
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.

Private Pool House with Hot Tub!
Luxury experience in a beautiful setting. Tucked behind the main house, this private guest cottage is located in the heart of Carolina Beach, within walking/biking of the beach and boardwalk. 5 blocks from the ocean/public beach access. Short walk or bike to state park, tennis courts, greenway, shops and restaurants. The home features a beautifully landscaped private outdoor covered lounging and dining area with fans, fire pit and Smart TV. Newly added private hot tub and expanded grill area.

Kure Cabana*Cottages@Kure*Ocean View*Pool*Historic
Charming Renovated Cottage w/ Community Pool ● Pack lightly for this quaint newly renovated 3-bedroom cottage with Front Porch ● Free Parking ●Outdoor pool for guests ● All the comforts of home; just perfect for a beach getaway for 4 ● 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!

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

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!

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.

Cowabungalow - Luxury Condo
This custom LUXURIOUS 1-bedroom oceanfront sleeps 4 w/pull-out couch and is completely NEW inside. This unit is oceanfront, 2nd story w/elevator, covered parking in a gated parking lot, and a fully stocked kitchen, park the car & never have to drive during your stay! Right on the CB boardwalk w/ many choices for ocean view restaurants, etc. Pet friendly with an additional $60 cleaning fee per pet and early check-in and late check-out fee $150 for each request w/ 2-day notice.

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.

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.

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.

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**

Oceanfront Serenity - Best Pool/View - King Bed
★ We’ve been Airbnb Superhosts for 10 consecutive years, with over 1,000 glowing reviews ★ Linens and towels are included for your stay ★ In-unit washer and dryer for your convenience ★ Seasonal pool access – open from mid-April to mid-October ★ We offer two oceanfront units in beautiful Carolina Beach ★ Enjoy private beach access just steps from your door
Popular amenities for Pleasure Island rentals with a pool
House rentals with a pool

Modern Bungalow with Pool in Midtown

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

Mermaid Retreat* Private Pool* Pet Friendly

Ocean Front Condo at Kure Beach The Pink Ruby

Home with Salt water pool and bamboo garden view

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

Captain’s Watch Home

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

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

SeaScape-Top Floor Ocean Views & Dips in the Pool!

Ocean front, 1 bedroom condo w/ pool, Reef Relief

Newly Renovated Panoramic OCEANFRONT Views

SoulSide - Oceanfront Condo in Wrightsville Beach

Island Escape-3 Min to Beach/Boardwalk

Amazing Ocean Views!

Dune Our Thing! With an amazing view!
Other vacation rentals with a pool

Seaside Sunrise Sanctuary

The Waterway Treehouse @ Wrightsville Beach

Lime Tide Retreat-Oceanfront Stay w/ Pool & Views!

Twisted Oak Tides - Oceanfront Escape

The Blue Pearl

Oceanfront 3BR with Pool Near Boardwalk

Vacation Condo in Kure Beach! The Riggings I1

Salt & Sky-Oceanfront PH w/Roof Deck-Pool-King Bed
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- Carolina Beach Boardwalk
- Wrightsville Beach, NC
- Cherry Grove Point
- Kure Beach Pier
- Wrightsville Beach
- Cherry Grove Fishing Pier
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- Carolina Beach Lake Park
- University of North Carolina Wilmington
- North Myrtle Beach Park & Sports Complex
- Jungle Rapids Family Fun Park
- Carolina Beach State Park
- Airlie Gardens
- Bird Island
- Oak Island Lighthouse
- Freeman Park
- Fort Fisher State Recreation Area
- Soundside Park
- Wilmington Riverwalk
- Fort Fisher State Historic Site
- Tidewater Golf Club
- St James Properties
- Greenfield Park





