
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.

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS
This 3rd floor Unit with spectacular views of the Ocean. Newly renovated Kitchen w/ granite countertop, Fully equipped Kitchen with New appliances, utensils, Keurig coffee maker & spice rack! New platform bed, NEW Serta memory foam mattress, bedding, linens (including beach towels/ sheets), New Patio floor, New furniture, sofas, decor, dimmable floor lamps. 2 New Samsung Smart TV’s wall mounted. New Ceiling Fans, New Flooring, & Paint throughout. LED Patio lights for patio dining. Washer dryer

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.

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.

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.

Escape to the Cape On the Southport Waterfront!
Located on the historic Southport Waterfront you'll enjoy a well-appointed gem located within the RiverHotel of Southport that includes a small balcony with views of the Cape Fear River, guest pool, and private beach exclusively for our guests. We also have a huge deck with lots of tables and chairs to enjoy the spectacular water views! Covered parking is available within steps of the elevator. Make your Southport vacation memorable! Escape to the Cape awaits you!

Making Waves-Scenic Getaway- Heated 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.

Beachfront condo w/pool and great views
Kick back and relax in this calm, stylish space that is oceanfront. Enjoy coffee or cocktails in the deck while watching the waves. Just steps from the beach with a garage to store all your beach and ocean toys. Everything you need is provided for your stay. Enjoy the pool and grilling area in the complex. Free parking on site. The boardwalk is 1.5 miles away with plenty of things to do and places to eat but far enough away that you have peace and quiet.

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.
Popular amenities for Oak Island rentals with a pool
House rentals with a pool

Shake it Off

Family Beach Escape 2nd Row Pool Elevator & Views

Luxe Oceanfront Escape | 4BR w/ Pool & Views!

Mermaid Retreat* Private Pool* Pet Friendly

The Oasis - Heated POOL - Tiki Bar - Beach Life!

Swimming Pool, Elevator, Fire Pit, Walk to Beach

4BR/4.5BA • Pool • 180°Ocean View • 1 Min to Beach

Luxury Oceanview Home - New Construction
Condo rentals with a pool

Ocean cove Mermaid

Coastal Escapes Luxury 3 bdrm Oceanfront Condo

Best Location! Beachfront-Boardwalk-Pool-Balcony

Oceanfront Paradise 1BR condo in Kure Beach

*Renovated* Top Floor Oceanfront Condo w/ Pool

The Great Wave

No Cleaning Fee - Condo With Waterfront Pool/Beach

Spectacular * Oceanfront Condo - Once Upon A Tide
Other vacation rentals with a pool

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

Suite Life in St. James

Beautiful home with pool & marsh view ‘Breakaway’

Oceanview Condo, Pool, 2 min walk to the sand

Pool | Views | Sleeps 8 | Linens | Yacht Drive

Bright & Beachy Oceanfront Condo: Linens included!

Dreams Do Come True, Oceanfront!

Living the Coastal Dream in Southport
When is the best time to visit Oak Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$34,311 GYD | G$32,428 GYD | G$39,541 GYD | G$46,654 GYD | G$56,487 GYD | G$65,274 GYD | G$62,763 GYD | G$60,253 GYD | G$50,838 GYD | G$36,612 GYD | G$37,239 GYD | G$33,264 GYD |
| 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 G$10,461 GYD 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
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- Myrtle Beach Boardwalk
- South Beach
- Barefoot Resort & Golf
- Cherry Grove Point
- Family Kingdom Amusement Park
- Futch Beach
- Dunes Golf and Beach Club
- Myrtle Beach SkyWheel
- Wrightsville Beach
- North Carolina Aquarium at Fort Fisher
- Ripley's Aquarium of Myrtle Beach
- Surf City Pier
- Seahorse Public Beach Access
- Cherry Grove Fishing Pier
- Jungle Rapids Family Fun Park
- Arrowhead Country Club
- Myrtle Waves Water Park
- Salt Marsh Public Beach Access
- Carolina Beach Lake Park
- Airlie Gardens
- Tidewater Golf Club
- Myrtle Beach State Park
- The Pavilion Park
- Long Beach




