
Vacation 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.
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Popular amenities for Pleasure Island rentals with a pool
House rentals with a pool

Luxury Oasis - Pool, Jacuzzi, Golf Cart!
This home was absolutely beautiful! Everything was well thought of and felt right at home. The pool in the backyard was great and love all of the amenities that the home offered! Jody was always responsive and helpful and will definitely be booking again!

The Oasis - Heated POOL - Tiki Bar - Beach Life!
I had a fantastic weekend at this lovely Airbnb! The space was clean, comfortable, and exactly as described. The host was incredibly welcoming and responsive, making the check-in process smooth and hassle-free. The location was perfect. close to local attractions yet peaceful enough for a relaxing stay. I highly recommend this place to anyone looking for a cozy and convenient getaway.

Mermaid Retreat* Private Pool* Pet Friendly
Great house in a great location. The back yard and pool were lovely! Nice private fenced yard great for dogs and kids. The house was stocked with everything we needed and the attention to detail throughout the home was great! We would definitely stay again!

Beach Bum Rest & Relax (With Salt Pool)
We enjoyed our time at Gennaro's. It is an older home, but very comfortable and ina very quiet area. We had a few things happen, but Gennaro got right back with me immediately. Plenty of room for the family.

2 A Perfect Alignment
Worth every cent! Jim was always available to converse via text, but we had everything we needed that he stated would be there. Hope to stay there again.

Home with Salt water pool and bamboo garden view
My stay was absolutely amazing! The host was incredibly sweet, kind, and welcoming she made sure everything was perfect from the moment I arrived. The space was clean, cozy, and exactly as described. You can tell she really cares about her guests and puts a lot of love into her hosting. I felt comfortable and safe the entire time. I would definitely stay here again and highly recommend her place to anyone looking for a peaceful and pleasant experience! Thank you Frances ❤️

Making Waves-Scenic Getaway- Heated Pool & Hot Tub
This is our second visit in this beautiful house. Everything you need for small kids and the island is one of our favorite places! Great hosts! Great house! We will be back.

Oceanfront 3BR - Pool, Indoor Pool, Hot Tub & More
Great stay! Danielle was very responsive to my messages and any questions I had. The view of the ocean from the back patio was amazing. Would definitely stay again!
Condo rentals with a pool

SeaScape-Top Floor Ocean Views & Dips in the Pool!
Great stay at Gregory's condo. Enjoyed both balconies, which had comfortable furniture and front balcony has 2 views of the ocean! Two beach chairs, towels and umbrella provided, which was nice since we flew. Pier with tiki bar, food and ice cream is a block away- really nice views too! Pool was an added bonus!

Coastal Retreat
We had a great stay, everything was explain and written down so we did not have to reach out for questions. Great hosts and a wonderful stay.

Newly Renovated Panoramic OCEANFRONT Views
David and Nikki’s condo was a great place for our family of four to stay for a short week! David was quick to reply to any of my messages. Also helpful, was a binder full of restaurants including their menus and times of operation. The beach was just steps away, and the condo was bordered by two pools, which our kids loved!

The Tropical Palm-Ocean View, Pool, Heart of CB
The 3 of us had a wonderful stay this weekend. It was a short stay but a great location for food, beach and drinks. Amanda was a great host.

The Great Wave
Erin’s place was beautiful! She was very attentive to an issue we had and found a fix right away! Definitely recommend for someone wanting to stay very close to the beach, only a very short walk. Prime location as well!

It's All About The View!
Great little place in the perfect location to walk everywhere. You can sit on your own balcony and watch the fireworks if you want to have a more chill night in but still enjoy! Best Babymoon and we will definitely rebook with Garrett again!

Oceanfront Duplex~ linens included!
We had a great vacation and highly recommend this condo! The rental was beautiful, very homey, updated and clean. The location can’t be beat. It was convenient getting to both the pool and the beach. It was only a couple of steps if you forgot something and had to run back. Even though the pool was shared, it was rarely crowded. The condo was well stocked, beyond your typical “enough to get started”. There were cleaning supplies, including dishwasher pods, trash bags, and laundry detergent. The kitchen was well stocked, had great appliances and all the basic cooking supplies like salt & pepper, cooking oil, coffee pods and coffee filters. The two decks were amazing. The view from the second story deck was incredible. I wish they had a table on one of the decks so we could eat meals outside while looking at the ocean, but we made do with the rocking chairs. The beds were a little stiff for our liking, but that’s personal preference. Otherwise it was amazing and we’ll be back!

Oceanfront, Views, Pool, Location!
It is clear a lot of love and attention goes into maintaining this property. Everything was updated, clean, and organized. Things were clearly labeled to help us during our stay (light switches, cabinets, drawers, etc.). The location was perfect. It was quick and easy to get to the beach and a short walk to the boardwalk for restaurants, drinks, and shopping. The view was absolutely stunning. Highly recommend!
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- Sea Gull Public Beach Access
- South Beach
- Seahorse Public Beach Access
- Wrightsville Beach
- Futch Beach
- Cherry Grove Point
- Carolina Beach Lake Park
- Jungle Rapids Family Fun Park
- Airlie Gardens
- North Carolina Aquarium at Fort Fisher
- Long Beach
- Salt Marsh Public Beach Access
- Rivers Edge Golf Club and Plantation
- Hawaiian Rumble Golf & Batting Cages
- Surf City Pier
- Soundside Park
- Bay Beach
- East Beach
- Oak Island Lighthouse
- Tidewater Golf Club
- Cape Fear Country Club
- Sea Haven Beach
- River Hills Golfs & Country Club
- Leopard's Chase