
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 $42 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 310 rentals that welcome pets

Rentals with dedicated workspaces
430 properties have a dedicated workspace

Wifi availability
740 of Charleston vacation 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.

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.

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!

Mount Pleasant oasis near beach with private pool!
Beautifully updated Mount Pleasant home with a pool! The home's perfectly located just a few short miles from the IOP beaches and a stone's throw from great shopping nearby. This house is the perfect spot for a family vacation or just a weekend away with friends as it offers 3 bedrooms (2 with queen beds and 1 with a king bed). You can enjoy a day at the beach (5 mins away), just relax by the pool, or swim laps in the endless pool system with a push of a button. LIC# ST260331 Bus# 20139685

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.

Amzing Views-Heated Pool-HotTub-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.

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!

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
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

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/Bikes/Firepit

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

Retreat with Pool and Epic Game Room

The Endless Summer-Hot Tub-7 beds

Renovated House w/ Pool, Sauna,Gym,Outdoor shower!
Condo rentals with a pool

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Beachside Port O'Call last minute Summer Specials!

Key Lime Condo

Beautifully Transformed Upper Level Deluxe Villa

Beachy Isle of Palms Studio! Close walk to BEACH!

Stylish Ocean Front Sanctuary

Ocean Breeze Villa

Sunrise Sea Cabin 137C - Isle of Palms, SC!
Other vacation rentals with a pool

Coastal Charm Cottage - Pool + Waterfront Access

Palm Paradise ~Heated Pool~Games~Walk to Beach

Artsy Apartment in Victorian Home with Heated Pool

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

Private Plantation-Style Retreat w/ Pool!

The Robin ~ Riverfront Bungalow ~ EV Charger

My Happy Place

Green Cottage – Private Casa Zoë Downtown Stay
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $232 CAD | $236 CAD | $285 CAD | $337 CAD | $323 CAD | $348 CAD | $333 CAD | $306 CAD | $275 CAD | $284 CAD | $275 CAD | $248 CAD |
| 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
- Edisto Beach State Park
- Angel Oak Tree
- Hunting Island State Park
- White Point Garden
- Kiawah Beachwalker Park
- Boone Hall Plantation
- Cypress Gardens
- Gibbes Museum of Art
- Seabrook Island Beach
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