, watch animals & birds, chill, relax, go surf, practice yoga on deck, pier & grass! Optimal for nature loving couple or tight singles willing to deal with 1943 house. Good vibes included at no extra costs! :-)

Jul 17 – 24

€ 208 per night

Guest favorite

Guest suite in Wilmington

4.98 out of 5 average rating, 156 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.

Jun 17 – 24

€ 200 per night

Guest favorite

Tower in Wrightsville Beach

4.87 out of 5 average rating, 430 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 .

Jan 18 – 25

€ 220 per night

Guest favorite

Cottage in Wilmington

4.93 out of 5 average rating, 107 reviews

Island hopping & fishing on Masonboro Sound

Winter fishing at its best! 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 island beaches surrounding the cottage. 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 (shared with owners) and take in the jaw dropping views with a glass of wine.

Jan 27 – Feb 3

€ 239 per night

Guest favorite

Place to stay in Surf City

4.94 out of 5 average rating, 109 reviews

Sweet Caroline on the Canal 💖

Amazingly spacious with breathtaking views of the canal, Sweet Caroline has it all!! Screened-in porch for your morning coffee, private boat dock, and best of all a five minute walk to warm sandy beaches, a park/playground, bars, an arcade, Hot Mess Studio, and the Friendly Mart! Whether you’re a couple looking for a quiet getaway, a family looking to make memories, or a fisherman seeking a comfortable bed, it's the ultimate spot. Surf City is a perfect vacation destination!

Nov 13 – 20

€ 180 per night

Guest favorite

Home in Oak Island

4.96 out of 5 average rating, 101 reviews

Making Waves-Scenic Getaway & Heated Pool!

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.

Sep 5 – 12

€ 658 per night

Guest favorite

Bungalow in Oak Island

4.99 out of 5 average rating, 145 reviews

300 Steps To The Beach - Stone’s Throw Bungalow

BOOKING NOW for Spring and Summer. Over 130 5 star reviews and GUEST FAVORITE! 7 night minimum (Sat to Sat) required 6/8/24 thru 8/22/24 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.

Apr 14 – 21

€ 353 per night

Guest favorite

Condo in Carolina Beach

4.89 out of 5 average rating, 177 reviews

Spectacular Oceanfront Condo - Once Upon A Tide

Fully updated oceanfront condo with an unbeatable ocean view located in the heart of Carolina Beach! This 3rd floor, 2 bed/2 bath, oceanfront condo is equipped with everything you need for an unforgettable visit to Carolina Beach. The unit is located within walking distance of the Boardwalk, Carolina Beach Lake Park, a variety of restaurants, nightlife, shopping, and many other popular local attractions.

Nov 17 – 24

€ 334 per night

Guest favorite

Guest suite in Surf City

4.97 out of 5 average rating, 180 reviews

Couples Retreat Waterfront

I bed 1 newly renovated bathroom studio apartment with dock on the canals in beautiful surf city. Swim right out your door. Sit on the dock in the sun or under the gazebo. Gas fire pit for those cool evenings on the dock. 2 kayaks .High speed internet. Desk available if need a workspace. Minutes for intracoastal and beach. Max 2 guest. No visitors allowed at anytime during your stay. Linens provided.

Jan 8 – 15

€ 159 per night

Guest favorite

Home in Lockwoods Folly

4.99 out of 5 average rating, 103 reviews

Coastal Cottage Near The Beach

Spectacular views and lots of windows with which to enjoy them. From our multiple decks you can watch boats navigate the Intracoastal waterway; spy shrimp boats sailing out into the inlet in the mornings; watch seagulls, pelicans, cranes, egrets, hawks and eagles catch fish in the marsh which is practically under our deck . From our perch high above the water you can see for miles.

Apr 28 – May 5

€ 311 per night

Guest favorite

Bungalow in Oak Island

4.95 out of 5 average rating, 202 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 !

Oct 18 – 25

€ 182 per night