
Holiday rentals with a pool in Caswell Beach
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Caswell Beach

Total holiday rentals
Explore 120 holiday rentals in Caswell Beach

Nightly prices starting at
Caswell Beach holiday rentals start at $152 SGD per night before taxes and fees

Verified guest reviews
Over 2,840 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
120 of Caswell Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Caswell Beach rentals

4.7 Average rating
Caswell Beach stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Caswell Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Sun-drenched beach condo with a view!
This beachfront property on Caswell Beach has one of the best views in the neighborhood. With three bedrooms, a spacious living room, renovated kitchen, and incredible light, it's truly the perfect vacation getaway - especially for groups of friends or family. Plus, there are two pools and the furniture is all new! The porch overlooks a nature preserve that not only acts as protection for our home against the elements but also as a home to many beautiful birds and deer you'll see during sunset.

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.

Sleeps 18*1 Block to Beach*2 Master Suite*Gameroom
3-4 min. walk to the beach! 3 night min stay stay June-August 2026. Sleeps 18! 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!

Finns Up- Dog Beach. Ocean Views. Clean & Comfy!
Wake up to sweeping ocean views at Finn’s Up, your perfect Pet-Friendly, Carolina Beach escape. Ideally located beside the North End Pier, this bright, beautifully designed two-bedroom condo invites you to start your day with coffee on the porch daybed, then step straight into sun-filled beach days and relaxing coastal evenings. Just steps from the island’s only year-round dog-friendly beach makes this a perfect getaway destination for the entire family. A Salt And Linen Stays property.

Panoramic Ocean Views, 2 Pools, Huge Deck, Golf!
Your vacation awaits at this tranquil retreat on Caswell Beach, Oak Island! Embrace the serenity as you wake up to breathtaking ocean views and the gentle lull of waves. Recently renovated, this 3BR/2BA condo boasts an expansive deck, offering ample room for your family to relax and recharge. Just steps away lies a secluded beach with shallow waters, perfect for endless playtime with the kids. Take advantage of the nearby community pools and adjacent golf course for even more enjoyment.

Private Heated Pool | 4 Min to Beach | King Beds
Happy Hour at OKI by Mountain to Waves – Just a 4-min verified walk to the beach! ✔ 4-minute walk to beach access ✔ Private heated pool ✔ Fully fenced backyard (perfect for pets) ✔ outdoor dining under a pergola, and a fire pit (wood provided). ✔ Arcade + air hockey for family fun ✔ Fully stocked kitchen for home-cooked meals ✔ Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. ✔ Beach chairs, wagon & essentials included ✔ Quiet family neighborho

The Coastal Coconut: Beautiful Ocean View Condo
This spectacular ocean view condo with top notch 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.

The Beach Hive- Oak Island Beach Villas
Welcome to the Beach Hive! Book your next beach retreat to this warm and welcoming 3-bedroom, 2-bath vacation condo located on Oak Island. Featuring a comfortably furnished interior with granite countertops, a wet bar, full kitchen, and access to plenty of community amenities including a pool and private beach access, this charming beach nook has it all! Golf at the Oak Island Golf Club, visit the Oak Island Lighthouse, or simply soak up the sun on Caswell Beach.

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.

No Cleaning Fee! New Condo w/ Waterfront Pool
Visit the most adorable seaside village! Southport, with it's picturesque waterfront, fantastic restaurants, and adorable shops, has something for everyone. When you feel like staying closer to home, the pool will be calling your name for soaking in the sun while watching the ships sail by, and your private balcony is the perfect spot to sip a cup of coffee while watching the sunrise over the water.
Popular amenities for Caswell Beach rentals with a pool
House rentals with a pool

Sip & Dip* Large Saltwater Pool*Huge Porch*Mural

River Road Retreat - Heated Private Pool, Pond, Fi

Scenic Getaway with Pool & Hot Tub

5 o’clock Always

The Black Pearl

Pool, Spa, Fire Pit, & More at this OKI Escape!

Oceanview House w/ Heated Pool — Walk to Pier

Pool + Tiki Bar | Dog-Friendly OKI Beach Stay
Apartment rentals with a pool

The Blue Pearl

Southport’s Sweet Caroline

Escape to the Cape On the Gorgeous SPT Waterfront

No Cleaning Fee - Condo With Waterfront Pool/Beach

Surf Shack! Carolina Beach Amazing Location!

Oceanfront • Hot tub • Indoor Pool • Gym

Light-filled/Beach-Ocean views/Top floor condo

Oceanfront Third Floor Condo w/pool (Riggings E-3)
Other holiday rentals with a pool

Herons Rest, 6 guests, lovely beach, 2 pools, golf

Ocean Front Oak Island W Pool

Great little escape from the world.

Oceanfront 2 BR/2.5 BA Condo

Ohana Oasis | Ocean Views • Pool • Steps to Beach

Fully Remodeled Condo with Stunning Ocean Views!

Dreams Do Come True, Oceanfront!

Beach Bunker
When is the best time to visit Caswell Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $176 SGD | $194 SGD | $185 SGD | $228 SGD | $268 SGD | $306 SGD | $349 SGD | $279 SGD | $247 SGD | $207 SGD | $197 SGD | $187 SGD |
| 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 |
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- Wrightsville Beach, NC
- Carolina Beach Boardwalk
- Barefoot Resort & Golf
- Barefoot Landing
- Cherry Grove Point
- Broadway at the Beach
- Wrightsville Beach
- Kure Beach Pier
- North Carolina Aquarium at Fort Fisher
- Cherry Grove Fishing Pier
- University of North Carolina Wilmington
- Wilmington Riverwalk
- Surf City Pier
- Carolina Beach Lake Park
- Myrtle Beach SkyWheel
- Carolina Beach State Park
- Bird Island
- Myrtle Waves Water Park
- Jungle Rapids Family Fun Park
- St James Properties
- Fort Fisher State Historic Site
- Dunes Golf and Beach Club
- Airlie Gardens
- Freeman Park





