
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.

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

Oceanfront • Hot tub • Indoor Pool • Aquarium
👋🏼 Hi there! This has been my family’s happy place for years … where grandkids hunted seashells, mornings started with coffee and sunrise, and life just slowed down. We’re sharing it so your family can make those same memories, with all the little touches that make coastal trips easy & fun Your stay comes with a personal concierge- offering optional add-ons (beach setups, stocked fridges, and curated local experiences). ✨ We offer the most amenities in the area for an elevated experience ✨

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.

Cozy Oceanfront Surf Condo w/ Pool & Beach Access
Just RENOVATED! Conveniently located directly in front of its own private beach access, this simply elegant condo is just minutes from everything Carolina Beach has to offer. Enjoy the boardwalk, local restaurants, and the beach right outside your door. Captain’s Corner provides a place where you can relax and make lasting memories at Carolina Beach. There is a private beach access, private pool, and private outdoor shower located at the condo complex (Summer Season) along with free parking.

Hanby Hideaway*Cottages@Kure*Pool*Beach*Historic
Charming Renovated Cottage ● Pack lightly for this quaint (small) Studio upstairs tiny cottage with Front Deck ● Free Parking ●Outdoor pool for guests (Seasonal) ● 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!

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.

Amazing Ocean Views!
First Floor beach retreat with fantastic ocean views. Enjoy your morning coffee or afternoon cocktail from one of the two balconies. Catch the sunrise from your bed or get up and take a stroll along the beach. Condo has been recently updated with modern appliances, including stainless steel refrigerator, stove/oven, microwave and gorgeous as spa like bathrooms. Beach chairs all supplied. Guests who brings pets will be charged $25 per pet and this is non-refundable.

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

Mermaid Retreat* Private Pool* Pet Friendly

Ocean Front Condo at Kure Beach The Pink Ruby

Pelican’s Rest - King beds - Pool - Family Games

Home with Salt water pool and bamboo garden view

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

Spacious Coastal Stay 4Mi to Beach, King Suite

Captain’s Watch Home

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

Beach Sol Oceanfront w/pool & private beach access

Oceanfront Serenity - Best Pool/View - King Bed

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

Carolina Beach Condo w/ Pool, Parking & Sleeps 6

Stones Throw to downtown Southport

Island Escape-3 Min to Beach/Boardwalk

Dune Our Thing! With an amazing view!

The Serene at Carolina Beach
Other holiday rentals with a pool

The Waterway Treehouse @ Wrightsville Beach

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

Twisted Oak Tides - Oceanfront Escape

Maota Ile Same - Castle By Sea

Oceanfront 3BR condo with pool, dogs welcome

Vacation Condo in Kure Beach! The Riggings I1

Pool House Cabana with Jacuzzi

5 blocks to Beach | Pickleball | Pets | Firepit
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- Rentals with pools New Hanover County
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- Rentals with pools United States
- 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
- Fort Fisher State Recreation Area
- Freeman Park
- Wilmington Riverwalk
- Soundside Park
- Fort Fisher State Historic Site
- Greenfield Park
- St James Properties
- Tidewater Golf Club





