Holiday rentals with a pool in Charleston

Relax and Unwind in a Stylish Beachfront Villa

Enjoy breathtaking beachfront sunrises and dining at a cozy table on your own covered balcony. The private pier and pool are only steps away from the ocean. View stunning sunsets and Sullivan's Island Lighthouse from the bedroom and entrance. Nautical decor, premium vinyl plank floors, and shiplap walls coalesce within this bright apartment retaining an ethos of southern charm. The gourmet kitchen is well-equipped with full-size appliances, ice-maker, filtered water dispenser, granite countertop, under-counter lighting and a convenient coffee bar with multiple brew options! The panoramic ocean views are the best available at Sea Cabins! Located on the 3rd floor, it's just 3 doors from the end of building C. Enjoy beautiful sunrises right from the living room, kitchen, or balcony, and sunset views of Sullivan's Island Lighthouse from the front door or bedroom window. You will have private access to the beach, community pool, and fishing pier. Island shopping, restaurants, groceries and entertainment are just steps away! It is conveniently located near Mt. Pleasant, Shem Creek, and historic downtown Charleston, giving you unlimited choices for dining, shopping, and entertainment. This home sleeps 4 with a queen size bed and a queen sleeper sofa with memory foam mattress. Enjoy your meals at the bar or on the balcony. Outdoor grilling facilities and picnic tables are also available. The pool-house features private bathrooms and a coin-operated laundry. Access by stairs only (no elevator). Full Absentee host The apartment is located in Isle of Palms, a city on the slender barrier island of the same name. It’s known for its beaches backed by condos and eateries. Sea turtles nest in the area. A nearby park includes a beach, picnic areas, and a playground. Dining, shopping, and entertainment within walking distance. Only a short drive to historic Charleston, SC! Please be aware that the property has a Ring video doorbell on the premises (at the front door). There are no cameras/surveillance devices inside the home or on the balcony.

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!

Family Retreat | Pool | Game Room | Fenced Yard

This stylish retreat is designed for unforgettable moments with family and friends. Dive into the private pool, enjoy games, or unwind in the fenced backyard—it’s a space where everyone can relax and have fun. With a sleek modern design and located just a short drive from historic downtown Charleston, it’s the ideal spot to relax and reconnect. Tanger Outlets - 12-min drive Firefly Distillery - 16-min drive Riverfront Park - 19-min drive Book for a Memorable Charleston Getaway— Details Below!

CHS Golfview Guest house - Poolside Retreat

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.

My Happy Place

This is a charming cottage with a pool and large outdoor area. It is located 3 minutes to both I26 and 526, a 10 minute drive to downtown Charleston and walking distance to North Charleston’s trendy, fun area. The Credit One Stadium on Daniel Island is a 10 minute drive, the Isle of Palms and Sullivans Island 15 minutes and North Charleston Colliseum 5 minutes. It is easy to get to all these places and there are many fun things to do in the Charleston/North Charleston/Daniel Island areas.

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.

Detached Guest Suite

Detached guest suite (45" Smart TV with YouTubeTV ) with full bathroom. Outdoor veranda space includes a swimming pool , outdoor kitchen(microwave,fridge , gas cook top,Keurig (with coffee),toaster, gas fireplace, and large screen Smart TV. . Separate entrance from the house. 14 miles to airport (20 mins) 10 miles to downtown Beaches(Kiawah-24 miles or Folly Beach-16 miles ). The pool is shared with the owners but our guests are given privacy. Operation Permit #OP2024-05734

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

Make your next vacation unforgettable with a stay in our charming beachfront condo. Wake up to amazing views of the sunrise over the Atlantic, then spend the day enjoying the private beach access, swimming pool, and the only fishing pier on the island! After a long day of sunbathing, your fully equipped kitchen and comfortable living room provide the perfect setting for enjoying a meal, game night, or just relaxing. Don't feel like cooking? The shops and restaurants of IOP are steps away!

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.

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.

Beachside, Wild Dunes * Winter Special Rates!

Relax or Work steps to the beach. Beautiful 2nd floor one bedroom condo inside Wild Dunes with private entrance, use elevator or stairs. Wifi 1200 mbps. Super comfy king bed, blackout curtains, spacious, ceiling fans, sound machine. Bright open living room/kitchen, new washer/dryer. New hardwood floors. The bathroom has a shower/tub and new granite. Two backpack beachchairs, umbrella & cooler provided. Enjoy the view from the deck

Casa Zoë | Historic Garden Carriage House CHS

OP2024-05714 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.