
Vacation 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.

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.

Vista North (OCEAN+MARSH+POOL)
This is the perfect escape for those looking for waterfront cozy chic luxury. Just steps away from a pristine oceanfront preserve and biking distance to the boardwalk, restaurants and nightlife. Our recently updated stylish condo will give you an emersion of coastal beauty and an array of local attractions along with access to marsh side pool, bikes and grills. Start your day with a cup of coffee and an ocean sunrise and unwind with a glass of wine for an unmatched marsh view sunset.

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.

Making Waves Scenic Getaway with Pool & Hot Tub
Add some peace and tranquility to your trip...beautifully furnished on the inside, fully stocked house, with an oasis of a backyard - this is a home you'll want to visit again and again. With your own HEATED saltwater pool & hot tub, in a private backyard paradise...you may not ever want to leave the property. Minutes away from the beach, steps away from the Intracoastal Waterway, and one street over from the scenic beach walkway, this house will not disappoint.

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 Baths
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.

Oceanfront Paradise 1BR condo in Kure Beach
Beautiful oceanfront three bedroom beach condo with spectacular ocean views. This is an end unit, which means natural light and the best view on the island. The spacious deck offers a place to enjoy gorgeous ocean views while sipping on your morning coffee or afternoon libation. The property has 4 outdoor pools, an indoor pool, hot tub, tennis courts, basketball, shuffleboard and a workout room. Kure Beach offers activities for all ages.

No Cleaning Fee - Condo With Waterfront Pool/Beach
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.

Guests Rave: Clean + Stocked + Close to Beach
"Retro Vintage Palm Springs" vibe! Fun & Fabulous location! This stylish first-floor condo is located right on the golf course, just 5 minutes from the beach and 20 minutes from South Carolina. The condo is comfortable, chic, and fully stocked with everything you need. Whether you love cooking, reading, watching movies, or sipping coffee, we’ve got you covered!
Popular amenities for Oak Island rentals with a pool
House rentals with a pool

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

Shake it Off

Family Tides, Beautiful views, Pool, Hot tub!

Mermaid Retreat* Private Pool* Pet Friendly

Pool | Views | Sleeps 8 | Linens | Yacht Drive

3 Putt Paradise

BIG DECK! Tiki Bar! Oceanfront Pool! Elevator!

Spectacular Home w/ Heatable SW Pool- Ocean Views
Condo rentals with a pool

*Cherry Grove Direct Oceanfront 2B/2BA*

*Renovated* Top Floor Oceanfront Condo w/ Pool

The Great Wave

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

Surf Shack! Carolina Beach Amazing Location!

Oceanfront Condo, Spacious Private Deck & Pool!

Spectacular * Oceanfront Condo - Once Upon A Tide

Escape to the Cape On the Southport Waterfront!
Other vacation rentals with a pool

Ocean Breeze | Beach + Lake Views, Sleeps 5!

St. James Condo | Wooded Views | Quiet & Peaceful

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

Suite Life in St. James

The Oak Tree Bungalow. Relaxed Island Living

New, Oceanfront, 50 Steps to the Sand, Pool, Views

Fox On The Beach - across from beach, heated pool

Oceanview Condo, Pool, 2 min walk to the sand
When is the best time to visit Oak Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 141 | € 133 | € 162 | € 191 | € 231 | € 267 | € 257 | € 247 | € 208 | € 150 | € 153 | € 136 |
| Avg. temp | 8°C | 10°C | 13°C | 18°C | 22°C | 26°C | 28°C | 27°C | 24°C | 19°C | 13°C | 10°C |
Quick stats about vacation rentals with a pool in Oak Island

Total vacation rentals
Explore 600 vacation rentals in Oak Island

Nightly prices starting at
Oak Island vacation rentals start at € 43 per night before taxes and fees

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

Family-friendly vacation rentals
530 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
600 of Oak Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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 Vacation rentals
- Myrtle Beach Vacation rentals
- Charleston Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Cape Fear River Vacation rentals
- Savannah Vacation rentals
- Hilton Head Island Vacation rentals
- James River Vacation rentals
- Asheville Vacation rentals
- North Myrtle Beach Vacation rentals
- Virginia Beach Vacation rentals
- Rentals with a hot tub Oak Island
- Rentals with beach access Oak Island
- Waterfront rentals Oak Island
- Condo rentals Oak Island
- Beach house rentals Oak Island
- Pet-friendly rentals Oak Island
- Villa rentals Oak Island
- Bungalow rentals Oak Island
- Rentals with an EV charger Oak Island
- Rentals with a patio Oak Island
- House rentals Oak Island
- Private suite rentals Oak Island
- Rentals with outdoor seating Oak Island
- Family-friendly rentals Oak Island
- Apartment rentals Oak Island
- Rentals with a fire pit Oak Island
- Hotel rooms Oak Island
- Beach condo rentals Oak Island
- Fitness-friendly rentals Oak Island
- Rentals with a washer and dryer Oak Island
- Rentals with a fireplace Oak Island
- Rentals with a kayak 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
- Barefoot Resort & Golf
- South Beach
- Cherry Grove Point
- Family Kingdom Amusement Park
- Dunes Golf and Beach Club
- Futch Beach
- Myrtle Beach SkyWheel
- Wrightsville Beach
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- Ripley's Aquarium of Myrtle Beach
- Cherry Grove Fishing Pier
- Seahorse Public Beach Access
- Arrowhead Country Club
- Jungle Rapids Family Fun Park
- Myrtle Waves Water Park
- Salt Marsh Public Beach Access
- Myrtle Beach State Park
- Carolina Beach Lake Park
- Tidewater Golf Club
- Airlie Gardens
- The Pavilion Park




