Holiday rentals with a pool in Caswell Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Caswell Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious outdoor seating area is shown on a wooden deck, featuring a table with several chairs. A stunning sunset can be seen in the distance, casting warm colors across the sky. Lush greenery is present in the foreground and background.
Apartment in Oak Island
4.98 out of 5 average rating, 89 reviews

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.

Guest favourite
Home in Oak Island
4.88 out of 5 average rating, 118 reviews

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

Guest favourite
A multi-level townhome complex is visible, featuring balconies on the upper levels. The building is surrounded by natural vegetation and sand, leading towards a wooden boardwalk that provides access to the beach.
Apartment in Oak Island
4.79 out of 5 average rating, 67 reviews

Oceanfront 2 BR/2.5 BA Condo

Come enjoy our townhome in the Oak Island Beach Villas #206 located on Caswell Beach! Lounge on the oceanside deck incorporated into the living room, or enjoy a private balcony off the main bedroom upstairs overlooking the Atlantic Ocean! Make the most amazing memories watching the dolphins, observing the sea turtles lay their eggs, and watching the most amazing sunsets/sunrises you'll ever see. This condo is right across from the golf course. This is by far the most beautiful beach ever!

Top guest favourite
A comfortable living area is centered around a dark sofa with light cushions, accompanied by a side table and a lamp. Large windows provide a view of lush trees outdoors, while a floral arrangement adorns the coffee table. A pathway leading to the beach is visible through the window.
Apartment in Caswell Beach
4.94 out of 5 average rating, 17 reviews

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

Heron’s Rest is a bright, spacious condo. Steps from front door to the beach on private path. There is no development on the beach - only maritime forest and dunes. Condo overlooks golf course. Two community pools. Airy master with walk-in closet & bath, laundry (W/D), 2 guest bedrooms, guest bath, & scenic deck. Wood floors throughout, new doors/windows, trim. Well equipped kitchen for food craft. Ground level rec space with seats, ping pong and charcoal grill. Beach chairs & cart.

Top guest favourite
A bright living area features a blue sofa and armchair, complemented by decorative pillows. A natural woven coffee table is placed on a soft blue and white area rug. Large glass doors open to a private balcony, allowing natural light and ocean views to fill the space.
Apartment in Oak Island
4.99 out of 5 average rating, 203 reviews

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.

Top guest favourite
The open living space features a tan sofa and two wooden lounge chairs with blue cushions. A round glass coffee table sits at the center. Natural light floods through a large window, illuminating the soft textiles and providing a view of the scenic outdoors.
Home in Caswell Beach
4.92 out of 5 average rating, 39 reviews

Private Condo: Ocean + Pool Getaway for 8

Welcome to your island paradise! Whether you’re lounging by one of the two pristine pools, enjoying a sunset stroll along the empty shoreline, or just soaking up the island vibe, you’ll feel right at home in this coastal condo retreat. Open-concept living space with plenty of natural light, a fully-equipped kitchen, and a comfortable living area perfect for family or friends. Each bedroom has new 12" memory foam mattresses, ensuring a restful night’s sleep after a day of island adventures

Top guest favourite
A clear view of the Cape Fear River is presented, featuring a pool bordered by lounge chairs. A wooden deck extends towards the water, alongside private beach access and a dock. Bright blue skies and gentle clouds create a serene backdrop.
Apartment in Southport
4.92 out of 5 average rating, 133 reviews

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!

Top guest favourite
A spacious living area features a comfortable sectional sofa facing a large window that offers ocean views. A ceiling fan adds to the airy atmosphere, while a wooden sideboard and round coffee table provide functional decor. Light enters from the sliding glass doors leading to the balcony.
Apartment in Oak Island
4.99 out of 5 average rating, 213 reviews

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.

Top guest favourite
A serene backyard oasis features a heated saltwater pool, surrounded by lounge chairs and tropical landscaping. The two-story house is elevated, showcasing a spacious deck with shaded seating and stairs leading down to the pool area, inviting relaxation and enjoyment.
Home in Oak Island
4.96 out of 5 average rating, 172 reviews

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.

Superhost
Apartment in Oak Island
4.74 out of 5 average rating, 102 reviews

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.

Top guest favourite
A spacious bedroom features a large bed dressed in a light-colored patterned comforter with decorative pillows. Two bedside tables with lamps are positioned on either side of the bed. Natural light enters through a window adorned with light curtains, illuminating the wood flooring.
Apartment in Southport
4.97 out of 5 average rating, 152 reviews

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.

Guest favourite
Two blue wine glasses are positioned alongside a bottle of Clos du Bois wine on a table, with an expansive view of the ocean and shoreline in the background. The light reflects off the water, creating a serene atmosphere.
Apartment in Oak Island
4.96 out of 5 average rating, 123 reviews

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

When is the best time to visit Caswell Beach?

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Avg. price$178 SGD$196 SGD$187 SGD$217 SGD$234 SGD$339 SGD$351 SGD$281 SGD$249 SGD$208 SGD$198 SGD$188 SGD
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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 $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,590 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

  • 4.6 Average rating

    Caswell Beach stays receive an average rating of 4.6 out of 5 from guests

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