
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.

Oceanfront 1 bedroom condo with pool
Relax at our ocean front condo close to the best of Carolina Beach but far enough from the hustle to enjoy the quiet and amazing views! Walk south to enjoy shopping, restaurants, music and entertainment at our family friendly boardwalk. Or walk north to fish and grab a drink at the pier. Bring your bikes, golf cart, as well as beach and pool toys and store them in the unit’s garage. Pull out sofa bed in lvng room allows you to accommodate up to 4 guests. Come make memories at our beautiful CB.

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.

Carla's Cabana ~ Oceanfront, Balcony w/view & Pool
Carla's Cabana is a top floor condo in the sought after Sea Colony complex with it's beautiful pool, outdoor grill and green space area. Enjoy your morning coffee sitting on the spacious deck overlooking the gorgeous sunrise listening to the rolling waves. The unit boasts an open floor plan with a King bed in the master, 2 twin bunks in the "cozy corner" alcove, and a Queen sofa bed. Full kitchen and dining table, washer/dryer in unit, all of the necessities for your perfect beach vacation!

Seabreeze Suite*Cottages@Kure*Pool*Beach*Historic
Charming Renovated Cottage w/ Community Pool ● Pack lightly for this quaint newly renovated one-bedroom cottage with fold-down sofa bed ● 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!

SeaScape-Top Floor Ocean Views & Dips in the Pool!
You'll love sipping coffee and watching the sunset from the front deck of this beautiful and much sought after 3rd floor ocean view condo with private pool and a beach access is just a short walk away. This NON-SMOKING condo includes, 2 flat screen SmartTVs, cable, & private WiFi. The kitchen contains all essential tool, a limited amount of spices/staples. There's also a Keurig with a variety of coffee pods for your enjoyment. The queen sofa bed sleeps 2 comfortably. No pets are allowed.

Coastal Retreat
Enjoy the Carolina Coast, hear the waves, feel the sun on your face, and soak it all in at this top floor flat with ocean views. Steps away from the North Pier, High Tide Lounge and Tiki Bar, Freeman Park, and great coffee at the North End Café. Relax with a glass of wine on the balcony as the sun goes down. The abundant wildlife and marsh views from the back balcony are stunning. Stroll along the beach or sun yourself by the pool and leave our quaint island home feeling refreshed.

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.

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.

Take a Break at Shore Break!
Wake up to ocean views—and often dolphins 🐬—in this first-floor, oceanfront one-bedroom condo with the best seat in the house. Enjoy a king bed, fully stocked kitchen with granite counters, and stylish new furnishings. Relax on the large deck with outdoor dining and sweeping ocean views. Resort-style pool, picnic area, WiFi, coffee, beach chairs, linens, free parking, and on-site laundry included for an easy, relaxing stay by the sea.

Finns Up- Dog Beach. Ocean Views. Clean & Comfy!
Enjoy the magic of the Christmas season with crisp coastal air and ocean views from your porch daybed, or curl up by the fireplace with a warm drink as the tree glows nearby. Perfectly located on one of the Island’s most desirable stretches of sand—home to the only year-round dog-friendly beach—with easy beach access and the Pier just steps away, this peaceful oceanfront condo blends festive charm and comfort for a cozy holiday escape.

Oceanfront Ground Floor Condo w/pool Riggings D-1
Ground floor, end unit directly on the ocean! You just don’t get closer than this. Watch the sunrise 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**

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.
Popular amenities for Pleasure Island rentals with a pool
House rentals with a pool

Modern Bungalow with Pool in Midtown

Mermaid Retreat* Private Pool* Pet Friendly

The Oasis - Heated POOL - Tiki Bar - Beach Life!

5BR*Dbl. Master*1 Block to Beach* GAMEROOM* Yaupon

Home with Salt water pool and bamboo garden view

Brand new 2B/2B oceanfront condo

Private Heated Pool, 4 mins to Beach, King Beds

BIG DECK! Tiki Bar! Oceanfront Pool! Elevator!
Apartment rentals with a pool

BEACHFRONT w/ pool, near boardwalk, amazing views!

Morning brew with an ocean view

Beach Sol Oceanfront w/pool & private beach access

Shell of a Vibe Beach Condo - Oceanfront and Chill

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

Ocean Front, Top Floor Unit- Carolina Beach

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

Amazing Ocean Views!
Other holiday rentals with a pool

Seaside Sunrise Sanctuary

Luxury OceanFront condo with pool and bunk beds!

Gorgeous 4 BR with Ocean Views & Pool

Amazing Location at Island Time is the Best Time!

Seaside Vista! Oceanfront condo w/ heated pool

The Hamlet House-pool/fenced yard/pet friendly.

North Shore Condo w/ Direct Ocean View

Newly Renovated Ocean Front luxury condo w/ pool
Destinations to explore
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- Rentals with pools New Hanover County
- Rentals with pools North Carolina
- Rentals with pools United States
- Carolina Beach Boardwalk
- Wrightsville Beach, NC
- Cherry Grove Point
- North Carolina Aquarium at Fort Fisher
- Wrightsville Beach
- Cherry Grove Fishing Pier
- Surf City Pier
- Jungle Rapids Family Fun Park
- Carolina Beach Lake Park
- Airlie Gardens
- Oak Island Lighthouse
- Carolina Beach State Park
- Bird Island
- University of North Carolina Wilmington
- Freeman Park
- Soundside Park
- La Belle Amie Vineyard
- Wilson Center At Cape Fear Community College
- St James Properties
- Wilmington Riverwalk
- Battleship North Carolina
- Kure Beach Pier
- Bellamy Mansion Museum
- North Myrtle Beach Park & Sports Complex




