
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.

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.

OIB~Oceanfront Condo 3 BD/2BA, Linens Included!
3 bd, 2BA Oceanfront Condo in the sought after less crowded West End of Ocean Isle Beach! Only steps to the beach via our private walkway pass our complex pool. This tastefully decorated, freshly painted, keyless entry unit boosts amazing full panoramic views of the ocean, fully equipped kitchen with large island and comes with many new furnishings, all new Egyptian cotton bed and bath linens, new comforters, blankets and pillows. Sorry but pets, golf carts, RV’s and trailers are prohibited.

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, 4 mins to Beach, King Beds
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 Gorgeous SPT 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!

Amazing Ocean Views!
First Floor beach retreat with fantastic ocean views. Enjoy your morning coffee or afternoon cocktail from one of the two balconies. Catch the sunrise from your bed or get up and take a stroll along the beach. Condo has been recently updated with modern appliances, including stainless steel refrigerator, stove/oven, microwave and gorgeous as spa like bathrooms. Beach chairs all supplied. Guests who brings pets will be charged $25 per pet and this is non-refundable.

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.

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.
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

NEW! Oceanfront, Pool, Pickleball, Tiki Bar & More

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

5 o’clock Always

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

Scenic Getaway with Pool & Hot Tub

You Me And The Sea: Across from the Beach!
Apartment rentals with a pool

BEACHFRONT w/ pool, near boardwalk, amazing views!

Carla's Cabana ~ Oceanfront, Balcony w/view & Pool

Beach vacation condo at Ft Fisher! Riggings

Newly Renovated Panoramic OCEANFRONT Views

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Bath

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

Oceanfront Duplex~ linens included!

Beautiful Ocean Front Condo!
Other holiday rentals with a pool

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

"The Kure All" Oceanfront Bliss

St. James Condo | Wooded Views | Quiet & Peaceful

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

Amazing Location at Island Time is the Best Time!

Sea-clusion: A ground floor beach front condo

Quiet Beach, Ocean View, Pool, Steps to Beach

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 | £122 | £115 | £140 | £165 | £200 | £231 | £222 | £213 | £180 | £144 | £140 | £165 |
| 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 £44 per night before taxes and fees

Verified guest reviews
Over 6,540 verified reviews to help you choose

Family-friendly holiday rentals
510 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

4.7 Average rating
Oak Island stays receive an average rating of 4.7 out of 5 from guests
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- Barefoot Landing
- Myrtle Beach Boardwalk
- Carolina Beach Boardwalk
- Barefoot Resort & Golf
- Wrightsville Beach, NC
- Cherry Grove Point
- Family Kingdom Amusement Park
- North Carolina Aquarium at Fort Fisher
- Wrightsville Beach
- Myrtle Beach SkyWheel
- Cherry Grove Fishing Pier
- Myrtle Beach State Park
- Surf City Pier
- Ripley's Aquarium of Myrtle Beach
- Jungle Rapids Family Fun Park
- Myrtle Waves Water Park
- Carolina Beach Lake Park
- Airlie Gardens
- WonderWorks Myrtle Beach
- Oak Island Lighthouse
- Broadway at the Beach
- Carolina Beach State Park
- Bird Island
- University of North Carolina Wilmington




