
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.

Oceanfront Ground Floor Condo w/pool Riggings D-1
January 2025 Bookings- If you are booking for Jan ‘25, there will be some foundation work going on at this building. Rates are reduced. Message me. Ground floor, end unit directly on the ocean! You just don’t get closer than this. Watch the sunrise from your private balcony. Just steps away from the beach. There is also an oceanfront pool where you can spend the day soaking in the suns rays. Surf fishing is superb directly in front of the condo due to a large rock formation next to Fort Fisher.

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!

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.

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.

Oceanfront Duplex~ linens included!
2 bdrm, 2 1/2 bth oceanfront duplex with 3 pools and tennis courts! Bed and Bath linens included! Private driveway for Golf cart rental permitted. Sorry, strict no pet policy. Sat -Sat weekly rentals in summer season. PLEASE NOTE: All three pools are for our guests to use and are maintained thru the HOA and we do not have any control over exactly when they open (Usually April 1st ) or if any of them closes for any reason. No refunds will be given if any of the pools are closed temporarily.

Vista North (OCEAN+MARSH+POOL+Parking)
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.

Cowabungalow - Luxury Condo
This custom LUXURIOUS 1-bedroom oceanfront sleeps 4 w/pull-out couch and is completely NEW inside. This unit is oceanfront, 2nd story w/elevator, covered parking in a gated parking lot, and a fully stocked kitchen, park the car & never have to drive during your stay! Right on the CB boardwalk w/ many choices for ocean view restaurants, etc. Pet friendly with an additional $60 cleaning fee per pet and early check-in and late check-out fee $150 for each request w/ 2-day notice.

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.

Oceanfront-Pool View-Third floor Condo (Sleeps 6)
Amazing views! Your 3rd-floor private patio overlooks the pool and offers beautiful views of the ocean. Sip coffee and watch the sunrise. You can hear the tranquil sound of waves on the beach only steps away. A great 3rd-floor end unit condo with 1 bedroom and a bunkbed alcove (sleeps 4). Less than a mile from the Historic Fort Fisher and the North Carolina Aquarium or the Ferry to Southport and Baldhead island. Minutes away from everything pleasure island has to offer.

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

Modern Bungalow with Pool in Midtown

*Heated* Pool, Hot Tub & Dock, 3 min Walk to Beach

After Dune Delight

Winter discounts! Spring & Summer open w/pool

Mermaid Retreat* Private Pool* Pet Friendly

The Oasis - Heated POOL - Tiki Bar - Beach Life!

5 o’clock Always

Home with Salt water pool and bamboo garden view
Apartment rentals with a pool

Morning brew with an ocean view

Coastal Escapes Luxury 3 bdrm Oceanfront Condo

Beach vacation condo at Ft Fisher! Riggings

Coastal Retreat

Getaway @ The Waterway Wrightsville Beach

Shell of a Vibe Beach Condo - Oceanfront and Chill

Dune Our Thing! With an amazing view!

Surf Shack! Carolina Beach Amazing Location!
Other holiday rentals with a pool

Oceanfront Condo | Beach + Lake Views, Sleeps 5!

St. James Condo | Wooded Views | Quiet & Peaceful

Amazing Location at Island Time is the Best Time!

Brand New w/ Pickleball Court & Heated Pool

Oceanview Condo, Pool, 2 min walk to the sand

Living the Coastal Dream in Southport

Sunrise Tides on Kure Beach

Luxury Oceanview Home - New Construction
When is the best time to visit Caswell Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £79 | £84 | £111 | £126 | £136 | £196 | £204 | £163 | £144 | £115 | £103 | £90 |
| 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 |
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 £59 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
110 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
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- Barefoot Resort & Golf
- South Beach
- Cherry Grove Point
- Dunes Golf and Beach Club
- Futch Beach
- Myrtle Beach SkyWheel
- Wrightsville Beach
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- Ripley's Aquarium of Myrtle Beach
- Cherry Grove Fishing Pier
- Seahorse Public Beach Access
- Jungle Rapids Family Fun Park
- Myrtle Waves Water Park
- Airlie Gardens
- Salt Marsh Public Beach Access
- Carolina Beach Lake Park
- Tidewater Golf Club
- The Pavilion Park
- Long Beach
- Dragon's Lair Fantasy Golf
- Deephead Swash
- Singleton Swash
- Wrightsville Beach, NC




