Holiday rentals with a pool in Charleston

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.

Family Retreat | Pool | Game Room | Fenced Yard

This stylish retreat is designed for unforgettable moments with family and friends. Dive into the private pool, enjoy games, or unwind in the fenced backyard—it’s a space where everyone can relax and have fun. With a sleek modern design and located just a short drive from historic downtown Charleston, it’s the ideal spot to relax and reconnect. Tanger Outlets - 12-min drive Firefly Distillery - 16-min drive Riverfront Park - 19-min drive Book for a Memorable Charleston Getaway— Details Below!

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.

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.

Detached Guest Suite

Detached guest suite (45" Smart TV with YouTubeTV ) with full bathroom. Outdoor veranda space includes a swimming pool , outdoor kitchen(microwave,fridge , gas cook top,Keurig (with coffee),toaster, gas fireplace, and large screen Smart TV. . Separate entrance from the house. 14 miles to airport (20 mins) 10 miles to downtown Beaches(Kiawah-24 miles or Folly Beach-16 miles ). The pool is shared with the owners but our guests are given privacy. Operation Permit #OP2024-05734

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.

Cozy & 10 minutes to downtown!

Ideal location to experience the charm of Charleston. This townhouse is quietly tucked away in Mt Pleasant, 10 minutes to downtown and minutes to all the beaches, shopping & dining in Mt Pleasant (Isle of Palms, Sullivan’s Island, Shem Creek, Patriots Point etc). The airport is a close 15 minute drive also. If you feel like staying in, the house offers a second floor deck with spectacular views of the lake, smart TV for movie night, and a fire pit for a night in with a glass of wine.

A1 at Saint Philip Square, 1 Block to King Street

Welcome to Saint Philip Square, an award-winning collection of historic homes spanning nearly one city block in downtown Charleston. The John Bulow House at 174 A Saint Philip Street Unit 1 is a 3-bed 3-bath gem blending modern comfort with Charleston’s rich history just one block from King St. Recognized with 5 Carolopolis Awards and the SC Governor’s Award for Historic Restoration, this retreat is perfect for families or groups seeking an authentic Charleston experience.

Cozy Coastal Crib near Downtown and the Beach!

Welcome to Charleston,SC! Enjoy a quiet neighborhood with access to a community swimming pool (NOW OPEN MAY 1st through OCT 1st) and fast wi-fi throughout the home. While staying at our cozy townhome, you will be in a central location with access to the entire Charleston area. The distance in miles to each area is: Downtown Charleston(16.6)Sulivan's Island Beach(13.4) IOP Beach(14.7)Mt.Pleasant(11.2) Daniel Island(4.4) Folly Beach(14.7)Airport(10.7) North Charleston(8.6)

Beachside, Wild Dunes * reduced Holiday prices

Relax or Work steps to the beach. Beautiful 2nd floor one bedroom condo inside Wild Dunes with private entrance, use elevator or stairs. Wifi 1200 mbps. Super comfy king bed, blackout curtains, spacious, ceiling fans, sound machine. Bright open living room/kitchen, new washer/dryer. New hardwood floors. The bathroom has a shower/tub and new granite. Two backpack beachchairs, umbrella & cooler provided. Enjoy the view from the deck

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.

SullyChic 5 Bedroom | Private Lux Pool Park Circl

Welcome to Sully Chic Private Pool w/ Gas Grill A Stylish 5BR Retreat in Laid-Back Park Circle! Sleeps 10 in our newly designed home with 2 master bedrooms and a serene backyard oasis. Ideal for large groups/families. Embrace the charm of Park Circle's vibrant neighborhood. Pet-friendly! Book now! #SullyChicRetreat #ParkCircleGetaway #CharlestonEscape #Vacation Permit Number: 20250613