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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
The exterior of a two-story home features a welcoming pink and white facade with dual porches. Outdoor seating is provided by small tables and chairs on the lower porch. Lush green grass accompanies a stone walkway leading to the entrance.
Home in North Charleston
4.92 out of 5 average rating, 117 reviews

Happy Ours, Mins to Park Circle, Dtwn, CHS Beach

Happy Ours is a perfectly located Park Circle home featuring an open layout kitchen, dining and living room designed for gathering, lounging & entertaining. 4 bedroom home with 1 bedroom easily accessed on the first floor. The house has a private fenced lawn with outdoor dining space, grill, double porches with lovely park views, a charming porch swing & garden games available. Walk outside of your door and step into a beautiful green space perfect for hanging, exercising, games, dogs and kids.

Top guest favourite
Villa in Charleston
5 out of 5 average rating, 161 reviews

Villa overlooking Charleston close to Folly Beach

Nestled in a bird sanctuary on an oak filled tidal creek lot with expansive porch views of Charleston harbor, come share a coffee with friends and family and watch a spectacular marsh morning sun rise. Located minutes to the famous "Edge of America" Folly Beach, beach chairs, coolers and towels are provided for an enjoyable beach excursion. Centrally located, you are a short trip to historical Charleston, James Island County Park Splash Zone, and neighboring barrier islands. Off street parking.

Top guest favourite
The exterior of a two-story home is shown, featuring light yellow siding and dark green shutters. A well-maintained front yard with manicured shrubs flanks the walkway. An American flag hangs from the front porch, and a driveway leads to a single-car garage.
Home in Mount Pleasant
4.94 out of 5 average rating, 104 reviews

Mount Pleasant oasis near beach with private pool!

Beautifully updated Mount Pleasant home with a pool! The home's perfectly located just a few short miles from the IOP beaches and a stone's throw from great shopping nearby. This house is the perfect spot for a family vacation or just a weekend away with friends as it offers 3 bedrooms (2 with queen beds and 1 with a king bed). You can enjoy a day at the beach (5 mins away), just relax by the pool, or swim laps in the endless pool system with a push of a button. LIC# ST260331 Bus# 20139685

Top guest favourite
A light-filled dining area is positioned near a large sliding door, offering views of the beach and ocean. A white table is surrounded by four modern chairs, enhancing the room's open and airy feel. A flat-screen TV is mounted on the wall, adding convenience.
Flat in Isle of Palms
4.92 out of 5 average rating, 163 reviews

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!

Top guest favourite
A bright living area features a comfortable sectional sofa and accent chairs. A large flat-screen TV is mounted on the wall above a dark wood console. Natural light floods the space through sliding glass doors, which open to a screened back porch.
Townhouse in Charleston
5 out of 5 average rating, 231 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.

Top guest favourite
The dining area features a natural wooden table set with bowls and elegant table settings. Surrounding the table are comfortable, light blue chairs. Soft lighting is provided by a modern fixture overhead. A view of the sunroom is visible through the archway, enhancing the space.
Home in Summerville
4.95 out of 5 average rating, 124 reviews

Share-in Dipity Refined 4 bedrooms pool not heated

Welcome to Share-in Dipity, this stylish and relaxing home has everything you need to de-stress and enjoy Charleston. This 4/2.5 home features thoughtful design touches, an incredible outdoor area with a large patio and pool, close proximity to grocery stores/shopping, all set in the walkable and quiet neighborhood of Kings Grant. Though you may be tempted to turn your trip into a staycation, we are only 25 minutes from downtown and 35 minutes to beaches like Sullivans Island.

Top guest favourite
Home in North Charleston
4.93 out of 5 average rating, 229 reviews

The Endless Summer-Hot Tub-7 beds

Welcome to The Endless Summer! Spacious 5-Bedroom Home - Sleeping ideal for groups! Escape to tranquility in this laid-back and quiet neighborhood just one exit from the airport. The Endless Summer is ideal for both small and large groups of friends or families, offering a perfect blend of comfort and convenience. 12 min to downtown Charleston 8 min to Tanger Outlet Mall and Top Golf 6 min to Coliseum/Performing Arts 29 min to Folly Beach 8 min to the airport

Guest favourite
Home in Folly Beach
4.96 out of 5 average rating, 157 reviews

Luxury pool, center of Folly, 2 blocks to 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!

Guest favourite
A spacious bedroom features a comfortable bed with crisp white linens and accent pillows. A large television is mounted on the wall, and natural light pours through the divided glass doors, leading to an outdoor space. A plant and decorative rug complement the calming green walls.
Home in Cannonborough Elliotborough
4.94 out of 5 average rating, 362 reviews

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.

Guest favourite
The backyard features a large saltwater pool, surrounded by a stone patio. Eight lounge chairs are positioned along the edges, and an outdoor shed is visible in the background. Sunlight streams through trees, creating a serene outdoor setting.
Home in Mount Pleasant
4.93 out of 5 average rating, 141 reviews

Coastal Cottage in Charming Old Mt Pleasant

Welcome to the Coastal Cottage! This spacious, family friendly house is located in the charming Old Mount Pleasant neighborhood and boasts a beautiful, spacious pool. It’s only 3 miles to Sullivan’s Island Beach, 6 miles to downtown Charleston, and less than 2 miles to Shem Creek which has many dining options, shops, and beautiful views of the water! STR Permit #ST260068 S.C. BUS. LIC. #20137920 (2025-2026)

Guest favourite
A welcoming entrance features a gravel drive leading to a charming white house with a metal roof and a detached garage. Lush greenery surrounds the property, including tall trees and landscaped areas. A white picket fence outlines the front yard, enhancing the overall inviting appearance.
Guest house in Johns Island
4.96 out of 5 average rating, 274 reviews

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)

Guest favourite
An inviting outdoor space features a blue private pool bordered by light-colored stone tiles. A dark wooden fence provides privacy, while a potted palm adds greenery. Modern lounge chairs and a low sofa, adorned with cushions, create a comfortable seating area for relaxation.
Home in Cannonborough Elliotborough
4.85 out of 5 average rating, 194 reviews

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

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Avg. price$196 SGD$209 SGD$270 SGD$306 SGD$293 SGD$316 SGD$302 SGD$278 SGD$250 SGD$257 SGD$250 SGD$225 SGD
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Quick stats about holiday rentals with a pool in Charleston

  • Total holiday rentals

    Explore 760 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 35,720 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

    440 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

Destinations to explore