
Vacation 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.

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.

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

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.

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.

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!

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.

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!

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.

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.

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.

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.

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

Oceanfront End-Unit 1st FLR w/pool Shamrock Sands

Luxury Oasis - Pool, Jacuzzi, Golf Cart!

Pelican’s Rest | Oceanview + Pool + Walk to Beach

Scenic Getaway with Pool & Hot Tub

Heated Pool, Bowling, Pool Table, 2 Min to Sand

Captain’s Watch Home

Private Heated Pool, 4 mins to Beach, King Beds

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

Ocean View! No Pet Fee! Come Relax @ The Escape CB

Carolina Beach Condo w/ Pool, Parking & Sleeps 6

It's All About The View!

Oceanfront, Views, Pool, Location!

Just Steps To The Beach

Escape to the Cape On the Gorgeous SPT Waterfront

Spectacular * Oceanfront Condo - Once Upon A Tide

Oceanfront Condo with pool. Walk to boardwalk.
Other vacation rentals with a pool

The Waterway Treehouse @ Wrightsville Beach

Oceanfront Gem: Balcony, Views, Beach Access, Pool

Oceanfront 3BR at Salt & Light

Twisted Oak Tides - Oceanfront Escape

NEW Oceanfront Corner Unit with Pool on Boardwalk

Oceanfront Oasis

5 blocks to Beach | Pickleball | Pets | Firepit

North Shore Condo w/ Direct Ocean View
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- Rentals with pools New Hanover County
- Rentals with pools North Carolina
- Rentals with pools United States
- Carolina Beach Boardwalk
- Cherry Grove Point
- Kure Beach Pier
- 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
- University of North Carolina Wilmington
- Wrightsville Beach, NC
- Bird Island
- Carolina Beach State Park
- Oak Island Lighthouse
- Freeman Park
- Fort Fisher State Historic Site
- Soundside Park
- La Belle Amie Vineyard
- North Myrtle Beach Park & Sports Complex
- Wilmington Riverwalk
- Fort Fisher State Recreation Area
- Wilson Center At Cape Fear Community College
- Battleship North Carolina




