
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.

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.

Family Retreat | Pool | Game Room | Fenced Yard
This stylish retreat is designed for unforgettable moments with family and friends. Dive into the private pool, enjoy games, or unwind in the fenced backyard—it’s a space where everyone can relax and have fun. With a sleek modern design and located just a short drive from historic downtown Charleston, it’s the ideal spot to relax and reconnect. Tanger Outlets - 12-min drive Firefly Distillery - 16-min drive Riverfront Park - 19-min drive Book for a Memorable Charleston Getaway— Details Below!

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, have a cocktail on the balcony, or just sit and watch the sun set from the roof top deck. 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 2024 OP. 05542.

Ocean front on Isle of Palms
Escape to our beautifully renovated 3rd floor condo, the perfect retreat for a relaxing beach getaway. Enjoy a fresh cup of coffee on your private balcony watching the waves roll in. The fully stocked kitchen has everything you need to prepare a delicious homemade meal, making your stay feel like home. The living room features a 65" smart TV for all your entertainment needs. With fantastic restaurants and a grocery store just a short walk away, everything you need is right at your fingertips.

Renovated luxury home - 10 minutes Folly/downtown
Welcome to life in the Lowcountry at The Lookout! The design of this home embodies the natural beauty of life on the water with comfort and style. Heated saltwater pool! Great place to cool off year round- close to the outdoor TV, bar/grill! Search YouTube for "The Lookout of Charleston Airbnb" to see the video tour! Conveniently located in James Island, you are 10 minutes from all the fun Downtown Charleston has to offer or 5 minutes to the beautiful pristine beaches of Folly Beach!

Updated home private pool & 3 mi to beach!!
Fun family home with private pool! This spacious house has a great layout with 3 BRs upstairs and two separate dens downstairs. Watch the game in the open living room while the kids watch their show in the other. Located in a quiet neighborhood away from beach traffic and just a short ride over to Target, groceries, and shopping. You're only 3 miles to the IOP beaches which makes this the perfect home base to access all of Charleston. STR license # ST250216 Busines Lic # 20139686

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.

A1 at Saint Philip Square, 1 Block to King Street
Welcome to Saint Philip Square, an award-winning collection of historic homes spanning nearly one city block in downtown Charleston. The John Bulow House at 174 A Saint Philip Street Unit 1 is a 3-bed 3-bath gem blending modern comfort with Charleston’s rich history just one block from King St. Recognized with 5 Carolopolis Awards and the SC Governor’s Award for Historic Restoration, this retreat is perfect for families or groups seeking an authentic Charleston experience.

Beautifully Transformed Upper Level Deluxe Villa
Escape to Seabrook Island, a Private Gated Beach Community! Stay at a Bright, Modern, Renovated Upper Level 1 Bedroom Villa. An exceptional choice with the combination of luxury and ideal location. The urban, beach chic style features everything you need for enjoyment and relaxation. Updated kitchen is equipped with all essentials. Enjoy the screened porch or a drink on the deck overlooking the tennis courts. Owner is a Licensed SC Real Estate Associate. STR25-000073.

Beachside, Wild Dunes * reduced Holiday prices
Relax or Work steps to the beach. Beautiful 2nd floor one bedroom condo inside Wild Dunes with private entrance, use elevator or stairs. Wifi 1200 mbps. Super comfy king bed, blackout curtains, spacious, ceiling fans, sound machine. Bright open living room/kitchen, new washer/dryer. New hardwood floors. The bathroom has a shower/tub and new granite. Two backpack beachchairs, umbrella & cooler provided. Enjoy the view from the deck

Luxury Isle of Palms Home Steps to Beach with Pool
Discover Isle of Palms from the comfort of Isle of Calm, a stylish, child-friendly bungalow that is just a 3 minute walk to the 34th Beach Access Point. With four spacious bedrooms, kids’ games, and beach gear, this beautiful home is the perfect place for your next vacation. Spend days soaking up the sun by the ocean or on a golf course - there's something for everyone! Experience Isle of Palms With Us & Learn More Below!

Casa Zoë | Historic Garden Carriage House CHS
OP2024-05714 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.
Popular amenities for Charleston rentals with a pool
House rentals with a pool

SullyChic 5 Bedroom | Private Lux Pool Park Circl

Private Entrance Suite w/ pool, 5 min from beach

Trendy Park Circle Home, Mins to Dtwn, CHS Beaches

4 Bedroom Park Circle Retreat with Pool!

Welcome to Ohana House!

Gorgeous Executive Home on Pond *5 beds*

Family Friendly House in Charleston’s Park Circle

Hot Tub Haven! 7 Beds Endless Summer
Apartment rentals with a pool

Dolphins & Sunsets From This Beachfront Villa!

Riverside Condo with Marsh View Balcony

Key Lime Condo

Wild Dunes Oceanfront 3 Bed 3 Bath condo w/ pool

Little Oak Love | 5 Minutes to Folly | Marsh Views

Beachy Isle of Palms Studio! Close walk to BEACH!

Stylish Ocean Front Sanctuary

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

Seagrove Villa 3A - Luxurious Ocean View! Pool!

The Sea Shadow - Walk to Beach!

Luxury 5BR Downtown, Private Pool, 1 Block to King

Adorable Family Home With Heated Pool

Folly River Escape + Dock/Pool

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

Seaside Serenity|New Home-Listing|Oceanfront|

Townhouse -3 BR & 2.5 BA
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 SGD | $213 SGD | $275 SGD | $311 SGD | $298 SGD | $321 SGD | $307 SGD | $283 SGD | $254 SGD | $279 SGD | $266 SGD | $232 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 780 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 34,390 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
430 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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- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- Middleton Place
- Shem Creek Park
- The Golf Club at Wescott Plantation
- Angel Oak Tree
- Hampton Park
- Harbor Island Beach
- The Charleston Museum
- Secession Golf Club
- Driftwood Beach
- Isle of Palms Beach
- Morris Island Lighthouse
- Sandy Point Beach
- Seabrook Island Beach
- Charleston Aqua Park
- Gibbes Museum of Art
- The Beach Club
- White Point Garden
- Hunting Island Beach
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