Vacation 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.

1 of 1 pages1 / 1
Top guest favorite
Condo in Carolina Beach
4.96 out of 5 average rating, 206 reviews

The Tropical Palm-Ocean View, Pool, Heart of CB

Ocean-view condo just a short walk from the beach and downtown Carolina Beach! This entire 1-bedroom, 1.5-bath condo features a private balcony with ocean and fireworks views, a full kitchen, and comfortable living space. Sleeps 4 with a queen bed and queen pull-out sofa. Perfect for couples, small families, or a girls getaway. Walk to the beach, restaurants, and shops for an easy, relaxing stay. Pool opens Memorial Day Weekend Please no golf carts on the property, as they will be towed.

LocationFamilyBeach

Top guest favorite
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.
Apartment in Kure Beach
4.97 out of 5 average rating, 153 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.

LocationFamilyAmenities

Top guest favorite
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.
Condo in Kure Beach
4.98 out of 5 average rating, 121 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 ✨

LocationFamilyAmenities

Guest favorite
Condo in Carolina Beach
4.85 out of 5 average rating, 120 reviews

Cozy Oceanfront Surf Condo w/ Pool & Beach Access

Just RENOVATED! Conveniently located directly in front of its own private beach access, this simply elegant condo is just minutes from everything Carolina Beach has to offer. Enjoy the boardwalk, local restaurants, and the beach right outside your door. Captain’s Corner provides a place where you can relax and make lasting memories at Carolina Beach. There is a private beach access, private pool, and private outdoor shower located at the condo complex (Summer Season) along with free parking.

FamilyValueParking

Guest favorite
A front deck is showcased with two wooden chairs positioned for outdoor relaxation. The view includes neighboring houses and clear skies with wispy clouds, creating a serene atmosphere. Sunlight streams down from above, enhancing the inviting outdoor space.
Tiny home in Kure Beach
4.87 out of 5 average rating, 178 reviews

Hanby Hideaway*Cottages@Kure*Pool*Beach*Historic

Charming Renovated Cottage ● Pack lightly for this quaint (small) Studio upstairs tiny cottage with Front Deck ● Free Parking ●Outdoor pool for guests (Seasonal) ● 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!

FamilyLocationIndoor spaces

Superhost
A comfortable living area features a light-colored sofa and a single reclining chair beside a glass-topped, rustic coffee table. A large clock hangs on the wall, and light from a sliding glass door fills the space, revealing views of the ocean beyond.
Vacation home in Kure Beach
4.85 out of 5 average rating, 116 reviews

Kure Me Away, Rec center, In/Outdoor pools&hot tub

Forget your worries in this spacious and serene space. Newly renovated - Beautifully decorated and appointed. Well stocked gourmet kitchen with high quality appliances. Upper and lower balconies with plenty of seating. Private master bedroom balcony for awesome sunrises. Located at the quiet end of the island with much less crowded beaches, but still with easy access to dining and entertainment. Linens and towels (beds made) included. **Pase note**The fireplace is nonworking.

FamilyValueTV

Top guest favorite
Condo in Carolina Beach
4.98 out of 5 average rating, 390 reviews

Perfect Beachfront Location-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.

FamilyValueGetting around

Top guest favorite
A spacious living area features a comfortable sectional sofa facing a large window that offers ocean views. A ceiling fan adds to the airy atmosphere, while a wooden sideboard and round coffee table provide functional decor. Light enters from the sliding glass doors leading to the balcony.
Condo in Oak Island
4.99 out of 5 average rating, 229 reviews

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch renovations is just steps from the beach. Be swept away by the view of the rolling waves, whitecaps, and the OKI Pier as you relax and enjoy a beverage on the balcony. You will also be treated to a breathtaking sunset as the colors change each minute across the sky. Retire to the living room and rest your tired feet on a comfy sectional sofa as you interact with others in an aesthetically pleasing open floorplan setting.

LocationValueLayout

Top guest favorite
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.
Condo in Carolina Beach
4.92 out of 5 average rating, 149 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!

ValueFamilyNearby

Superhost
Home in Carolina Beach
4.9 out of 5 average rating, 135 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.

LocationValueWalkability

Superhost
Apartment in Carolina Beach
4.89 out of 5 average rating, 175 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.

ValueFamilyCleanliness

Guest favorite
A spacious living area is furnished with a gray sofa and a striped armchair. A light wooden coffee table sits in front, with a TV on a side table. Large glass doors provide access to a balcony, allowing natural light to fill the room.
Condo in Kure Beach
4.95 out of 5 average rating, 126 reviews

2Br, Beach Access-Indoor Heated Pool!

Welcome to Surfrider! 2bd and 2 bath, 2nd floor condo, with elevator access. Property is across the street to your private beach access. Enjoy an indoor heated pool - open year round( maintenance on Mar 23th-27th and Apr 14th-24th pool closed), sauna, outdoor pool (seasonal), fitness center, basketball court, shuffleboard, and playground. Internet, cable, and Roku. Short walk across the street to your private beach access. Quiet and family friendly.

LocationFamilyCheck-in

Popular amenities for Pleasure Island rentals with a pool

Destinations to explore