
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.

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.

Oceanfront Sea Cabin 226 B - Discover Charleston!
Positioned right in the heart of 🌴 Isle of Palms 🌴 this charming 2nd floor condo is just steps from a private pier and sandy shore, with shopping, dining and entertainment close by. Enjoy a panoramic view of the Atlantic Ocean from a private balcony overlooking a community pool and beautiful natural dunes. Unwind and relax with breathtaking sunrises that paint the sky. 👉 Located just off the IOP Connector, making a trip to nearby Mount Pleasant or Downtown Charleston is easy and stress free!

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.

Family Friendly House in Charleston’s Park Circle
This new Charleston style home is centrally located in trendy Park Circle is also dog friendly! Steps away from Paradiso pool & restaurant! 5 min drive to Charleston Wine + Food. 10 min drive to downtown Charleston/SEWE. 12 min drive to Credit One Stadium. 20 min drive to beaches of Sullivans Island. Beautiful new neighborhood with several walking paths. 12 min drive from airport. Please let us know if you need an early check in or late check out! We can usually accommodate these requests!

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!

Stylish Ocean Front Sanctuary
ROOF AND BUILDING MAINTENANCE ONGOING. THERE MAY BE WORKERS AND VEHICLES WEEKDAYS 7:30 AM - 6PM and SAT 9AM - 4PM THROUGH MARCH. Beautiful, 1 B/1B unit with stunning views of the ocean and IOP beach. Enjoy your piece of paradise in this oceanfront unit with direct access to the beach, private pier, and pool. Relax with stunning views from the living room and balcony, just steps from the beach. Sleeps 5 (up to 4 adults & 1 child) with 1 Q bed, 1 Q sofa bed, and 1 hallway bunk.

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.

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)

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.

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

Hammock Haus Snowbird rates for longer stays

1 Block to King St | Plunge Pool | Sleeps 10

Beach House with Backyard Oasis

12 Duplex w/Shared POOL, Great Location ST260389

Beach House- 0.4 Miles from the Ocean STR25-000614

Charming Mt Pleasant Getaway with Heated Pool

OceanView Condo + Pool | 304 D Port O Call

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.

Cozy Coastal Crib near Downtown and the Beach!

Wild Dunes Oceanfront 3 Bed 3 Bath condo w/ pool

Resort Privileges!Pristine!Great location!

Riverfront Retreat/2 Balconies Pool, Walk to Beach

Beachy Isle of Palms Studio! Close walk to BEACH!
Other holiday rentals with a pool

Cozy Coastal Loft

Modern Poolside Retreat in Old Village

Beach Club Villa 32 - Elite Oceanfront! Pool!

Artsy Apartment in Victorian Home with Heated Pool

Choo Choo Chic 4 BR Retreat Heated Pool & GameRoom

The Robin ~ Riverfront Bungalow ~ EV Charger

Quiet Area Close to Downtown

10B Mariners Walk, Wild Dunes
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 SGD | $208 SGD | $269 SGD | $304 SGD | $291 SGD | $314 SGD | $300 SGD | $276 SGD | $248 SGD | $256 SGD | $248 SGD | $224 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
- Shem Creek Park
- Waterfront Park
- Bulls Island
- Middleton Place
- Angel Oak Tree
- Hampton Park
- The Charleston Museum
- Isle of Palms Beach
- Morris Island Lighthouse
- White Point Garden
- Gibbes Museum of Art
- Riverfront Park
- Magnolia Plantation & Gardens
- Rainbow Row
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- The Citadel
- Fort Sumter National Monument
- Edisto Beach State Park
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