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Holiday rentals with a pool in Pleasure Island

Find and book unique homes with a pool on Airbnb

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 cozy living area is featured, showcasing a dark gray sofa paired with a natural wood side table. A woven pendant light hangs from the ceiling. Large windows provide a view of the ocean, while a fireplace adds charm to the space.
Apartment in Kure Beach
4.97 out of 5 average rating, 117 reviews

Oceanfront • Hot tub • Indoor Pool • Gym

👋🏼 Hi there! This has been my family’s happy place for years … where grandkids hunted seashells, mornings started with coffee and sunrise, and life just slowed down. We’re sharing it so your family can make those same memories, with all the little touches that make coastal trips easy & fun Your stay comes with a personal concierge- offering optional add-ons (beach setups, stocked fridges, and curated local experiences). ✨ We offer the most amenities in the area for an elevated experience ✨

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.
Apartment in Oak Island
4.99 out of 5 average rating, 211 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
An inviting living area features a comfortable brown sofa, complemented by a coffee table that holds a magazine. A modern kitchen area is visible, equipped with essential appliances and a wall-mounted television displaying a scenic beach view through large windows.
Tiny home in Kure Beach
4.91 out of 5 average rating, 117 reviews

Seabreeze Suite*Cottages@Kure*Pool*Beach*Historic

Charming Renovated Cottage w/ Community Pool ● Pack lightly for this quaint newly renovated one-bedroom cottage with fold-down sofa bed ● Outdoor pool for guests ● All the comforts of home; just perfect for a beach getaway for 2 ● One short block to the beach, Kure Beach Pier, restaurants and arcade are a quick stroll away ● Drive to Carolina Beach Boardwalk for famous Britt's doughnuts, Fort Fisher Museum, Aquarium and the Ferry that goes to Southport for an adventure you're sure to enjoy!

Top guest favourite
The view from the balcony reveals a serene pool area surrounded by lush landscaping and palm trees. A selection of lounge chairs is positioned around the pool, with vibrant blue umbrellas providing shade. In the background, the expansive ocean can be seen under a clear blue sky.
Apartment in Wrightsville Beach
4.93 out of 5 average rating, 167 reviews

Oceanfront Coastal Condo w/ Pool

Welcome to the charming Oceanfront Coastal Condo nestled in the heart of downtown Wrightsville Beach, just steps away from the gorgeous Atlantic Ocean & Intracoastal Waterway! This coastal retreat is the perfect beachside escape for you and your family/friends to create endless memories whether it's swimming in the sea, baking in the sun, relaxing by the luxurious pool, playing on the private tennis courts, or indulging in delicious culinary, local shops, live music, and fun nightlife!

Top guest favourite
Apartment in Carolina Beach
4.97 out of 5 average rating, 454 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.

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, 237 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.

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, 206 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
A cozy living area features a soft blue sofa adorned with white and textured pillows. A round pouf rests on a natural fiber rug, while a sleek kitchen with bar seating is visible in the background, highlighted by pendant lighting.
Apartment in Carolina Beach
4.92 out of 5 average rating, 144 reviews

Fully Renovated Beautiful Oceanfront 2 BR Condo

Come feel at home in our newly renovated and newly furnished oceanfront condo with beautiful 2nd floor views of the ocean from the master bedroom, living room, and deck. Extra detail was given to this unit so it would feel like home for families or couples. Only a relaxing 15 minute walk to the one of the highest rated boardwalks on the east cost! Includes access to the pool and two guest parking spaces. Beach access is just steps away. You'll love this place!

Superhost
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
4.9 out of 5 average rating, 132 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
4.92 out of 5 average rating, 170 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.

Top guest favourite
A three-story pink building showcases a coastal design, with white railings adorning each balcony. Palm trees and greenery surround the base, complementing the beachside atmosphere. The ocean is visible in the background, enhancing the inviting setting near the shoreline.
Apartment in Carolina Beach
4.9 out of 5 average rating, 495 reviews

Ocean View! No Pet Fee! Come Relax @ The Escape CB

PET FRIENDLY Book your VACATION NOW! BRAND NEW CONDO WITH OCEAN VIEW BALCONY! Just cross the street and you are on the beach! Your perfect beach vacation begins here! Fully renovated and professionally decorated 1 bedroom, 1.5 bath condo provides everything you need for a relaxing vacation. Newly provisioned with a gorgeous, well stocked kitchen with stainless steel appliances, fresh linens, beach towels and chairs, on site laundry, Wifi, and Smart TV.

Guest favourite
An aerial view captures the coastline with its expansive sandy beach and rolling waves. The condo building is visible in the foreground, alongside a shared pool and surrounding greenery. Main roads are lined with parked cars, leading to nearby establishments.
Apartment in Carolina Beach
4.78 out of 5 average rating, 184 reviews

Carolina Beach Condo w/ Pool, Parking & Sleeps 6

Your beach home is waiting! Come enjoy your much deserved time at this adorable condo on the first row behind beach front. 1 Queen Bed 2 Twin (bunk bed) 1 Queen Sofa Bed Fully Equipped Kitchen Washer & Dryer 2 Balconies (one off living room and one off the master suite) 2 Smart TVs (Bring your binge!) Highspeed WiFi Spa Quality Shampoo, Conditioner, and body wash 1 Unforgettable Stay : )

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