
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.

Happy Stays-In Park Circle-Dtwn-CHS Beach
Welcome to a remarkable three-story residence in Park Circle! Featuring three large, professionally designed, colorful bedrooms, each with its ensuite bathroom, it offers comfort & privacy. With five Smart TVs, a 110-inch movie screen, Pacman Arcade, Ping Pong Table, Ring Toss, Grill & other fun games, entertainment abounds. Relax on porches, take in views from the porch swing or wraparound windows, & enjoy a green space for pets & kids. A gourmet market next door serves delightful food & drinks

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.

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.

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 (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!

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)

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!

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.

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!

Private Pool Oasis • Walk to Folly Beach
Luxuriate in the 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!

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

Private Entrance Suite w/ pool, 5 min from beach

Beautiful 2BD/2BA Seabrook Island Villa

Private Pool & Historic Home - ‘Sugarsweet House’

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

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

Retreat with Pool and Epic Game Room

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

Mount Pleasant oasis near beach with private pool!
Apartment rentals with a pool

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Key Lime Condo

Beachside Port O'Call Summer Specials!

Beautifully Transformed Upper Level Deluxe Villa

Folly Beach Condo - Marsh View - “Westview Too”

Stylish Ocean Front Sanctuary

Sunrise Sea Cabin 137C - Isle of Palms, SC!

Oceanfront IOP Condo w/ Private Pier
Other holiday rentals with a pool

CHS Golfview Guest house - Poolside Retreat

Palm Paradise ~Heated Pool~Games~Walk to Beach

The Belmont House - 3BR Retreat w Heated Pool

My Happy Place

Green Cottage – Private Casa Zoë Downtown Stay

Indigo House Poolside Retreat

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

Charming Mt Pleasant Getaway with 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 | $212 SGD | $216 SGD | $260 SGD | $308 SGD | $295 SGD | $318 SGD | $304 SGD | $280 SGD | $251 SGD | $259 SGD | $251 SGD | $227 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
Destinations to explore
- St Johns River Holiday rentals
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Gatlinburg Holiday rentals
- Charlotte Holiday rentals
- Hilton Head Island Holiday rentals
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Cape Fear River Holiday rentals
- North Myrtle Beach Holiday rentals
- Pigeon Forge Holiday rentals
- Bed and breakfasts Charleston
- Hotel rooms Charleston
- Cottage rentals Charleston
- House rentals Charleston
- Rentals with an EV charger Charleston
- Boutique hotels Charleston
- Private suite rentals Charleston
- Townhouse rentals Charleston
- Beach apartment rentals Charleston
- Beach house rentals Charleston
- Rentals with outdoor seating Charleston
- Rentals with an accessible-height toilet Charleston
- Flat rentals Charleston
- Mansion rentals Charleston
- Pet-friendly rentals Charleston
- Rentals with a firepit Charleston
- Smoking-friendly rentals Charleston
- Rentals with a hot tub Charleston
- Villa rentals Charleston
- Rentals with a washing machine and dryer Charleston
- Fitness-friendly rentals Charleston
- Rentals with breakfast Charleston
- Waterfront rentals Charleston
- Lakehouse rentals Charleston
- Rentals with an accessible-height bed Charleston
- Rentals with beach access Charleston
- Apartment rentals Charleston
- Luxury rentals Charleston
- Family-friendly rentals Charleston
- Rentals with a fireplace Charleston
- Beachfront rentals Charleston
- Guest house rentals Charleston
- Rentals with lake access Charleston
- Rentals with a patio Charleston
- Tiny house rentals Charleston
- Resort rentals Charleston
- Rentals with a kayak Charleston
- Rentals with pools Charleston County
- Rentals with pools South Carolina
- Rentals with pools United States
- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- Shem Creek Park
- North Charleston Coliseum & Performing Arts Center
- College of Charleston
- Riverfront Park
- Rainbow Row
- Hampton Park
- The Charleston Museum
- Middleton Place
- Angel Oak Tree
- Magnolia Plantation & Gardens
- Edisto Beach State Park
- White Point Garden
- Hunting Island State Park
- Morris Island Lighthouse
- Gibbes Museum of Art
- The Citadel
- Boone Hall Plantation
- Things to do Charleston
- Nature and outdoors Charleston
- Sightseeing Charleston
- Art and culture Charleston
- Food and drink Charleston
- Tours Charleston
- Sports activities Charleston
- Things to do Charleston County
- Nature and outdoors Charleston County
- Food and drink Charleston County
- Sports activities Charleston County
- Art and culture Charleston County
- Tours Charleston County
- Sightseeing Charleston County
- Things to do South Carolina
- Sports activities South Carolina
- Sightseeing South Carolina
- Tours South Carolina
- Food and drink South Carolina
- Nature and outdoors South Carolina
- Entertainment South Carolina
- Art and culture South Carolina
- Things to do United States
- Sports activities United States
- Entertainment United States
- Wellness United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States
- Art and culture United States
- Tours United States







