
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.

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.

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.

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!

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.

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.

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!

Oceanfront Condo ☼ Steps to Beach ☼ Lower Level
*Temporary construction notice. Please see end of description for most current update* First floor oceanfront condo just steps from the beach! Great location in the heart of Isle of Palms, a laid back beach town on the coast of South Carolina. You'll have easy access to the pool, beach, shopping, spectacular dining, and entertainment. Open floor plan with full kitchen. Enjoy a cup of coffee on the patio as the sun rises over the water. Getting to the beach has never been easier.

Private Entrance Suite w/ pool, 5 min from beach
This beautiful, private guest suite is in a quiet, residential neighborhood, settled on a cul-de-sac on the marsh! Only 3 miles to Sullivans Island, and 1.7 to Shem Creek this is the perfect location to everything! Your suite has its own entrance with no shared indoor spaces. The suite has a small entry room with a sofa & small table, a king size bed and walk in closet in the main room. You have your own bathroom, a microwave, fridge, & coffeemaker.

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.

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

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.
Popular amenities for Charleston rentals with a pool
House rentals with a pool

Luxe Pool | Park Circle | SullyChic | 5 Bedrooms

Folly Oasis | Cozy Beachside Home + Pool

The Endless Summer-Hot Tub-7 beds

Park Circle Tropical Oasis 3BR/2BA with Pool

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

Old Village Retreat

Country Haven, Pool, Hot Tub, Game Rm! Mins 2 Dwtn

Luxury Coastal Cottage With Pool
Apartment rentals with a pool

Dolphins & Sunsets From This Beachfront Villa!

Riverside Condo with Marsh View Balcony

Wild Dunes! Get me out of here deals.

Key Lime Condo

Cozy Coastal Crib near Downtown and the Beach!

Resort Privileges!Pristine!Great location!

Riverfront Retreat/2 Balconies Pool, Walk to Beach

Beautifully Transformed Upper Level Deluxe Villa
Other holiday rentals with a pool

Cozy Coastal Loft

Modern Poolside Retreat in Old Village

Artsy Apartment in Victorian Home with Heated Pool

The Palma New, Spa/Pool, Elevator, 2 Blocks Beach

Quiet Area Close to Downtown

Splendorous Spoleto Ln.

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

Upscale Pool Club 2BR Near Park Circle & Downtown!
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $194 SGD | $207 SGD | $268 SGD | $303 SGD | $290 SGD | $313 SGD | $299 SGD | $275 SGD | $247 SGD | $255 SGD | $247 SGD | $223 SGD |
| 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 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
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- Charleston City Market
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Waterfront Park
- Shem Creek Park
- Bulls Island
- Middleton Place
- Angel Oak Tree
- Hampton Park
- The Charleston Museum
- Isle of Palms Beach
- White Point Garden
- Morris Island Lighthouse
- Gibbes Museum of Art
- Riverfront Park
- Magnolia Plantation & Gardens
- Rainbow Row
- North Charleston Coliseum & Performing Arts Center
- College of Charleston
- The Citadel
- Fort Sumter National Monument
- Children's Museum of the Lowcountry
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