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
Condo in Carolina Beach
4.96 out of 5 average rating, 211 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.

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A modern open-plan living area includes a navy blue sofa with decorative pillows, complementing a light wooden dining table and chairs. Bright white kitchen appliances are visible, along with a cozy rug that adds warmth to the space. Natural light streams in through nearby windows.
Cottage in Kure Beach
4.86 out of 5 average rating, 111 reviews

Kure Cabana*Cottages@Kure*Ocean View*Pool*Historic

Charming Renovated Cottage w/ Community Pool ● Pack lightly for this quaint newly renovated 3-bedroom cottage with Front Porch ● Free Parking ●Outdoor pool for guests ● All the comforts of home; just perfect for a beach getaway for 4 ● 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 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, 157 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.

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.
Condo in Kure Beach
4.98 out of 5 average rating, 124 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.
Condo in Oak Island
4.99 out of 5 average rating, 220 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 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.
Condo in Carolina Beach
5.0 out of 5 average rating, 131 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
A modern kitchen is highlighted by two textured pendant lights above a light-colored countertop. A small potted orchid adds a touch of nature, while a fireplace and decorative lanterns are visible in the background, complementing the inviting atmosphere.
Condo in Carolina Beach
5.0 out of 5 average rating, 122 reviews

Finns Up- Dog Beach. Ocean Views. Clean & Comfy!

Wake up to sweeping ocean views at Finn’s Up, your perfect Pet-Friendly, Carolina Beach escape. Ideally located beside the North End Pier, this bright, beautifully designed two-bedroom condo invites you to start your day with coffee on the porch daybed, then step straight into sun-filled beach days and relaxing coastal evenings. Just steps from the island’s only year-round dog-friendly beach makes this a perfect getaway destination for the entire family. A Salt And Linen Stays property.

Top Guest favourite
Condo in Carolina Beach
4.98 out of 5 average rating, 395 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.

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.
Apartment in Carolina Beach
4.95 out of 5 average rating, 251 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
Apartment in Carolina Beach
4.89 out of 5 average rating, 180 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
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.
Condo in Kure Beach
4.99 out of 5 average rating, 224 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**

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
5.0 out of 5 average rating, 207 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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