
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 Villa -Newly Built with Pool Close
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!

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.

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!

Oceanview Sea Cabin 318B- Isle of Palms, SC!
Make your next vacation unforgettable with a stay in our charming beachfront condo. Wake up to amazing views of the sunrise over the Atlantic, then spend the day enjoying the private beach access, swimming pool, and the only fishing pier on the island! After a long day of sunbathing, your fully equipped kitchen and comfortable living room provide the perfect setting for enjoying a meal, game night, or just relaxing. Don't feel like cooking? The shops and restaurants of IOP are steps away!

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.

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

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.

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

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.

SullyChic 5 Bedroom | Private Lux Pool Park Circl
Welcome to Sully Chic Private Pool w/ Gas Grill A Stylish 5BR Retreat in Laid-Back Park Circle! Sleeps 10 in our newly designed home with 2 master bedrooms and a serene backyard oasis. Ideal for large groups/families. Embrace the charm of Park Circle's vibrant neighborhood. Pet-friendly! Book now! #SullyChicRetreat #ParkCircleGetaway #CharlestonEscape #Vacation Permit Number: 20250613
Popular amenities for Charleston rentals with a pool
House rentals with a pool

Private Entrance Suite w/ pool, 5 min from beach

Boutique Home & Resort Pool ‘Nantucket’

Park Circle Paradise - Pool, Putts & 3 King Suites

The Palmetto Pool House | 4 BR + Arcade Room

Gorgeous home one block from beach w/ heated pool

Beach House- 0.4 Miles from the Ocean STR25-000614

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

Charming Mt Pleasant Home with Heated Pool
Condo rentals with a pool

Dolphins & Sunsets From This Beachfront Villa!

Riverside Condo with Marsh View Balcony

Key Lime Condo

Cozy Coastal Crib near Downtown and the Beach!

Wild Dunes Oceanfront 3 Bed 3 Bath condo w/ pool

Paradise at Folly - Beautiful Riverfront Condo

Oceanfront Villa-pool/pier, fishing, stunning view

Ocean Front Condo, Blue Palm-Walk every where!
Other vacation rentals with a pool

Cozy & 10 minutes to downtown!

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

Adorable Family Home With Heated Pool

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

Pool House on a tidal creek

Water life “Aquavida”

Stunning Completely Renovated Golf Course Villa

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 | $216 CAD | $230 CAD | $297 CAD | $336 CAD | $322 CAD | $347 CAD | $332 CAD | $305 CAD | $274 CAD | $301 CAD | $287 CAD | $251 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 780 vacation rentals in Charleston

Nightly prices starting at
Charleston vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 34,390 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 310 rentals that welcome pets

Rentals with dedicated workspaces
430 properties have a dedicated workspace

Wifi availability
760 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 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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