
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 $39 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.

Relax and Unwind in a Stylish Beachfront Villa
Enjoy breathtaking beachfront sunrises and dining at a cozy table on your own covered balcony. The private pier and pool are only steps away from the ocean. View stunning sunsets and Sullivan's Island Lighthouse from the bedroom and entrance. Nautical decor, premium vinyl plank floors, and shiplap walls coalesce within this bright apartment retaining an ethos of southern charm. The gourmet kitchen is well-equipped with full-size appliances, ice-maker, filtered water dispenser, granite countertop, under-counter lighting and a convenient coffee bar with multiple brew options! The panoramic ocean views are the best available at Sea Cabins! Located on the 3rd floor, it's just 3 doors from the end of building C. Enjoy beautiful sunrises right from the living room, kitchen, or balcony, and sunset views of Sullivan's Island Lighthouse from the front door or bedroom window. You will have private access to the beach, community pool, and fishing pier. Island shopping, restaurants, groceries and entertainment are just steps away! It is conveniently located near Mt. Pleasant, Shem Creek, and historic downtown Charleston, giving you unlimited choices for dining, shopping, and entertainment. This home sleeps 4 with a queen size bed and a queen sleeper sofa with memory foam mattress. Enjoy your meals at the bar or on the balcony. Outdoor grilling facilities and picnic tables are also available. The pool-house features private bathrooms and a coin-operated laundry. Access by stairs only (no elevator). Full Absentee host The apartment is located in Isle of Palms, a city on the slender barrier island of the same name. It’s known for its beaches backed by condos and eateries. Sea turtles nest in the area. A nearby park includes a beach, picnic areas, and a playground. Dining, shopping, and entertainment within walking distance. Only a short drive to historic Charleston, SC! Please be aware that the property has a Ring video doorbell on the premises (at the front door). There are no cameras/surveillance devices inside the home or on the balcony.

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

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!

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.

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.

Relax in Designer Style!
Our stunning professionally decorated home is super comfortable and your home away from home. Relax immediately upon your arrival. We are located close to every area of Charleston: you'll be anywhere in 15-20 minutes. Daniel Island is 5 minutes away. Your home away from home is stocked with most essentials. If you need something, please ask as we may have it for you to use while you're there. We have beach towels, beach chairs and pack n play available upon request.

CHS Guest Suite w/Separate Entry 2 Bedroom& 2 Bath
**One of the few Airbnb’s with a legal permit in Charleston, SC. Just 15 minutes from downtown Charleston, SC. Free parking in my driveway! Guest suite. Own private and separate entrance. Comfortably hosts four. We charge a fee if two people want to stay in two separate rooms- the room rate is based on double occupancy. Fee is $40/ppn for 2nd bedroom Guest access to swimming pool. Complimentary coffee/coffee maker, cable TV, water bottles & juice, refrigerator.

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.

Private Pool Oasis In Downtown Charleston
Escape to this stunning 4-bedroom, 2-bathroom vacation rental nestled in the heart of downtown Charleston, located in the city’s most coveted neighborhood. Perfect for families, friends, or any group seeking an unforgettable getaway, this home combines modern comfort with unbeatable privacy and a standout feature every vacationer dreams of: a private, heated pool oasis.
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

Luxe Beach Bungalow Ocean Views Heated Pool

Gorgeous Executive Home on Pond *5 beds*

Retreat with Pool and Epic Game Room

Amzing Views-Heated Pool-HotTub-walk to beach

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

Charming Mt Pleasant Getaway with Heated 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!

Cozy Coastal Crib near Downtown and the Beach!

Beautifully Transformed Upper Level Deluxe Villa

Folly Beach Condo - Marsh View - “Westview Too”

Stylish Ocean Front Sanctuary

Upper Level Villa; Bright & Modern - Beach/Pools
Other holiday rentals with a pool

Oceanview Sea Cabin 318B- Isle of Palms, SC!

Salt of the Island Retreat w/ Pool on the Lake

Beautiful 2 Bed/Near Everything!

The Lacey House - Private Pool and Walk to King!

Artsy Apartment in Victorian Home with Heated Pool

“Eagles Nest” (3035 Southerly Way)

Green Cottage – Private Casa Zoë Downtown Stay

Lagoon Villa 27 - Modern! Private Near Beach!
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $213 SGD | $216 SGD | $261 SGD | $309 SGD | $296 SGD | $319 SGD | $305 SGD | $281 SGD | $252 SGD | $260 SGD | $252 SGD | $228 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
- Shem Creek Park
- Riverfront Park
- Rainbow Row
- North Charleston Coliseum & Performing Arts Center
- Hampton Park
- The Charleston Museum
- Middleton Place
- Edisto Beach State Park
- Magnolia Plantation & Gardens
- Angel Oak Tree
- White Point Garden
- Hunting Island State Park
- The Citadel
- Kiawah Beachwalker Park
- Morris Island Lighthouse
- Seabrook Island Beach
- Things to do Charleston
- Art and culture Charleston
- Food and drink Charleston
- Sightseeing Charleston
- Nature and outdoors Charleston
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- Tours Charleston
- Things to do Charleston County
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