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, 182 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, 143 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
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, 150 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 favorite
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, 194 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.

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, 125 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 balcony view features a wooden table surrounded by white chairs, complemented by two orange adirondack chairs. The Atlantic Ocean can be seen in the background, with gentle waves meeting the sandy shore under a cloudy sky.
Condo in Carolina Beach
4.97 out of 5 average rating, 126 reviews

Beach Sol Oceanfront w/pool & private beach access

Welcome to Beach Sol at Sea Colony! This second floor condo offers all the comforts of home and an ocean view that will take your breath away! From the balcony, you can see spectacular sunrises, watch dolphins playing & pelicans in flight. During peak season you can enjoy a full fireworks display every Thursday night. Centrally located, it's a five minute walk to the Ocean Grill & Tiki Bar, and a short distance to the Carolina Beach Boardwalk, Kure Beach Pier & NC Aquarium at Fort Fisher.

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
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, 207 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.

Top 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, 196 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, 123 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.

Top guest favorite
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 out of 5 average rating, 190 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.

Top guest favorite
A spacious oceanfront deck is visible, featuring a dining table for four and two Adirondack chairs. The views extend to the beach and ocean, complemented by a clear blue sky. Lush grass and a pathway leading to the beach are also evident.
Home in Carolina Beach
4.98 out of 5 average rating, 141 reviews

After Dune Delight

Welcome to the After Dune Delight Condo where you can relax and unwind with amazing Beachfront views! A modern first level unit, with all the comforts of home and conveniently located close to shopping, dining, and nightlife in Carolina Beach. Includes private beach access, 2 covered parking spaces, pool, barbecue areas, and much more!

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