
Holiday rentals with a pool in Charleston
Find and book unique homes with a pool on Airbnb
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.

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!

Crushing on Charleston *Pool *Game Room *Fire Pit
You will definitely be crushing on Charleston after your stay at this charming house in North Charleston. This home has everything you need to make amazing memories with your family or group. After a day of exploring downtown, playing at the beach or visiting one of the many attractions Charleston has to offer, head back to our your own personal oasis to continue the fun at the pool, game room and fire pit. Centrally located, you can be to everything this beautiful city has to offer in minutes.

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.

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, have a cocktail on the balcony, or just sit and watch the sun set from the roof top deck. 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.

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!

Park Circle Paradise - Pool, Putts & 3 King Suites
This beautiful 3 bedroom 2 bath house has a private backyard paradise with a new inground pool and a putting green! The pool is open year round and can be heated or chilled. You’ll be within a short walk to Park Circle's restaurants, wine bars, breweries, shops, tennis courts and the amazing new inclusive playground. *>5 minutes to Firefly *10 mins to the airport, Credit One Stadium, Coliseum, & Performing Arts Ctr *12-20 mins to downtown Charleston *20 mins to the beach (Sullivan's Island)

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.

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!

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.

Lux Beach Bungalow Ocean Views Heated Pool
Luxury furnishings and linens. Stay in a home not just an Airbnb. One block to Center Street which means you are walking distance to all the shops, bars, and restaurants on the island, the pier, and across the street from Berts corner store. Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music. LIC 063713, STR25-A0098
Popular amenities for Charleston rentals with a pool
House rentals with a pool

Coastal Charm Cottage - Pool + Waterfront Access

Share-in Dipity Refined 4 bedrooms pool not heated

Beautiful 2BD/2BA Seabrook Island Villa

Pristine Townhouse - Beach, Charleston, Pool, Fun

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

Retreat with Pool and Epic Game Room

One block to beach with pool

4 Bedrooms + 4 En-Suite Baths | North Charleston
Apartment rentals with a pool

1st Floor Spacious Condo Steps To Front Beach IOP

Riverside Condo with Marsh View Balcony

Spring Wild Dunes Resort Special Rates!

Key Lime Condo

Cozy Coastal Crib near Downtown and the Beach!

Oceanfront Top Floor ☼ Beautiful Panoramic View!

Beautifully Transformed Upper Level Deluxe Villa

Stylish Ocean Front Sanctuary
Other holiday rentals with a pool

Beach Pool Jacuzzi and Putting green All you need

Artsy Apartment in Victorian Home with Heated Pool

10B Mariners Walk, Wild Dunes

Folly River Walk Everywhere, Pool, and Dock

The Belmont House - 3BR Retreat w Heated Pool

Beach House with Backyard Oasis

Indigo House Poolside Retreat

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $196 SGD | $209 SGD | $270 SGD | $306 SGD | $293 SGD | $316 SGD | $302 SGD | $278 SGD | $250 SGD | $258 SGD | $250 SGD | $226 SGD |
| 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 |
Quick stats about holiday rentals with a pool in Charleston

Total holiday rentals
Explore 710 holiday rentals in Charleston

Nightly prices starting at
Charleston holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 36,160 verified reviews to help you choose

Family-friendly holiday rentals
490 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 280 rentals that welcome pets

Rentals with dedicated workspaces
390 properties have a dedicated workspace

Wifi availability
700 of Charleston holiday rentals include wifi 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
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- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Shem Creek Park
- Waterfront Park
- College of Charleston
- Middleton Place
- Angel Oak Tree
- Hampton Park
- The Charleston Museum
- Rainbow Row
- Riverfront Park
- White Point Garden
- Magnolia Plantation & Gardens
- Morris Island Lighthouse
- North Charleston Coliseum & Performing Arts Center
- The Citadel
- Gibbes Museum of Art
- Boone Hall Plantation
- Cypress Gardens
- Fort Sumter National Monument
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