
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.

Park Circle Tropical Oasis 3BR/2BA with Pool
Welcome to the PC Tropical Oasis - where you will feel like you've stepped into a traveler's paradise. This stay is located right in the center of the Park Circle neighborhood of North Charleston - with the main strip of restaurants and shops only a 10minute walk away. You are also only a short ride away from the best local beaches, downtown and just about anything you dream of doing while visiting Charleston. This stay offers high end amenities while also being centrally located to everything.

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.

Oceanfront Sea Cabin 226 B - Discover Charleston!
Positioned right in the heart of 🌴 Isle of Palms 🌴 this charming 2nd floor condo is just steps from a private pier and sandy shore, with shopping, dining and entertainment close by. Enjoy a panoramic view of the Atlantic Ocean from a private balcony overlooking a community pool and beautiful natural dunes. Unwind and relax with breathtaking sunrises that paint the sky. 👉 Located just off the IOP Connector, making a trip to nearby Mount Pleasant or Downtown Charleston is easy and stress free!

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.

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!

12 Duplex w/Shared POOL, Great Location ST260389
ST260389 BL-20135044 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.**

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 20137282

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.

Boho Bungalow | Private Oasis with Jacuzzi 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

Year-Round Luxe Pool! | 5 Bedrooms | SullyChic

Beautiful 2BD/2BA Seabrook Island Villa

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

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

Largest Private Pool Downtown | Mint Julep

Family Friendly House in Charleston’s Park Circle

Retreat with Pool and Epic Game Room

Beach House- 0.4 Miles from the Ocean STR25-000614
Apartment rentals with a pool

1st Floor Spacious Condo Steps To Front Beach IOP

Dolphins & Sunsets From This Beachfront Villa!

Riverside Condo with Marsh View Balcony

Key Lime Condo

Wild Dunes! Spring Forward Rates!

Cozy Coastal Crib near Downtown and the Beach!

Beautifully Transformed Upper Level Deluxe Villa

Oceanfront Villa-pool/pier, fishing, stunning view
Other holiday rentals with a pool

Cozy Coastal Loft

Modern Poolside Retreat in Old Village

Hidden Charleston Area Gem

Artsy Apartment in Victorian Home with Heated Pool

Quiet Area Close to Downtown

Waterway Oasis - an iTrip Charleston Beaches Home

Cottage 1 king bed, 1 set bunk beds, heated pool

Upscale Pool Club 2BR Near Park Circle & Downtown!
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- Charleston City Market
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Shem Creek Park
- Bulls Island
- Waterfront Park
- Middleton Place
- Hampton Park
- Angel Oak Tree
- The Charleston Museum
- Isle of Palms Beach
- Morris Island Lighthouse
- White Point Garden
- Rainbow Row
- Gibbes Museum of Art
- Riverfront Park
- Magnolia Plantation & Gardens
- North Charleston Coliseum & Performing Arts Center
- College of Charleston
- The Citadel
- Fort Sumter National Monument
- Kiawah Beachwalker Park
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- Nature and outdoors Charleston Harbor
- Tours Charleston Harbor
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