
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.

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!

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.

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.

Seabreeze Suite*Cottages@Kure*Pool*Beach*Historic
Charming Renovated Cottage w/ Community Pool ● Pack lightly for this quaint newly renovated one-bedroom cottage with fold-down sofa bed ● Outdoor pool for guests ● All the comforts of home; just perfect for a beach getaway for 2 ● One short block to the beach, Kure Beach Pier, restaurants and arcade are a quick stroll away ● Drive to Carolina Beach Boardwalk for famous Britt's doughnuts, Fort Fisher Museum, Aquarium and the Ferry that goes to Southport for an adventure you're sure to enjoy!

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.

Cozy BHI Condo - Community Pool and BHI Club
Welcome to "Marooned Five". We enjoy sharing our home so others can experience the beauty and magic of Bald Head Island. Our home has 2 bedrooms, 2 full baths, fully stocked kitchen (renovated March 2024 and 2022!) & a spacious loft for the kids. Located in Royal James Landing, a private pool and picnic area are available for use just a few steps away. There are 6 bikes (4 adult/ 2 child) & 2 4-person golf carts. Guest memberships for the BHI Club are available for an additional fee.

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.

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!

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.

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

Private Condo: Ocean + Pool Getaway for 8

Family Beach Escape 2nd Row Pool Elevator & Views

5 o’clock Always

Home with Salt water pool and bamboo garden view

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

Scenic Caswell Beach!Clean+Convenient+Sleeps 8

Swimming Pool, Elevator, Fire Pit, Walk to Beach
Apartment rentals with a pool

OIB Oceanfront 3 Bd, 2 Bth with linens!

SoulSide - Oceanfront Condo in Wrightsville Beach

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

Dual master, end unit condo with amazing views

No Cleaning Fee - Condo With Waterfront Pool/Beach

Amazing Ocean Views!

Dune Our Thing! With an amazing view!

Spectacular * Oceanfront Condo - Once Upon A Tide
Other holiday rentals with a pool

Beach Bunker

Sanctuary Condo in St.James

Amazing Location at Island Time is the Best Time!

Sea-clusion: A ground floor beach front condo

Living the Coastal Dream in Southport

Dreams Do Come True, Oceanfront!

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

3 bed 2 Bath Oceanfront Beach Condo!
When is the best time to visit Caswell Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $136 SGD | $145 SGD | $193 SGD | $219 SGD | $236 SGD | $341 SGD | $354 SGD | $283 SGD | $251 SGD | $200 SGD | $179 SGD | $156 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 |
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 $90 SGD per night before taxes and fees

Verified guest reviews
Over 2,580 verified reviews to help you choose

Family-friendly holiday rentals
90 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
110 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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- Barefoot Resort & Golf
- Cherry Grove Point
- North Carolina Aquarium at Fort Fisher
- Myrtle Beach SkyWheel
- Wrightsville Beach
- Surf City Pier
- Ripley's Aquarium of Myrtle Beach
- Jungle Rapids Family Fun Park
- Cherry Grove Fishing Pier
- Myrtle Waves Water Park
- Tidewater Golf Club
- Carolina Beach Lake Park
- Airlie Gardens
- Wrightsville Beach, NC
- WonderWorks Myrtle Beach
- Oak Island Lighthouse
- Carolina Beach State Park
- Soundside Park
- Hollywood Wax Museum
- Arcadian Shores Golf Club
- Alligator Adventure
- La Belle Amie Vineyard




