
Holiday rentals with a pool in Oak Island
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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.

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.

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!

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.

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.

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.

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

Oceanfront Retreat w/ Pool - Dog Friendly

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

Brand New w/ Pickleball Court & Heated Pool

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

5 o’clock Always

Making Waves-Scenic Getaway- Heated Pool & Hot Tub

Swimming Pool, Elevator, Fire Pit, Walk to Beach

Luxury Oceanview Home - New Construction
Apartment rentals with a pool

The Gathering Place Condo w/ Ocean Views & Pool

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS

Beach vacation condo at Ft Fisher! Riggings

Best Location! Beachfront-Boardwalk-Pool-Balcony

The Tropical Palm-Ocean View, Pool, Heart of CB

Lovely 1 Bedroom Condo with Pool Ocean Isle Beach

Oceanfront Condo, Spacious Private Deck & Pool!

*Oceanfront* Coastal Chic Condo
Other holiday rentals with a pool

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

Amazing Location at Island Time is the Best Time!

Suite Life in St. James

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

The Villas at Oak Island #5, pool and Ocean Views

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

Direct Oceanfront Panoramic Sunrise & Sunset View

Bright & Beachy Oceanfront Condo: Linens included!
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 | € 163 | € 192 | € 232 | € 268 | € 322 | € 286 | € 228 | € 155 | € 153 | € 137 |
| 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 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 € 43 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 180 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wifi availability
600 of Oak Island holiday rentals include wifi 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
- 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
- Arrowhead Country Club
- Myrtle Beach National
- Myrtle Waves Water Park
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- Carolina Beach Lake Park
- Airlie Gardens
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