Holiday rentals with a pool in Intracoastal Waterway

Modern Oceanfront OKI getaway with Pool

BookSmart Properties presents: A New Tide! This stunning 4‑bed/3‑bath oceanfront retreat offers the best of both worlds: unobstructed ocean views on three sides and added serene views of the Davis Canal. Enjoy the private fenced in-ground pool, private walkway to the beach, and spacious decks perfect for sunrise and sunset views. Inside, the home is designed to maximize coastal views and ambiance, with a layout that offers plenty of space for families and groups to relax and unwind. Book your st

Family · Location · Access

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

Welcome to RISE AND SHINE at Oak Island Beach Villas! Fabulous location on tranquil Caswell Beach. Close to amazing food, the iconic Oak Island Lighthouse, and top rated golf yet you feel the peaceful vibe of being on the east end of the island. Steps from the beach with breathtaking views, this beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 5-6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean.

Location · Family · Parking

OIB~Oceanfront Condo 3 BD/2BA, Linens Included!

3 bd, 2BA Oceanfront Condo in the sought after less crowded West End of Ocean Isle Beach! Only steps to the beach via our private walkway pass our complex pool. This tastefully decorated, freshly painted, keyless entry unit boosts amazing full panoramic views of the ocean, fully equipped kitchen with large island and comes with many new furnishings, all new Egyptian cotton bed and bath linens, new comforters, blankets and pillows. Sorry but pets, golf carts, RV’s and trailers are prohibited.

Location · Family · Checkout

Heated Pool Ocean Front Mini Green Holden Horizon

Stay oceanfront in Holden Beach; where wide, open shoreline views and coastal quiet define your experience. This home blends original character with modern comfort, creating a relaxed, family-friendly retreat designed for connection and ease. Set on a large, private-feeling lot with an adjacent empty parcel, you’ll enjoy uninterrupted views and a sense of seclusion that’s rare for beachfront homes. You’re just minutes from local dining, island shops, and everything Holden Beach has to offer.

Family · Location · Comfort

Ocean Cove Mermaid

This sweet OCEAN FRONT CONDO is in walking distance to everything Beach related. Restaurants, Fishing pier, and new recreation/park for all ages!! The unit is freshly remodeled. Adding a full bath making the unit have 2 full baths. 1 with tub. Bedroom with queen, Bunk area with a full and twin, pull out queen sleeper sofa, full kitchen, living room, dining area. Linens will be provided for all beds except sleep sofa- (please bring linens if using) Off-season monthly rentals available!!

Value · Family · Walkability

Oceanfront Duplex~ linens included!

2 bdrm, 2 1/2 bth oceanfront duplex with 3 pools and tennis courts! Bed and Bath linens included! Private driveway for Golf cart rental permitted. Sorry, strict no pet policy. Sat -Sat weekly rentals in summer season. PLEASE NOTE: All three pools are for our guests to use and are maintained thru the HOA and we do not have any control over exactly when they open (Usually April 1st ) or if any of them closes for any reason. No refunds will be given if any of the pools are closed temporarily.

Value · Location · Accuracy

2 Minute walk to Beach + Huge Private Pool!

Are you looking to make lasting memories with friends and family? The open design of this home makes it a pleasure to spend time together. Enjoy the coastal breezes while sitting on the porch or patio of this 4 bed/3 bath Oak Island home. Just steps from the beach. After a day at the beach, the outdoor shower will be waiting for you! Use the well stocked kitchen to make your meals, then head to the fenced backyard for s'mores by the firepit, fun yard games or a dip in the private pool.

Family · Location · Access

Second row 4-BD Condo w/Pool and Ocean Views!

Your family will be steps away from the beach when you stay at our "Endless Summer" Beach Condo. Our condo is located only 1 mile from the bridge and local amenities. Beach access is directly across the street. Enjoy the private pool, shared with only seven other condo units. The pool tentatively opens May 5 in 2025 and closes October 1 2025. Relax on the deck and enjoy the ocean views! We can't wait to host you and help your family create lasting memories just as we have with our own!

Family · Location · Checkout

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch renovations is just steps from the beach. Be swept away by the view of the rolling waves, whitecaps, and the OKI Pier as you relax and enjoy a beverage on the balcony. You will also be treated to a breathtaking sunset as the colors change each minute across the sky. Retire to the living room and rest your tired feet on a comfy sectional sofa as you interact with others in an aesthetically pleasing open floorplan setting.

Location · Value · Nearby

OIB Oceanfront 3 Bd, 2 Bth with linens!

Beautifully decorated beach themed OSW1 complex top floor keyless entry 3 bdrm, 2 bath oceanfront condo with panoramic views of the sea. This unit boosts a fully stocked kitchen, ready made beds with all linens and two baths with a set of towels per guest. New furniture, two large wall mounted TV’s, beach chairs, umbrella and beach towels are available for your convenience. Sat-Sat weekly rentals in season. No golf carts or trailers allowed. No pets allowed.

Value · Family · Laundry

3 Little Birds • Beach + Pool

Unwind at 3 Little Birds—a coastal retreat just 5 mins from the beach and near the Intracoastal! This 3BR home features a private pool, tiki bar, fenced yard, screened patio, ping pong, grill, and an outdoor shower. Sleep easy with a king bed and walk-in shower in the master, plus 2 guest rooms. Includes washer/dryer, beach gear, and a half bath by the pool. Book your stay today—because every little thing is gonna be alright!

Location · Family · Accuracy

Brand New w/ Pickleball Court & Heated Pool

This brand new, modern retreat is perfect for families seeking the ultimate escape. Enjoy ocean views from the 3rd row balcony and an expansive backyard with a private pickleball court, basketball goal, and stunning putting green. Relax by the refreshing pool surrounded by a beautifully turfed yard. The ultimate personal oasis you'll never want to leave! You won't find another backyard like it in Oak Island!

Location · Value · Comfort