Holiday rentals with a pool in James Island

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Top-rated rentals with a pool in James Island

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

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Top guest favourite
Villa in James Island
5.0 out of 5 average rating, 173 reviews

Villa overlooking Charleston close to Folly Beach

Nestled in a bird sanctuary on an oak filled tidal creek lot with expansive porch views of Charleston harbor, come share a coffee with friends and family and watch a spectacular marsh morning sun rise. Located minutes to the famous "Edge of America" Folly Beach, beach chairs, coolers and towels are provided for an enjoyable beach excursion. Centrally located, you are a short trip to historical Charleston, James Island County Park Splash Zone, and neighboring barrier islands. Off street parking.

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
4.99 out of 5 average rating, 355 reviews

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.

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
4.99 out of 5 average rating, 129 reviews

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.

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
4.97 out of 5 average rating, 269 reviews

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!

Guest favourite
A spacious living area features a comfortable gray sectional sofa adorned with decorative pillows. A rustic wooden coffee table is positioned in front, while a classic wooden surfboard is mounted on the wall above. Natural light floods the room through large windows, enhancing the welcoming ambiance.
Townhouse in Folly Beach
4.92 out of 5 average rating, 325 reviews

Folly River Walk Everywhere, Pool, and Dock

Enjoy laid back Folly Beach Lifestyle Walking distance from the beach, restaurants, and shops. 3 bedrooms each with its own bath make it the perfect space! Enjoy the community dock and pool! Inside the home the kitchen has been renovated and is a great open layout to enjoy friends and family. Ditch the cars once you arrive though! Walk, bike, or rent a golf cart for the week! Enjoy the best sunsets from the pool or dock after a day at the beach! *Please no animals due to family allergies*

Guest favourite
Guest house in James Island
4.88 out of 5 average rating, 144 reviews

30+ day rental-CHS Golfview Guest house w/ Pool

Stay at The Golfview Guest House, a peaceful 2BR, 1.5BA retreat on the 10th hole of Charleston’s award-winning Municipal Golf Course, “The Muni.” Enjoy a full kitchen, bright living area, and sleeping for four (1 queen, 2 twins). Relax by the pool or take in golf-course views in Riverland Terrace, one of Charleston’s most beloved neighborhoods. Just 10 min to downtown and 9 miles to Folly Beach, this spot offers privacy, comfort, and Southern charm — ideal for families, couples, or friends.

Top guest favourite
A bright and airy living area is surrounded by floor-to-ceiling windows, allowing natural light to fill the space. Ample seating is provided on a light-colored sectional, with modern furnishings and decor enhancing the open layout. Ceiling fans circulate air throughout, complementing the warm wooden flooring.
Home in James Island
4.96 out of 5 average rating, 109 reviews

Renovated luxury home - 10 minutes Folly/downtown

Welcome to life in the Lowcountry at The Lookout! The design of this home embodies the natural beauty of life on the water with comfort and style. Heated saltwater pool! Great place to cool off year round- close to the outdoor TV, bar/grill! Search YouTube for "The Lookout of Charleston Airbnb" to see the video tour! Conveniently located in James Island, you are 10 minutes from all the fun Downtown Charleston has to offer or 5 minutes to the beautiful pristine beaches of Folly Beach!

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
4.95 out of 5 average rating, 181 reviews

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.

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
4.99 out of 5 average rating, 254 reviews

The Oasis (Charming, Close, Sleeps 5)

The Oasis is a beautiful and comfortable townhome in Charleston, SC. This 2 bedroom, 2.5 bath sleeps 5 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.

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
4.93 out of 5 average rating, 107 reviews

Folly Beach Condo - Marsh View - “Westview Too”

Your family will be close to everything when you stay at this centrally-located condo. Take a short walk over the Folly River and you’ll be in the main area of Folly with great restaurants and shops. It’s a .75 walk to the sand so it’s easy to walk, or ride to the beachfront. It’s only a quick 8 miles into downtown Charleston. You will have 2 dedicated, covered parking places. Building does has an elevator. We are a smoke free/pet free rental. New in 2024: updated kitchen cabinets.

Top guest favourite
A spacious deck features comfortable seating arrangements, including lounging sofas and wooden chairs. A coffee table rests between them, inviting relaxed gatherings. The expansive view reveals lush marshland, with the Intracoastal Waterway visible in the distance under a softly lit sky.
Home in Folly Beach
4.83 out of 5 average rating, 220 reviews

Heated Pool-Walk to Beach-Hot Tub-Walk to Beach!

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

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
4.97 out of 5 average rating, 267 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 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.

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