
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

Star Struck- Oceanfront B/Pool/Steps from Beach!
We had a wonderful stay and cannot recommend this home enough! Excellent access to the beach and the home has everything you could need and so much more! Hosts were very easy to communicate with and responded quickly. We would love to come back!

Maggie’s Oasis
This place was absolutely beautiful! It was able to accommodate all my family from out of state. The hose (Sean) was AMAZING and very accommodating! If you are wanting a secluded oasis, this is your place. I will absolutely book the place again!

"Candlewood Sands" Sand, Surf & SEA Luxury!
Very good vacation house on Carolina Beach. The owner and the property manager were very professional. I highly recommend for a family vacation.

Brand New w/ Pickleball Court & Heated Pool
We had an amazing stay! The home was new, clean and beautiful! There was plenty of room, especially with the decks! It met our needs perfectly! We loved all of the activities in the fun yard! It was the best one in the area! We also enjoyed how close we were to the beach! Drew responded quickly to my questions before our stay, which I really appreciated. He was very kind and helpful. We would definitely stay here again, if we vacation in Oak Island in the future.

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!

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 ❤️
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!

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.

*Renovated* Top Floor Oceanfront Condo w/ Pool
The Condo was wonderful and extremely convenient for going out to the beach, dinner and to hang out. I had a great time and would recommend to others.

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS
we loved this place, it was right on the water and only a very short walk to the beach access. the view was beautiful and we felt right at home, it was very peaceful and relaxing! we will definitely be planning another stay here in the future!

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!

Just Steps To The Beach
Our stay was great. Very flexible and responsive as our trip was very last minute. Within walking distance of the beach as advertised and the pool was lovely! ❤️

The Serene at Carolina Beach
I stayed at this Air BNB for my birthday weekend and me and my girlfriend loved it! Everything was as shown in the photos, the beach was a walkable distance, everything was clean and tidy. The check in process was extremely smooth and I definitely would recommend this to others looking for a nice place to stay for a weekend or week long trip. It’s in a great location as well, most things to do in the area are about 4-8 minutes away. The host also gave some recommendations as well that we tried out during our stay. My only gripe is that the neighbors above were running and/or walking extremely loudly most hours of the day. Not a big deal but definitely something we noticed. All in all, I loved this place and would definitely stay here again.

Going Coastal in Beach Harbour!
Our stay was great. The place was extremely clean and had everything we needed. Walking distance to a lot of restaurants and shops. Close to beach access. We would stay again.
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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