
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.

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.

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!

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*

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.

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!

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.

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.

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

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.
Popular amenities for James Island rentals with a pool
House rentals with a pool

Ocean Views~Heated Pool~Hot Tub~Golf~4Bed~2Bunk Rm

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

Pleasant Place New Build + Pool Great for Families

Gorgeous home one block from beach w/ heated pool

Pristine Townhouse - Beach, Charleston, Pool, Fun

The Endless Summer-Hot Tub-7 beds

Private Pool & Historic Home - ‘Sugarsweet House’

Close to Beach/Downtown Folly/Heated Pool/Elevator
Apartment rentals with a pool

Stylish Ocean Front Sanctuary

Beautifully Transformed Upper Level Deluxe Villa

Upper Level Villa; Bright & Modern - Beach/Pools

Oceanfront Condo ☼ Steps to Beach ☼ Lower Level

Folly Riverfront* Dolphin Views* Walk to Beach

Oceanfront IOP Condo w/ Private Pier

Riverside Condo with Marsh View Balcony

Beachy Isle of Palms Studio! Close walk to BEACH!
Other holiday rentals with a pool

Gated Farmhouse Loft with Pool & Hot Tub

Folly Beach Home | Marsh Views & Pool

Daniel Island Studio For Your Enjoyment!

Private Pool Oasis In Downtown Charleston

Beautiful 1 bdrm 2 bath townhouse on golf course

Sailors Rest: Pool & Sauna Johns Island SC Retreat

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

My Happy Place
Destinations to explore
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Charlotte Holiday rentals
- Gatlinburg Holiday rentals
- Savannah Holiday rentals
- Charleston Holiday rentals
- Pigeon Forge Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- North Myrtle Beach Holiday rentals
- Asheville Holiday rentals
- Raleigh Holiday rentals
- House rentals James Island
- Townhouse rentals James Island
- Waterfront rentals James Island
- Apartment rentals James Island
- Rentals with breakfast James Island
- Boutique hotels James Island
- Villa rentals James Island
- Private suite rentals James Island
- Beachfront rentals James Island
- Pet-friendly rentals James Island
- Bed and breakfasts James Island
- Family-friendly rentals James Island
- Rentals with lake access James Island
- Rentals with a kayak James Island
- Rentals with beach access James Island
- Rentals with a hot tub James Island
- Flat rentals James Island
- Guest house rentals James Island
- Rentals with pools Charleston County
- Rentals with pools South Carolina
- Rentals with pools United States
- 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
- Magnolia Plantation & Gardens
- Hampton Park
- Edisto Beach State Park
- Middleton Place
- The Charleston Museum
- Hunting Island State Park
- Angel Oak Tree
- White Point Garden
- The Citadel
- Kiawah Beachwalker Park
- Cypress Gardens
- Boone Hall Plantation
- Things to do James Island
- Cultural tours James Island
- Water sports James Island
- Things to do Charleston County
- Outdoors Charleston County
- Cultural tours Charleston County
- Art workshops Charleston County
- Food tours Charleston County
- Tastings Charleston County
- Water sports Charleston County
- Landmarks Charleston County
- Wildlife Charleston County
- Things to do South Carolina
- Wildlife South Carolina
- Food tours South Carolina
- Cooking South Carolina
- Cultural tours South Carolina
- Outdoors South Carolina
- Landmarks South Carolina
- Tastings South Carolina
- Art workshops South Carolina
- Water sports South Carolina
- Workouts South Carolina
- Things to do United States
- Shopping and fashion United States
- Cultural tours United States
- Museums United States
- Dining United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





