
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.

Spectacular Views! - Beach Front Condo!
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.......

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.

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.

Wilmington Beach Bungalow- Near Beach with Pool
Imagine waking up to the soothing ocean breeze in our charming, newly renovated cottage. Just a short, sunlit stroll from your doorstep lies the white sands of Kure Beach, with the iconic pier, cozy restaurants, and a vibrant arcade beckoning for an unforgettable seaside adventure. Cottages come fully prepared for guests, stocked with sheets, blankets, towels (not beach towels), fully stocked kitchens, and bath toiletry sets. Small dogs are allowed with pre-approval and $100 pet fee per dog.

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!

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.

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.

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.

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.

Blue Latitude
This OCEAN FRONT CONDO is in a great location in Carolina Beach! Enjoy the expansive views of the Ocean, gorgeous Sunrises while sipping coffee on the large balcony, and your proximity to all the attractions in the area! A quick drive to Ft. Fischer aquarium, Freeman Park, walk to events at the lake or the newly expanded boardwalk. Grab your flip-flops and prepare to relax! This condo is fully loaded and ready to be your summer vacation destination!
Popular amenities for Pleasure Island rentals with a pool
House rentals with a pool

River Road Retreat - Heated Private Pool, Pond, Fi

Eclectic Tiny Home Hot Tub Nights Poolside Morning

No Host Fees - Heated Pool - 2 min walk to Beach!

Mermaid Retreat* Private Pool* Pet Friendly

The Seascape - Pool & 10 mins from Beach/Downtown

"Saltwater Escape: 5BR Fun & Pool Paradise"

Home with Salt water pool and bamboo garden view

Luxury Oasis - Pool, Jacuzzi, Golf Cart!
Apartment rentals with a pool

Newly Renovated Panoramic OCEANFRONT Views

Beachfront Condo, Steps to the Beach

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

Country Coastal-Steps to the Beach & Pool

A Wave From It All - Carolina Beach Condo

Fully Renovated Beautiful Oceanfront 2 BR Condo

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

Light-filled/Beach-Ocean views/Top floor condo
Other holiday rentals with a pool

Surfrider Siesta -Indoor Pool -Hot Tub - Elevator

5 blocks to Beach | Pickleball | Pets | Firepit

Vacation Condo in Kure Beach! The Riggings I1

The Waterway Treehouse @ Wrightsville Beach

Sea View Villa~Ocean Front~Newly Renovated~Pool

Luxury Oceanfront Penthouse Condo with Pool

High Tide Hideaway

Oceanfront 2BR Designer | Pool | Lift | EV
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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
- Carolina Beach State Park
- Wilmington Riverwalk
- Jungle Rapids Family Fun Park
- Bird Island
- Airlie Gardens
- Fort Fisher State Historic Site
- St James Properties
- Soundside Park
- Freeman Park
- Fort Fisher State Recreation Area
- Oak Island Lighthouse
- Greenfield Park
- Johnnie Mercer's Fishing Pier
- Long Leaf Park





