
Holiday rentals with a pool in Pleasure Island
Find and book unique homes with a pool on Airbnb
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.

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, everything you love about Spring Break - scenery, convenience, and laid-back island charm is right here.

Oceanfront Condo, Spacious Private Deck & Pool!
Welcome to The Endless Summer CB Condo! Whether you're visiting Carolina Beach as a couple, with family, or a group of friends, The Endless Summer CB is your perfect oceanfront paradise! The home has been designed with all of our guests' comfort in mind. Enjoy breathtaking views from your spacious patio or the miles of pristine coastline just steps away with a private beach access. Minutes to downtown CB, the Boardwalk, restaurants, and more! >>Check us out on Instagram! @theendlesssummerCB

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS
This OCEANFRONT penthouse, on the Carolina Beach Boardwalk, is the perfect beach vacation home - offering a unique combination of a truly prime location and amenity-rich accommodations. Walking distance to everything, with an elevator and pool! INCREDIBLE, unimpaired 180 degree views of the beach & Atlantic Ocean, with huge windows; you can see for miles. Breathtaking sunrises & sunsets. Ocean and marina/city views from ALL living spaces. Watch Fireworks from the balcony during the summer.

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.

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.

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!

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.

The Great Wave
Welcome to The Great Wave! This beautifully updated, 2 bed/2 bath 4th level condo (no elevator) has stunning ocean AND marina views and comes fully equipped with all of your basic essentials for a great vacation. Carolina Beach has activities for everyone, no matter the time of year, and this condo is located just a few feet away from it all! Includes two parking spots, seasonal pool, convenient beach access, and much more!

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**

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.

Oceanfront with Pool! 2 King Beds! Beach Gear!
Spacious 2 bedroom, 2 bath, first floor unit provides beach access with an Ocean facing deck. 2 King beds plus a queen pull-out couch. Close to restaurants, boardwalk, and other local attractions! Take a dip in the pool or savor the sand between your toes, your experience here will undoubtedly call you back.
Popular amenities for Pleasure Island rentals with a pool
House rentals with a pool

Modern Bungalow with Pool in Midtown

After Dune Delight

Mermaid Retreat* Private Pool* Pet Friendly

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

Scenic Getaway with Pool & Hot Tub

Home with Salt water pool and bamboo garden view

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

Private Heated Pool, 4 mins to Beach, King Beds
Condo rentals with a pool

The Gathering Place Condo w/ Ocean Views & Pool

Coastal Escapes Luxury 3 bdrm Oceanfront Condo

Once Upon A Tide! 1st Floor Condo with Ocean View.

Carolina Beach Cabana Boardwalk and Beach Condo

Pool!

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

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

Stones Throw to downtown Southport
Other holiday rentals with a pool

Cozy BHI Condo - Community Pool and BHI Club

Gorgeous 4 BR with Ocean Views & Pool

"The Kure All" Oceanfront Bliss

Amazing Location at Island Time is the Best Time!

Sea-clusion: A ground floor beach front condo

Seaside Vista! Oceanfront condo w/ heated pool

Tranquil Tides Condo- Carolina Beach Pet Friendly!

Walk to Beach • Pool • Elevator • Golf Cart Add-On
Destinations to explore
- Augusta Holiday rentals
- Western North Carolina Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Savannah Holiday rentals
- Hilton Head Island Holiday rentals
- Cape Fear River Holiday rentals
- Rappahannock River Holiday rentals
- James River Holiday rentals
- Asheville Holiday rentals
- Rentals with outdoor seating Pleasure Island
- Cottage rentals Pleasure Island
- Hotel rooms Pleasure Island
- Rentals with a washing machine and dryer Pleasure Island
- Rentals with a fire pit Pleasure Island
- Rentals with a hot tub Pleasure Island
- Fitness-friendly rentals Pleasure Island
- Townhouse rentals Pleasure Island
- Beachfront rentals Pleasure Island
- Rentals with a kayak Pleasure Island
- Rentals with a patio Pleasure Island
- Rentals with a fireplace Pleasure Island
- Condo rentals Pleasure Island
- House rentals Pleasure Island
- Rentals with an EV charger Pleasure Island
- Waterfront rentals Pleasure Island
- Rentals with lake access Pleasure Island
- Private suite rentals Pleasure Island
- Apartment rentals Pleasure Island
- Rentals with beach access Pleasure Island
- Rentals with a sauna Pleasure Island
- Pet-friendly rentals Pleasure Island
- Family-friendly rentals Pleasure Island
- 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
- Fort Fisher State Historic Site
- Fort Fisher State Recreation Area
- Bellamy Mansion Museum
- Battleship North Carolina
- St James Properties
- Wilmington Riverwalk




