
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.

Surfrider Siesta -Indoor Pool -Hot Tub - Elevator
Relax with the family at this peaceful retreat. Surfrider Siesta is a very comfortable, family friendly place to stay. Fully equipped with all the cooking essentials, washer & dryer unit within condo, WiFi and cable. Private beach access is 100 steps from the front door. The complex has three outdoor pools which are seasonal and a recreational building with a heated indoor pool open all year round. It also has sauna, hot tub, gym and changing rooms. Sorry no pets allowed in rentals as per HOA.

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.

Ocean View-Pet Friendly-Beautiful Condo
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.

SeaScape-Top Floor Ocean Views & Dips in the Pool!
You'll love sipping coffee and watching the sunset from the front deck of this beautiful and much sought after 3rd floor ocean view condo with private pool and a beach access is just a short walk away. This NON-SMOKING condo includes, 2 flat screen SmartTVs, cable, & private WiFi. The kitchen contains all essential tool, a limited amount of spices/staples. There's also a Keurig with a variety of coffee pods for your enjoyment. The queen sofa bed sleeps 2 comfortably. No pets are allowed.

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.

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!

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.

Updated beachfront condo with stunning views!
Come relax at this peaceful beachfront oasis. This 1 bedroom, 1 bathroom condo is located in popular Sea Colony at Carolina Beach. An additional bunk and pull-out sofa make this the perfect spot for the whole family. Great location within walking distance to many local restaurants and shops. Located on the top floor with no neighbors above you make this unit very quiet and private. No elevator in this building.

Oceanfront Third Floor Condo w/pool (Riggings E-3)
Beautifully furnished top floor, end unit overlooking the ocean and pool. Watch the dolphins swim by 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**

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.
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

Luxury Oasis - Pool, Jacuzzi, Golf Cart!

The Oasis - Heated POOL - Tiki Bar - Beach Life!

Carolina's Perfection: Private Pool And Hot Tub

Home with Salt water pool and bamboo garden view

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

Making Waves-Scenic Getaway- Heated Pool & Hot Tub
Apartment rentals with a pool

BEACHFRONT w/ pool, near boardwalk, amazing views!

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

Newly Renovated Panoramic OCEANFRONT Views

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

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

Shell of a Vibe Beach Condo - Oceanfront and Chill

Stones Throw to downtown Southport

Oceanfront Condo, Spacious Private Deck & Pool!
Other holiday rentals with a pool

Oceanfront/King Bed/Walk to Boardwalk/Beach Gear

Top of Waves! New beachfront w/amazing views

Carolina Beach Cabana Boardwalk and Beach Condo

Modern Oceanview Condo on Carolina Beach

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

Twisted Oak Tides - Oceanfront Escape

Sunrise Tides on Kure Beach

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