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.

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Guest favourite

Apartment in Isle of Palms

4.96 out of 5 average rating, 278 reviews

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.

15–22 Oct

$389 SGD per night

Guest favourite

Flat in Charleston

4.91 out of 5 average rating, 228 reviews

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

19–24 May

$157 SGD per night

Guest favourite

Guest house in Charleston

4.98 out of 5 average rating, 196 reviews

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.

11–18 Feb

$312 SGD per night

Guest favourite

Flat in Johns Island

4.95 out of 5 average rating, 204 reviews

Sailors Rest: Heated Pool & Sauna, Johns Island

Escape to Sailors Rest, a Johns Island oasis located just a short drive from Charleston, SC & Kiawah Beach. We offer a unique blend of luxury & natural beauty, complete with pool (typically heated April - Nov.), infrared sauna, farm-fresh eggs daily, 2 luxury Queen beds, cozy fireplace & patio for al fresco dining. As the only guests on premises, you'll enjoy privacy and tranquility, surrounded by gardens, fountains & Koi Pond. Book Sailors Rest now if you're looking for ultimate rejuvenation.

14–21 Nov

$274 SGD per night

Guest favourite

Home in Charleston

4.97 out of 5 average rating, 210 reviews

2500SF Downtown 1849 home w/ pool and roof deck!

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 two vehicles is provided, a rarity downtown. We are a legal City licensed short-term rental 2023 OP. 03675.

10–17 Nov

$812 SGD per night

Guest favourite

Home in Johns Island

4.88 out of 5 average rating, 397 reviews

Charleston, SC-2 BR Guest Suite w/ Separate Entry

**One of the few Airbnb’s with a legal permit in Charleston, SC. Just 15 minutes from downtown Charleston, SC. Free legal parking on site! 1 bedroom guest suite plus an additional bedroom. Own private and separate entrance. Comfortably hosts four. Folly Beach a short drive from this safe neighborhood & 2 miles from legendary Angel Oak. Guest access to swimming pool. Complimentary coffee/coffee maker, cable TV, water bottles & juice, refrigerator. Rental License # BL012621-10-2018

14–21 Oct

$150 SGD per night

Guest favourite

Guest house in Charleston

4.93 out of 5 average rating, 360 reviews

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.

29 Jul – 5 Aug

$288 SGD per night

Guest favourite

Townhouse in Charleston

5.0 out of 5 average rating, 151 reviews

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.

27 Sep – 4 Oct

$248 SGD per night

Guest favourite

Townhouse in Seabrook Island

4.93 out of 5 average rating, 157 reviews

Golf view townhouse only 1 mile to the beach

Welcome to Seabrook island! This fully renovated townhouse is located on the golf course and Only 1 mile from uncrowded White Sand beach. And just about 1.5 mile is the new beach club pool, beach side lounge, outdoor door restaurant and bar, Also golf and the club house. plenty of parking there or you can just bike or walk there. Bike rental are about $5 a day. Info will be sent upon booking. I have stocked just about anything you need for your stay, from coffee to beach towels.

2–9 Apr

$215 SGD per night

Guest favourite

Guest house in Charleston

4.98 out of 5 average rating, 244 reviews

Detached Guest Suite

Detached guest suite( 45" Smart TV )with full bath. Outdoor space, including pool , outdoor kitchen(microwave,fridge , gas cook top,Keurig with coffeepods,cream,sugar,Toaster oven) and gas fireplace with large screen Smart TV . Separate entrance .14 miles to airport(appx. 20 mins) 10 miles to downtown , Beaches(Kiawah appx. 24 miles or Folly 16 miles ). The pool is shared with the owners but our guests are given plenty of privacy. Operation Permit #OP2023-04522

23–30 Jan

$182 SGD per night

Guest favourite

Apartment in Isle of Palms

4.94 out of 5 average rating, 272 reviews

Stylish Ocean Front Sanctuary

December Special! Beautiful, 1 BR unit with stunning views of the ocean and IOP beach. Enjoy your piece of paradise in this oceanfront unit with direct access to the beach, private pier, and pool. Relax with stunning views from the living room and balcony, just steps from the beach. Sleeps 5 (up to 4 adults & 1 child) with 1 Q bed, 1 Q sofa bed, and 1 hallway bunk. Available for short stays or weekly (15% off) and off-season discounts. Book now, limited availability

15–22 Jan

$241 SGD per night

Guest favourite

Home in Folly Beach

4.95 out of 5 average rating, 153 reviews

Luxury Beach Living With 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 007915

31 Oct – 7 Nov

$875 SGD per night