
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.......
4.94 out of 5 average rating, 135 reviews
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.
4.96 out of 5 average rating, 218 reviews
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 ✨
4.97 out of 5 average rating, 128 reviews
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!
4.89 out of 5 average rating, 158 reviews
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!
4.92 out of 5 average rating, 125 reviews
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.
4.83 out of 5 average rating, 225 reviews
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.
4.83 out of 5 average rating, 120 reviews
Finns Up- Dog Beach. Ocean Views. Clean & Comfy!
Wake up to ocean views at Finn’s Up, a pet-friendly Carolina Beach escape just steps from the sand. Located beside the North End Pier, this bright, beautifully designed 2-bedroom condo is made for easy beach days and relaxing coastal evenings. Sip your morning coffee on the porch swing daybed, enjoy ocean views, and walk to the island’s only year-round dog-friendly beach - making Finn’s Up the perfect getaway for the whole family, paws included. A Salt & Linen Stays property.
5.0 out of 5 average rating, 125 reviews
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.
4.95 out of 5 average rating, 257 reviews
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.
4.9 out of 5 average rating, 185 reviews
The Blue Pearl
Welcome to the Blue Pearl! Enjoy the views and sounds of the ocean from the balcony and living area. Steps from the beach and within walking distance to Fort Fisher. Take a stroll along the shore by the Coquina Outcrop of rocks and catch a glimpse of the dolphins enjoying the surf. Near to the NC Aquarium, the ferry to Southport, and the Kure Beach Pier. Private pool and parking spot.
4.96 out of 5 average rating, 105 reviews
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.
5.0 out of 5 average rating, 212 reviewsPopular amenities for Pleasure Island rentals with a pool
House rentals with a pool

River Road Retreat - Heated Private Pool, Pond, Fi
4.91 out of 5 average rating, 159 reviews
The Oasis - Heated POOL - Tiki Bar - Beach Life!
4.91 out of 5 average rating, 140 reviews
Mermaid Retreat* Private Pool* Pet Friendly
4.94 out of 5 average rating, 220 reviews
4BR/pool sleeps up to 10, cabana, gr8 kitchen!
4.97 out of 5 average rating, 104 reviews
The Seascape - Pool & 10 mins from Beach/Downtown
4.94 out of 5 average rating, 145 reviews
Pool | Pet friendly | 10 mins to Beach
4.84 out of 5 average rating, 106 reviews
Dog-friendly Home w Pool - 2 min walk to Beach!
4.95 out of 5 average rating, 103 reviews
2 Min Walk to Beach | Heated Pool | Golf Cart
4.88 out of 5 average rating, 48 reviewsApartment rentals with a pool

Blue Latitude
4.87 out of 5 average rating, 398 reviews
Coastal Escapes Luxury 3 bdrm Oceanfront Condo
4.99 out of 5 average rating, 164 reviews
Oceanfront Third Floor Condo w/pool (Riggings E-3)
4.99 out of 5 average rating, 227 reviews
Dune Our Thing! With an amazing view!
4.89 out of 5 average rating, 222 reviews
Perfect Beachfront Location-Boardwalk-Pool-Balcony
4.98 out of 5 average rating, 399 reviews
Beach Sol Oceanfront w/pool & private beach access
4.97 out of 5 average rating, 149 reviews
Fully Renovated Beautiful Oceanfront 2 BR Condo
4.92 out of 5 average rating, 153 reviews
The Coastal Coconut: Beautiful Ocean View Condo
4.99 out of 5 average rating, 238 reviewsOther holiday rentals with a pool

Walk to Beach • Pool • Elevator • Golf Cart Add-On
4.96 out of 5 average rating, 101 reviews
Modern Oceanview Condo on Carolina Beach
4.99 out of 5 average rating, 104 reviews
Take a Break at Shore Break!
4.91 out of 5 average rating, 221 reviews
Beach Getaway
4.9 out of 5 average rating, 111 reviews
Updated beachfront condo with stunning views!
4.96 out of 5 average rating, 140 reviews
Oceanfront building! own beach access on boardwalk
4.83 out of 5 average rating, 157 reviews
5 blocks to Beach | Pickleball | Pets | Firepit
4.89 out of 5 average rating, 55 reviews
Twisted Oak Tides - Oceanfront Escape
5.0 out of 5 average rating, 44 reviewsDestinations to explore
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- Rentals with pools New Hanover County
- Rentals with pools North Carolina
- Rentals with pools United States
- Wrightsville Beach, NC
- Carolina Beach Boardwalk
- Cherry Grove Point
- Wrightsville Beach
- Kure Beach Pier
- University of North Carolina Wilmington
- North Carolina Aquarium at Fort Fisher
- Cherry Grove Fishing Pier
- 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
- Freeman Park
- Airlie Gardens
- Soundside Park
- Johnnie Mercer's Fishing Pier
- Greenfield Park
- Fort Fisher State Recreation Area
- Oak Island Lighthouse
- Long Leaf Park





