Holiday rentals with a pool in Pleasure Island

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Top-rated rentals with a pool in Pleasure Island

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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.
Apartment 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 wooden walkway leads toward the beach, framed by lush greenery and a palm tree. The sun sets on the horizon, casting warm orange and yellow hues across the sky. Calm ocean waters reflect the evening light, creating a serene atmosphere.
Flat in Kure Beach
4.98 out of 5 average rating, 120 reviews

Surfrider Siesta -Indoor Pool -Hot Tub - Elevator

Relax with the family at this peaceful retreat. Surfrider Siesta is a very comfortable, family friendly place to stay. Fully equipped with all the cooking essentials, washer & dryer unit within condo, WiFi and cable. Private beach access is 100 steps from the front door. The complex has three outdoor pools which are seasonal and a recreational building with a heated indoor pool open all year round. It also has sauna, hot tub, gym and changing rooms. Sorry no pets allowed in rentals as per HOA.

Guest favourite
A comfortable living area showcases a taupe sofa adorned with decorative pillows. A wicker chair offers additional seating, complemented by a round coffee table with light decor. A lamp stands beside the sofa, and a small plant adds a touch of greenery to the space.
Apartment in Carolina Beach
4.87 out of 5 average rating, 269 reviews

SeaScape-Top Floor Ocean Views & Dips in the Pool!

You'll love sipping coffee and watching the sunset from the front deck of this beautiful and much sought after 3rd floor ocean view condo with private pool and a beach access is just a short walk away. This NON-SMOKING condo includes, 2 flat screen SmartTVs, cable, & private WiFi. The kitchen contains all essential tool, a limited amount of spices/staples. There's also a Keurig with a variety of coffee pods for your enjoyment. The queen sofa bed sleeps 2 comfortably. No pets are allowed.

Top guest favourite
A spacious living area offers stunning ocean views through large glass sliding doors. A comfortable couch, accented with varied cushions, faces a red coffee table. Barstools line a counter, and overhead lighting provides a warm ambiance. Red curtains frame the scene.
Flat in Carolina Beach
4.96 out of 5 average rating, 195 reviews

Cowabungalow - Luxury Condo

This custom LUXURIOUS 1-bedroom oceanfront sleeps 4 w/pull-out couch and is completely NEW inside. This unit is oceanfront, 2nd story w/elevator, covered parking in a gated parking lot, and a fully stocked kitchen, park the car & never have to drive during your stay! Right on the CB boardwalk w/ many choices for ocean view restaurants, etc. Pet friendly with an additional $60 cleaning fee per pet and early check-in and late check-out fee $150 for each request w/ 2-day notice.

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.
Apartment 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.
Apartment 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.
Flat in Carolina Beach
4.93 out of 5 average rating, 141 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
Apartment 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!

Guest favourite
A dining table with white wooden chairs overlooks the ocean, set with a bottle of wine and two glasses. The scene is framed by an awning, with a clear view of the shoreline and bright blue sky adorned with fluffy clouds.
Flat in Carolina Beach
4.91 out of 5 average rating, 178 reviews

Take a Break at Shore Break!

Wake up to ocean views—and often dolphins 🐬—in this first-floor, oceanfront one-bedroom condo with the best seat in the house. Enjoy a king bed, fully stocked kitchen with granite counters, and stylish new furnishings. Relax on the large deck with outdoor dining and sweeping ocean views. Resort-style pool, picnic area, WiFi, coffee, beach chairs, linens, free parking, and on-site laundry included for an easy, relaxing stay by the sea.

Top guest favourite
Apartment in Carolina Beach
5 out of 5 average rating, 111 reviews

RARE FIND! Dog Beach. Ocean Views. Clean & Comfy.

Enjoy the magic of the Christmas season with crisp coastal air and ocean views from your porch daybed, or curl up by the fireplace with a warm drink as the tree glows nearby. Perfectly located on one of the Island’s most desirable stretches of sand—home to the only year-round dog-friendly beach—with easy beach access and the Pier just steps away, this peaceful oceanfront condo blends festive charm and comfort for a cozy holiday escape.

Top guest favourite
An expansive view captures the ocean and sandy beach from a private balcony. Gentle waves lap against the shore, while a glimpse of a pool area is visible just below. Sunlight illuminates the scene, enhancing the open and tranquil atmosphere.
Apartment in Kure Beach
4.99 out of 5 average rating, 195 reviews

Oceanfront Third Floor Condo w/pool (Riggings E-3)

Beautifully furnished top floor, end unit overlooking the ocean and pool. Watch the dolphins swim by 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. ** Maximum of THREE (3) adults**

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