Holiday rentals with a pool in Charleston

An aerial view captures the spacious backyard, featuring a rectangular swimming pool surrounded by a patio. Several sun loungers are positioned around the pool, and lush greenery encircles the area. The house with a dark roof is visible nearby, alongside well-maintained landscaping.

5.0 out of 5 average rating, 123 reviews

4BR w/ 2 Primary Suites | Pool + Grill | Parking

Relax and unwind in Charleston! This property is perfectly situated between Charleston International Airport (9.5 miles / 18 minutes) and Downtown Charleston (16 miles / 24 minutes). Our custom-designed, modern home offers a serene retreat with beach walks, historic tours, and nature's symphony at your doorstep. Take pleasure in the wide range of outdoor amenities and bask in the lovely Charleston weather. Every moment here is an opportunity to create cherished memories with friends and family:)

FamilyLocationBack garden

The welcoming exterior features a charming two-story house surrounded by lush greenery, while a heated pool is enclosed in a screened area, showcasing colorful lounge chairs and float. The inviting dining area is set on the deck, perfect for outdoor meals. A cozy bedroom highlights a spacious bed with soft linens, complemented by calming wall colors and stylish decor.

4.99 out of 5 average rating, 132 reviews

Crushing on Charleston *Pool *Game Room *Fire Pit

You will definitely be crushing on Charleston after your stay at this charming house in North Charleston. This home has everything you need to make amazing memories with your family or group. After a day of exploring downtown, playing at the beach or visiting one of the many attractions Charleston has to offer, head back to our your own personal oasis to continue the fun at the pool, game room and fire pit. Centrally located, you can be to everything this beautiful city has to offer in minutes.

LocationValueCleanliness

4.97 out of 5 average rating, 270 reviews

A serene outdoor balcony features a round table surrounded by colorful chairs, offering expansive views of marshlands at sunset. The warm colors of the sky reflect on the water, creating a peaceful setting. Glass door access enhances the connection to the interior space.

Apartment in Charleston

Little Oak Love | 5 Minutes to Folly | Marsh View

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor (must be able to climb 2 flights of stairs to access condo), two-bedroom, two-bath condo offers stunning views from almost every room. 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. Only a 20-minute drive from historic Downtown Charleston. The ultimate Lowcountry vacation experience!

LocationFamilyQuiet

4.93 out of 5 average rating, 129 reviews

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

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

LocationFamilyQuiet

4.99 out of 5 average rating, 255 reviews

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

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.

FamilyLocationLaundry

4.95 out of 5 average rating, 184 reviews

A bright and airy living room features two large, comfortable couches arranged around a wooden coffee table. Large windows allow natural light to fill the space, while light-colored curtains add a soft touch. A cozy fireplace is situated beneath a wall-mounted TV.

Home in Seabrook Island

Beautiful 2BD/2BA Seabrook Island Villa

Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

ValueLocationIndoor spaces

4.83 out of 5 average rating, 221 reviews

Home in Folly Beach

Heated Pool - Marsh Front - Hot Tub - Walk toBeach

Come enjoy the most stunning views on Folly! With four private patios, a Private heated Plunge pool, a hot tub, and plenty of area's to relax - all overlooking the quiet, serene marsh; you are able to see amazing wildlife all around you while in complex relaxation mode. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there should be plenty of room. Enjoy tons of games, Golf hitting bay, darts, ping pong , swings and kids play area! STR23-0364799CF LIC00726

LocationFamilyCheck-in

4.97 out of 5 average rating, 118 reviews

A spacious, modern home is set against a vibrant sunset, showcasing multiple levels with expansive balconies. Poolside, lounge chairs are arranged on the tile patio beside a well-maintained pool, while lush palm trees frame the surroundings, offering a relaxed outdoor environment.

Home in Isle of Palms

Gorgeous home one block from beach w/ heated pool

Have fun with the whole family at this stylish place. This home is ideally located walking distance to the beach and near everything IOP has to offer. Enjoy sunsets on the rooftop patio and spend hours swimming in the pool. The home is ideal for families with a number of games, shuffle board, bikes, a golf cart, four patios, and tons of interior space. The home has all new furniture and is stocked with everything you need to enjoy your stay and feel like you are at home.

LocationFamilyDecor

Home in Cannonborough Elliotborough

A spacious living area is furnished with two white sofas and two armchairs, each adorned with teal cushions. A circular coffee table is centered on a patterned area rug, and artwork hangs on the dark walls. Natural light floods the room through large windows.

4.97 out of 5 average rating, 267 reviews

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.

FamilyValueCleanliness

4.96 out of 5 average rating, 245 reviews

A two-story duplex features a light-colored exterior with numerous balconies and shaded areas. Lush greenery and palm trees are present in the landscape. A smooth driveway leads to the entrance, where a parked car is visible. The sky is bright with scattered clouds.

Home in Folly Beach

Luxe 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

LocationFamilyKitchen

4.98 out of 5 average rating, 123 reviews

Flat in Charleston

Private Pool Oasis In Downtown Charleston

Escape to this stunning 4-bedroom, 2-bathroom vacation rental nestled in the heart of downtown Charleston, located in the city’s most coveted neighborhood. Perfect for families, friends, or any group seeking an unforgettable getaway, this home combines modern comfort with unbeatable privacy and a standout feature every vacationer dreams of: a private, heated pool oasis.

LocationValueIndoor spaces

Superhost

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, 210 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

LocationFamilyAmenities

Popular amenities for Charleston rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The outdoor space features a curvy swimming pool surrounded by a smooth concrete deck. Comfortable lounge chairs and a shaded seating area are positioned nearby, providing a relaxing atmosphere. Lush greenery and trees encircle the area, enhancing the serene environment.

4.91 out of 5 average rating, 107 reviews

tica house

LocationValueComfort

4.93 out of 5 average rating, 244 reviews

The Endless Summer-Hot Tub-7 beds

FamilyValueWifi

4.89 out of 5 average rating, 105 reviews

Home in Isle of Palms

Heated Pool • Walk to Beach • large group

ValueLocationShared spaces

4.83 out of 5 average rating, 172 reviews

A private saltwater pool is surrounded by a spacious wooden deck, featuring five lounge chairs for sunbathing, a shaded table for six, and a grill for outdoor cooking. Lush greenery and palm trees create a tranquil setting, enhancing the outdoor retreat.

Home in Kiawah Island

Kiawah Island Home w/ Pool - 4 bedroom /4 bath

LocationValueHeating

4.9 out of 5 average rating, 127 reviews

The coastal house stands against a vibrant sunset, surrounded by lush palm trees. Two spacious decks with white railings invite relaxation. The driveway leads to an entrance that features soft lighting, enhancing the inviting exterior. The tranquil atmosphere is complemented by the natural beauty of the surroundings.

Home in Folly Beach

Ocean Views~Heated Pool~Hot Tub~Golf~4Bed~2Bunk Rm

FamilyValueAccess

4.92 out of 5 average rating, 161 reviews

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

Coastal Cottage in Charming Old Mt Pleasant

ValueLocationLayout

The exterior of a two-story home is featured, showcasing a light green facade and a gray roof. A landscaped yard includes palm trees and large agave plants. A driveway leads to a garage, and clouds drift across a blue sky, adding to the inviting scene.

4.93 out of 5 average rating, 416 reviews

Gorgeous Executive Home on Pond *5 beds*

FamilyValueCleanliness

Four images showcase the serene surroundings of the Marsh House Retreat. A cowboy pool offers a refreshing escape, surrounded by lounge chairs. Hammocks are shaded under trees, and string lights illuminate a cozy seating area. The dining space features a vibrant atmosphere with decorative lighting.

4.94 out of 5 average rating, 115 reviews

Sonny's Marsh Shack - Cowboy Pool/Bikes/Firepit

LocationFamilyComfort

Apartment rentals with a pool

A view from the balcony showcases the ocean and a private pier in the distance. A white table with a starfish decoration is positioned in the foreground, with greenery and walking paths leading to the beach visible below.

4.94 out of 5 average rating, 395 reviews

Stylish Ocean Front Sanctuary

ValueFamilySleep quality

4.96 out of 5 average rating, 181 reviews

A dining area features a round table set for four, complete with plates and utensils. A cozy living room with a large couch and armchairs is visible, along with a staircase leading to the upper level. Natural light floods the space through patio doors.

Apartment in Charleston

Cozy Coastal Crib near Downtown and the Beach!

FamilyLocationCondition

4.93 out of 5 average rating, 100 reviews

A comfortable living area is presented with two light-colored sofas, arranged around a dark coffee table that features decorative items. A flat-screen television is mounted on a white console against a wall, while large windows allow natural light and a view of greenery.

Apartment in Wild Dunes

Cozy condo w/easy beach access in Wild Dunes

LocationFamilyCheckout

A modern kitchen features white cabinetry and stainless steel appliances, including a microwave and oven. A stylish blue backsplash complements the marble countertop. Four metal stools are positioned at the kitchen island, and nautical-themed artwork adorns the wall, adding charm to the space.

4.85 out of 5 average rating, 268 reviews

Oceanfront IOP Condo w/ Private Pier

FamilyValueComfort

4.94 out of 5 average rating, 108 reviews

A covered porch offers a serene view of the sunset over the marsh. Four wicker chairs with blue cushions are arranged around a white coffee table. Lush greenery is visible in the distance, while the water reflects the warm colors of the evening sky.

Apartment in Charleston

Folly Beach Condo - Marsh View - “Westview Too”

LocationFamilyTV

Apartment in North Charleston

A welcoming entrance features a covered porch with a vibrant hanging floral planter. Decorative stones are arranged on the ground, while surrounding greenery, including a palm and colorful potted flowers, create a pleasant atmosphere. A reflective door adds depth to the entryway.

4.94 out of 5 average rating, 103 reviews

2 Beautiful Master Suites

LocationValueDecor

The image captures a serene view of the beach, framed by patches of soft sand and tall, green grasses. The water stretches out into the distance, meeting a clear blue sky. The tranquil scene invites relaxation and enjoyment of the coastal environment.

4.91 out of 5 average rating, 196 reviews

Key Lime Condo

FamilyValueQuiet

An aerial view presents the Sea Cabins complex, featuring a winding layout among landscaped grounds. A community pool is visible near the center, while a sandy beach and the Atlantic Ocean stretch along one side. The unit marked '226B' is highlighted for easy identification.

5.0 out of 5 average rating, 200 reviews

Discover Charleston @seacabin226b Oceanfront Condo

LocationValuePool

Other holiday rentals with a pool

4.94 out of 5 average rating, 265 reviews

A spacious pool area is surrounded by lush greenery, featuring vibrant tropical plants. Poolside seating includes lounge chairs, shaded by colorful umbrellas. A patio area is visible, designed for outdoor gatherings, with a backdrop of natural beauty enhancing the serene atmosphere.

Flat in Johns Island

Sailors Rest: Pool & Sauna Johns Island SC Retreat

FamilyValueGetting around

4.92 out of 5 average rating, 326 reviews

A spacious living area features a comfortable gray sectional sofa adorned with decorative pillows. A rustic wooden coffee table is positioned in front, while a classic wooden surfboard is mounted on the wall above. Natural light floods the room through large windows, enhancing the welcoming ambiance.

Townhouse in Folly Beach

Folly River Walk Everywhere, Pool, and Dock

FamilyLocationCheckout

5.0 out of 5 average rating, 174 reviews

Villa in James Island

Villa overlooking Charleston close to Folly Beach

ValueFamilyKitchen

4.92 out of 5 average rating, 140 reviews

A modern cottage sits beneath a canopy of lush greenery, featuring a light exterior and expansive windows. Elevated on a concrete slab, the structure is complemented by a spacious parking area beneath. Tropical landscaping adds a natural touch to the inviting entrance.

Cottage in Isle of Palms

SALTY HUT AT THE BEACH, Isle of Palms, SC

ValueLocationBathroom

Guest house in James Island

A bright pool area is surrounded by lush greenery and vibrant landscaping. The pool features a unique shape and inviting turquoise water. Comfortable seating is arranged nearby, with colorful chairs contrasting against the light-colored walls of the house and deck.

4.99 out of 5 average rating, 359 reviews

Salt of the Island Retreat w/ Pool on the Lake

ValueFamilyRiver

4.89 out of 5 average rating, 242 reviews

A swimming pool with illuminated green water is framed by a light-colored stone patio. A hot tub is built into one end of the pool. Surrounding palm trees and a residential building are visible in the background, creating a serene outdoor setting.

Island in Isle of Palms

Summer Hayes on IOP with extra special Pool

ValueFamilyLaundry

4.89 out of 5 average rating, 160 reviews

Several colorful townhouse structures line the street, featuring balconies and traditional architectural details. Palms and greenery frame the scene, creating a relaxed atmosphere. A private garage is visible, and the inviting front steps lead to welcoming entries.

Townhouse in Folly Beach

Folly Beach Home | Marsh Views & Pool

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