
Holiday rentals with a pool in Pleasure Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pleasure Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Spectacular Views! - ON The Beach w/Access
Step out on the deck to take in the view! This oceanfront 2nd flr 1 bdrm condo located in a quiet part of Carolina Beach.You will be right on the beach, both the bedroom and living room are ocean facing. Furnished with all the comforts, so just kick back, relax & enjoy being right on the beach. The living room offers a sofa bed TV w/cable & wifi so you can work or relax. Don't miss the sunrise on the large deck chairs, & a perfect place to watch the evening with a glass of wine. Watch the.......

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

Oceanfront 1 bedroom condo with pool
Relax at our ocean front condo close to the best of Carolina Beach but far enough from the hustle to enjoy the quiet and amazing views! Walk south to enjoy shopping, restaurants, music and entertainment at our family friendly boardwalk. Or walk north to fish and grab a drink at the pier. Bring your bikes, golf cart, as well as beach and pool toys and store them in the unit’s garage. Pull out sofa bed in lvng room allows you to accommodate up to 4 guests. Come make memories at our beautiful CB.

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.

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!

Cowabungalow - Luxury Condo
This custom LUXURIOUS 1-bedroom oceanfront sleeps 4 w/pull-out couch and is completely NEW inside. This unit is oceanfront, 2nd story w/elevator, covered parking in a gated parking lot, and a fully stocked kitchen, park the car & never have to drive during your stay! Right on the CB boardwalk w/ many choices for ocean view restaurants, etc. Pet friendly with an additional $60 cleaning fee per pet and early check-in and late check-out fee $150 for each request w/ 2-day notice.

Perfect Beachfront Location-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.

Shorething- Oceanfront-Poolview-3rd floor-Sleeps 6
Amazing views! Your 3rd-floor private patio overlooks the pool and offers beautiful views of the ocean. Sip coffee and watch the sunrise. You can hear the tranquil sound of waves on the beach only steps away. A great 3rd-floor end unit condo with 1 bedroom and a bunkbed alcove (sleeps 4). Less than a mile from the Historic Fort Fisher and the North Carolina Aquarium or the Ferry to Southport and Baldhead island. Minutes away from everything pleasure island has to offer.

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.

Oceanfront Condo, Spacious Private Deck & Pool!
Welcome to The Endless Summer CB Condo! Whether you're visiting Carolina Beach as a couple, with family, or a group of friends, The Endless Summer CB is your perfect oceanfront paradise! The home has been designed with all of our guests' comfort in mind. Enjoy breathtaking views from your spacious patio or the miles of pristine coastline just steps away with a private beach access. Minutes to downtown CB, the Boardwalk, restaurants, and more!

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

Oceanfront End-Unit 1stFLR/pool Shamrock Sands M1

After Dune Delight

Pool | Pet friendly | 10 mins to Beach

Luxury Oasis - Pool, Jacuzzi, Golf Cart!

2 Min Walk to Beach | Heated Pool | Golf Cart

Mermaid Retreat* Private Pool* Pet Friendly

Ocean Front Condo at Kure Beach The Pink Ruby

Kid-Friendly Luxe, Kayak Our Dock, 2 Carts + Clubs
Condo rentals with a pool

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

Beach vacation condo at Ft Fisher! Riggings L1

Oceanfront End Unit Condo with Pool (Riggings D-2)

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

Lovely Condo w/ Peek-a-boo Ocean Views & Pool

Oceanfront • Hot tub • Indoor Pool • Gym

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

A Wave From It All - Carolina Beach Condo
Other holiday rentals with a pool

Take a Break at Shore Break!

Luxury Oceanfront Penthouse Condo with Pool

Sea View Villa~Ocean Front~Newly Renovated~Pool

Dolphins Delight Oceanfront Condo

Oceanfront 3BR | Massive Private Deck | Sleeps 10

Oceanfront 2BR Designer | Pool | Elevator | EV

The Blue Pearl

5 blocks to Beach | Pickleball | Pets | Firepit
Destinations to explore
- Myrtle Beach Holiday rentals
- Charlotte Holiday rentals
- Savannah Holiday rentals
- Charleston Holiday rentals
- Hilton Head Island Holiday rentals
- North Myrtle Beach Holiday rentals
- Virginia Beach Holiday rentals
- Asheville Holiday rentals
- Raleigh Holiday rentals
- Wilmington Holiday rentals
- Richmond Holiday rentals
- Outer Banks Holiday rentals
- Rentals with a sauna Pleasure Island
- Beachfront rentals Pleasure Island
- Waterfront rentals Pleasure Island
- Condo rentals Pleasure Island
- House rentals Pleasure Island
- Pet-friendly rentals Pleasure Island
- Cottage rentals Pleasure Island
- Hotel rooms Pleasure Island
- Rentals with beach access Pleasure Island
- Rentals with a hot tub Pleasure Island
- Rentals with lake access Pleasure Island
- Private suite rentals Pleasure Island
- Serviced apartment rentals Pleasure Island
- Apartment rentals Pleasure Island
- Aparthotel rentals Pleasure Island
- Family-friendly rentals Pleasure Island
- Rentals with a kayak Pleasure Island
- Townhouse rentals Pleasure Island
- Rentals with pools New Hanover County
- Rentals with pools North Carolina
- Rentals with pools United States
- Wrightsville Beach, NC
- Carolina Beach Boardwalk
- Cherry Grove Point
- Kure Beach Pier
- Wrightsville Beach
- North Carolina Aquarium at Fort Fisher
- Cherry Grove Fishing Pier
- University of North Carolina Wilmington
- Wilmington Riverwalk
- Surf City Pier
- Carolina Beach Lake Park
- Carolina Beach State Park
- Bird Island
- Fort Fisher State Historic Site
- St James Properties
- Jungle Rapids Family Fun Park
- Airlie Gardens
- Freeman Park
- Soundside Park
- Fort Fisher State Recreation Area
- Johnnie Mercer's Fishing Pier
- Greenfield Park
- Long Leaf Park
- Oak Island Lighthouse





