
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 $155 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.

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! ✔ 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 neighborhood

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!

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.

Escape to the Cape On the Gorgeous SPT Waterfront
Located on the beautiful 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!

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.

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.

Fully Remodeled Condo with Stunning Ocean Views!
This beautiful ocean front condo with stunning views has been complety remodeled and is more beautiful than ever! It is a 3 minute walk to the beach and a one minute drive to the beautiful Oak Island Gold Course. All new kitchen appliances, new flooring and new bathroom vanities are just a few of the upgrades in this great space! The master bedroom patio is a great place to enjoy the view! Enjoy complimentary bikes and the two pools located a short distance away.

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.

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.
Popular amenities for Caswell Beach rentals with a pool
House rentals with a pool

Private Condo: Ocean + Pool Getaway for 8

Steps to Beach | 5BR Retreat | Private Pool & Spa

Brand New w/ Pickleball Court & Heated Pool

5 o’clock Always

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

Scenic Caswell Beach!Clean+Convenient+Sleeps 8

Oceanview Home - Private Pool - Walk to the Beach!

Sip & Dip* Large Saltwater Pool*Huge Porch*Mural
Apartment rentals with a pool

Beachfront Condo, Steps to the Beach

Oceanfront End Unit Condo with Pool (Riggings D-2)

Oceanfront • Hot tub • Indoor Pool • Gym

Best Location! Beachfront-Boardwalk-Pool-Balcony

Ocean front, 1 bedroom condo w/ pool, Reef Relief

Dual master, end unit condo with amazing views

Surf Shack! Carolina Beach Amazing Location!

Fully Renovated Beautiful Oceanfront 2 BR Condo
Other holiday rentals with a pool

Beach Bunker

Oceanfront 2 BR/2.5 BA Condo

Bowie’s Beach House

Coastal Cove Hideaway

3 Little Birds • Beach + Pool

Ohana Oasis | Ocean Views • Pool • Steps to Beach

Bright & Beachy Oceanfront Condo: Linens included!

Dreams Do Come True, Oceanfront!
When is the best time to visit Caswell Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $180 SGD | $198 SGD | $189 SGD | $220 SGD | $236 SGD | $342 SGD | $355 SGD | $284 SGD | $252 SGD | $211 SGD | $200 SGD | $190 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
- Kure Beach Pier
- Broadway at the Beach
- Wrightsville Beach
- Cherry Grove Fishing Pier
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- University of North Carolina Wilmington
- Myrtle Beach SkyWheel
- Carolina Beach Lake Park
- Wilmington Riverwalk
- Carolina Beach State Park
- Myrtle Waves Water Park
- Jungle Rapids Family Fun Park
- Bird Island
- Ripley's Aquarium of Myrtle Beach
- Airlie Gardens
- Fort Fisher State Historic Site
- St James Properties
- Dunes Golf and Beach Club





