Holiday rentals with a pool in West Ashley

4.99 out of 5 average rating, 308 reviews

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.

Guesthouse in Charleston

Salt of the Island Retreat w/ Pool on the Lake

Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

An outdoor area features a private saltwater pool surrounded by lounge chairs and an umbrella. The spacious backyard is fenced, with game options visible in the bright interior, including foosball and a cozy living area with a fireplace and ample seating.

4.98 out of 5 average rating, 170 reviews

Family Retreat | Pool | Game Room | Fenced Yard

This stylish retreat is designed for unforgettable moments with family and friends. Dive into the private pool, enjoy games, or unwind in the fenced backyard—it’s a space where everyone can relax and have fun. With a sleek modern design and located just a short drive from historic downtown Charleston, it’s the ideal spot to relax and reconnect. Tanger Outlets - 12-min drive Firefly Distillery - 16-min drive Riverfront Park - 19-min drive Book for a Memorable Charleston Getaway— Details Below!

The exterior of the home is shown, featuring a light-colored facade and a garnet front door. An American flag is prominently displayed above the entrance. A well-kept lawn and neatly trimmed shrubs are visible, along with a paved driveway leading up to the porch.

4.9 out of 5 average rating, 119 reviews

Park Circle Tropical Oasis 3BR/2BA with Pool

Welcome to the PC Tropical Oasis - where you will feel like you've stepped into a traveler's paradise. This stay is located right in the center of the Park Circle neighborhood of North Charleston - with the main strip of restaurants and shops only a 10minute walk away. You are also only a short ride away from the best local beaches, downtown and just about anything you dream of doing while visiting Charleston. This stay offers high end amenities while also being centrally located to everything.

Home in Cannonborough/ Elliottborough

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.

4.97 out of 5 average rating, 255 reviews

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, have a cocktail on the balcony, or just sit and watch the sun set from the roof top deck. 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 2024 OP. 05542.

Guesthouse in Park Circle

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.

4.92 out of 5 average rating, 163 reviews

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.

Guesthouse in West Ashley

The image captures a tranquil pool area illuminated by soft green lights against a backdrop of palm trees. The serene water reflects the surrounding greenery, with a light-colored patio surface complementing the ambiance. The two-story house is partially visible, adding to the inviting atmosphere.

4.98 out of 5 average rating, 268 reviews

Detached Guest Suite

Detached guest suite (45" Smart TV with YouTubeTV ) with full bathroom. Outdoor veranda space includes a swimming pool , outdoor kitchen(microwave,fridge , gas cook top,Keurig (with coffee),toaster, gas fireplace, and large screen Smart TV. . Separate entrance from the house. 14 miles to airport (20 mins) 10 miles to downtown Beaches(Kiawah-24 miles or Folly Beach-16 miles ). The pool is shared with the owners but our guests are given privacy. Operation Permit #OP2024-05734

5 out of 5 average rating, 226 reviews

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 7)

The Oasis is a beautiful and comfortable townhome in Charleston, SC. This 2 bedroom, 2.5 bath sleeps 7 people! The airport, beach, downtown, golf courses, & concert venues are all approx. 20 min away. After enjoying Charleston's restaurants, tours, shops, beaches, golf, & entertainment, relax at The Oasis w/ 3 Roku TVs (70", 43", 43"). Drift off to dreams w/ King, Queen, Twin Loft, & Queen Sleeper Sofa options. Also enjoy a fully equipped kitchen. There is pool access in warmer weather.

Townhouse in Johns Island

An open living area features a comfortable seating arrangement, highlighted by soft beige curtains and warm-toned furniture. A dark countertop with stylish bar stools separates the kitchen space. Natural light filters through the white blinds, illuminating the room, while a TV is visible in the background.

4.88 out of 5 average rating, 455 reviews

CHS Guest Suite w/Separate Entry 2 Bedroom& 2 Bath

**One of the few Airbnb’s with a legal permit in Charleston, SC. Just 15 minutes from downtown Charleston, SC. Free parking in my driveway! Guest suite. Own private and separate entrance. Comfortably hosts four. We charge a fee if two people want to stay in two separate rooms- the room rate is based on double occupancy. Fee is $40/ppn for 2nd bedroom Guest access to swimming pool. Complimentary coffee/coffee maker, cable TV, water bottles & juice, refrigerator.

A spacious living room is showcased, featuring a large sectional sofa adorned with colorful throw pillows. Two accent chairs are positioned around a coffee table, with a vibrant area rug beneath. A wooden accent wall adds warmth, complemented by decorative plants and wall art.

4.92 out of 5 average rating, 216 reviews

Hot Tub Haven! 7 Beds Endless Summer

Welcome to The Endless Summer! Spacious 5-Bedroom Home - Sleeping ideal for groups! Escape to tranquility in this laid-back and quiet neighborhood just one exit from the airport. The Endless Summer is ideal for both small and large groups of friends or families, offering a perfect blend of comfort and convenience. 12 min to downtown Charleston 8 min to Tanger Outlet Mall and Top Golf 6 min to Coliseum/Performing Arts 29 min to Folly Beach 8 min to the airport

4.91 out of 5 average rating, 116 reviews

A spacious living area features a large sectional sofa adorned with colorful patterns, accompanied by matching ottomans. A TV is mounted on the wall, while a bright painting adds a cheerful touch. Natural light filters in through nearby windows, enhancing the welcoming atmosphere.

Townhouse in Charleston

Clean, Spacious w Pool Access - Convenient & Quiet

Escape to your own tropical retreat just minutes from Charleston! This stylish townhome invites you to unwind with plush king beds, a shady porch overlooking serene forest views, and seamless entertainment with TVs in every room. Stay connected with high-speed internet, enjoy a well-stocked kitchen with sharp knives and a coffee station, and take a refreshing dip in the nearby pool. With a walkable neighborhood and easy parking, comfort and convenience await!

Home in Harleston Village

The exterior of a charming carriage house is framed by lush hedges and gravel pathways. Arched black windows and a handsome brick facade enhance the building's historical character, while neighboring architecture showcases the elegance of the area.

4.98 out of 5 average rating, 104 reviews

Casa Zoë | Historic Garden Carriage House CHS

OP2024-05714 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.

Superhost

A serene backyard features a spacious private pool surrounded by lounge chairs and shaded seating areas. Palm trees line the pool's perimeter, adding a tropical touch to the inviting outdoor space. Lush greenery and colorful landscaping enhance the tranquil environment.

4.87 out of 5 average rating, 127 reviews

SullyChic 5 Bedroom | Private Lux Pool Park Circl

Welcome to Sully Chic Private Pool w/ Gas Grill A Stylish 5BR Retreat in Laid-Back Park Circle! Sleeps 10 in our newly designed home with 2 master bedrooms and a serene backyard oasis. Ideal for large groups/families. Embrace the charm of Park Circle's vibrant neighborhood. Pet-friendly! Book now! #SullyChicRetreat #ParkCircleGetaway #CharlestonEscape #Vacation Permit Number: 20250613

Popular amenities for West Ashley rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 117 reviews

The dining area features a natural wooden table set with bowls and elegant table settings. Surrounding the table are comfortable, light blue chairs. Soft lighting is provided by a modern fixture overhead. A view of the sunroom is visible through the archway, enhancing the space.

Home in Summerville

Share-in Dipity Refined 4 bedrooms pool not heated

4.96 out of 5 average rating, 130 reviews

Private Entrance Suite w/ pool, 5 min from beach

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.

4.96 out of 5 average rating, 116 reviews

Pristine Townhouse - Beach, Charleston, Pool, Fun

Home in Cannonborough/ Elliottborough

The living area features exposed wooden beams overhead and large windows that draw in natural light. A gray couch sits opposite two blue armchairs, centered around a circular coffee table. A woven area rug adds texture to the warm wooden flooring.

4.83 out of 5 average rating, 202 reviews

Boutique Home & Resort Pool ‘Nantucket’

4.99 out of 5 average rating, 123 reviews

Park Circle Paradise - Pool, Putts & 3 King Suites

A spacious backyard is framed by a white picket fence, featuring green grass and neatly arranged flower beds with blooming roses. A path of stepping stones leads through the yard, while a patio area presents an umbrella over outdoor seating. A playhouse is visible in the background.

4.97 out of 5 average rating, 147 reviews

Updated home private pool & 3 mi to beach!!

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.

4.94 out of 5 average rating, 389 reviews

Gorgeous Executive Home on Pond *5 beds*

A spacious dining area features a large wooden table surrounded by light-colored upholstered chairs. Natural light floods the room through multiple windows, complemented by modern light fixtures hanging above. A glass-front cabinet stands against the wall, providing additional storage and display space.

4.95 out of 5 average rating, 118 reviews

Family Friendly House in Charleston’s Park Circle

Condo rentals with a pool

4.94 out of 5 average rating, 107 reviews

A serene sunset casts warm orange and yellow hues over the horizon, illuminating the sky. Silhouettes of tall grasses and shrubbery line the foreground, while a boardwalk leads towards the water, enhancing the tranquil coastal atmosphere.

Condo in Seabrook Island

Dolphins & Sunsets From This Beachfront Villa!

4.95 out of 5 average rating, 151 reviews

The modern kitchen area features sleek white cabinetry and stainless steel appliances. A spacious countertop provides a convenient workspace. Natural light floods the area through large windows, illuminating the open layout that seamlessly connects to the living room, furnished with a cozy seating arrangement.

Condo in Seabrook Island

Riverside Condo with Marsh View Balcony

4.9 out of 5 average rating, 174 reviews

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.

Condo in Isle of Palms

Key Lime Condo

4.94 out of 5 average rating, 142 reviews

A vibrant sunset casts a gradient of colors across the sky, transitioning from deep orange to soft blue. Silhouettes of palm trees frame the scene, enhancing the serene coastal atmosphere while the ocean glimmers in the distance.

Condo in Isle of Palms

Newly renovated Oceanfront Condo ~ Isle of Palms

4.95 out of 5 average rating, 103 reviews

A dining area features a round table surrounded by six chairs. Large windows flank the space, offering views of the ocean and surrounding greenery. A comfortable seating area with a sofa and chairs is visible in the background, creating a bright and open atmosphere.

Condo in Wild Dunes

Wild Dunes Oceanfront 3 Bed 3 Bath condo w/ pool

4.83 out of 5 average rating, 473 reviews

A scenic view of the ocean is presented, with a sandy beach visible in the distance. Palm trees frame the foreground, while a pool area and adjacent building are situated nearby. The boardwalk extends toward the water, enhancing the coastal atmosphere.

Condo in Isle of Palms

Oceanfront Top Floor ☼ Beautiful Panoramic View!

4.94 out of 5 average rating, 130 reviews

A vibrant sunset is captured over a calm waterway, with shades of orange and gold filling the sky. Silhouettes of bare trees frame the scene, adding depth to the tranquil landscape.

Condo in Charleston

Folly Beach sunrise and sunsets

4.96 out of 5 average rating, 153 reviews

A screened-in patio features a table and chairs with views of the Folly River. Large sliding glass doors provide natural light and a connection to the living area, which contains a beige sofa and a decorative lamp. The scene includes palm trees in the background.

Condo in Folly Beach

Paradise at Folly - Beautiful Riverfront Condo

Other holiday rentals with a pool

Guesthouse in Daniel Island

An open studio space features a queen bed and a pull-out couch facing a wooden coffee table. The well-equipped kitchen is visible with dark cabinetry and modern appliances, while bright light enters through a window with blinds. A separate closet is accessible in the corner.

4.95 out of 5 average rating, 75 reviews

Cozy Coastal Loft

Superhost

4.96 out of 5 average rating, 91 reviews

4 Bedroom Park Circle Retreat with Pool!

A private pool is surrounded by a spacious wooden deck. Several light-colored chairs are arranged along the railing, with a patio umbrella positioned nearby. Landscaped trees provide natural shade and contribute to a relaxing outdoor atmosphere.

5 out of 5 average rating, 8 reviews

Southern Serenity | Private Pool! | Game Room

5 out of 5 average rating, 29 reviews

North Charleston, Dream River House

Guesthouse in Summerville

A cozy seating area features a soft armchair and a tufted ottoman, positioned near a stone fireplace. Built-in shelves display decorative items and books. Expansive glass doors provide natural light and a view of the outdoor space, enhancing the inviting ambiance.

4.95 out of 5 average rating, 21 reviews

Cottage 1 king bed, 1 set bunk beds, heated pool

4.93 out of 5 average rating, 96 reviews

A cozy loft space is showcased, featuring a spacious bed with neutral bedding and plush pillows. Tall windows allow natural light to fill the room, and a small dining area with a tray and two bar stools is positioned beside the bed. Air conditioning is visible on the wall above.

Bungalow in Hanahan

Pool House on a tidal creek

5 out of 5 average rating, 23 reviews

Charming Mt Pleasant Home with Heated Pool

Superhost

A vibrant living room features a bold orange and gray mural, adding a lively touch to the space. A black leather sofa is paired with a butterfly chair, accentuated by decorative pillows. A round glass coffee table sits at the center, surrounded by a natural wood side table and potted plants.