
Vacation 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.

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.

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.

Dog Beach-Ocean view-Clean and Comfy.
Enjoy the crisp autumn breeze and ocean views from your porch daybed, or curl up with a warm drink and a good book by the fireplace. Perfectly located on one of the Island’s most desirable stretches of sand featuring the only year-round dog-friendly beach! With easy beach access and Pier just steps away, you can soak in the season however you like - a quiet morning stroll, a sunset by the water, or a cozy night in. This peaceful oceanfront Condo blends comfort and charm for your Fall escape.

Oceanfront Condo With Balcony and Pool
Welcome to our beachfront 1 bedroom condo at "The Riggings"! Enjoy the stunning ocean views from the comfort of your own private balcony. Inside, you'll find a cozy queen size bed, perfect for a romantic getaway or a solo retreat. We also have a twin size bunk bed and a pull out couch, making it perfect for families or groups of friends. Whether you're looking for a romantic escape, a family vacation, or a relaxing solo trip, our beachfront condo has everything you need for a perfect stay.

The Gathering Place Condo w/ Ocean Views & Pool
This beautiful 1 Bedroom 1.5 Bath Condo, offers you a relaxing retreat, an opportunity to see the sunrise, the ocean & listen to the soothing ocean waves from the bedroom. The master bedroom has a queen bed, & the sofa in the living room provides you with a pullout queen sleeper sofa, this condo will sleep four adults comfortably. You will only be steps away from the North End Pier, and a short bike ride to the boardwalk. We hope you enjoy your stay with us at The Gathering Place.

The Coastal Coconut: Beautiful Ocean View Condo
This spectacular ocean view condo with top notch 2022 renovations is just steps from the beach. Be swept away by the view of the rolling waves, whitecaps, and the OKI Pier as you relax and enjoy a beverage on the balcony. You will also be treated to a breathtaking sunset as the colors change each minute across the sky. Retire to the living room and rest your tired feet on a comfy sectional sofa as you interact with others in an aesthetically pleasing open floorplan setting.

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.

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.

Oceanfront Paradise 1BR condo in Kure Beach
Beautiful oceanfront three bedroom beach condo with spectacular ocean views. This is an end unit, which means natural light and the best view on the island. The spacious deck offers a place to enjoy gorgeous ocean views while sipping on your morning coffee or afternoon libation. The property has 4 outdoor pools, an indoor pool, hot tub, tennis courts, basketball, shuffleboard and a workout room. Kure Beach offers activities for all ages.

Carolina Beach Cabana Boardwalk and Beach Condo
Enjoy a relaxing beach getaway for up to 4 people. Our first floor condo at the Cabana is street view, located in an oceanfront building, steps from the beautiful beach, pool, boardwalk, and restaurants. Our condo is a spacious one bedroom and one bathroom with plenty of space and storage. A queen bed in the bedroom and a queen sofa bed in the living room. Parking for up to 2 cars is complimentary on premises.

Oceanfront Ground Floor Condo w/pool Riggings D-1
Ground floor, end unit directly on the ocean! You just don’t get closer than this. Watch the sunrise from your private balcony. Just steps away from the beach. There is also an oceanfront pool where you can spend the day soaking in the suns rays. Surf fishing is superb directly in front of the condo due to a large rock formation next to Fort Fisher. **Maximum of three (3) adults**

Beachfront Condo, Steps to the Beach
Oceanfront condo, beautiful views, next to Fort Fisher, steps to the beach. 1 king bed, 2 twins, and a sleeper sofa. Quiet and peaceful location on a private beach. There is an outdoor pool which is open around May through October weather permitting. Very relaxing and cozy place!
Popular amenities for Pleasure Island rentals with a pool
House rentals with a pool

"Saltwater Escape: 5BR Fun & Pool Paradise"

Modern Bungalow with Pool in Midtown

Mermaid Retreat* Private Pool* Pet Friendly

Carolina's Perfection: Private Pool And Hot Tub

5BR*Dbl. Master*1 Block to Beach* GAMEROOM* Yaupon

Making Waves-Scenic Getaway- Heated Pool & Hot Tub

Home with Salt water pool and bamboo garden view

Relaxing 5BR Escape w/ King Suite, Game Room, Fun
Condo rentals with a pool

Beach Sol Oceanfront w/pool & private beach access

The Tropical Palm-Ocean View, Pool, Heart of CB

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Baths

Shell of a Vibe Beach Condo - Oceanfront and Chill

No Cleaning Fee - Condo With Waterfront Pool/Beach

Spectacular * Oceanfront Condo - Once Upon A Tide

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

*Oceanfront* Coastal Chic Condo
Other vacation rentals with a pool

Oceanfront/King Bed/Walk to Boardwalk/Beach Gear

Cozy BHI Condo - Community Pool and BHI Club

Beach Condo, Indoor Pool, Hot tub, Fitness Center

Amazing Location at Island Time is the Best Time!

Lime Tide Retreat-Oceanfront Stay w/ Pool & Views!

Twisted Oak Tides - Oceanfront Escape

Seabreeze Suite*Cottages@Kure*Pool*Beach*Historic

Walk to Beach | Pickleball | Pets | Outdoor Shwr
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- Rentals with pools New Hanover County
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- South Beach
- Cherry Grove Point
- Futch Beach
- Wrightsville Beach
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- Seahorse Public Beach Access
- Cherry Grove Fishing Pier
- Jungle Rapids Family Fun Park
- Sea Haven Beach
- Salt Marsh Public Beach Access
- Carolina Beach Lake Park
- Airlie Gardens
- Tidewater Golf Club
- Long Beach
- Wrightsville Beach, NC
- East Beach
- Rivers Edge Golf Club and Plantation
- Cape Fear Country Club
- Eagle Point Golf Club
- Hamlet Public Beach Acces
- Hawaiian Rumble Golf & Batting Cages
- Lake Public Beach Access
- Periwinkle Public Beach Access