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Holiday rentals with a pool in Charleston

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Charleston

  • Total holiday rentals

    Explore 760 holiday rentals in Charleston

  • Nightly prices starting at

    Charleston holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 39,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    490 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 310 rentals that welcome pets

  • Rentals with dedicated workspaces

    430 properties have a dedicated workspace

  • Wifi availability

    740 of Charleston holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Charleston rentals

  • 4.8 Average rating

    Charleston stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Charleston’s top spots include Waterfront Park, Angel Oak Tree and King Street

Top-rated rentals with a pool in Charleston

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Home in Mount Pleasant

Pleasant Place New Build + Pool Great for Families

Bring your family & enjoy our brand new 2020 built home minutes to downtown Charleston, only 6 miles from the beach! Pleasant Place is in the BEST location to top restaurants & activities. This lovely 2700sqft 4 BR 3 BA pleasantly sleeps 10 guests and has all the familiar comforts of home with a fenced-in pool oasis, on a quiet street within walking distance to the Ravenel bridge connecting you to the heart of Charleston. Just a few minutes drive to the best beaches. Bring the family, book now!

4.89 out of 5 average rating, 178 reviews
Top guest favourite
The welcoming exterior features a charming two-story house surrounded by lush greenery, while a heated pool is enclosed in a screened area, showcasing colorful lounge chairs and float. The inviting dining area is set on the deck, perfect for outdoor meals. A cozy bedroom highlights a spacious bed with soft linens, complemented by calming wall colors and stylish decor.
Home in North Charleston

Crushing on Charleston *Pool *Game Room *Fire Pit

You will definitely be crushing on Charleston after your stay at this charming house in North Charleston. This home has everything you need to make amazing memories with your family or group. After a day of exploring downtown, playing at the beach or visiting one of the many attractions Charleston has to offer, head back to our your own personal oasis to continue the fun at the pool, game room and fire pit. Centrally located, you can be to everything this beautiful city has to offer in minutes.

4.99 out of 5 average rating, 134 reviews
Top guest favourite
The exterior view features a light blue house with a porch and a dark green picket fence. A driveway leads to a garage marked with a white door. Lush green grass surrounds the area, contributing to a peaceful atmosphere.
Flat in Charleston

Daniel Island Studio For Your Enjoyment!

Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711

4.92 out of 5 average rating, 306 reviews
Top guest favourite
A serene outdoor balcony features a round table surrounded by colorful chairs, offering expansive views of marshlands at sunset. The warm colors of the sky reflect on the water, creating a peaceful setting. Glass door access enhances the connection to the interior space.
Apartment in Charleston

Little Oak Love | 5 Minutes to Folly | Marsh View

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor (must be able to climb 2 flights of stairs to access condo), two-bedroom, two-bath condo offers stunning views from almost every room. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Only a 20-minute drive from historic Downtown Charleston. The ultimate Lowcountry vacation experience!

4.97 out of 5 average rating, 271 reviews
Top guest favourite
A shaded outdoor seating area is furnished with a comfortable couch and chairs, surrounded by tropical plants. A flat-screen TV is mounted on the wall, while a dining table awaits nearby. The entrance door adds a touch of charm to the inviting space.
Guest house in Park Circle

My Happy Place

This is a charming cottage with a pool and large outdoor area. It is located 3 minutes to both I26 and 526, a 10 minute drive to downtown Charleston and walking distance to North Charleston’s trendy, fun area. The Credit One Stadium on Daniel Island is a 10 minute drive, the Isle of Palms and Sullivans Island 15 minutes and North Charleston Colliseum 5 minutes. It is easy to get to all these places and there are many fun things to do in the Charleston/North Charleston/Daniel Island areas.

4.93 out of 5 average rating, 208 reviews
Top guest favourite
A private in-ground pool is surrounded by a spacious patio area, featuring colorful chairs and a large umbrella over the outdoor dining set. Lush greenery and a decorative fence enhance the vibrant outdoor setting under a bright blue sky.
Home in Mount Pleasant

Renovated House w/ Pool, Sauna,Gym,Outdoor shower!

Brand new, renovated to the 9’s Mount Pleasant single family home with private pool, sauna, mini golf, outdoor dining, and a turf yard with fire pit for the entire family to create the happiest memories! All high end furniture inside with new memory foam mattresses, high quality cozy pillows and 100% bamboo linens, Keurig with Starbucks pods and every amenity in the kitchen and bathrooms you’ll ever need! Close to downtown and 7 minutes to Sullivan’s Island. Permit # ST260280 BL-24-019441

4.97 out of 5 average rating, 148 reviews
Top guest favourite
A bright and airy living room features two large, comfortable couches arranged around a wooden coffee table. Large windows allow natural light to fill the space, while light-colored curtains add a soft touch. A cozy fireplace is situated beneath a wall-mounted TV.
Home in Seabrook Island

Beautiful 2BD/2BA Seabrook Island Villa

Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

4.95 out of 5 average rating, 186 reviews
Top guest favourite
A modern kitchen features white cabinetry and stainless steel appliances, including a microwave and oven. A stylish blue backsplash complements the marble countertop. Four metal stools are positioned at the kitchen island, and nautical-themed artwork adorns the wall, adding charm to the space.
Apartment in Isle of Palms

Oceanfront IOP Condo w/ Private Pier

Please note: the community pool is closed Oct 11–26, 2026 for resurfacing. The beach and private pier are unaffected. Completely renovated in 2025 and decorated with a modern coastal concept, our oceanfront condo is located at Sea Cabins Condominiums right in the heart of downtown Isle of Palms within walking distance of all the Ocean Blvd shops and restaurants. The Sea Cabins Condo Community has a private beach front pool, private fishing pier and coin operated laundry mat on site.

4.85 out of 5 average rating, 271 reviews
Top guest favourite
Home in Folly Beach

Heated Pool - Marsh Front - Hot Tub - Walk toBeach

Come enjoy the most stunning views on Folly! With four private patios, a Private heated Plunge pool, a hot tub, and plenty of area's to relax - all overlooking the quiet, serene marsh; you are able to see amazing wildlife all around you while in complex relaxation mode. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there should be plenty of room. Enjoy tons of games, Golf hitting bay, darts, ping pong , swings and kids play area! STR23-0364799CF LIC00726

4.83 out of 5 average rating, 222 reviews
Top guest favourite
A spacious, modern home is set against a vibrant sunset, showcasing multiple levels with expansive balconies. Poolside, lounge chairs are arranged on the tile patio beside a well-maintained pool, while lush palm trees frame the surroundings, offering a relaxed outdoor environment.
Home in Isle of Palms

Gorgeous home one block from beach w/ heated pool

Have fun with the whole family at this stylish place. This home is ideally located walking distance to the beach and near everything IOP has to offer. Enjoy sunsets on the rooftop patio and spend hours swimming in the pool. The home is ideal for families with a number of games, shuffle board, bikes, a golf cart, four patios, and tons of interior space. The home has all new furniture and is stocked with everything you need to enjoy your stay and feel like you are at home.

4.97 out of 5 average rating, 119 reviews
Top guest favourite
Home in Folly Beach

Winter hot tub retreat • Walk to Beach/Restaurants

Luxuriate in the seasonal lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

4.96 out of 5 average rating, 191 reviews
Guest favourite
A spacious living area is furnished with two white sofas and two armchairs, each adorned with teal cushions. A circular coffee table is centered on a patterned area rug, and artwork hangs on the dark walls. Natural light floods the room through large windows.
Home in Cannonborough Elliotborough

2500SF Downtown 1849 home w/ pool!

The perfect Oasis in the middle of the Peninsula... Come home to this 2,500 SF c.1849 historic property and take a dip in the pool after a long day walking around or relax and have a cocktail on the balcony. Walk out the door and explore Cannonborough-Elliotborough and some of the best restaurants the City has to offer. Off-street parking for 1-2 vehicles is provided, a rarity downtown. We are a legal City licensed short-term rental 2026 OP. 07096.

4.97 out of 5 average rating, 267 reviews

Popular amenities for Charleston rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favourite
The exterior of the home features a welcoming entrance with a light green door and decorative ironwork. Flanking the door are two large windows that provide natural light to the front of the house. A small landscaped area surrounds the entrance, enhancing the curb appeal.
Home in Mount Pleasant

Pristine Townhouse - Beach, Charleston, Pool, Fun

4.96 out of 5 average rating, 134 reviews
Guest favourite
A modern home is presented from the front view, showcasing a sloped roof and a combination of wood and white siding. Colorful flower beds with greenery frame the entrance, while a small seating area with chairs invites relaxation on the porch.
Home in Park Circle

The Polygon, Park Circle, Pet Friendly

4.98 out of 5 average rating, 106 reviews
Guest favourite
The exterior of a two-story home is featured, showcasing a light green facade and a gray roof. A landscaped yard includes palm trees and large agave plants. A driveway leads to a garage, and clouds drift across a blue sky, adding to the inviting scene.
Home in North Charleston

Gorgeous Executive Home on Pond *5 beds*

4.93 out of 5 average rating, 417 reviews
Top guest favourite
A two-story duplex features a light-colored exterior with numerous balconies and shaded areas. Lush greenery and palm trees are present in the landscape. A smooth driveway leads to the entrance, where a parked car is visible. The sky is bright with scattered clouds.
Home in Folly Beach

Luxe Beach Bungalow Ocean Views Heated Pool

4.96 out of 5 average rating, 246 reviews
Guest favourite
Home in North Charleston

The Endless Summer-Hot Tub-7 beds

4.93 out of 5 average rating, 244 reviews
Superhost
Four images showcase the serene surroundings of the Marsh House Retreat. A cowboy pool offers a refreshing escape, surrounded by lounge chairs. Hammocks are shaded under trees, and string lights illuminate a cozy seating area. The dining space features a vibrant atmosphere with decorative lighting.
Home in North Charleston

Sonny's Marsh Shack - Cowboy Pool/Bikes/Firepit

4.93 out of 5 average rating, 116 reviews
Top guest favourite
An aerial view captures the spacious backyard, featuring a rectangular swimming pool surrounded by a patio. Several sun loungers are positioned around the pool, and lush greenery encircles the area. The house with a dark roof is visible nearby, alongside well-maintained landscaping.
Home in North Charleston

4BR w/ 2 Primary Suites | Pool + Grill | Parking

5.0 out of 5 average rating, 124 reviews
Guest favourite
The outdoor space features a curvy swimming pool surrounded by a smooth concrete deck. Comfortable lounge chairs and a shaded seating area are positioned nearby, providing a relaxing atmosphere. Lush greenery and trees encircle the area, enhancing the serene environment.
Home in North Charleston

tica house

4.91 out of 5 average rating, 108 reviews

Apartment rentals with a pool

Top guest favourite
An aerial view presents the Sea Cabins complex, featuring a winding layout among landscaped grounds. A community pool is visible near the center, while a sandy beach and the Atlantic Ocean stretch along one side. The unit marked '226B' is highlighted for easy identification.
Apartment in Isle of Palms

Discover Charleston @seacabin226b Oceanfront Condo

5.0 out of 5 average rating, 202 reviews
Top guest favourite
The image captures a serene view of the beach, framed by patches of soft sand and tall, green grasses. The water stretches out into the distance, meeting a clear blue sky. The tranquil scene invites relaxation and enjoyment of the coastal environment.
Apartment in Isle of Palms

Key Lime Condo

4.91 out of 5 average rating, 198 reviews
Guest favourite
A view from the balcony showcases the ocean and a private pier in the distance. A white table with a starfish decoration is positioned in the foreground, with greenery and walking paths leading to the beach visible below.
Apartment in Isle of Palms

Stylish Ocean Front Sanctuary

4.94 out of 5 average rating, 396 reviews
Guest favourite
Apartment in Isle of Palms

2 Bedroom condo w/ Pool Steps to Front Beach IOP

4.92 out of 5 average rating, 157 reviews
Guest favourite
A view of the parking area and beach access path is captured, with palm trees and coastal vegetation lining the background. The clear blue sky complements the scene, while the nearby pier is visible in the distance, inviting guests toward the water.
Apartment in Isle of Palms

Oceanfront Condo ☼ Steps to Beach ☼ Lower Level

4.87 out of 5 average rating, 482 reviews
Guest favourite
The pool area is showcased with a clear blue swimming pool, surrounded by lounge chairs. Palm trees are visible nearby, and a colorful sunset enhances the serene ambiance. The building can be seen in the background, completing the coastal setting.
Apartment in Isle of Palms

Sunrise Sea Cabin 137C - Isle of Palms, SC!

4.91 out of 5 average rating, 158 reviews
Top guest favourite
Apartment in Isle of Palms

#109 Heart of IOP 1st Fl Studio 4 Min Walk 2 Beach

4.98 out of 5 average rating, 99 reviews
Guest favourite
A covered porch offers a serene view of the sunset over the marsh. Four wicker chairs with blue cushions are arranged around a white coffee table. Lush greenery is visible in the distance, while the water reflects the warm colors of the evening sky.
Apartment in Charleston

Folly Beach Condo - Marsh View - “Westview Too”

4.94 out of 5 average rating, 109 reviews

Other holiday rentals with a pool

Top guest favourite
A bright pool area is surrounded by lush greenery and vibrant landscaping. The pool features a unique shape and inviting turquoise water. Comfortable seating is arranged nearby, with colorful chairs contrasting against the light-colored walls of the house and deck.
Guest house in James Island

Salt of the Island Retreat w/ Pool on the Lake

4.99 out of 5 average rating, 361 reviews
Top guest favourite
A bright living area features a comfortable sectional sofa and accent chairs. A large flat-screen TV is mounted on the wall above a dark wood console. Natural light floods the space through sliding glass doors, which open to a screened back porch.
Townhouse in Charleston

The Oasis (Charming, Close, Sleeps 5)

4.99 out of 5 average rating, 255 reviews
Top guest favourite
A spacious pool area is surrounded by lush greenery, featuring vibrant tropical plants. Poolside seating includes lounge chairs, shaded by colorful umbrellas. A patio area is visible, designed for outdoor gatherings, with a backdrop of natural beauty enhancing the serene atmosphere.
Flat in Johns Island

Sailors Rest: Pool & Sauna Johns Island SC Retreat

4.94 out of 5 average rating, 266 reviews
Top guest favourite
A serene backyard setting is created around a circular fire pit surrounded by four turquoise Adirondack chairs. Lush palm trees and greenery frame the area, with a salt water pool visible in the background, enhancing the outdoor retreat ambiance.
Guest house in James Island

Indigo House Poolside Retreat

4.94 out of 5 average rating, 463 reviews
Top guest favourite
A swimming pool with illuminated green water is framed by a light-colored stone patio. A hot tub is built into one end of the pool. Surrounding palm trees and a residential building are visible in the background, creating a serene outdoor setting.
Island in Isle of Palms

Summer Hayes on IOP with extra special Pool

4.89 out of 5 average rating, 244 reviews
Top guest favourite
Cottage in Mount Pleasant

Private Plantation Retreat w/ Pool, Near

5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in North Charleston

Pool & Hot Tub Retreat, Arcade, 85" TV, By Airport

4.98 out of 5 average rating, 57 reviews
Top guest favourite
Flat in Cannonborough Elliotborough

The Belmont House - 3BR Retreat w Heated Pool

5.0 out of 5 average rating, 51 reviews

When is the best time to visit Charleston?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$211 SGD$215 SGD$260 SGD$301 SGD$296 SGD$301 SGD$303 SGD$279 SGD$251 SGD$259 SGD$251 SGD$227 SGD
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