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.

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Guest favourite

Apartment in Carolina Beach

4.96 out of 5 average rating, 115 reviews

Freshly painted 2bed/2bath, pool and ocean views!

Our condo is top floor with a fantastic ocean view and only a couple of minutes walk to the beach! The living room and master bedroom are both on the front of the unit facing with a double size deck that looks out over the beach and ocean. The guest bedroom and kitchen both look over the deck,salt water pool, and intercostal waterway! The neighbors are a combination of locals who live in their units and many are also renters like you so everyone is friendly and happy to be at the beach! Join us!

Guest favourite

Home in Wilmington

4.9 out of 5 average rating, 110 reviews

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

Guest favourite

Apartment in Carolina Beach

4.82 out of 5 average rating, 101 reviews

Seaside Sanctuary! Oceanfront Master, Linens Incl

Seaside Sanctuary is a 5th floor oceanfront condo with a view that will take your breath away! From the porch you'll take in breathtaking sunrises, dolphins swimming, pelicans cruising, & during peak season there is a full fireworks display every Thursday night. It's a 5 minute walk to the Ocean Grill and Tiki Bar, 1.2 miles to the Carolina Beach boardwalk, & 1.5 miles to Kure Beach Pier. For a fun day trip, take the ferry to Southport, visit the NC Aquarium, or see the Battleship in Wilmington!

Guest favourite

Flat in Carolina Beach

4.93 out of 5 average rating, 216 reviews

Carolina beach home with view of saltwater pool

Imagine Sea salt colors, natural bamboo tones in contemporary zen tommy Bahama tropical pool house. Home is located walking distance to sunrises on the ocean boardwalk and sunset walks on trails along the Cape Fear river. Walk/bike to beach, local farmers market on lake, watch fireworks in the summer, visit aquarium, and catch ferry to Southport or even Bald Head Island. Basque in the sun, take a nap, or read a book to cool off in salt water pool! (PlZ NO KIDS/1-2 ADULTS MAX CAP no exception)

Superhost

Apartment in Carolina Beach

4.75 out of 5 average rating, 127 reviews

Island Dream w/Ocean Peeks, Pool, Steps to Beach

Enjoy peeks of the ocean & sea breeze as you sip your coffee or enjoy a cocktail in aderondacks on the balcony while listening to the waves crash. Steps away from the beach w/ resort pool in this newly renovated & professionally decorated 1 BR, 1.5 bath condo. Memory foam mattresses w/fresh linens, stocked kitchen w/granite countertops, stainless appliances, beach towels & chairs, cooler, umbrella & beach toys, washer/dryer, fast internet, Roku & Cable TV. RV/Camper & boat parking available.

Guest favourite

Home in Wilmington

5 out of 5 average rating, 8 reviews

The Gotta Getaway - with pool!

Relax with the whole family at this peaceful place to stay. Gorgeous backyard with in ground pool, stone patio, and deck for outdoor dining. This spacious home features 3 bedrooms, 2 full baths, an open kitchen and living area with separate dining, and even a dedicated workspace in case you need to check an email or two! Fully stocked kitchen for cooking meals in. Centrally located, you are close to shopping, museums, and fun activities while being just a short drive to our beautiful beaches.

Top guest favourite

Apartment in Southport

4.98 out of 5 average rating, 133 reviews

No Cleaning Fee - Condo With Waterfront Pool/Beach

Running a special for 6/3/25-6/12/25 for $1,000 (normally $2,500)! Reach out for more info!! Visit the most adorable seaside village! Southport, with it's picturesque waterfront, fantastic restaurants, and adorable shops, has something for everyone. When you feel like staying closer to home, the pool will be calling your name for soaking in the sun while watching the ships sail by, and your private balcony is the perfect spot to sip a cup of coffee while watching the sunrise over the water.

Guest favourite

Tiny home in Kure Beach

4.86 out of 5 average rating, 112 reviews

Hanby Hideaway*Cottages@Kure*Pool*Beach*Historic

Charming Renovated Cottage ● Pack lightly for this quaint newly renovated Studio 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!

Guest favourite

Home in Castle Hayne

4.91 out of 5 average rating, 112 reviews

CoastalCastle~Pool~Big~Family

The Coastal Castle is a large 3000 sq. ft family-friendly home located in the Town of Castle Hayne just outside of Wilmington. Our home is 12 miles to Wrightsville Beach and 9 miles to Historic Downtown. This stay is focused on bringing together groups through a quality space, good conversation, and all that Wilmington has to offer. The kitchen is fully stocked, there is more than enough room for everyone, new appliances, every room was designed to make your stay amazing and peaceful!

Guest favourite

Home in Wilmington

4.94 out of 5 average rating, 164 reviews

"Saltwater Escape: 5BR Fun & Pool Paradise"

Serene and spacious 5BR/3BA home, less than 4 mile drive to Wrightsville Beach where you can sink your toes in the sand. The incredible backyard includes a salt water pool in a private and tranquil setting, a grassy side yard for outdoor games/lounging, a "kid zone", and fire pit. Relax in the hammock while the kids have a blast playing in the tree-house and swings in the shaded play area. Grill out fresh local seafood and steaks on the gas grill and enjoy the outdoor dining space.

Guest favourite

Home in Oak Island

4.93 out of 5 average rating, 29 reviews

5 o’clock Always

This stunning 3-bedroom is an oasis of luxury and relaxation. This retreat boasts a blend of modern comfort and coastal charm. Nestled in a central location, it offers the perfect balance between convenience and tranquility. Immerse yourself in the serenity of the saltwater pool. After a leisurely swim, you'll find the allure of the nearby beach irresistible, just a 2.5 block stroll away. The interior unfolds in tasteful decor, creating an atmosphere you’ll never want to leave.

Guest favourite

Townhouse in Carolina Beach

4.98 out of 5 average rating, 52 reviews

Townhome with private POOL 3-blocks from the Beach

ISLAND OASIS! This luxury townhome comes with a Private Salt Water HEATED Pool surrounded by a Tall 6-foot Fence with plenty of space to grill and relax by the pool . Just 3 blocks from the Public Beach Access. The Widow's Walk Top Deck off the Master Bedroom offers amazing Ocean Views. 5 blocks from the Island Greenway entrance for walking & bicycling. This 4-bedroom, 4 bath has a Modern Kitchen with Stainless Steel Appliances, motorized blinds, Culligan Water Softener.