Holiday rentals with a pool in Charleston

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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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Top guest favourite
A modern living area features a light gray sofa and pale armchair with coral accent pillows. Light wood flooring supports a coffee table adorned with decorative items. Large glass doors open to a balcony, offering ocean views and natural light through light-colored curtains.
Apartment in Isle of Palms
4.97 out of 5 average rating, 367 reviews

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.

Guest favourite
The exterior of the home is shown, featuring a light-colored facade and a garnet front door. An American flag is prominently displayed above the entrance. A well-kept lawn and neatly trimmed shrubs are visible, along with a paved driveway leading up to the porch.
Home in Park Circle
4.9 out of 5 average rating, 127 reviews

Park Circle Tropical Oasis 3BR/2BA with Pool

Welcome to the PC Tropical Oasis - where you will feel like you've stepped into a traveler's paradise. This stay is located right in the center of the Park Circle neighborhood of North Charleston - with the main strip of restaurants and shops only a 10minute walk away. You are also only a short ride away from the best local beaches, downtown and just about anything you dream of doing while visiting Charleston. This stay offers high end amenities while also being centrally located to everything.

Guest favourite
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.
Home in Cannonborough Elliotborough
4.97 out of 5 average rating, 256 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, 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.

Top guest favourite
A cozy screened-in terrace offers expansive views of the surrounding marshland, framed by large open windows. A small glass table with seating for four is positioned alongside a comfortable couch, inviting relaxation while enjoying the natural beauty at sunset.
Apartment in Charleston
4.97 out of 5 average rating, 236 reviews

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!

Guest favourite
A shaded outdoor seating area is furnished with a comfortable couch and chairs, surrounded by tropical plants. A flat-screen TV is mounted on the wall, while a dining table awaits nearby. The entrance door adds a touch of charm to the inviting space.
Guest house in Park Circle
4.92 out of 5 average rating, 165 reviews

My Happy Place

This is a charming cottage with a pool and large outdoor area. It is located 3 minutes to both I26 and 526, a 10 minute drive to downtown Charleston and walking distance to North Charleston’s trendy, fun area. The Credit One Stadium on Daniel Island is a 10 minute drive, the Isle of Palms and Sullivans Island 15 minutes and North Charleston Colliseum 5 minutes. It is easy to get to all these places and there are many fun things to do in the Charleston/North Charleston/Daniel Island areas.

Top guest favourite
A serene backyard setting is created around a circular fire pit surrounded by four turquoise Adirondack chairs. Lush palm trees and greenery frame the area, with a salt water pool visible in the background, enhancing the outdoor retreat ambiance.
Guest house in Charleston
4.94 out of 5 average rating, 430 reviews

Indigo House Poolside Retreat

Indigo House Poolside Retreat is a bright, beachy & bohemian space that is perfect for your stay in beautiful Charleston! This one bedroom pool house apartment is located in the heart of James Island, just 10 minutes from the downtown peninsula and 15 minutes from Folly Beach. It can sleep up to four adults and includes a full kitchen with incredible outdoor space including a salt water pool and a gas fire pit. While the pool house is located in the owners' backyard, it feels very private.

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, 229 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 exterior of a charming carriage house is framed by lush hedges and gravel pathways. Arched black windows and a handsome brick facade enhance the building's historical character, while neighboring architecture showcases the elegance of the area.
Home in Harleston Village
4.98 out of 5 average rating, 107 reviews

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.

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, 192 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: 05587

Top guest favourite
Home in North Charleston
4.98 out of 5 average rating, 180 reviews

Retreat with Pool and Epic Game Room

Escape to your private Charleston oasis with a saltwater pool & game room! This modern 4BR home comfortably fits 8, blending family fun with sophisticated style. Enjoy a fully equipped kitchen, a dedicated workspace, and a fenced backyard. Just a short 20-minute drive to historic downtown Charleston, it's the perfect retreat for an unforgettable getaway.

Top guest favourite
A cozy loft space is showcased, featuring a spacious bed with neutral bedding and plush pillows. Tall windows allow natural light to fill the room, and a small dining area with a tray and two bar stools is positioned beside the bed. Air conditioning is visible on the wall above.
Bungalow in Hanahan
4.92 out of 5 average rating, 103 reviews

Pool House on a tidal creek

Relax with the whole family at this peaceful place to stay on a tidal creek in Hanahan. 15 minutes from anywhere you want to go. One queen bed, micro kitchen with microwave and mini fridge, and a micro loft great for the kids. There is also a bean bag that unfolds into a fluffy queen size mattress. Relax watching the water and wildlife from the deck.

Superhost
A bright studio apartment features a compact kitchen with modern appliances, including a stove and refrigerator. A cozy seating area is furnished with a blue couch and a glass coffee table. Natural light filters in through windows adorned with white blinds.
Flat in Cannonborough Elliotborough
4.77 out of 5 average rating, 264 reviews

Boutique Home & Resort Pool ‘The Cisco’

A short walk from King St., The Cisco' is a private historic property. Rare downtown amenities include the fabulous shared Spring Island Collection Pool. This unit offers a completely restored first-floor studio in a historic Charleston home. A small property, bursting with amenities! Shared pool, parking, dog run, and lush landscaping.

Popular amenities for Charleston rentals with a pool

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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 € 8 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