Charleston is a city of rivers, estuaries, peninsulas, and small islands. Its deepwater harbor is one of the most important ports on the Eastern Seaboard. The city is home to the oldest college in the state, the first museum in the USA, and plantations that shaped the history of the American south. Charleston has several barrier islands and nature reserves that you can visit to recharge. Time your visit for the 17-day Spoleto Festival USA, an international performing arts extravaganza held every year, featuring established artists and emerging talents in more than 10 venues around the city. The annual cultural event boasts about 150 performances. The city is also proud of its top-tier accommodations for curious travelers. Here are the best vacation rentals with pool in Charleston.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on March 02, 2024.
1. 1950s classic home with a friendly cat (from USD 91)
This cute and charming 1950s rental is in an excellent location with one road down towards the beach and the other towards downtown. The classic interiors boast original tiling, arched doorways, and a newly renovated, fully equipped kitchen. There is a workstation with free Wi-Fi, a monitor, and a printer for those working from home.
The property is located close to Starbucks, Whole Foods, and other popular outlets. The backyard comes with a fire pit and a grill. There is also an inflated pool in the backyard that the guests need to inflate and fill with water themselves. The pump is provided. This is an ideal holiday rental for you especially if you are a cat lover. During your stay in this house, you get to feed and play with the host’s super-friendly and sweet cat named Bebe.
Top guest reviews
Amenities & Room:
this property was so perfect for our family comfortable warm and invitingCleanliness:
space was clean and relatively well maintained 3the property was nice very clean comfortable and appreciatedthe house was cleanthe house is clean well decorated and well renovated with new appliancesclean place with everything necessaryHost:
the host was very kind and responsiveRead more reviewsLocation:
super convenient location located close to everythingperfect rental great location and cute little houseclose to downtown about 10-15 minute drive away made things very easy 2location was an easy drive to anywhere we wanted to go place was large and comfortable
2. The Delphine
A perfect blend of historic charm and contemporary amenities, this newly renovated spacious rental is located one block away from King Street in Charleston. The private European-style heated pool is the biggest attraction of this accommodation. There are 5 bedrooms and 3.5 bathrooms in total, of which the master suite has a walk-in shower and a balcony overlooking the pool and garden patio.
You also get a collection of board games, an ice machine, and free access to Spotify and high-quality speakers.
Top guest reviews
Cleanliness:
awesome place new clean convenient to king st and plenty of room for a small groupRead more reviewsLocation:
location is great - just a short walk to the top of king street
3. Restored historic home (from USD 859)
This is a charming ground-level apartment fit for travelers who prefer restored historical homes. The interiors are neat, organized, and classy. One of the best features of this short-term rental is the heated swimming pool. It’s a refreshing place to hang out after sightseeing in downtown Charleston. The shared pool is accessible to the occupants of six units within the apartment complex.
Go to the common pool deck for cocktails when you are ready to mingle. This Vrbo vacation rental with a pool in Charleston also has a dog run which is a safe area for your pets to run around freely.
Top guest reviews
Amenities & Room:
the beds were very comfortablemost importantly the pool was fantastic and so nice to have on vacation with the familyevery bed was comfortable & each bedroom had a bathroomCleanliness:
it was very clean updated and spaciousproperty is pretty and cleanthe house was clean and appears very newly renovated with all of the modern conveniencesHost:
once i got ahold of host they were very helpful with check-inpool was shared with other friendly guestsRead more reviewsLocation:
great location and everything needed was includedwould highly recommend staying at this locationwe enjoyed the location (short drive to most places) and loved the heated pool (even in december)great coffee shop across the street (132 spring) but about a mile to the downtown & historic areas
4. Serene cottage with beautiful garden (from USD 363)
This deluxe cottage in the Cannonborough-Elliotborough neighborhood is a well-furnished and peaceful accommodation filled with natural light from the French windows. The luxury features of this city oasis extend to the courtyard and heated pool, which is a shared area with other booked guests within the compound. The sounds from the water fountain will help ease your mind. There’s an off-street parking spot that comes with the booking.
Top guest reviews
Amenities & Room:
the heated pool was a glorious evening respitethe pool and patio are was remarkablewe enjoyed swimming and relaxing in the courtyard by the fountainour stay was very comfortable and the cottage was everything per the descriptionthe heated pool was great and was a nice feature even in februaryCleanliness:
very roomy clean apt and beautiful groundseverything was spotless super clean i really enjoyed my timethe room was clean and beautifulthe house is beautiful very clean and modern decor stylethe house was well equipped clean and comfyHost:
courtney was very friendly and helpfulthey were very responsive kind and so helpfulfallon was a gracious host who was quick to respond to all of our questionsthe hosts were courteous kind and easy to get a hold of with any questionswonderful place and very friendly hostsRead more reviewsLocation:
the location is idealperfect location for our vacationlocation was excellent with many great restaurants within walking distancelovely cottage located walking distance to historic downtowngreat stay very convenient location
5. Contemporary riverfront guesthouse (from USD 218)
This is a self-contained apartment surrounded by oaks on the Intracoastal Waterway. You can sit down with a cold drink and watch the sunset from the apartment’s balcony. The dock is just beyond the pool and wooden deck.
The pool is accessible at any hour, so make the most of it. After a few laps, you can take an elevator in the garage and return to your pleasant quarters. When booking this listing, consider that the swimming pool is closed from November 1 to mid-April.
Top guest reviews
Amenities & Room:
charming apartment with a great viewCleanliness:
everything was clean and laid out nicelywe had everything we needed and the space was sparkling clean when we arrivedHost:
the owners were great during our entire staythe owners are very friendly and were quick to respond to any questions we hadthe owners are very personable and helpfulcherie and dinos were wonderful hosts that made us feel so welcomedthe property was clean and comfortable the hosts made sure that you had everything you neededRead more reviewsLocation:
beautiful location on the riverbeautiful home and wonderful central locationcan’t beat the location as an easy quick drive into charlestonthe location is a short and easy drive into the historical area of charlestonthe place is modern clean and located near everything but in a peaceful neighborhood
6. Gorgeous bungalow with spacious poolside (from USD 458)
This Charleston home base is a furnished bungalow with a well-maintained yard. The historic downtown is only 10 minutes away by car, while the beach is 15 minutes away. In the fenced yard, you can hang out all day in the large swimming pool and on the deck chairs. Your group will have clean towels to use courtesy of the host.
You can have a pleasant time without leaving the premises. If you are visiting with family, this is one of the kid-friendly accommodations in Charleston as well. At the far end of the pool is a shaded area with lounge seating, a ping pong table, and a foosball machine for the children to enjoy.
Top guest reviews
Amenities & Room:
the pool heater works well and the outside space is fungreat place to stay lots of room and sleeping spacethe pool and outdoor amenities were quite nice for a large family gatheringyard and outside pool area is relaxing and well designedCleanliness:
the house was clean spacious and very cozy to enjoy our weekend in charlestonbut it is clean and the property managers are niceHost:
the owner has done a great job making sure everyone there is comfortableowners were easy to contact with our few questions and the number of beds was incrediblepam the owner was fantastic to work with and was very prompt to any questions we hadthe property management team is responsive and seems to want to have you have a great stayRead more reviewsLocation:
we enjoyed the location and housethis is a lovely property - very comfortable close to downtown charleston and folly beachplenty of parking plenty of places for people to sleep and super close to restaurants and downtown charlestonthe house is clean and is in a location easy to get to downtown folly beach and grocery storesour family of 11 and 3 pups enjoyed the location very much
7. Historic downtown home with saltwater pool (from USD 907)
In this historic city, you can choose a rental that was built in the late 19th century. One of the top vacation rentals with a private pool in Charleston, this restored residence has all the original pinewood flooring and exposed cedar roofing. Its modern updates include stainless steel appliances in the kitchen, a high-end sound system, and an equipped bar in the second-floor living room.
The yard is as charming as the interiors and it boasts a saltwater pool. Guests can have the pool heated after a 48-hour notice. There is a 75 USD charge per day for more than two heatings of the pool in a week.
8. Lakefront gem near downtown (from USD 160)
The 45-ft (14-m) infinity pool is a delightful addition to this home’s amenities. From the sunroom, you will see the three fountains on one end of the pool. Beyond the pool and landscaped yard is Lake Edmonds.
This two-story air-conditioned home features a large deck with a pergola. On the screened porch, a hand-painted table and chair set will catch your eye. Indeed, this is a top pick if you are looking for a lovely place to spend a weekend and find romantic things to do in Charleston with your significant other for 30 days or more.
9. Delightful tiny home (from USD 133)
This is a tiny house for two where you can take a breather. The climb up the loft can be challenging, but it can also be fun clambering up for the first time. There is a swimming pool in the backyard where you can bask in the sun. The tiny house occupants have exclusive use of the fenced backyard.
This listing shares the compound with a two-story home that is a rental as well. The stone path leading to the tiny house from the entrance is for your exclusive use.
Top guest reviews
Cleanliness:
it was clean and would stay againit was very clean with extra linensit is small but very clean and good lightingspotlessly clean and well appointed for such a tiny placethis is an adorable tiny house the highest standards of cleanliness and hostsHost:
tyler and lauren were wonderful hosts and very responsive and accommodatinggreat stay at this tiny house exactly as pictured and everything you could need thanks for hosting meRead more reviewsLocation:
cute cozy place we really enjoyedquite and convenient driving distance to the city or great places in the areaclose to lots of fun places to eat and drinkthis place was just a few min drive into the city which was awesome
10. Fred Street (from USD 316)
The front porch of this Charleston home is a space for intimate conversations. There is a screened porch in the back with lovely views. Meanwhile, a saltwater pool is in the backyard. You’ll be able to smell the star jasmine growing on the fence while swimming there.
You can lounge by the pool on days when you decide to forego sightseeing. At this rental, the garage has been transformed into a media room. You can loosen up there and watch television or use the Wi-Fi.
Top guest reviews
Amenities & Room:
there is also a table and chairs outside for eating as well as 4 nice lounge chairsthe living room is small but cozy with a nice couch and tvthe patio and pool were perfectit also has 2 ceiling fans for nice air flow in the sc heatit is large and has a table and chairs for 6 plus a comfortable seating areaCleanliness:
extremely clean and fantastic environmentsparkling clean and well maintainedclean and super cutebeds were comfortable and the house was very clean and spaciousvery spacious and cleanHost:
great host and our family enjoyed the stayseana was easy to communicate with and responsivegreat place to stay friendly owner and great poolexcellent location wonderful host very comfortable home in all respectswe were very pleased with our stay and host she was very responsive great and safe locationRead more reviewsLocation:
great location between folly and chsbeautiful house and location comfortable bedsgreat place to stay close to everythinglocation is great - very private quiet neighborhood an easy 12-minute drive to downtownloved chewing able to be close to shopping and many local attractions
11. Villa close to Folly Beach (from USD 162)
This is a well-appointed villa on James Island, overlooking marshes. Guests will see the marsh from the covered porch swings. On the left side of the porch is a side yard with a swimming pool. The poolside chairs and beach umbrellas are decked in summer colors. At night, the pool area is a feast of lights.
The property is contained within a bird sanctuary. There is a tidal creek where you will find several spaces to moor a boat. Next to this rental is Dock Street Park, which is known to anglers and crabbers. Folly Beach is also minutes away from here, which makes this property one of the most comfortable vacation rentals on or near the beach in Charleston.
Top guest reviews
Amenities & Room:
amazing value for the outdoor living space view and poolthe wifi connection was fast and great outside on the porch and inside the villathe living space was fully equipped and we felt very comfortable and cozy as if we were homeCleanliness:
great hosts clean and relaxing spot in a convenient locationplace was very clean with everything you could possibly need a little something for everyoneclean as a pin well stocked comfortable great hosts and a truly special settingHost:
host is very gracious and accommodatingthe owners are very friendly and helpfulthe hosts were so welcoming and we loved every minute of the staythank you for hosting useverything was amazing sue was a great host very accommodating highly recommend awesome stayRead more reviewsLocation:
great location and even better hostlovely stay beautiful view and super cute house super close to downtown charleston and folly beach
12. Historic downtown home with roof deck (from USD 606)
The doors of this historic downtown home are open to travelers. You can hang out on the garden-level patio, two balconies, and roof deck. Pack light, but bring lots of swimwear for your holiday in peninsular Charleston. You can wind down on the poolside every day of your stay. Indoors, there is a deluxe soaking tub in the master suite, original artwork on the walls, and remarkable antique pieces in the rooms.
Top guest reviews
Amenities & Room:
very comfortable with good amenitiesthe most beautiful air bnb great location and amazing amenities extremely spacious bedrooms and bathroomsthe pool and outdoor space is wonderfulthe master bedroom / bathroom were a real treat third the outdoor space was perfectbeautifully restored historical home in an up and coming neighborhood with a gorgeous modern outdoor space and poolCleanliness:
clean safe and stylishstylish and cleansuch an amazing house very clean and spaciousthe house was very clean and the pool was fun to usevery comfortable and cleanHost:
frank was a great hostgreat host quick responses and very helpful with suggestionsfrank was an amazing hostfrank was a great hosta responsive caring and involved hostRead more reviewsLocation:
the location is fantasticwonderful location close to everythinggreat walking distance to restaurantsvery close to king street easy walking distancelocation was great for dining in hot spots near upper king
Experience laid-back Charleston
While traveling, the places you choose to linger matter. Charleston offers new experiences and peaceful places to rest your feet. In Charleston, South Carolina, it is easy to find gracious hosts and splendid holiday homes to make the trip worthwhile.
Frequently asked questions about vacation rentals with a pool in Charleston
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