Holiday rentals with a pool in Pleasure Island

Freshly painted 2bed/2bath, pool and ocean views!

Our condo is top floor with a fantastic ocean view and only a couple of minutes walk to the beach! The living room and master bedroom are both on the front of the unit facing with a double size deck that looks out over the beach and ocean. The guest bedroom and kitchen both look over the deck,salt water pool, and intercostal waterway! The neighbors are a combination of locals who live in their units and many are also renters like you so everyone is friendly and happy to be at the beach! Join us!

CoastalCastle~Pool~Big~Family

The Coastal Castle is a large 3000 sq. ft family-friendly home located in the Town of Castle Hayne just outside of Wilmington. Our home is only 12 miles to Wrightsville Beach and 9 miles to Historic Downtown. This stay is focused on bringing together groups through a quality space, good conversation, and all that Wilmington has to offer. The kitchen is fully stocked, there is more than enough room for everyone, brand new appliances, every room was designed to make your stay amazing and peaceful!

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

⭐️100% Family-Friendly Getaway!⭐️Book Now⭐️

Welcome to The Sugar Aisle, aka the “sweetest spot on the island”! Proud to be Airbnb SuperHosts, we’re excited to share this beautiful, comfortable, livable home with beach lovers who also enjoy having a private swimming pool & being able to walk to EVERYTHING fun that the heart of Ocean Isle Beach has to offer! * 4 peaceful bedrooms (1 KING, 3 QUEEN beds), 3 bathrooms * Private HEATED POOL in gated backyard * Walk to beach, restaurants & entertainment * Linens, Towels, Bikes & more included

The Gotta Getaway - with pool!

Relax with the whole family at this peaceful place to stay. Gorgeous backyard with in ground pool, stone patio, and deck for outdoor dining. This spacious home features 3 bedrooms, 2 full baths, an open kitchen and living area with separate dining, and even a dedicated workspace in case you need to check an email or two! Fully stocked kitchen for cooking meals in. Centrally located, you are close to shopping, museums, and fun activities while being just a short drive to our beautiful beaches.

No Cleaning Fee - Condo With Waterfront Pool/Beach

Running a special for 6/3/25-6/12/25 for $1,500 (normally $2,500)! Reach out for more info!! 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.

Shake it Off

SHAKE IT OFF and unwind by the POOL with this ideal Beach Retreat! Half mile from the beach. Indulge in the outdoor oasis with a large private pool, heated spa, outdoor shower and plenty of seating. Features include 4 bedrooms, 3 baths with an open flow through the living, dining. Fully stocked kitchen. Downstairs has a separate suite that offers mini fridge and microwave and a full bathroom. This home is non-smoking and accommodates 10 guests. All linens are included. No pets.

5 o’clock Always

This stunning 3-bedroom is an oasis of luxury and relaxation. This retreat boasts a blend of modern comfort and coastal charm. Nestled in a central location, it offers the perfect balance between convenience and tranquility. Immerse yourself in the serenity of the saltwater pool. After a leisurely swim, you'll find the allure of the nearby beach irresistible, just a 2.5 block stroll away. The interior unfolds in tasteful decor, creating an atmosphere you’ll never want to leave.

Townhome with private POOL 3-blocks from the Beach

ISLAND OASIS! This luxury townhome comes with a Private Salt Water HEATED Pool surrounded by a Tall 6-foot Fence with plenty of space to grill and relax by the pool . Just 3 blocks from the Public Beach Access. The Widow's Walk Top Deck off the Master Bedroom offers amazing Ocean Views. 5 blocks from the Island Greenway entrance for walking & bicycling. This 4-bedroom, 4 bath has a Modern Kitchen with Stainless Steel Appliances, motorized blinds, Culligan Water Softener.