Holiday rentals with a pool in Pleasure Island

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Top-rated rentals with a pool in Pleasure Island

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A private balcony overlooks the ocean, featuring two wooden rocking chairs. The vibrant hues of a sunrise paint the sky in shades of orange and pink, reflecting off the calm waters below. The tranquil setting promotes relaxation and a connection to nature.
Condo in Kure Beach
4.98 out of 5 average rating, 163 reviews

Oceanfront Ground Floor Condo w/pool Riggings D-1

January 2026 Bookings- If you are booking for Jan ‘26, there will be some foundation work starting on Jan 5th going on at this building. Send Mess. Ground floor, end unit directly on the ocean! You just don’t get closer than this. Watch the sunrise from your private balcony. Just steps away from the beach. There is also an oceanfront pool where you can spend the day soaking in the suns rays. Surf fishing is superb directly in front of the condo due to a large rock formation next to Fort Fisher.

Guest favourite
A serene view from a spacious deck presents a vibrant sunrise over the calm ocean waves. Two white Adirondack chairs surround a small round table, inviting guests to relax and enjoy the peaceful beach atmosphere.
Condo in Carolina Beach
4.92 out of 5 average rating, 133 reviews

☀️Oceanfront with Beach Access "Carla's Cabana"☀️

Carla's Cabana is a top floor condo in the sought after Sea Colony complex with it's beautiful pool, outdoor grill and green space area. Enjoy your morning coffee sitting on the spacious deck overlooking the sunrise, listening to the rolling waves. 3rd floor condo boasts an open floor plan with a King bed in the master, 2 twin bunks in the "cozy corner" hall alcove, and a Queen sofa bed. Full kitchen and dining table, washer/dryer in unit, all of the necessities for your perfect beach vacation!

Top Guest favourite
A bright living area features a blue sofa and armchair, complemented by decorative pillows. A natural woven coffee table is placed on a soft blue and white area rug. Large glass doors open to a private balcony, allowing natural light and ocean views to fill the space.
Condo in Oak Island
4.99 out of 5 average rating, 185 reviews

Rise and Shine! Beach, pool, & amazing views!

Welcome to RISE AND SHINE at Oak Island Beach Villas! Fabulous location on tranquil Caswell Beach. Close to amazing food, the iconic Oak Island Lighthouse, and top rated golf yet you feel the peaceful vibe of being on the east end of the island. Steps from the beach with breathtaking views, this beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 5-6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean.

Top Guest favourite
A serene view from the deck showcases the vibrant colors of sunset over the ocean. Gentle waves meet the sandy shore, while a private walkway leads to the beach. Two wooden chairs are positioned on the deck, offering a place to enjoy the breathtaking scenery.
Condo in Carolina Beach
4.96 out of 5 average rating, 181 reviews

BEACHFRONT w/ pool, near boardwalk, amazing views!

Welcome to this beachfront 2 bedroom 2 bath updated condo, with pool, close to the famous Carolina Beach boardwalk. The deck overlooks the ocean and provides AMAZING views, and there's a private walkway to the beach. It's an easy 5-10 minute walk to the boardwalk and many other bars and restaurants. The unit is freshly renovated with a light and modern feel and is a true oceanfront paradise. Stay here and enjoy relaxing on the deck, listening to the waves, and watching for dolphins!

Top Guest favourite
Condo in Carolina Beach
4.97 out of 5 average rating, 405 reviews

Best Location! Beachfront-Boardwalk-Pool-Balcony

Unbeatable location directly on the famous Carolina Beach Boardwalk! Step outside the door and you’re just seconds away from the beach and ocean, where you can enjoy swimming, sunbathing, and even spotting dolphins from the shoreline. The boardwalk itself is a hub of activity, with bars, restaurants, shops, and live music just steps away. Whether you’re in the mood for a casual meal, a fun night out, or exploring the local boutiques, you’ll find it all within walking distance.

Guest favourite
A private patio railing offers a clear view of the ocean, with gentle waves lapping against the shoreline. The sky is bright, showcasing a seamless transition to the water's horizon. A nearby building adds context to the seaside setting while maintaining an unobstructed view.
Condo in Kure Beach
4.83 out of 5 average rating, 112 reviews

Oceanfront-Pool View-Third floor Condo (Sleeps 6)

Amazing views! Your 3rd-floor private patio overlooks the pool and offers beautiful views of the ocean. Sip coffee and watch the sunrise. You can hear the tranquil sound of waves on the beach only steps away. A great 3rd-floor end unit condo with 1 bedroom and a bunkbed alcove (sleeps 4). Less than a mile from the Historic Fort Fisher and the North Carolina Aquarium or the Ferry to Southport and Baldhead island. Minutes away from everything pleasure island has to offer.

Top Guest favourite
A covered oceanfront deck presents a serene view of the sunrise over the water. A round table and several white outdoor chairs are positioned to enjoy the scenery, with soft sand dunes visible in the foreground.
Condo in Kure Beach
4.97 out of 5 average rating, 186 reviews

Oceanfront | Breathtaking Sunrise l Pool

Peach on the Beach is a modern & newly renovated one bedroom condo, with a spacious open living room/kitchen area. This is a corner unit, which provides breathtaking views with access to a large covered oceanfront deck. Just a 2 minute walk to the beach. Perfect location for the sunrise and sunset lovers! Enjoy the ocean sunrise from the deck or beach & directly accross the street at the Fort Fisher Air Force Recreational Center are the best sunsets on the river.

Top Guest favourite
The spacious kitchen features light cabinetry and a large island with teal accents. High-top stools are positioned at the island. A farmhouse-style dining table is seen in the background, with natural light illuminating the area through nearby windows.
Home in Carolina Beach
4.94 out of 5 average rating, 119 reviews

The Oasis - Heated POOL - Tiki Bar - Beach Life!

WELCOME to THE OASIS Beach House! Ready for the ULTIMATE Vacation!? The Oasis features a full-size saltwater pool, fire pit, tiki bar, grill, and an outdoor TV. This backyard beauty has everything you could want! Located just 7 blocks to the ocean in Carolina Beach, spend days on the sand and evenings under the string lights around the pool, bar, or fire pit. Brand new listing with beautiful furnishings. Pool heated during shoulder season on request with fee.

Guest favourite
A covered deck offers comfortable seating for four, with soft green cushions on wicker chairs facing the ocean. A wooden table sits between the chairs. The tranquil ocean view includes sparkling water under a clear blue sky.
Apartment in Carolina Beach
4.93 out of 5 average rating, 140 reviews

Beachfront condo w/pool and great views

Kick back and relax in this calm, stylish space that is oceanfront. Enjoy coffee or cocktails in the deck while watching the waves. Just steps from the beach with a garage to store all your beach and ocean toys. Everything you need is provided for your stay. Enjoy the pool and grilling area in the complex. Free parking on site. The boardwalk is 1.5 miles away with plenty of things to do and places to eat but far enough away that you have peace and quiet.

Guest favourite
A cozy living area is furnished with a gray sofa and a colorful accent ottoman on a patterned rug. A large glass door provides a view of the ocean and leads to the balcony, while a TV stand and bookshelf add functional decor to the space.
Condo in Carolina Beach
4.87 out of 5 average rating, 342 reviews

Blue Latitude

This OCEAN FRONT CONDO is in a great location in Carolina Beach! Enjoy the expansive views of the Ocean, gorgeous Sunrises while sipping coffee on the large balcony, and your proximity to all the attractions in the area! A quick drive to Ft. Fischer aquarium, Freeman Park, walk to events at the lake or the newly expanded boardwalk. Grab your flip-flops and prepare to relax! This condo is fully loaded and ready to be your summer vacation destination!

Top Guest favourite
A spacious deck overlooks the ocean, providing expansive views of the sandy beach and gentle waves. The clear blue sky is complemented by wispy clouds, enhancing the serene coastal landscape. Green dunes are visible, adding to the natural beauty of the surroundings.
Condo in Kure Beach
4.92 out of 5 average rating, 173 reviews

Oceanfront Paradise 1BR condo in Kure Beach

Beautiful oceanfront three bedroom beach condo with spectacular ocean views. This is an end unit, which means natural light and the best view on the island. The spacious deck offers a place to enjoy gorgeous ocean views while sipping on your morning coffee or afternoon libation. The property has 4 outdoor pools, an indoor pool, hot tub, tennis courts, basketball, shuffleboard and a workout room. Kure Beach offers activities for all ages.

Top Guest favourite
A serene beachfront scene captures the sun rising over calm ocean waves. The sandy beach leads to a wooden staircase, framed by lush greenery, inviting guests to enjoy the tranquil setting. Soft hues of orange and gold accentuate the sky, reflecting on the water.
Condo in Kure Beach
5 out of 5 average rating, 185 reviews

Dual master, end unit condo with amazing views

Sit back and relax at our spacious 2 bedroom, 2.5 bath OCEAN front condo! Recently renovated and new stainless steel appliances for your perfect vacation getaway. This condo provides an incredible ocean view, comfortable living, and covered parking. Only a few minutes away from shopping, parks, and restaurants, there is plenty to see and explore.

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