
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.

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.

Oceanfront Condo With Balcony and Pool
Welcome to our beachfront 1 bedroom condo at "The Riggings"! Enjoy the stunning ocean views from the comfort of your own private balcony. Inside, you'll find a cozy queen size bed, perfect for a romantic getaway or a solo retreat. We also have a twin size bunk bed and a pull out couch, making it perfect for families or groups of friends. Whether you're looking for a romantic escape, a family vacation, or a relaxing solo trip, our beachfront condo has everything you need for a perfect stay.

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)
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.

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. Sunday -Sunday weekly rental in summer season with the exception of July 11th, 12th weekend is available.

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.

Making Waves-Scenic Getaway- Heated 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.
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

Private Condo: Ocean + Pool Getaway for 8

Brand New w/ Pickleball Court & Heated Pool

Mermaid Retreat* Private Pool* Pet Friendly

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

5 o’clock Always

Luxe & Family Friendly - Kayak Our Dock, 2 Clubs
Condo rentals with a pool

The Gathering Place Condo w/ Ocean Views & Pool

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS

Best Location! Beachfront-Boardwalk-Pool-Balcony

Lovely Condo w/ Peek-a-boo Ocean Views & Pool

The Tropical Palm-Ocean View, Pool, Heart of CB

The Great Wave

OIB~Oceanfront Condo 3 Bd/2Bath, linens included!

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS
Other vacation rentals with a pool

Beach Bunker

Beach Condo, Indoor Pool, Hot tub, Fitness Center

St. James Condo | Wooded Views | Quiet & Peaceful

Suite Life in St. James

Oceanview Condo, Pool, 2 min walk to the sand

Bright & Beachy Oceanfront Condo: Linens included!

Dreams Do Come True, Oceanfront!

Living the Coastal Dream in Southport
When is the best time to visit Caswell Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,167 GYD | G$23,631 GYD | G$31,368 GYD | G$35,551 GYD | G$38,269 GYD | G$55,417 GYD | G$57,508 GYD | G$46,007 GYD | G$40,779 GYD | G$32,414 GYD | G$29,068 GYD | G$25,304 GYD |
| 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 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 G$16,730 GYD per night before taxes and fees

Verified guest reviews
Over 2,560 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
110 of Caswell Beach vacation rentals include wi-fi 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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- A Place At The Beach I
- South Beach
- Barefoot Resort & Golf
- Cherry Grove Point
- Futch Beach
- Myrtle Beach SkyWheel
- Dunes Golf and Beach Club
- Wrightsville Beach
- Ripley's Aquarium of Myrtle Beach
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
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- Jungle Rapids Family Fun Park
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- Carolina Beach Lake Park
- Airlie Gardens
- Tidewater Golf Club
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