
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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Popular amenities for kayak rentals in Pleasure Island
House rentals with a kayak

Beachhouse-Private Dock & Boatslip
We stayed at Ric and Chelsea’s place for a week and everything was great! House was wonderful and exactly what our family needed. Lots of things to do at the house and in a very walkable location. Ric was very communicative. All around great stay.

A Salty Beach HGTV Featured Home
We loved the place during our stay! Home was very clean, and bright. It was the perfect place for my mother and I to bring my two girls and their friends for their 17th and 14th birthdays! Perfect location to the beach right across the street. Chris had a TON of beach chairs, buggy, gear for the beach which was so appreciated. He was very responsive and super helpful.

Ocean Vibes on the ICWW. w/pier and on peninsula
Wonderful place! The sandbar was the most amazing part! We loved kayaking around and swimming! We will be back for sure!!

ICW views! Linens/kayaks/bikes included.
fantastic location, close to everything. Great space for a large family. and right next to the sound.

"TopsailVacay" Pet Friendly Home, Walk to Beach!
We had a fantastic stay at Michelle’s place. The house and amenities exceeded our expectations. Having rented quite a few places in the Topsail/Surf City area, my wife and I agreed that this was a top favorite. Will certainly look here for future stays.

Great Marsh View & 2 Blocks to Beach-LongStayDscnt
We loved the hammock house! It was so peaceful and beautiful. It was also very convenient to be able to walk to the beach easily and there were amazing restaurants and plenty to do nearby. We will be back!

Kayaks, Private Beach Access, Dock, Game room!
We had a great stay a Nick’s place! Close walk to both the beach and the bay. A comfortable stay for my family with two young kids and my parents. Would definitely stay again!

Great For Golf! Waterfront House Near The Beach
Our host was super responsive and helpful with any questions we had during booking and the duration of our stay. The home and property is beautiful and is a reasonable distance from downtown and the beach. My family enjoyed the huge windows in the main living space, fishing, paddle-boating, and using the fire pit to make s'mores! The layout provided enough space for our family and privacy. Our host even thought about deep woods bug spray which came in handy when we were fishing around the lake on the property. (Super thoughtful and much needed) We can't wait to book again in the future.
Cottage rentals with a kayak

Newly Renovated Cottage on a Tidal canal
Beautiful home and a very convenient location. The house was very clean and had everything we needed.

Georgia On My Mind, Family Cottage
This is a beautiful home. We really enjoyed our stay. This home is in a beautiful neighborhood. Everyone was very friendly. Short walk to the beach and canal. Golf cart is definitely worth having as everything you would want to do is just a short ride and offers free parking. Home is equipped with everything you would need. Very clean and private. Great if you have kids. Homeowner is great as he always responded quickly to any questions I had prior to our arrival. Once you are there, the detailed instructions provided will guarantee a great stay. Definitely recommend and hope to return again.

Cozy cottage
We loved our stay here! Such a cute and comfy cottage, perfect for a beach trip; it comes stocked with pretty much everything you could ask for. Loved that it was walking distance to so many shops and restaurants, as well as beach access points, while also being tucked away down the street for a peaceful and quiet night's sleep. Todd was an excellent host as well, very friendly and responsive. Thanks so much!!!

Coastal Country Cottage
We loved our stay at the cottage. The cottage is so cute. I loved the breakfast nook and have already told Sharlene that I need her to come decorate my house! The house was exceptionally clean and accommodating. It was a nice home away from home. Sharlene was quick to respond and friendly. I would 100% recommend the cottage.

Sunset Sound Cottage
We had a great week at the beach staying at Sue’s house! The house was the perfect size for our family of four. It was just a short walk to a public beach access. We also enjoyed kayaking in the creeks behind the house, watching the beautiful sunsets on the back deck, and grilling and eating in the awesome area under the house. Sue was very responsive whenever we needed anything. We would definitely stay here again.

A Turtle's View-Waterfront-Dock-Kayaks-Paddle Boar
We had a great long weekend stay. The house exceeded our expectations, was spacious and the views were incredible. Only a half mile drive to the bridge leading to the surf city pier.

Cottage under Oaks, quiet street w/ dock, Kayaks
We had such a wonderful stay at this cozy vintage beach cottage! Tucked away on a quiet, peaceful street, it was the perfect retreat for a relaxing getaway. The welcoming front porch was a favorite spot to sip morning coffee and enjoy the breeze. Inside, the cottage has a charming coastal vibe with vintage touches that add character and warmth. It’s clear that a lot of thought went into making it both stylish and comfortable. The space was clean, well-kept, and incredibly well-supplied with everything we needed—from kitchen essentials to beach gear. If you're looking for a place with personality, tranquility, and easy access to Oak Island’s beautiful beaches, this cottage is a fantastic choice. We’d definitely come back!

Charming Wilmington Cottage - Walk to Downtown!
This was our second time staying at this house. It’s very comfortable, beds have great mattresses, kitchen has everything you need. The walk to town is safe and easy. Savoir Latin restaurant is 5 minute walk, fabulous food. Highly recommend this location. Tucked away from traffic, driveway parking and relaxing front porch.
Destinations to explore
- Cape Fear River Holiday rentals
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- Sea Gull Public Beach Access
- Scallop Public Beach Access
- South Beach
- Seahorse Public Beach Access
- Wrightsville Beach
- Jungle Rapids Family Fun Park
- Cherry Grove Point
- Futch Beach
- North Carolina Aquarium at Fort Fisher
- Carolina Beach Lake Park
- Airlie Gardens
- Long Beach
- Salt Marsh Public Beach Access
- Rivers Edge Golf Club and Plantation
- Hawaiian Rumble Golf & Batting Cages
- Surf City Pier
- Soundside Park
- East Beach
- Bay Beach
- Pelican Public Beach Access
- Tidewater Golf Club
- Oak Island Lighthouse
- Cape Fear Country Club
- Sea Haven Beach