
Vacation rentals with a pool in Charleston
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Charleston

Total vacation rentals
Explore 760 vacation rentals in Charleston

Nightly prices starting at
Charleston vacation rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 39,800 verified reviews to help you choose

Family-friendly vacation rentals
490 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 310 rentals that welcome pets

Rentals with dedicated workspaces
430 properties have a dedicated workspace

Wi-Fi availability
740 of Charleston vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Charleston rentals

4.8 Average rating
Charleston stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Charleston's top spots, include Waterfront Park, Angel Oak Tree, and King Street
Top-rated rentals with a pool in Charleston
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.

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 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!

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.

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!

Beautiful 2BD/2BA Seabrook Island Villa
Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile 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.

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.

Gated Farmhouse Loft with Pool & Hot Tub
Gorgeous guest retreat above detached garage with pool access. Seven miles from Historic Downtown Charleston. Minutes from restaurants and the beach. This cottage is the best place to celebrate a special occasion! Send simple decorations through Amazon and we will decorate for you! Beach chairs, umbrella, and towels provided for your day at the beach. Business License Number (LIC063755)

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!
Popular amenities for Charleston rentals with a pool
House rentals with a pool

Private Entrance Suite w/ pool, 5 min from beach

Private Pool & Historic Home - ‘Sugarsweet House’

Park Circle Paradise - Pool, Putts & 3 King Suites

Sonny's Marsh Shack - Cowboy Pool/Bikes/Firepit

Retreat with Pool and Epic Game Room

Heated Pool-Walk to Beach-Hot Tub-Walk to Beach!

Happy Stays-In Park Circle-Dtwn-CHS Beach

Red Sunsets | Luxury Furnishings | Pool & Elevator
Condo rentals with a pool

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Riverside Condo with Marsh View Balcony

Key Lime Condo

2 Beautiful Master Suites

Beautifully Transformed Upper Level Deluxe Villa

Beachy Isle of Palms Studio! Close walk to BEACH!

Stylish Ocean Front Sanctuary

Ocean Breeze Villa
Other vacation rentals with a pool

Coastal Charm Cottage - Pool + Waterfront Access

The Oasis (Charming, Close, Sleeps 5)

Pool & Hot Tub Retreat, Arcade, 85" TV, By Airport

Private Plantation-Style Retreat w/ Pool!

Charming Home with Private Pool + Marsh Views

The Belmont House - 3BR Retreat w Heated Pool

“The Bluebird” Riverfront Bungalow * EV Charger

Cottage 1 king bed, 1 set bunk beds, heated pool
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €143 | €146 | €176 | €204 | €200 | €204 | €206 | €189 | €170 | €175 | €170 | €153 |
| Avg. temp | 10°C | 12°C | 15°C | 19°C | 23°C | 26°C | 28°C | 27°C | 25°C | 20°C | 15°C | 11°C |
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- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Rainbow Row
- Shem Creek Park
- Riverfront Park
- Hampton Park
- Magnolia Plantation & Gardens
- The Charleston Museum
- Middleton Place
- Edisto Beach State Park
- Angel Oak Tree
- Hunting Island State Park
- White Point Garden
- Kiawah Beachwalker Park
- The Citadel
- Boone Hall Plantation
- Cypress Gardens
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