Holiday rentals with a pool in Pleasure Island

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.

Family · Value · Biking

Oceanfront • Hot tub • Indoor Pool • Gym

👋🏼 Hi there! This has been my family’s happy place for years … where grandkids hunted seashells, mornings started with coffee and sunrise, and life just slowed down. We’re sharing it so your family can make those same memories, with all the little touches that make coastal trips easy & fun Your stay comes with a personal concierge- offering optional add-ons (beach setups, stocked fridges, and curated local experiences). ✨ We offer the most amenities in the area for an elevated experience ✨

Value · Family · Amenities

Cozy Oceanfront Surf Condo w/ Pool & Beach Access

Just RENOVATED! Conveniently located directly in front of its own private beach access, this simply elegant condo is just minutes from everything Carolina Beach has to offer. Enjoy the boardwalk, local restaurants, and the beach right outside your door. Captain’s Corner provides a place where you can relax and make lasting memories at Carolina Beach. There is a private beach access, private pool, and private outdoor shower located at the condo complex (Summer Season) along with free parking.

Value · Family · Comfort

Wilmington Beach Bungalow- Near Beach with Pool

Imagine waking up to the soothing ocean breeze in our charming, newly renovated cottage. Just a short, sunlit stroll from your doorstep lies the white sands of Kure Beach, with the iconic pier, cozy restaurants, and a vibrant arcade beckoning for an unforgettable seaside adventure. Cottages come fully prepared for guests, stocked with sheets, blankets, towels (not beach towels), fully stocked kitchens, and bath toiletry sets. Small dogs are allowed with pre-approval and $100 pet fee per dog.

Location · Family · Check-in

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

Wake up to sweeping ocean views at Finn’s Up, your perfect Pet-Friendly, Carolina Beach escape. Ideally located beside the North End Pier, this bright, beautifully designed two-bedroom condo invites you to start your day with coffee on the porch daybed, then step straight into sun-filled beach days and relaxing coastal evenings. Just steps from the island’s only year-round dog-friendly beach makes this a perfect getaway destination for the entire family. A Salt And Linen Stays property.

Family · Value · Wi-Fi

Best Location! Beachfront-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.

Value · Location · Comfort

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!

Location · Value · Pool

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.

Value · Location · Air conditioning

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.

Family · Value · Cleanliness

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!

Location · Family · Laundry

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.

Value · Location · Hospitality

No Cleaning Fee! New Condo w/ Waterfront Pool

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.

Value · Family · Condition