Vacation rentals with a pool in Charleston Harbor

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!

Location · Family · Long stay

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Daniel Island Studio For Your Enjoyment!

Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711

Family · Value · Biking

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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!

Value · Family · Getting around

Walk to restaurants, 10min to Chas and Beaches!

This updated townhome is in the heart of Mount Pleasant and just 10 minutes to Sullivan's Island, Isle of Palms and downtown Charleston. Take a dip in the community pool just steps from the front door (April- Oct. )Or, take a quick walk to local shops and restaurants. Two bedrooms each with comfy queen beds and ensuite bathrooms upstairs and a half bath downstairs. Large, cozy living room with a pull out queen sofa bed. The kitchen is fully equipped with all cooking essentials. Front Porch!

Location · Family · Bathroom

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Guest favourite

Renovated House w/ Pool, Sauna,Gym,Outdoor shower!

Brand new, renovated to the 9’s Mount Pleasant single family home with private pool, sauna, mini golf, outdoor dining, and a turf yard with fire pit for the entire family to create the happiest memories! All high end furniture inside with new memory foam mattresses, high quality cozy pillows and 100% bamboo linens, Keurig with Starbucks pods and every amenity in the kitchen and bathrooms you’ll ever need! Close to downtown and 7 minutes to Sullivan’s Island. Permit # ST260280 BL-24-019441

Location · Family · Bathroom

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Guest favourite

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.

Value · Family · Nearby

12 Duplex w/Shared POOL, Great Location ST260389

ST260389 BL-24–000254 Great, Old Mount Pleasant Duplex with pool! Voted #1 Neighborhood by locals! Two miles to SULLIVAN’S ISLAND sand and IOP is 5miles! Downtown is 8 miles. Easy access to everything and located on a dead-end private street. Close to grocery stores, shopping and restaurants. Duplex has entrances and driveways on opposite sides. The back patio is separated for privacy. MP20107674 **Must be 25 or older to reserve** Permission needed to bring dogs.**

Value · Location · Check-in

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Guest favourite

Winter hot tub retreat • Walk to Beach/Restaurants

Luxuriate in the seasonal 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!

Location · Family · Check-in

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3BR Old Village | Pool + Near Shem Creek/Sullivans

Located in the heart of Old Village, this beautifully decorated 3-bedroom, 2-bath home is just 3 miles from Sullivan’s Island beaches and 5 miles to downtown Charleston. Walk or rent a golf cart to Shem Creek’s bars, restaurants, and The Post House. Ample parking and close to top Mt. Pleasant eateries. Clean, cozy, and welcoming – ideal for beach lovers, foodies, and history buffs. Must be 25+ to rent. Golf cart rentals available nearby. ST260053 BL-24-000027

Location · Family · Getting around

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Guest favourite

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 bar table and stools, a king size bed and walk in closet in the main room. You have your own bathroom, a microwave, fridge, & coffeemaker.

Location · Family · Cleanliness

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Guest favourite

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..

Value · Location · Long stay

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.

Location · Value · Layout