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

Lowcountry Oasis
Curl up with a book on a cozy sofa as light flows through the living room, highlighting its calm colors, inspired lowcountry decor, and curated artworks. Cook in a classic kitchen and dine in the fresh air of the screen room. Master bedroom downstairs with walk in shower. Upstairs 2 large rooms with a loft overlooking the downstairs living room. Loft has a pullout sofa bed for extra sleeping quarters. A fully outfitted kitchen, washer/dryer and private free parking out front. A back screened porch with private wooded area. Master down (pineapple room) features a queen bed Upstairs bedroom (bird room) has a queen bed Upstairs bedroom (Shell Room) has King bed and TV Upstairs loft has a small pull out sofa -CHECKOUT INSTRUCTIONS 1. Please place all trash into the bin in the garage. 2. Please start the dishwasher with any remaining dirty dishes. 3. Please leave the key back in the lockbox. Thank you. 4.Please turn thermostat back to 78 degrees. Optional items -strip beds and put near laundry room -throw towels into laundry basket near laundry room Thank you for staying with us! We would love for you to review your stay with us and we will do the same for you! We always shoot for 5 stars! Entire home with the exception of 1 supply closet. Super easy access and check in process. Whatever interaction is wanted or needed. The house is set near Daniel Island near MUSC Health Stadium and the Volvo Tennis Center, Shipyard ballpark. Located across the street from a community pool. Restaurants, cafes, and shops in town are a short drive away. You'll need to have a car. Uber or Lyft access as well. Master bedroom downstairs has queen bed with a walk in shower. Upstairs has two bedrooms and a loft. A king, queen and pull out sofa in loft.

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.

The Cottage for Two
The Cottage was built in the late 1930's for a local church and was used as a Sunday school room, for receptions, etc.. In 2004 we relocated the Hut, as it was once called, to this site and restored it to it's existing condition, staying with it's late 30's roots. It and main house sets on 5 beautifully landscaped acres and is located only 7 minutes from historic downtown Summerville. Please note that this is NOT INTENDED AS A VENUE and is a SHARED POOL, not exclusive to the pool house guest.

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!

My Happy Place
This is a charming cottage with a pool and large outdoor area. It is located 3 minutes to both I26 and 526, a 10 minute drive to downtown Charleston and walking distance to North Charleston’s trendy, fun area. The Credit One Stadium on Daniel Island is a 10 minute drive, the Isle of Palms and Sullivans Island 15 minutes and North Charleston Colliseum 5 minutes. It is easy to get to all these places and there are many fun things to do in the Charleston/North Charleston/Daniel Island areas.

Detached Guest Suite with Pool
Operations Permit # OP2025-5734. Separate entrance to suite. Swimming pool is on veranda . Detached guest suite (45" Smart TV with YouTubeTV ) with full bathroom. Outdoor veranda space includes a swimming pool , outdoor kitchen (microwave,fridge , gas cook top,Keurig (with coffee),toaster, gas fireplace, and large screen Smart TV. The pool is shared with the owners but guests are given privacy. 14 miles to airport 10 miles to downtown Beaches-Kiawah-23 miles. Folly Beach-19 miles.

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.

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

Private Entrance Suite w/ pool, 5 min from beach

Beautiful 2BD/2BA Seabrook Island Villa

Pristine Townhouse - Beach, Charleston, Pool, Fun

Boutique Home & Resort Pool ‘Nantucket’

Park Circle Paradise - Pool, Putts & 3 King Suites

Retreat with Pool and Epic Game Room

The Endless Summer-Hot Tub-7 beds

Amzing Views-Heated Pool-HotTub-walk to beach
Apartment rentals with a pool

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Dolphins & Sunsets From This Beachfront Villa!

Key Lime Condo

Cozy Coastal Crib near Downtown and the Beach!

Stylish Ocean Front Sanctuary

Beachy Isle of Palms Studio! Close walk to BEACH!

Ocean views from every window Perfect Beach Condo

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

204 B Port O Call by AvantStay | Beachfront Condo!

Artsy Apartment in Victorian Home with Heated Pool

Private Pool Oasis In Downtown Charleston

Stylish & Spacious 4-Suite Retreat in Park Circle

tica house

Port O'Call B 104, Ocean INCREDIBLE VIEWS AND EASY ACCESS

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 | $211 SGD | $215 SGD | $260 SGD | $307 SGD | $294 SGD | $318 SGD | $303 SGD | $279 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 |
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- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Bulls Island
- Waterfront Park
- Shem Creek Park
- North Charleston Coliseum & Performing Arts Center
- College of Charleston
- Riverfront Park
- Rainbow Row
- Hampton Park
- Middleton Place
- The Charleston Museum
- Angel Oak Tree
- White Point Garden
- Magnolia Plantation & Gardens
- Morris Island Lighthouse
- Edisto Beach State Park
- Hunting Island State Park
- The Citadel
- Gibbes Museum of Art
- Boone Hall Plantation
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