
Holiday rentals with a pool in Charleston Harbor
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Top-rated rentals with a pool in Charleston Harbor
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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!

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!

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.

Pura Vida, minutes to Beaches, w/a Pool!
This is a very comfortable home to relax in whether by the pool, on the screen porch or on the couch! There are 3 bedrooms 2 baths & a frog (room over the garage with a window unit). We have tv's in the living room, dining room and master bedroom w/roku. This home is in a great location 3 miles to Sullivan's Island and a 10 minute drive to downtown Charleston. We have bikes, pool towels, beach chairs & a grill to accommodate our guests. Bring the family and book now!

Clean Coastal Cottage 5mi to Isle of Palms Beach
Sunny Side Up is a freshly updated coastal beach house, featuring 4BR/2BA, perfectly located minutes from the areas best beaches, shopping, dining and nightlife. You'll be 3 miles from Isle of Palms, 10 minutes from Sullivan's Island, and only 20 minutes from downtown Charleston. Spend the day exploring the area and return home to your private screened-in porch overlooking a spacious backyard with hammock, fire pit and chicken coop. #ST260150 S.C. BL-24-026814

Renovated Home Near Shem Creek & Sullivan’s Island
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

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.

Boho Bungalow | Private Oasis w. Plunge Pool
Escape to this enchanting brick cottage just moments from the harbor where historic charm meets modern comfort. Cozy up in the inviting living spaces with warm tones and exposed brick or relax in the private garden just outside. A charming bedroom awaits and you’ll adore the fully equipped kitchen perfect for intimate meals. Now featuring a brand-new dipping pool with jacuzzi-style jets and the option to heat or cool for year-round enjoyment.
Popular amenities for Charleston Harbor rentals with a pool
House rentals with a pool

Private Boardwalk and Pool! The Pink Retreat!

Palm Paradise ~Heated Pool~Games~Walk to Beach

Spacious James Island 4br/3.5ba House with Pool!

Luxury Home Pool Hot Tub 85 Inch TV by the Airport

Folly Oasis | Cozy Beachside Home + Pool

Boutique Home & Resort Pool ‘Nantucket’

Retreat with Pool and Epic Game Room

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

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Riverside Condo with Marsh View Balcony

Key Lime Condo

Beachside Port O'Call Summer Specials!

Cozy Coastal Crib near Downtown and the Beach!

Beautifully Transformed Upper Level Deluxe Villa

Beachy Isle of Palms Studio! Close walk to BEACH!

Ocean Breeze Villa
Other holiday rentals with a pool

Pet Friendly IOP Beach House Private Pool and Golf Cart!!!

Cozy Coastal Loft

Modern Poolside Retreat in Old Village

Cozy & 10 minutes to downtown!

Old Village Coastal Charm | Near Beaches & CHS!

The Robin ~ Riverfront Bungalow ~ EV Charger

Sailors Rest: Pool & Sauna Johns Island SC Retreat

Cottage 1 king bed, 1 set bunk beds, heated pool
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- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Bulls Island
- Waterfront Park
- Shem Creek Park
- College of Charleston
- Hampton Park
- Riverfront Park
- Middleton Place
- Rainbow Row
- North Charleston Coliseum & Performing Arts Center
- Angel Oak Tree
- The Charleston Museum
- Morris Island Lighthouse
- White Point Garden
- Magnolia Plantation & Gardens
- Edisto Beach State Park
- Gibbes Museum of Art
- Hunting Island State Park
- Boone Hall Plantation
- Cypress Gardens
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