
Holiday rentals with a pool in Oak Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Oak Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

A Little Piece of Paradise at Ocean Isle Beach
OIB, “Gem of the Brunswick Islands” is the perfect place to relax, recreate & refresh. With its white sand, rolling waves and windswept marshes, OIB is 4.5 square miles of fabulous. The Odell Williamson Bridge connects the mainland to this piece of paradise. From there you'll see the island, the marsh savannahs below and the glistening ocean just over the horizon. Leave your worries and the hustle-bustle of the world behind - in just 0.3 miles, you'll be at the Parrot Suite, a Piece of Paradise.

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.

Oceanfront Condo With Balcony and Pool
Welcome to our beachfront 1 bedroom condo at "The Riggings"! Enjoy the stunning ocean views from the comfort of your own private balcony. Inside, you'll find a cozy queen size bed, perfect for a romantic getaway or a solo retreat. We also have a twin size bunk bed and a pull out couch, making it perfect for families or groups of friends. Whether you're looking for a romantic escape, a family vacation, or a relaxing solo trip, our beachfront condo has everything you need for a perfect stay.

SeaScape-Top Floor Ocean Views & Dips in the Pool!
You'll love sipping coffee and watching the sunset from the front deck of this beautiful and much sought after 3rd floor ocean view condo with private pool and a beach access is just a short walk away. This NON-SMOKING condo includes, 2 flat screen SmartTVs, cable, & private WiFi. The kitchen contains all essential tool, a limited amount of spices/staples. There's also a Keurig with a variety of coffee pods for your enjoyment. The queen sofa bed sleeps 2 comfortably. No pets are allowed.

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.

The Gathering Place Condo w/ Ocean Views & Pool
This beautiful 1 Bedroom 1.5 Bath Condo, offers you a relaxing retreat, an opportunity to see the sunrise, the ocean & listen to the soothing ocean waves from the bedroom. The master bedroom has a queen bed, & the sofa in the living room provides you with a pullout queen sleeper sofa, this condo will sleep four adults comfortably. You will only be steps away from the North End Pier, and a short bike ride to the boardwalk. We hope you enjoy your stay with us at The Gathering Place.

Private Heated Pool, Steps to Beach, Pets OK
Happy Hour at OKI by Hearth and Horizon Family Getaways – Just a 4-min verified walk to the beach! 1. Enjoy a private pool with fountains, 2. outdoor dining under a pergola, and a fire pit (wood provided). 3. Game room features air hockey, arcade (Mortal Kombat), kids’ books & toys. 4. Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. Perfect for families looking for beach fun and cozy comfort! 5. Fenced backyard for your fur baby to run around!

The Coastal Coconut: Beautiful Ocean View Condo
This spectacular ocean view condo with top notch 2022 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.

Stones Throw to downtown Southport
Welcome to our gorgeous 1 bedroom/ 1bath home away from home! These roomy accommodations are just steps from the Southport Marina and in the heart of historic Southport. You have at your disposal boat parking, outdoor pool area, and walking access to Southport's many charms, such as fine dining and shopping. Bikes and beach chairs are in the closet in the covered parking. Your relaxation begins with easy self check-in and keyless entry! Enjoy your stay.

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Bath
Welcome to your perfect beachside retreat! This beautiful 2-Bedroom ocean-view condo in Caswell Beach, NC, offers breathtaking sunsets and panoramic ocean views right from your private covered decks - perfect for outdoor dining or unwinding to the sound of the waves. Just steps from the sand, this peaceful getaway is ideal for families or two couples looking to relax, recharge, and soak up the coastal charm. Walkable to restaurants, pier and golf.

Lovely 1 Bedroom Condo with Pool Ocean Isle Beach
Only a short walk to the beach, this newly renovated 1 bedroom, 1 bath condo is in a great location in a well maintained complex with an amazing water view of Jinks Creek. The private bedroom includes a king size bed, closet, and internet TV. This unit comfortably sleeps 4 with an upgraded gel queen mattress in the pull out sofa. Use our beach gear while spending the entire day at the beach and enjoy the sunsets from the deck.

The Great Wave
Welcome to The Great Wave! This beautifully updated, 2 bed/2 bath 4th level condo (no elevator) has stunning ocean AND marina views and comes fully equipped with all of your basic essentials for a great vacation. Carolina Beach has activities for everyone, no matter the time of year, and this condo is located just a few feet away from it all! Includes two parking spots, seasonal pool, convenient beach access, and much more!
Popular amenities for Oak Island rentals with a pool
House rentals with a pool

*Heated* Pool, Hot Tub & Dock, 3 min Walk to Beach

Family Beach Escape 2nd Row Pool Elevator & Views

Wave On Wave

5 o’clock Always

5BR*Dbl. Master*1 Block to Beach* GAMEROOM* Yaupon

Making Waves-Scenic Getaway- Heated Pool & Hot Tub

Swimming Pool, Elevator, Fire Pit, Walk to Beach

BIG DECK! Tiki Bar! Oceanfront Pool! Elevator!
Condo rentals with a pool

Coastal Escapes Luxury 3 bdrm Oceanfront Condo

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

Amazing Ocean Views!

Surf Shack! Carolina Beach Amazing Location!

Boho Beach condo, steps from the beach!

Escape to the Cape On the Southport Waterfront!

Fully Renovated Beautiful Oceanfront 2 BR Condo

Beautiful Ocean Front Condo!
Other holiday rentals with a pool

St James - King Bed & Porch (No Cleaning Fee)

Suite Life in St. James

The Villas at Oak Island #7, Pool & Ocean Views

Private Heated Pool, Tiki Hut- 10min walk to beach

Oceanview Condo, Pool, 2 min walk to the sand

Bright & Beachy Oceanfront Condo: Linens included!

Living the Coastal Dream in Southport

Luxury Oceanview Home - New Construction
Quick stats about holiday rentals with a pool in Oak Island

Total holiday rentals
Explore 600 holiday rentals in Oak Island

Nightly prices starting at
Oak Island holiday rentals start at $77 AUD per night before taxes and fees

Verified guest reviews
Over 6,590 verified reviews to help you choose

Family-friendly holiday rentals
530 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 180 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
600 of Oak Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Oak Island rentals

4.6 Average rating
Oak Island stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Western North Carolina Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Outer Banks Holiday rentals
- Charlotte Holiday rentals
- Hilton Head Island Holiday rentals
- Savannah Holiday rentals
- Cape Fear River Holiday rentals
- Virginia Beach Holiday rentals
- James River Holiday rentals
- Asheville Holiday rentals
- North Myrtle Beach Holiday rentals
- Bungalow rentals Oak Island
- Villa rentals Oak Island
- Family-friendly rentals Oak Island
- Private suite rentals Oak Island
- Rentals with a hot tub Oak Island
- Rentals with a fireplace Oak Island
- Beach condo rentals Oak Island
- Rentals with outdoor seating Oak Island
- Rentals with an EV charger Oak Island
- Beach house rentals Oak Island
- Condo rentals Oak Island
- Apartment rentals Oak Island
- Waterfront rentals Oak Island
- Rentals with beach access Oak Island
- Pet-friendly rentals Oak Island
- House rentals Oak Island
- Hotel rentals Oak Island
- Rentals with a kayak Oak Island
- Fitness-friendly rentals Oak Island
- Rentals with a washing machine and dryer Oak Island
- Rentals with a patio Oak Island
- Rentals with a fire pit Oak Island
- Beachfront rentals Oak Island
- Rentals with pools Brunswick County
- Rentals with pools North Carolina
- Rentals with pools United States
- Myrtle Beach Boardwalk
- Wrightsville Beach, NC
- South Beach
- Cherry Grove Point
- Barefoot Resort & Golf
- Family Kingdom Amusement Park
- Futch Beach
- Myrtle Beach SkyWheel
- Wrightsville Beach
- Dunes Golf and Beach Club
- North Carolina Aquarium at Fort Fisher
- Ripley's Aquarium of Myrtle Beach
- Seahorse Public Beach Access
- Surf City Pier
- Cherry Grove Fishing Pier
- Jungle Rapids Family Fun Park
- Myrtle Beach National
- Arrowhead Country Club
- Myrtle Waves Water Park
- Salt Marsh Public Beach Access
- Carolina Beach Lake Park
- Airlie Gardens
- Myrtle Beach State Park
- The Pavilion Park