
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.

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.

Surfrider Siesta -Indoor Pool -Hot Tub - Elevator
Relax with the family at this peaceful retreat. Surfrider Siesta is a very comfortable, family friendly place to stay. Fully equipped with all the cooking essentials, washer & dryer unit within condo, WiFi and cable. Private beach access is 100 steps from the front door. The complex has three outdoor pools which are seasonal and a recreational building with a heated indoor pool open all year round. It also has sauna, hot tub, gym and changing rooms. Sorry no pets allowed in rentals as per HOA.

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.

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.

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.

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.

OIB~Oceanfront Condo 3 Bd/2Bath, linens included!
Oceanfront keyless entry condo with amazing full views off a spacious deck with a pool, and only steps to the beach. This beautifully decorated unit boosts a fully equipped kitchen with a large island, coffee bar, new bathrooms with luxury towels and ready made beds with Egyptian Cotton premium linens and bed quilts. Stackable washer/Dryer, living room has a 60 inch wall TV. Friday-Friday weekly rentals in summer season. Strict no pet policy.

King Suite 2BR Lakefront Golf Condo
Welcome to The Pipers Nest! Have fun with the whole family or a weekend getaway with friends at this beautifully furnished Lake Front Golf Villa Condo @ Sandpiper Bay Golf Course and Country Club. Sandpiper Bay is located in beautiful Sunset Beach. 2 outdoor pools and hot tubs available to guests in complex! 10 min to Sunset Beach Pier, 13 min Ocean Isle Beach, 5 Minutes to the Seafood Capital, Calabash, NC !
Popular amenities for Oak Island rentals with a pool
House rentals with a pool

Newly renovated beachfront dog friendly w/ 4 bikes

8-bedroom, 8-bathroom with Elevator & Heated Pool

Shake it Off

Family Beach Escape 2nd Row Pool Elevator & Views

Ocean View*Pool*Dog Friendly*Elevator*Location!

2 Minute Walk to Beach | Heated Pool | Golf Cart

Mermaid Retreat* Private Pool* Pet Friendly

5 o’clock Always
Condo rentals with a pool

Ocean cove Mermaid

Coastal Escapes Luxury 3 bdrm Oceanfront Condo

Oceanfront Paradise 1BR condo in Kure Beach

Oceanfront Duplex~ linens included!

No Cleaning Fee - Condo With Waterfront Pool/Beach

Oceanfront Condo, Spacious Private Deck & Pool!

OCEAN SOUNDS - UNIT 2106 OCEAN DUNES

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

Luxury: Beach, Pool, Golf, Boat Ramp, Pickle Ball

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

Oceanfront Gem: Balcony, Views, Beach Access, Pool

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

Beautiful home with pool & marsh view ‘Breakaway’

Wave On Wave

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 | ﺩ.ﺇ602 | ﺩ.ﺇ569 | ﺩ.ﺇ694 | ﺩ.ﺇ819 | ﺩ.ﺇ992 | ﺩ.ﺇ1,146 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,058 | ﺩ.ﺇ892 | ﺩ.ﺇ643 | ﺩ.ﺇ654 | ﺩ.ﺇ584 |
| 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 ﺩ.ﺇ184 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 fireplace Oak Island
- Fitness-friendly rentals Oak Island
- Rentals with a washer and dryer Oak Island
- Waterfront rentals Oak Island
- Pet-friendly rentals Oak Island
- Beach house rentals Oak Island
- Family-friendly rentals Oak Island
- Rentals with a hot tub Oak Island
- Rentals with a fire pit Oak Island
- Villa rentals Oak Island
- Private suite rentals Oak Island
- Rentals with outdoor seating Oak Island
- House rentals Oak Island
- Hotel rooms Oak Island
- Apartment rentals Oak Island
- Beach condo rentals Oak Island
- Condo rentals Oak Island
- Rentals with an EV charger Oak Island
- Rentals with a patio Oak Island
- Beachfront rentals Oak Island
- Bungalow rentals Oak Island
- Rentals with a kayak Oak Island
- Rentals with beach access Oak Island
- Rentals with pools Brunswick County
- Rentals with pools North Carolina
- Rentals with pools United States
- Myrtle Beach Boardwalk
- 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
- Jungle Rapids Family Fun Park
- Arrowhead Country Club
- Myrtle Waves Water Park
- Salt Marsh Public Beach Access
- Myrtle Beach State Park
- Carolina Beach Lake Park
- Airlie Gardens
- Tidewater Golf Club
- The Pavilion Park
- Long Beach




