
Vacation 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.

Pleasant Place New Build + Pool Great for Families
Bring your family & enjoy our brand new 2020 built home minutes to downtown Charleston, only 6 miles from the beach! Pleasant Place is in the BEST location to top restaurants & activities. This lovely 2700sqft 4 BR 3 BA pleasantly sleeps 10 guests and has all the familiar comforts of home with a fenced-in pool oasis, on a quiet street within walking distance to the Ravenel bridge connecting you to the heart of Charleston. Just a few minutes drive to the best beaches. Bring the family, book now!

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.

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, two-bedroom, two-bath condo offers stunning views from almost every room, and ultimate privacy. 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. Plus, you're only a 20-minute drive from historic Downtown Charleston. This condo is perfect for the ultimate Lowcountry vacation experience!

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.

Clean Coastal Cottage 5mi to Isle of Palms Beach
Sunny Side Up is a freshly updated coastal beach house, featuring 4BR/2BA, perfectly located minutes from the areas best beaches, shopping, dining and nightlife. You'll be 3 miles from Isle of Palms, 10 minutes from Sullivan's Island, and only 20 minutes from downtown Charleston. Spend the day exploring the area and return home to your private screened-in porch overlooking a spacious backyard with hammock, fire pit and chicken coop. #ST260150 S.C. BL-24-026814

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.

Boho Bungalow | Private Oasis with Jacuzzi Pool
Escape to this enchanting brick cottage just moments from the harbor where historic charm meets modern comfort. Cozy up in the inviting living spaces with warm tones and exposed brick or relax in the private garden just outside. A charming bedroom awaits and you’ll adore the fully equipped kitchen perfect for intimate meals. Now featuring a brand-new dipping pool with jacuzzi-style jets and the option to heat or cool for year-round enjoyment.

Lux 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

Gated Farmhouse with Salt Water Pool
Gorgeous guest retreat above detached garage with pool access. Seven miles from Historic Downtown Charleston. Minutes from restaurants and the beach. This cottage is the best place to celebrate a special occasion! Send simple decorations through Amazon and we will decorate for you! Beach chairs, umbrella, and towels provided for your day at the beach. Business License Number (LIC063755)

Private Pool | Only 1 Block to King | Sundance
Welcome to Sundance, a spacious and inviting Charleston home located in the heart of downtown! This classic single-family retreat is perfect for families or groups of friends, offering comfortable gathering spaces and a private pool for relaxing after a day of exploring the city. An ideal home base for enjoying everything Charleston has to offer. Permit Number: 06857
Popular amenities for Charleston rentals with a pool
House rentals with a pool

Share-in Dipity Refined 4 bedrooms pool not heated

Private Entrance Suite w/ pool, 5 min from beach

Pristine Townhouse - Beach, Charleston, Pool, Fun

Luxury Home Pool Hot Tub 85 Inch TV by the Airport

Park Circle Paradise - Pool, Putts & 3 King Suites

Retreat with Pool and Epic Game Room

Amzing Views-Heated Pool-HotTub-walk to beach

4BR w/ 2 Primary Suites | Pool + Grill | Parking
Condo rentals with a pool

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Dolphins & Sunsets From This Beachfront Villa!

Riverside Condo with Marsh View Balcony

Key Lime Condo

Beachside Port O'Call Summer Specials!

Beautifully Transformed Upper Level Deluxe Villa

Stylish Ocean Front Sanctuary

Ocean Breeze Villa
Other vacation rentals with a pool

Cozy Coastal Loft

Coastal Charm Cottage - Pool + Waterfront Access

Palm Paradise ~Heated Pool~Games~Walk to Beach

The Robin ~ Riverfront Bungalow ~ EV Charger

Folly Oasis | Cozy Beachside Home + Pool

Charming Townhouse - 3 BR & 2.5 BA near Credit One

Indigo House Poolside Retreat

Cottage 1 king bed, 1 set bunk beds, heated pool
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $227 CAD | $231 CAD | $279 CAD | $330 CAD | $316 CAD | $341 CAD | $326 CAD | $300 CAD | $270 CAD | $278 CAD | $270 CAD | $243 CAD |
| 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 vacation rentals with a pool in Charleston

Total vacation rentals
Explore 710 vacation rentals in Charleston

Nightly prices starting at
Charleston vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 36,160 verified reviews to help you choose

Family-friendly vacation rentals
490 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 280 rentals that welcome pets

Rentals with dedicated workspaces
390 properties have a dedicated workspace

Wifi availability
700 of Charleston vacation 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
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- Charleston City Market
- Isle of Palms Beach
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- Bulls Island
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