
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.

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

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.

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!

Light-filled/Beach-Ocean views/Top floor condo
Top Floor Bright Airy condo. No carpet. Perched ocean, beach/park views front patio, marsh back balcony, surfer’s paradise, wave sounds, cotton bed linens, bath towels. Beach chairs. Stocked kitchen. Self check-in. North island privacy by entrance to Freeman Park/across Carolina Beach Pier&Tiki/1.5 mi bike/drive/walk to center of town. Steps to ocean, pool set in marsh, grilling stations/picnic tables. Washer/dryer. King bed+sofa bed. Peace. 4 guests max. No smoking. No pets. Come relax!

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.

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 : )

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.

After Dune Delight
Welcome to the After Dune Delight Condo where you can relax and unwind with amazing Beachfront views! A modern first level unit, with all the comforts of home and conveniently located close to shopping, dining, and nightlife in Carolina Beach. Includes private beach access, 2 covered parking spaces, pool, barbecue areas, and much more!
Popular amenities for Pleasure Island rentals with a pool
House rentals with a pool

Luxury Oasis - Pool, Jacuzzi, Golf Cart!

Mermaids Cove Ocean View + Pool + King Beds

Home with Salt water pool and bamboo garden view

Scenic Getaway with Pool & Hot Tub

Heated Pool, Bowling, Pool Table, 2 Min to Sand

Captain’s Watch Home

Private Heated Pool, 4 mins to Beach, King Beds

BIG DECK! Tiki Bar! Oceanfront Pool! Elevator!
Condo rentals with a pool

Ocean View! No Pet Fee! Come Relax @ The Escape CB

BEACHFRONT w/ pool, near boardwalk, amazing views!

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

Rise and Shine! Beach, pool, & amazing views!

Getaway @ The Waterway Wrightsville Beach

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

Newly Renovated Panoramic OCEANFRONT Views

Ocean Front, Top Floor Unit- Carolina Beach
Other holiday rentals with a pool

The Waterway Treehouse @ Wrightsville Beach

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

Oceanfront, pool, beach and lake views, sleeps 5!

Oceanfront 3BR at Salt & Light

Twisted Oak Tides - Oceanfront Escape

Ocean Vista

Oceanfront Oasis

5 blocks to Beach | Pickleball | Pets | Firepit
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- Rentals with pools New Hanover County
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- Carolina Beach Boardwalk
- Wrightsville Beach, NC
- Cherry Grove Point
- Kure Beach Pier
- North Carolina Aquarium at Fort Fisher
- Wrightsville Beach
- Cherry Grove Fishing Pier
- Surf City Pier
- Jungle Rapids Family Fun Park
- Carolina Beach Lake Park
- Airlie Gardens
- University of North Carolina Wilmington
- Bird Island
- Carolina Beach State Park
- Oak Island Lighthouse
- Freeman Park
- Fort Fisher State Historic Site
- Soundside Park
- La Belle Amie Vineyard
- North Myrtle Beach Park & Sports Complex
- Wilmington Riverwalk
- Fort Fisher State Recreation Area
- Wilson Center At Cape Fear Community College
- Greenfield Park




