
Holiday rentals with a pool in Pleasure Island
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Top-rated rentals with a pool in Pleasure Island
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Oceanfront • Hot tub • Indoor Pool • Gym
👋🏼 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.

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!

Oceanfront Coastal Condo w/ Pool
Welcome to the charming Oceanfront Coastal Condo nestled in the heart of downtown Wrightsville Beach, just steps away from the gorgeous Atlantic Ocean & Intracoastal Waterway! This coastal retreat is the perfect beachside escape for you and your family/friends to create endless memories whether it's swimming in the sea, baking in the sun, relaxing by the luxurious pool, playing on the private tennis courts, or indulging in delicious culinary, local shops, live music, and fun nightlife!

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.

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.

Fully Renovated Beautiful Oceanfront 2 BR Condo
Come feel at home in our newly renovated and newly furnished oceanfront condo with beautiful 2nd floor views of the ocean from the master bedroom, living room, and deck. Extra detail was given to this unit so it would feel like home for families or couples. Only a relaxing 15 minute walk to the one of the highest rated boardwalks on the east cost! Includes access to the pool and two guest parking spaces. Beach access is just steps away. You'll love this place!

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.

Ocean View! No Pet Fee! Come Relax @ The Escape CB
PET FRIENDLY Book your VACATION NOW! BRAND NEW CONDO WITH OCEAN VIEW BALCONY! Just cross the street and you are on the beach! Your perfect beach vacation begins here! Fully renovated and professionally decorated 1 bedroom, 1.5 bath condo provides everything you need for a relaxing vacation. Newly provisioned with a gorgeous, well stocked kitchen with stainless steel appliances, fresh linens, beach towels and chairs, on site laundry, Wifi, and Smart TV.

Carolina Beach Condo w/ Pool, Parking & Sleeps 6
Your beach home is waiting! Come enjoy your much deserved time at this adorable condo on the first row behind beach front. 1 Queen Bed 2 Twin (bunk bed) 1 Queen Sofa Bed Fully Equipped Kitchen Washer & Dryer 2 Balconies (one off living room and one off the master suite) 2 Smart TVs (Bring your binge!) Highspeed WiFi Spa Quality Shampoo, Conditioner, and body wash 1 Unforgettable Stay : )
Popular amenities for Pleasure Island rentals with a pool
House rentals with a pool

"Saltwater Escape: 5BR Fun & Pool Paradise"

After Dune Delight

Mermaid Retreat* Private Pool* Pet Friendly

Beach Bum Rest & Relax (With Salt Pool)

Home with Salt water pool and bamboo garden view

Spacious Coastal Stay | Games, Hot Tub, King Suite

Captain’s Watch Home

POOL HAUS- 5 Bedroom Home Minutes to Beach
Apartment rentals with a pool

Oceanfront End Unit Condo with Pool (Riggings D-2)

Newly Renovated Panoramic OCEANFRONT Views

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

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

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

A Wave From It All - Carolina Beach Condo

Cozy Oceanfront Surf Condo w/ Pool & Beach Access

Oceanfront Condo, Spacious Private Deck & Pool!
Other holiday rentals with a pool

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

Take a Break at Shore Break!

Oceanfront balcony views | pool & beach access

Oceanfront 3BR at Salt & Light

Sea View Villa~Ocean Front~Newly Renovated~Pool

Steps to Beach | Ocean View + Pool + Balcony

Oceanfront 2BR Designer | Pool | Lift | EV

The Blue Pearl
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- Rentals with pools New Hanover County
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- Rentals with pools United States
- Wrightsville Beach, NC
- Carolina Beach Boardwalk
- Cherry Grove Point
- Kure Beach Pier
- Wrightsville Beach
- Cherry Grove Fishing Pier
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- University of North Carolina Wilmington
- Carolina Beach Lake Park
- Wilmington Riverwalk
- Carolina Beach State Park
- Jungle Rapids Family Fun Park
- Bird Island
- Airlie Gardens
- Fort Fisher State Historic Site
- St James Properties
- Soundside Park
- Fort Fisher State Recreation Area
- Freeman Park
- Oak Island Lighthouse
- Greenfield Park
- Johnnie Mercer's Fishing Pier
- Long Leaf Park





