
Vacation 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.

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!

Kure Me Away, Rec center, In/Outdoor pools&hot tub
Forget your worries in this spacious and serene space. Newly renovated - Beautifully decorated and appointed. Well stocked gourmet kitchen with high quality appliances. Upper and lower balconies with plenty of seating. Private master bedroom balcony for awesome sunrises. Located at the quiet end of the island with much less crowded beaches, but still with easy access to dining and entertainment. Linens and towels (beds made) included. **Pase note**The fireplace is nonworking.

Beautiful Condo w/Ocean Views & Community Pool
Peaceful beach getaway with ocean views. Enjoy coffee or cocktails from the balcony, while listening to waves break, overlooking the pool and beautifully landscaped courtyard. Enjoy an early morning stroll hunting shells on the beach, access is less than a ten minute walk away. Condo has all modern appliances including washer & dryer and dishwasher. Board games, pool towels, beach umbrella, chairs and cart supplied. Easy parking. All you need to do is sit back and relax!

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.

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.

Oceanfront | Breathtaking Sunrise l Pool
Peach on the Beach is a modern & newly renovated one bedroom condo, with a spacious open living room/kitchen area. This is a corner unit, which provides breathtaking views with access to a large covered oceanfront deck. Just a 2 minute walk to the beach. Perfect location for the sunrise and sunset lovers! Enjoy the ocean sunrise from the deck or beach & directly accross the street at the Fort Fisher Air Force Recreational Center are the best sunsets on the river.

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!

Oceanfront Third Floor Condo w/pool (Riggings E-3)
Beautifully furnished top floor, end unit overlooking the ocean and pool. Watch the dolphins swim by from your private balcony. Just steps away from the beach. There is also an oceanfront pool where you can spend the day soaking in the suns rays. Surf fishing is superb directly in front of the condo due to a large rock formation next to Fort Fisher. ** Maximum of THREE (3) adults**

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.

After Dune Delight
Welcome to the After Dune Delight Condo where you can relax and unwind with amazing Beachfront views! A modern first level unit, with all the comforts of home and conveniently located close to shopping, dining, and nightlife in Carolina Beach. Includes private beach access, 2 covered parking spaces, pool, barbecue areas, and much more!

Beachfront Condo, Steps to the Beach
Oceanfront condo, beautiful views, next to Fort Fisher, steps to the beach. 1 king bed, 2 twins, and a sleeper sofa. Quiet and peaceful location on a private beach. There is an outdoor pool which is open around May through October weather permitting. Very relaxing and cozy place!
Popular amenities for Pleasure Island rentals with a pool
House rentals with a pool

Mermaid Retreat* Private Pool* Pet Friendly

Home with Salt water pool and bamboo garden view

Eclectic Tiny Home Hot Tub Nights Poolside Morning

Pool | Pet friendly | 10 mins to Beach

Vintage Poolside Bungalow

Dog-friendly Home w Pool - 2 min walk to Beach!

Beach Bum Rest & Relax (With Salt Pool)

The Seascape - Pool & 10 mins from Beach/Downtown
Condo rentals with a pool

Ocean front, 1 bedroom condo w/ pool, Reef Relief

Blue Latitude

Newly Renovated Panoramic OCEANFRONT Views

Oceanfront Condo, Spacious Private Deck & Pool!

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

Light-filled/Beach-Ocean views/Top floor condo

The Coastal Coconut: Beautiful Ocean View Condo

Spectacular Views! - ON The Beach w/Access
Other vacation rentals with a pool

5 blocks to Beach | Pickleball | Pets | Firepit

Luxury Oceanfront Penthouse Condo with Pool

The Waterway Treehouse @ Wrightsville Beach

The Blue Pearl

Oceanfront 3BR | Massive Private Deck | Sleeps 10

Ocean Views! One Row to the Beach with Pool & Spa

Luxury Oasis - Pool, Jacuzzi, Golf Cart!

1 Perfect Alignment Oceanfront - Elevator - Perfec
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- 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
- Surf City Pier
- Carolina Beach Lake Park
- Wilmington Riverwalk
- Carolina Beach State Park
- Bird Island
- Jungle Rapids Family Fun Park
- St James Properties
- Airlie Gardens
- Freeman Park
- Soundside Park
- Fort Fisher State Recreation Area
- Greenfield Park
- Oak Island Lighthouse
- Johnnie Mercer's Fishing Pier
- Long Leaf Park
- Oak Island Pier





