
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.

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

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.

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.

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!

Newly Renovated Panoramic OCEANFRONT Views
Welcome to Wavesetter, your oceanfront home away from home. Located in between the Ocean Grill and Tiki Bar and the Carolina Beach Boardwalk, across the street from three great restaurants, and near the Carolina Beach Lake, the location of this condo makes for a stress-free vacation without the need to drive once you arrive. Whether it's used for coffee in the morning, eating a meal with the family, or wine in the evening, you will LOVE the ocean views from the huge oceanfront balcony.

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.

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.

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

Mermaid Retreat* Private Pool* Pet Friendly

Eclectic Tiny Home Hot Tub Nights Poolside Morning

Home with Salt water pool and bamboo garden view

The Seascape - Pool & 10 mins from Beach/Downtown

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

POOL HAUS- 5 Bedroom Home Minutes to Beach

Luxury Oasis - Pool, Jacuzzi, Golf Cart!

Captain’s Watch Home
Apartment rentals with a pool

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

Light-filled/Beach-Ocean views/Top floor condo

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

Finns Up- Dog Beach. Ocean Views. Clean & Comfy!

Carolina Beach Condo w/ Pool, Parking & Sleeps 6

Oceanfront Condo, Spacious Private Deck & Pool!

A Wave From It All - Carolina Beach Condo

Stones Throw to downtown Southport
Other holiday rentals with a pool

Surfrider Siesta -Indoor Pool -Hot Tub - Elevator

Ocean Front-Beach Walk-Pool-HotTub-Tennis-Gym-Fish

5 blocks to Beach | Pickleball | Pets | Firepit

Vacation Condo in Kure Beach! The Riggings I1

The Waterway Treehouse @ Wrightsville Beach

Luxury Oceanfront Penthouse Condo with Pool

Oceanfront balcony views | pool & beach access

Oceanfront 2BR Designer | Pool | Lift | EV
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- Rentals with pools New Hanover County
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- 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





