Holiday rentals with a pool in Caswell Beach

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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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Guest favourite
A charming cottage exterior features a blue facade with white trim and a welcoming front porch. Several tall trees provide shade, while a driveway accommodates parking. An American flag decorates the front, accentuating the inviting atmosphere of the property.
Home in Oak Island
4.93 out of 5 average rating, 112 reviews

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!

Top Guest favourite
A wooden walkway leads toward the beach, framed by lush greenery and a palm tree. The sun sets on the horizon, casting warm orange and yellow hues across the sky. Calm ocean waters reflect the evening light, creating a serene atmosphere.
Apartment in Kure Beach
4.98 out of 5 average rating, 117 reviews

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.

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.
Condo in Oak Island
4.99 out of 5 average rating, 183 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.

Guest favourite
A comfortable living area showcases a taupe sofa adorned with decorative pillows. A wicker chair offers additional seating, complemented by a round coffee table with light decor. A lamp stands beside the sofa, and a small plant adds a touch of greenery to the space.
Condo in Carolina Beach
4.87 out of 5 average rating, 267 reviews

SeaScape-Top Floor Ocean Views & Dips in the Pool!

You'll love sipping coffee and watching the sunset from the front deck of this beautiful and much sought after 3rd floor ocean view condo with private pool and a beach access is just a short walk away. This NON-SMOKING condo includes, 2 flat screen SmartTVs, cable, & private WiFi. The kitchen contains all essential tool, a limited amount of spices/staples. There's also a Keurig with a variety of coffee pods for your enjoyment. The queen sofa bed sleeps 2 comfortably. No pets are allowed.

Superhost
A cozy living area is presented with a light blue sofa adorned with decorative pillows. A round black coffee table is centered in the space, featuring a magazine and candles. Framed photographs hang on the wall, complemented by a large plant and a floor lamp.
Apartment in Carolina Beach
4.96 out of 5 average rating, 121 reviews

Vista North (OCEAN+MARSH+POOL)

This is the perfect escape for those looking for waterfront cozy chic luxury. Just steps away from a pristine oceanfront preserve and biking distance to the boardwalk, restaurants and nightlife. Our recently updated stylish condo will give you an emersion of coastal beauty and an array of local attractions along with access to marsh side pool, bikes and grills. Start your day with a cup of coffee and an ocean sunrise and unwind with a glass of wine for an unmatched marsh view sunset.

Guest favourite
The charming exterior of a two-story beach house is highlighted by a red metal roof and white siding. Surrounded by landscaped greenery, the front yard features a welcoming pathway leading to the entrance. A private swimming pool and outdoor seating area can be seen in the background.
Home in Oak Island
4.87 out of 5 average rating, 108 reviews

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!

Top Guest favourite
Condo in Carolina Beach
4.96 out of 5 average rating, 398 reviews

Best Location! Beachfront-Boardwalk-Pool-Balcony

Unbeatable location directly on the famous Carolina Beach Boardwalk! Step outside the door and you’re just seconds away from the beach and ocean, where you can enjoy swimming, sunbathing, and even spotting dolphins from the shoreline. The boardwalk itself is a hub of activity, with bars, restaurants, shops, and live music just steps away. Whether you’re in the mood for a casual meal, a fun night out, or exploring the local boutiques, you’ll find it all within walking distance.

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.
Condo in Oak Island
4.99 out of 5 average rating, 198 reviews

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.

Top Guest favourite
A wooden boardwalk leads directly to the sandy beach, lined with lush greenery. The calm ocean stretches into the distance, showcasing a serene blue hue under a clear sky. Gentle waves meet the shore, creating a peaceful coastal scene.
Condo in Ocean Isle Beach
4.98 out of 5 average rating, 261 reviews

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.

Guest favourite
A covered deck offers comfortable seating for four, with soft green cushions on wicker chairs facing the ocean. A wooden table sits between the chairs. The tranquil ocean view includes sparkling water under a clear blue sky.
Apartment in Carolina Beach
4.93 out of 5 average rating, 134 reviews

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.

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.
Condo in Southport
4.98 out of 5 average rating, 132 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.

Top 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.
Condo in Oak Island
4.96 out of 5 average rating, 116 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$189 NZD$201 NZD$267 NZD$303 NZD$326 NZD$472 NZD$490 NZD$392 NZD$347 NZD$276 NZD$248 NZD$216 NZD
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Quick stats about holiday rentals with a pool in Caswell Beach

  • Total holiday rentals

    Explore 110 holiday rentals in Caswell Beach

  • Nightly prices starting at

    Caswell Beach holiday rentals start at $143 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Caswell Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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

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