Waterfront vacation rentals in Pleasure Island

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Pleasure Island

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

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Top guest favorite

An aerial view captures the cluster of townhomes nestled beside a winding waterway, with the expansive horizon of the ocean in the background. Lush greenery surrounds the property, and nearby roads provide access to beach areas and local amenities.

Townhouse in Surf City

4.94 out of 5 average rating, 127 reviews

So Much Fun!

Beautiful 3BR 3BR, 5 min walk to beautiful Topsail Island beach. TripAdvisor ranked Surf City #5 of top 20 affordable beaches! USA Today named Topsail top 10 uncrowded beaches! Home is on sound - kayak, paddle board out back door-beautiful sound views. Dock & 2 SUPs, 2 kayaks, canoe & 2 bikes! 1/2 mile to Surf City. Walk, bike, kayak to town. No need to get in car. Wifi. Strictly NO PETS! They WILL be reported by HOA. NO PARTIES! w call Sheriff. Age 25 NOTE: Pls check inbox after booking request

Guest favorite

Townhouse in Carolina Beach

4.9 out of 5 average rating, 105 reviews

Luxury Home with Water Views+Boat Ramp+King Beds

Bring Your Own Boat! This brand new home has a boat ramp in the backyard, making it one of the best spots to book for your next trip to the water! From waterfront views to the sound of boats passing by, to beautifully furnished interiors throughout, this home has so much to offer. This luxurious getaway will guarantee a relaxing, unforgettable vacation. Packed with upscale amenities, this is exactly what your beach vacation has been missing. We are so happy to share our little piece of paradise

Superhost

An aerial view of a waterfront estate is presented, showcasing the expansive calm waters of Topsail Sound. Lush greenery surrounds the home and its outdoor spaces, with docks visible extending into the water, inviting serene moments by the shore.

Home in Topsail Beach

4.84 out of 5 average rating, 128 reviews

Mermaid Hill- Soundfront with dock, bring boat!

Coastal luxury at its finest. This home is truly remarkable and one of a kind.Get lost in a sea of tranquility in this spectacular and peaceful private waterfront estate. Guests will love the magnificent views of Topsail Sound, the open floor plan and outdoor living spaces that make this home the perfect place to spend quality time together. Home is filled with coastal charm and decorated exquisitely. Truly the best of both worlds with sound out your back door and ocean just across the street.

Top guest favorite

Two comfortable armchairs are positioned in front of a large window, offering stunning ocean views. The chairs feature beach-themed cushions, and a small side table is situated between them. The bright room is accentuated by soft natural light streaming in from the window.

Condo in Carolina Beach

5 out of 5 average rating, 131 reviews

Coastal Escapes Luxury 3 bdrm Oceanfront Condo

If you love the water, enjoy sunrises and are ready to make some amazing memories. You found the perfect spot. Our luxury 3 bedroom oceanfront condo will take your breath away as soon as walk in. Imagine sitting on the balcony in the morning with your coffee or tea, heading up to a private rooftop balcony in the afternoon as the sun goes down. Everything you need is steps away. You can easily walk to restaurants and the boardwalk. High Season is SAT-SAT check-in. 1 Parking spot guaranteed.

Top guest favorite

A sandy beach area is visible alongside the water, featuring two white lounge chairs positioned for relaxation. A weathered pier extends into the river, bordered by lush green vegetation. The bright blue sky adds to the serene waterfront scenery.

Condo in Southport

4.98 out of 5 average rating, 132 reviews

No Cleaning Fee - Condo With Waterfront Pool/Beach

Running a special for 6/3/25-6/12/25 for $1,500 (normally $2,500)! Reach out for more info!! Visit the most adorable seaside village! Southport, with it's picturesque waterfront, fantastic restaurants, and adorable shops, has something for everyone. When you feel like staying closer to home, the pool will be calling your name for soaking in the sun while watching the ships sail by, and your private balcony is the perfect spot to sip a cup of coffee while watching the sunrise over the water.

Guest favorite

Cabin in Wilmington

4.96 out of 5 average rating, 160 reviews

Waterfront Coastal Cabin with Private Dock

Welcome to the Waterfront Coastal Cabin nestled on a secluded tidal creek leading to the Intracoastal Waterway. Capture breathtaking views on the private dock nature watching, fishing, or relaxing on the hammock nearby. This coastal retreat is the perfect getaway for you and your family/friends to create endless memories by the fire pit, oyster roast, outdoor bar, and game room. We're located: -400ft: Private boat ramp -7mi: Wrightsville Beach -11mi: Downtown Wilmington -5mi: Ogden Park

Top guest favorite

A serene sunset reflects off the water's surface, casting golden hues across the landscape. Tall grasses border the foreground, while gentle ripples create a peaceful ambiance. The horizon is lined with trees, enhancing the natural beauty of the scene.

Apartment in Wilmington

4.96 out of 5 average rating, 164 reviews

River Retreat

River Retreat is a 3 story walk-up. The location boasts beautiful views of the Cape Fear River. Enjoy a glass of wine while gazing at the vista view of the river. River Retreat is a quick trip from Historic Downtown Wilmington where you can enjoy carriage rides, wonderful shopping, and great restaurants. River Retreat is located only 5 min from Carolina Beach, 20 min to Wrightsville Beach, and close to UNCW campus. Come visit to enjoy a peaceful stay here with us at our River Retreat.

Guest favorite

A table is set on a balcony overlooking the water, featuring a vase of pink flowers. Two drinks are placed on the table. In the background, the sun sets over the tranquil river, illuminating the scene with soft light.

Apartment in Wilmington

4.93 out of 5 average rating, 391 reviews

Stunning Sunsets, Walkable Condo, Covered Parking

Bright, clean, comfortable apartment on the Cape Fear Riverwalk with exceptional views and sunsets. Lovingly decorated with custom furniture and a warm, personal touch. Your own dedicated covered parking space is seconds away across the street. Enjoy walking to Wilmington’s vibrant restaurant scene and downtown wedding venues! 6 minutes from the Convention Center, 10-15 minutes from the airport (ILM) and only 25 minutes from Wrightsville Beach. Relax and enjoy life on the River!

Top guest favorite

Cottage in Wilmington

4.99 out of 5 average rating, 110 reviews

Creekside Cottage Waterfront Dock Access

A water lovers dream spot is here and waiting for you. Sit back and relax in this private, special waterfront space. Enjoy sunrises and sunsets while sitting waterfront: on the dock, porch and spacious studio cottage. Watch the bird life happen right before your eyes. Here you can immerse yourself in nature, or choose your recreation on the water - Kayak, paddle, fish. The large well appointed galley bathroom is fantastic. Do nothing or do it all; your vacation spot is awaiting.

Guest favorite

An aerial view captures a vibrant riverfront area, showcasing the charming boardwalk lined with various buildings and greenery. The scene is complemented by a large yacht moored along the river, reflecting a lively atmosphere in downtown Wilmington.

Condo in Wilmington

4.87 out of 5 average rating, 198 reviews

Haus Of Style - Sunsets on the River - Parking

You will be staying in one of the best locations in downtown Wilmington! The River Walk condos overlook the Award Winning Boardwalk that runs along the Cape Fear River. Park your car and walk anywhere your heart desires in downtown Wilmington. There are wedding venues, restaurants, bars, breweries, museums, and concert venues within walking distance. A parking spot a block down the street is included! You will be so glad you booked this Airbnb!

Superhost

A spacious covered balcony features wooden flooring and two comfortable chairs, inviting relaxation. The vibrant yellow walls are complemented by a decorative piece, while panoramic views of the surrounding area are visible. Sunlight filters in, creating a bright and airy ambiance.

Condo in Carolina Beach

4.84 out of 5 average rating, 140 reviews

Seas The Day w/ Fantastic Marina Views!

BRAND NEW PICS!! Enjoy panoramic views from 2 large balconies & a large front porch off the marina & ocean! Park the car & never have to get back in. If you like boats, THIS one is for YOU! Watch all types & sizes of watercraft from the balcony, see the daily gulf stream catches, yachts, paddle boarders, you name it! Less than a 2 minute walk to the ocean! PETS CONSIDERED WITH FEE!

Top guest favorite

A sandy shoreline is seen leading to calm waters, with grass and small vegetation at the water's edge. Several wooden docks are visible in the distance, extending into the water, under a clear blue sky.

Cottage in Topsail Beach

4.94 out of 5 average rating, 128 reviews

Warren Peace (South End) Floating dock

Cozy, cute, pet friendly, 3 bedroom, 2 bath house on the Topsail sound. Private Floating Dock for up to 27ft boat. Breath-taking sunsets viewed from the deck or pier. Easy access to the beach (200 yd.), boat ramp (½ mile), fishing pier (¾ mile), and Topsail inlet (2 miles from dock). Close to shops and entertainment. Perfect for small families. Boating and fisherman's paradise.