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
Apartment in Carolina Beach
4.96 out of 5 average rating, 185 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.

Top guest favourite
A spacious home is seen from above, featuring a private pool in the foreground and serene pond views beyond. Surrounding gardens provide a natural setting, while lush trees frame the landscape, creating a peaceful atmosphere.
Home in Wilmington
4.9 out of 5 average rating, 148 reviews

River Road Retreat - Heated Private Pool, Pond, Fi

Private pool, pond views, gardens, and a 10 minute drive to the beach! This home backs up to a nature preserve. Relax by the pool and tiki bar area watching TV or enjoying music. Pool Heater: Our pool is open and maintained year round. The pool heater can reliably generate heat as long as the outside temperatures are above 50 degrees which will generally be from March to November, however in our area it is not unusual for us to have warm days at any time of year. Many vacation rental propert

Top guest favourite
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.
Apartment in Carolina Beach
4.99 out of 5 average rating, 153 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 favourite
Apartment in Kure Beach
4.97 out of 5 average rating, 109 reviews

Oceanfront • Hot tub • Indoor Pool • Aquarium

👋🏼 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 ✨

Guest favourite
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
4.86 out of 5 average rating, 159 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!

Top guest favourite
A serene view of the ocean stretches across the horizon, with gentle waves meeting the sandy shore. A fishing pier extends into the water, while various individuals enjoy the beach. A few beach chairs are arranged on the sand, depicting a relaxed coastal atmosphere.
Apartment in Carolina Beach
5 out of 5 average rating, 121 reviews

Light-filled/Beach-Ocean views/Top floor condo

Top Floor Bright Airy condo. No carpet. Perched ocean, beach/park views front patio, marsh back balcony, surfer’s paradise, wave sounds, cotton bed linens, bath towels. Beach chairs. Stocked kitchen. Self check-in. North island privacy by entrance to Freeman Park/across Carolina Beach Pier&Tiki/1.5 mi bike/drive/walk to center of town. Steps to ocean, pool set in marsh, grilling stations/picnic tables. Washer/dryer. King bed+sofa bed. Peace. 4 guests max. No smoking. No pets. Come relax!

Top guest favourite
Apartment in Carolina Beach
4.98 out of 5 average rating, 372 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.

Superhost
A view from the balcony captures a sandy road leading to the beach, with parked vehicles facing the water. The ocean glimmers in the distance under a partly cloudy sky, while surrounding buildings add to the coastal atmosphere.
Apartment in Carolina Beach
4.82 out of 5 average rating, 297 reviews

Amazing Ocean Views!

First Floor beach retreat with fantastic ocean views. Enjoy your morning coffee or afternoon cocktail from one of the two balconies. Catch the sunrise from your bed or get up and take a stroll along the beach. Condo has been recently updated with modern appliances, including stainless steel refrigerator, stove/oven, microwave and gorgeous as spa like bathrooms. Beach chairs all supplied. Guests who brings pets will be charged $25 per pet and this is non-refundable.

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, 127 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, 160 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 living area is visible, featuring a comfortable sofa and a large TV mounted on the wall. Natural light floods in through sliding glass doors, providing a view of the ocean. A dining table is situated on a balcony, where outdoor seating can also be seen.
Flat in Carolina Beach
4.97 out of 5 average rating, 123 reviews

Updated beachfront condo with stunning views!

Come relax at this peaceful beachfront oasis. This 1 bedroom, 1 bathroom condo is located in popular Sea Colony at Carolina Beach. An additional bunk and pull-out sofa make this the perfect spot for the whole family. Great location within walking distance to many local restaurants and shops. Located on the top floor with no neighbors above you make this unit very quiet and private. No elevator in this building.

Top guest favourite
A private balcony features two tall black chairs and a white table, providing a seating area with unobstructed ocean views. The calm sea gently laps against the shore, while a clear blue sky stretches overhead, creating an expansive, tranquil atmosphere.
Apartment in Kure Beach
4.98 out of 5 average rating, 143 reviews

Oceanfront End Unit Condo with Pool (Riggings D-2)

Newly renovated end unit second floor condo directly on the ocean! Nothing was spared in this renovation. You just don’t get closer than this. 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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