
Holiday 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.

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.

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.

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!

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.

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.

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

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.

Pristine Townhouse - Beach, Charleston, Pool, Fun
Stylish home with the short term guest in mind. Wood floors throughout. Views onto live oaks, park, community pool (subject to HOA opening and closing) and tennis. Sun drenched courtyard. Close to beaches, downtown Charleston, Patriots Point, Shem Creek, Alhambra Hall, Pitt Street Bridge and more. 2 queen beds and the 3rd with a twin bed & trundle. Great location. Please read house rules before booking. STR LIC ST260069; BUS LIC BL-24-005711..

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.

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. Relax in a hammock under the covered pergola, float in the saltwater pool, and gather around the gas fire pit at night. Full kitchen, cozy king bed and a lush tropical backyard. Please note: we live here full time, so the private apartment is yours, but the pool and backyard are shared with our family.

Luxe Beach Bungalow Ocean Views Heated Pool
Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music with friends and family. Luxury furnishings and linens. Stay in a home not just an Airbnb. One block from Center Street, you are walking distance to shops, restaurants, bars, the pier, and Bert's corner market. Front door to the sand is <300ft. LIC 007914. ISTR, STR25-A0578

Gated Farmhouse Loft with Pool & Hot Tub
Gorgeous guest retreat above detached garage with pool access. Seven miles from Historic Downtown Charleston. Minutes from restaurants and the beach. This cottage is the best place to celebrate a special occasion! Send simple decorations through Amazon and we will decorate for you! Beach chairs, umbrella, and towels provided for your day at the beach. Business License Number (LIC063755)
Popular amenities for James Island rentals with a pool
House rentals with a pool

Boho SoCo- 8 mins to Credit One, 20 mins to DTWN

Kiawah Island Home w/ Pool - 4 bedroom /4 bath

Close to Beach/Downtown Folly/Heated Pool/Elevator

Private Pool & Historic Home - ‘Sugarsweet House’

tica house

Private Entrance Suite w/ pool, 5 min from beach

Mount Pleasant oasis near beach with private pool!

The Endless Summer-Hot Tub-7 beds
Condo rentals with a pool

Folly Beach Condo - Marsh View - “Westview Too”

Relax and Unwind in a Stylish Beachfront Villa

Oceanfront IOP Condo w/ Private Pier

Upper Level Villa; Bright & Modern - Beach/Pools

Relax & Enjoy Life! Updated Wild Dunes Condo

Riverside Condo with Marsh View Balcony

Key Lime Condo

Stylish Ocean Front Sanctuary
Other holiday rentals with a pool

Oceanview Sea Cabin 318B- Isle of Palms, SC!

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

Sailors Rest: Pool & Sauna Johns Island SC Retreat

Daniel Island Studio For Your Enjoyment!

Folly River Walk Everywhere, Pool, and Dock

My Happy Place

Charming Home with Private Pool + Marsh Views

Luxe Pool Retreat | Between Folly + Downtown CHS
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- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Rainbow Row
- Shem Creek Park
- Riverfront Park
- Hampton Park
- Magnolia Plantation & Gardens
- The Charleston Museum
- Middleton Place
- Edisto Beach State Park
- Angel Oak Tree
- Hunting Island State Park
- White Point Garden
- Kiawah Beachwalker Park
- The Citadel
- Boone Hall Plantation
- Cypress Gardens
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