
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, Mins to 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

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!

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.

Daniel Island Studio For Your Enjoyment!
Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711

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.

Oceanfront Sea Cabin 226 B - Discover Charleston!
Positioned right in the heart of 🌴 Isle of Palms 🌴 this charming 2nd floor condo is just steps from a private pier and sandy shore, with shopping, dining and entertainment close by. Enjoy a panoramic view of the Atlantic Ocean from a private balcony overlooking a community pool and beautiful natural dunes. Unwind and relax with breathtaking sunrises that paint the sky. 👉 Located just off the IOP Connector, making a trip to nearby Mount Pleasant or Downtown Charleston is easy and stress free!

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!

Indigo House Poolside Retreat
Indigo House Poolside Retreat is a bright, beachy & bohemian space that is perfect for your stay in beautiful Charleston! This one bedroom pool house apartment is located in the heart of James Island, just 10 minutes from the downtown peninsula and 15 minutes from Folly Beach. It can sleep up to four adults and includes a full kitchen with incredible outdoor space including a salt water pool and a gas fire pit. While the pool house is located in the owners' backyard, it feels very private.

The Oasis (Charming, Close, Sleeps 7)
The Oasis is a beautiful and comfortable townhome in Charleston, SC. This 2 bedroom, 2.5 bath sleeps 7 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.

Luxury pool, center of Folly, 2 blocks to 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!

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

Private Entrance Suite w/ pool, 5 min from beach

Beautiful 2BD/2BA Seabrook Island Villa

4 Bedroom Park Circle Retreat with Pool!

Beach Pool Jacuzzi and Putting green All you need

Boutique Home & Resort Pool ‘Nantucket’

Coastal Family Getaway, Heated Pool

12 Duplex w/Shared POOL, Great Location ST260389

The Endless Summer-Hot Tub-7 beds
Apartment rentals with a pool

1st Floor Spacious Condo Steps To Front Beach IOP

Key Lime Condo

Cozy Coastal Crib near Downtown and the Beach!

Enjoy Ocean Waves in this Beachfront Condo

Beautifully Transformed Upper Level Deluxe Villa

Stylish Ocean Front Sanctuary

Ocean Breeze Villa

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

Crow's Nest Cottage at The Starlight Motor Inn

Calm Walk-Up With Coastal Vibes and Heated Pool

Oceanfront luxury penthouse suite with two pools

103 Water's Edge Townhome - Pool - Fishing Dock

Welcome to Ohana House!

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

Upscale Pool Club 2BR Near Park Circle & Downtown!

Charming Mt Pleasant Getaway with 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 | $198 SGD | $211 SGD | $272 SGD | $308 SGD | $295 SGD | $319 SGD | $304 SGD | $280 SGD | $252 SGD | $259 SGD | $252 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 760 holiday rentals in Charleston

Nightly prices starting at
Charleston holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 35,720 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 310 rentals that welcome pets

Rentals with dedicated workspaces
440 properties have a dedicated workspace

Wifi availability
760 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 Middleton Place
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- Charleston City Market
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
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- Bulls Island
- Waterfront Park
- Middleton Place
- Hampton Park
- Angel Oak Tree
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