
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.

Spectacular Views! - ON The Beach w/Access
Step out on the deck to take in the view! This oceanfront 2nd flr 1 bdrm condo located in a quiet part of Carolina Beach.You will be right on the beach, both the bedroom and living room are ocean facing. Furnished with all the comforts, so just kick back, relax & enjoy being right on the beach. The living room offers a sofa bed TV w/cable & wifi so you can work or relax. Don't miss the sunrise on the large deck chairs, & a perfect place to watch the evening with a glass of wine. Watch the.......
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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.
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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 ✨
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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!
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Carla's Cabana ~ Oceanfront, Balcony w/view & Pool
Carla's Cabana is a top floor condo in the sought after Sea Colony complex with it's beautiful pool, outdoor grill and green space area. Enjoy your morning coffee sitting on the spacious deck overlooking the gorgeous sunrise listening to the rolling waves. The unit boasts an open floor plan with a King bed in the master, 2 twin bunks in the "cozy corner" alcove, and a Queen sofa bed. Full kitchen and dining table, washer/dryer in unit, all of the necessities for your perfect beach vacation!
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OCEAN SOUNDS - UNIT 2106 OCEAN DUNES
Charming 3 bed, 2 bath top level, ocean-front condo. Enjoy your coffee (or mimosas) on the oversized deck, soaking up the sun and taking in all that this private beach has to offer. For a closer look at the dolphins swimming by or the fisherman’s daily catch, you’re just a short walk to the sand from your door. Spend your days at the beach and your nights being soothed to sleep by the sound of the waves from your home. No matter the time of day or year, let Ocean Sounds calm you.
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Kure Me Away, Rec center, In/Outdoor pools&hot tub
Forget your worries in this spacious and serene space. Newly renovated - Beautifully decorated and appointed. Well stocked gourmet kitchen with high quality appliances. Upper and lower balconies with plenty of seating. Private master bedroom balcony for awesome sunrises. Located at the quiet end of the island with much less crowded beaches, but still with easy access to dining and entertainment. Linens and towels (beds made) included. **Pase note**The fireplace is nonworking.
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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.
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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.
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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!
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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.
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Beach Getaway
Enjoy a stylish modern experience at this centrally-located beachfront condo. Just a quick walk to all of the restaraunts and shops in Carolina Beach! The space includes two bedrooms with king size beds and a pull out couch for extra sleeping space. The top floor deck, with unbelievable ocean views, makes the perfect space for morning coffee or a great dinner made in the fully stocked kitchen.
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Popular amenities for Pleasure Island rentals with a pool
House rentals with a pool

Mermaid Retreat* Private Pool* Pet Friendly
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Dog-friendly Home w Pool - 2 min walk to Beach!
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Private Heated Pool | 4 Min to Beach | King Beds
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Captain’s Watch Home
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Luxury Oasis - Pool, Jacuzzi, Golf Cart!
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Carolina's Perfection: Heated Pool w/ Rooftop Spa
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Ocean Front Condo at Kure Beach The Pink Ruby
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All I want is….this Christmas house~
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Condo rentals with a pool

Finns Up- Dog Beach. Ocean Views. Clean & Comfy!
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*Updated* Oceanfront Condo w/ Pool & Large Deck
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The Tropical Palm-Ocean View, Pool, Heart of CB
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Surf Shack! Carolina Beach Amazing Location!
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Newly Renovated Panoramic OCEANFRONT Views
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Oceanfront Third Floor Condo w/pool (Riggings E-3)
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Ocean Front, Top Floor Unit- Carolina Beach
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BEACHFRONT w/ pool, near boardwalk, amazing views!
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Other holiday rentals with a pool

Ocean Front-Beach Walk-Pool-HotTub-Tennis-Gym-Fish
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5 blocks to Beach | Pickleball | Pets | Firepit
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Sunrise Tides on Kure Beach
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Oceanfront 3BR | Massive Private Deck | Sleeps 10
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Twisted Oak Tides - Oceanfront Escape
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*New* Oceanfront & on the Boardwalk l Dolphin Gaze
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Luxury Oceanfront Penthouse Condo with Pool
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Oceanfront balcony views | pool & beach access
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Destinations to explore
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- Wrightsville Beach, NC
- Carolina Beach Boardwalk
- Cherry Grove Point
- Wrightsville Beach
- Kure Beach Pier
- North Carolina Aquarium at Fort Fisher
- Cherry Grove Fishing Pier
- University of North Carolina Wilmington
- Wilmington Riverwalk
- Surf City Pier
- Carolina Beach Lake Park
- Carolina Beach State Park
- Bird Island
- Jungle Rapids Family Fun Park
- St James Properties
- Fort Fisher State Historic Site
- Airlie Gardens
- Freeman Park
- Soundside Park
- Fort Fisher State Recreation Area
- Johnnie Mercer's Fishing Pier
- Greenfield Park
- Oak Island Lighthouse
- Long Leaf Park





