Holiday rentals with a pool in James Island

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!

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.

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.

Little Oak Love | 5 Minutes to Folly | Marsh Views

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor, two-bedroom, two-bath condo offers stunning views from almost every room, and ultimate privacy. 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. Plus, you're only a 20-minute drive from historic Downtown Charleston. This condo is perfect for the ultimate Lowcountry vacation experience!

Marshfront 5BD Oasis | Pool, Yard & Steps to Beach

🏝️ Private Marshfront 4BR/5BD/3.5BA Home with stunning views, saltwater pool, fenced yard, hammocks, grill & outdoor shower 📍Steps to the beach! 🛎️ Personalized concierge services by On The Coast Property Group (fees vary) • Grocery stocking • Decoration setup • Dining reservations • Private chefs • Transportation coordination • Boating/water excursions • Beach rentals • Sports equipment • Baby gear • Spa, fitness & wellness services • Event planning for celebrations/gatherings …& more!

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*

Indigo House Poolside Retreat

Indigo House Poolside Retreat is a bright, beachy & bohemian space that is perfect for your stay in beautiful Charleston! This one bedroom pool house apartment is located in the heart of James Island, just 10 minutes from the downtown peninsula and 15 minutes from Folly Beach. It can sleep up to four adults and includes a full kitchen with incredible outdoor space including a salt water pool and a gas fire pit. While the pool house is located in the owners' backyard, it feels very private.

Ocean Front Condo, Blue Palm-Walk every where!

Vacation with style in this oceanfront 3 bed 3 bath luxury condo. You will be just steps to the beach, Center Street, the famous Folly Beach Fishing Pier, local shops, restaurants and bars. Enjoy home cooked meals in this large kitchen with stainless steel appliances and all the kitchen essentials. Amenities include pool, beach access, spa like ensuite bathrooms, washer/dryer, private parking, elevator access, outdoor showers, beach chairs, and a large balcony with ocean front views.

Oceanfront Condo ☼ Steps to Beach ☼ Lower Level

*Temporary construction notice. Please see end of description for most current update* First floor oceanfront condo just steps from the beach! Great location in the heart of Isle of Palms, a laid back beach town on the coast of South Carolina. You'll have easy access to the pool, beach, shopping, spectacular dining, and entertainment. Open floor plan with full kitchen. Enjoy a cup of coffee on the patio as the sun rises over the water. Getting to the beach has never been easier.

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.

Lagoon pool, sweeping porch, 3/2, heart of Folly!

Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

Private Entrance Suite w/ pool, 5 min from beach

This beautiful, private guest suite is in a quiet, residential neighborhood, settled on a cul-de-sac on the marsh! Only 3 miles to Sullivans Island, and 1.7 to Shem Creek this is the perfect location to everything! Your suite has its own entrance with no shared indoor spaces. The suite has a small entry room with a sofa & small table, a king size bed and walk in closet in the main room. You have your own bathroom, a microwave, fridge, & coffeemaker.