
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.

Take a Break at Shore Break!
First floor, beautiful one bedroom oceanfront condo with all the amenities you need for a relaxing vacation by the sea. Fully stocked kitchen with granite countertops and new furnishings to ensure a comfortable and stylish stay. The large deck is perfect for outdoor dining or relaxing while taking in the ocean views. Wake up in the King size bed to the sound of the waves! Enjoy the resort style pool and picnic area. WIFI, coffee, beach chairs and linens included. Free Parking. Laundry on-site

☀️Oceanfront with Beach Access "Carla's Cabana"☀️
Carla's Cabana is a top floor condo in the sought after Sea Colony complex with it's beautiful pool, outdoor grill and green space area. Enjoy your morning coffee sitting on the spacious deck overlooking the sunrise, listening to the rolling waves. 3rd floor condo boasts an open floor plan with a King bed in the master, 2 twin bunks in the "cozy corner" hall alcove, and a Queen sofa bed. Full kitchen and dining table, washer/dryer in unit, all of the necessities for your perfect beach vacation!

5BR*Dbl. Master*1 Block to Beach* GAMEROOM* Yaupon
3-4 min. walk to the beach! 2 night min stay June 2024. 4 night min stay July-August 2024. Stay at our spacious "American Dreaming" cottage on Yaupon Beach/Oak Island and check off all of your vacation boxes! Sit by the firepit and listen to the sounds of the crashing waves, which are only 1 block away. Head down to the beach during the day and then cool off in our private stock tank pool while your kids play ping pong in the game room. Enjoy a short 10 minute drive down to historic Southport!

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 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!

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.

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.

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.

The Oasis - Heated POOL - Tiki Bar - Beach Life!
WELCOME to THE OASIS Beach House! Ready for the ULTIMATE Vacation!? The Oasis features a full-size saltwater pool, fire pit, tiki bar, grill, and an outdoor TV. This backyard beauty has everything you could want! Located just 7 blocks to the ocean in Carolina Beach, spend days on the sand and evenings under the string lights around the pool, bar, or fire pit. Brand new listing with beautiful furnishings. Pool heated during shoulder season on request with fee.
Popular amenities for Oak Island rentals with a pool
House rentals with a pool

The BEST Views, Heated Pool, 4 BRs, Sleeps 10!

Winter Deals! Heated Pool & 0.5 mile to OKI Beach

Pool | Views | Sleeps 8 | Linens | Yacht Drive

5 o’clock Always

Home with Salt water pool and bamboo garden view

Kid Friendly Luxe: Kayak Our Dock + 2 Carts, Clubs

Swimming Pool, Elevator, Fire Pit, Walk to Beach

BIG DECK! Tiki Bar! Oceanfront Pool! Elevator!
Condo rentals with a pool

Ocean Cove Mermaid

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS

Beach vacation condo at Ft Fisher! Riggings

Chateau By the Sea Unit D2 - Oceanfront

SoulSide - Oceanfront Condo in Wrightsville Beach

Oceanfront Coastal Condo w/ Pool

OIB~Oceanfront Condo 3 Bd/2Bath, linens included!

Dual master, end unit condo with amazing views
Other vacation rentals with a pool

BEACH PLEASE │ 2BR/2BA w/ 2 K in the heart of OKI!

"The Kure All" Oceanfront Bliss

Amazing Location at Island Time is the Best Time!

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

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

The Oak Tree Bungalow. Relaxed Island Living

Quiet Beach, Ocean View, Pool, Steps to Beach

Dreams Do Come True, Oceanfront!
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.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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- 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
- Arrowhead Country Club
- Seahorse Public Beach Access
- Jungle Rapids Family Fun Park
- Myrtle Beach State Park
- Myrtle Waves Water Park
- Salt Marsh Public Beach Access
- Airlie Gardens
- Carolina Beach Lake Park
- Tidewater Golf Club
- The Pavilion Park
- Long Beach




