
Vacation 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.

Oceanfront 1 bedroom condo with pool
Relax at our ocean front condo close to the best of Carolina Beach but far enough from the hustle to enjoy the quiet and amazing views! Walk south to enjoy shopping, restaurants, music and entertainment at our family friendly boardwalk. Or walk north to fish and grab a drink at the pier. Bring your bikes, golf cart, as well as beach and pool toys and store them in the unit’s garage. Pull out sofa bed in lvng room allows you to accommodate up to 4 guests. Come make memories at our beautiful CB.

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.

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.

BEACHFRONT w/ pool, near boardwalk, amazing views!
Welcome to this beachfront 2 bedroom 2 bath updated condo, with pool, close to the famous Carolina Beach boardwalk. The deck overlooks the ocean and provides AMAZING views, and there's a private walkway to the beach. It's an easy 5-10 minute walk to the boardwalk and many other bars and restaurants. The unit is freshly renovated with a light and modern feel and is a true oceanfront paradise. Stay here and enjoy relaxing on the deck, listening to the waves, and watching for dolphins!

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!

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.

Oceanfront | Breathtaking Sunrise l Pool
Peach on the Beach is a modern & newly renovated one bedroom condo, with a spacious open living room/kitchen area. This is a corner unit, which provides breathtaking views with access to a large covered oceanfront deck. Just a 2 minute walk to the beach. Perfect location for the sunrise and sunset lovers! Enjoy the ocean sunrise from the deck or beach & directly accross the street at the Fort Fisher Air Force Recreational Center are the best sunsets on the river.

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.
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

After Dune Delight

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

5 o’clock Always

Home with Salt water pool and bamboo garden view

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

Ocean Views! Pool, Spa, Private Backyard in OKI
Condo rentals with a pool

Ocean Cove Mermaid

Beachfront Condo, Steps to the Beach

Beach Sol Oceanfront w/pool & private beach access

Best Location! Beachfront-Boardwalk-Pool-Balcony

Newly Renovated Panoramic OCEANFRONT Views

The Great Wave

Dune Our Thing! With an amazing view!

OCEAN SOUNDS - UNIT 2106 OCEAN DUNES
Other vacation rentals with a pool

Sanctuary Condo in St.James

Amazing Location at Island Time is the Best Time!

Seaside Vista! Oceanfront condo w/ heated pool

Quiet Beach, Ocean View, Pool, Steps to Beach

Living the Coastal Dream in Southport

Swimming Pool, Elevator, Fire Pit, Walk to Beach

Luxury Oceanview Home - New Construction

Sun-drenched beach condo with a view!
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.ﺇ712 | ﺩ.ﺇ694 | ﺩ.ﺇ819 |
| 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.ﺇ220 per night before taxes and fees

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

Family-friendly vacation rentals
510 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

4.7 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
- Oak Island Lighthouse
- WonderWorks Myrtle Beach
- Broadway at the Beach
- Carolina Beach State Park
- Bird Island
- University of North Carolina Wilmington




