Vacation rentals with a pool in James Island

Find and book unique homes with a pool on Airbnb

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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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!

FamilyValueNearby

4.89 out of 5 average rating, 182 reviews

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.

Guesthouse in James Island

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.

ValueLocationCleanliness

4.99 out of 5 average rating, 363 reviews

Top guest favourite

Villa in James Island

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.

LocationValuePool

5.0 out of 5 average rating, 175 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.

Condo 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!

FamilyLocationNearby

4.97 out of 5 average rating, 273 reviews

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

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*

FamilyValueParks

4.92 out of 5 average rating, 329 reviews

Guest favourite

Guesthouse in James Island

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.

LocationValueWalkability

4.88 out of 5 average rating, 144 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.

Condo in Charleston

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.

FamilyValueParking

4.94 out of 5 average rating, 110 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)

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.

ValueFamilyTV

4.99 out of 5 average rating, 259 reviews

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

Heated Pool - WaterFront private dock- Hot Tub!

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

FamilyValueBeach

4.83 out of 5 average rating, 225 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.

LocationValueSleep quality

4.97 out of 5 average rating, 268 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.

Guesthouse in James Island

Indigo House Poolside Retreat

Bright, beachy and bohemian one bedroom pool house in the heart of James Island, 10 minutes from downtown Charleston and 15 from Folly Beach. Hammocks under a covered pergola, saltwater pool, gas fire pit, full kitchen and a cozy king bed. We live here full time, so the apartment is private but the pool and backyard are shared with our family. Please note: no children ages 1 to 7 due to direct pool access. Babies under 1 and kids 7+ are welcome.

LocationFamilyShared spaces

4.94 out of 5 average rating, 466 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.

Apartment in Johns Island

Sailors Rest: Pool & Sauna Johns Island SC Retreat

Escape to Sailors Rest, a Johns Island oasis located just a short drive from Charleston, SC & Kiawah Beach. We offer a unique blend of lush gardens, tropical vibes, & natural beauty, complete with pool, infrared sauna, farm-fresh eggs, 2 Queen beds, fireplace & patio. You would be the only guests on the property. Hosts live on premises. Book Sailors Rest now if you’re looking for friendly southern hospitality and Caribbean inspired living.

FamilyValueAccess

4.94 out of 5 average rating, 266 reviews