Vacation 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 favorite
Condo in Carolina Beach
4.96 out of 5 average rating, 184 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.

Guest favorite
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, 147 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 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
4.98 out of 5 average rating, 133 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 favorite
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.
Condo in Carolina Beach
4.99 out of 5 average rating, 151 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.

Guest favorite
A charming cottage exterior is framed by a palm tree and tropical plants, set against a clear blue sky. The path is lined with gravel, leading to a welcoming porch with large windows. Nearby structures are visible, indicating a cozy community atmosphere.
Tiny home in Kure Beach
4.84 out of 5 average rating, 127 reviews

Fort Fisher Flat*Cottages@Kure*Pool*Beach*Historic

Charming Renovated Cottage w/ Community Pool ● Pack lightly for this quaint newly renovated one-bedroom cottage with porch only 300 sq ft ● 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 favorite
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 out of 5 average rating, 118 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 favorite
Condo in Carolina Beach
4.97 out of 5 average rating, 437 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.

Guest favorite
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.
Condo in Kure Beach
4.97 out of 5 average rating, 198 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 favorite
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, 125 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 favorite
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.
Apartment in Carolina Beach
4.93 out of 5 average rating, 157 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.

Superhost
Condo in Carolina Beach
4.86 out of 5 average rating, 359 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 favorite
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.
Apartment in Carolina Beach
4.97 out of 5 average rating, 122 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.

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