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

Total holiday rentals
Explore 760 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 39,800 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 310 rentals that welcome pets

Rentals with dedicated workspaces
430 properties have a dedicated workspace

Wifi availability
740 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
Top-rated rentals with a pool in Charleston
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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!

Sonny's Marsh Shack - Cowboy Pool/Bikes/Firepit
🛏 Sleeps 8 | 🛁 2 Bathrooms | 🌿 Marshfront Oasis Key Highlights & Amenities: 🌾 Marsh Front on Noisette Creek – Peaceful, scenic views in every direction 🚲 Low-country Cruiser Bikes – Explore the neighborhood the charming, laid-back way 💦 Cowboy Pool – Cool off and unwind with stunning marsh views 🌴 Hammocks – Relax and soak in the Lowcountry breeze 🔥 Outdoor Firepit – Cozy evenings under the stars 🎯 Outdoor Games – Cornhole, Spikeball, Giant Connect 4 & Giant Jenga for all-ages fun

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.

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.

Heated Pool • Hot Tub • Marsh Views •Walk to Beach
Come enjoy the most stunning views on Folly! With four private patios, a Private heated Plunge pool, a hot tub, and plenty of area's to relax - all overlooking the quiet, serene marsh; you are able to see amazing wildlife all around you while in complex relaxation mode. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there should be plenty of room. Enjoy tons of games, Golf hitting bay, darts, ping pong , swings and kids play area! STR23-0364799CF LIC00726

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.

The Endless Summer-Hot Tub-7 beds
Welcome to The Endless Summer! Spacious 5-Bedroom Home - Sleeping ideal for groups! Escape to tranquility in this laid-back and quiet neighborhood just one exit from the airport. The Endless Summer is ideal for both small and large groups of friends or families, offering a perfect blend of comfort and convenience. 12 min to downtown Charleston 8 min to Tanger Outlet Mall and Top Golf 6 min to Coliseum/Performing Arts 29 min to Folly Beach 8 min to the airport

Winter hot tub retreat • Walk to Beach/Restaurants
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!

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.

Luxe Beach Bungalow Ocean Views Heated Pool
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 with friends and family. Luxury furnishings and linens. Stay in a home not just an Airbnb. One block from Center Street, you are walking distance to shops, restaurants, bars, the pier, and Bert's corner market. Front door to the sand is <300ft. LIC 007914. ISTR, STR25-A0578
Popular amenities for Charleston rentals with a pool
House rentals with a pool

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

4BR w/ 2 Primary Suites | Pool + Grill | Parking

Coastal Cottage in Charming Old Mt Pleasant

Retreat with Pool and Epic Game Room

Park Circle Paradise - Pool, Putts & 3 King Suites

Renovated luxury home - 10 minutes Folly/downtown

Pristine Townhouse - Beach, Charleston, Pool, Fun

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

Stylish Ocean Front Sanctuary

Discover Charleston @seacabin226b Oceanfront Condo

Cozy Coastal Crib near Downtown and the Beach!

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

Oceanfront IOP Condo w/ Private Pier

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Folly Beach Condo - Marsh View - “Westview Too”

Key Lime Condo
Other holiday rentals with a pool

Folly River Walk Everywhere, Pool, and Dock

My Happy Place

SALTY HUT AT THE BEACH, Isle of Palms, SC

Salt of the Island Retreat w/ Pool on the Lake

Charming Mt Pleasant Getaway with Pool

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

Palm Paradise ~Heated Pool~Games~Walk to Beach

Resort Pool + Mini Golf • Beach + Wild Dunes
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 SGD | $214 SGD | $259 SGD | $300 SGD | $294 SGD | $300 SGD | $302 SGD | $278 SGD | $250 SGD | $257 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 |
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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
- Magnolia Plantation & Gardens
- Hampton Park
- Edisto Beach State Park
- The Charleston Museum
- Middleton Place
- Hunting Island State Park
- Angel Oak Tree
- White Point Garden
- Kiawah Beachwalker Park
- Cypress Gardens
- Boone Hall Plantation
- Gibbes Museum of Art
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