Vacation 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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Top guest favourite
A bright living area features a large, colorful rug with marine-inspired designs. A gray sofa is complemented by decorative pillows, and a white coffee table sits in front. Natural light enters through sliding glass doors that lead to a balcony, enhancing the cheerful atmosphere.
Apartment in Oak Island
5 out of 5 average rating, 16 reviews

Dreams Do Come True, Oceanfront!

New listing- same SUPERHOST condo! Welcome to "Dreams Do Come True," our family's oceanfront piece of paradise. Our two bed, two bath condo has amazing views on quiet Caswell Beach. Our unit is immaculate, bright and cheerful. We are newly renovated with an equipped kitchen, granite countertops, stainless steel appliances, a washer/dryer, two TVs, wifi, new plush beds, & tall handmade chairs on the wrap around deck to sit back and enjoy the incredible sunsets. Steps away from the beach and pool!

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, 115 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 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, 189 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
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
4.93 out of 5 average rating, 28 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 bright living room is furnished with a large blue sectional sofa, accented by a decorative pillow. Expansive windows frame views of the ocean and palm trees beyond. A ceiling fan circulates air while light spills into the space, creating a welcoming atmosphere.
Condo in Oak Island
5 out of 5 average rating, 82 reviews

February Special: Stay 2 Nights, Get 1 Free!

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

Guest favourite
Home in Oak Island
4.87 out of 5 average rating, 108 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! 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
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, 206 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 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.
Condo in Southport
4.92 out of 5 average rating, 126 reviews

Escape to the Cape On the Gorgeous SPT Waterfront

Located on the historic 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 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, 163 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.

Top guest favourite
A covered oceanfront deck presents a serene view of the sunrise over the water. A round table and several white outdoor chairs are positioned to enjoy the scenery, with soft sand dunes visible in the foreground.
Condo in Kure Beach
4.97 out of 5 average rating, 191 reviews

Oceanfront | Breathtaking Sunrise l Pool

Peach on the Beach is a modern & newly renovated one bedroom condo, with a spacious open living room/kitchen area. This is a corner unit, which provides breathtaking views with access to a large covered oceanfront deck. Just a 2 minute walk to the beach. Perfect location for the sunrise and sunset lovers! Enjoy the ocean sunrise from the deck or beach & directly accross the street at the Fort Fisher Air Force Recreational Center are the best sunsets on the river.

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, 140 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, 117 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

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Avg. price$144 CAD$153 CAD$204 CAD$231 CAD$248 CAD$360 CAD$373 CAD$299 CAD$265 CAD$221 CAD$210 CAD$199 CAD
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Quick stats about vacation rentals with a pool in Caswell Beach

  • Total vacation rentals

    Explore 110 vacation rentals in Caswell Beach

  • Nightly prices starting at

    Caswell Beach vacation rentals start at $95 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,580 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    110 of Caswell Beach vacation 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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