Holiday rentals with a hot tub in James Island

Pleasant Place New Build + Pool Great for Families

Bring your family & enjoy our brand new 2020 built home minutes to downtown Charleston, only 6 miles from the beach! Pleasant Place is in the BEST location to top restaurants & activities. This lovely 2700sqft 4 BR 3 BA pleasantly sleeps 10 guests and has all the familiar comforts of home with a fenced-in pool oasis, on a quiet street within walking distance to the Ravenel bridge connecting you to the heart of Charleston. Just a few minutes drive to the best beaches. Bring the family, book now!

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 2026 OP. 07096.

Bridgerton inspired fantasy 2 min from park circle

Live out your Bridgerton fantasy in this stunning historic space. The apartment features antique furnishings/art, a private entrance and patio with lounge and a hot tub (The hot tub is available Apr through Nov). Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. Available for photo shoots upon request rates may differ please contact host prior. Bridal pics by Olivia Allain Permit#2026-0414

Renovated luxury home - 10 minutes Folly/downtown

Welcome to life in the Lowcountry at The Lookout! The design of this home embodies the natural beauty of life on the water with comfort and style. Heated saltwater pool! Great place to cool off year round- close to the outdoor TV, bar/grill! Search YouTube for "The Lookout of Charleston Airbnb" to see the video tour! Conveniently located in James Island, you are 10 minutes from all the fun Downtown Charleston has to offer or 5 minutes to the beautiful pristine beaches of Folly Beach!

Adorable Guesthouse Between Folly & Downtown Chas!

Welcome to your home away from home! This guest house is private, with it's own entrance, and is attached to a main house. It sleeps 4, with 2 in the queen bed, 1 on the sofa, & 1 on the fold out mattress. We provide WiFi, toiletries, linens, clothes iron, hair dryer, full kitchen, beach essentials, coffee & tea. Watch waterfowl while sitting by the backyard creek, or go on an adventure to Folly Beach or downtown in just a few minutes' drive. Backyard is shared. No pets or service animals.

Spectacular Oceanview Home with Hot Tub - Private!

This spectacular beach house sits on a large, private, maturely-landscaped lot. The expansive front yard is well-appointed with the Lowcountry's famed majestic Grand Oaks and Folly Beach Sabal Palms. This home was professionally and meticulously designed to include all modern amenities and upgrades while retaining the simple and quaint nature of a classic Folly Beach home. A quick walk or bike ride to Folly's best dining, shopping and nightlife, and only steps to the Atlantic Ocean.

Cozy Island Cottage

The Cozy Island Cottage is nestled under the shade of large live oak trees on James Island. Conveniently located 5 miles from Folly Beach and downtown, you are just minutes from the best Charleston has to offer. This beachy farmhouse cottage features 17 ft cathedral ceilings, fully stocked kitchen, live edge slab island bar top, over 250 sqft of outdoor living space with a hot private hot tub, a bedroom with queen on main floor, and loft with queen bed accessed by a spiral staircase.

Amzing Views-Heated Pool-HotTub-walk to beach

Pool won’t be ready until June Our home offers some of the most stunning views on Folly! With four private patios, a Private heated Plunge pool and hot tub overlooking the 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

TheTreeHouse*Beach7min*Downtown10min*HypoDogs*2Bdr

The Tree House is located in Old Mt. Pleasant. 5 min from Sullivan's Island Beach & Ravenel Bridge * Walk or Bike to Shem Creek * Spa Tub * Stay at the starting line for the Bridge Run * 10 min from Historic Downtown Charleston *Walk to Restaurants, Bars & Coffee Shops *Bike to the Old Village* Seacoast Church*Parking for only 2 vehicles* Non-Hypo Dogs welcome on case-by-case basis with a $100 fee.* Credit One Stadium 12min STR Permit#: ST260006 S.C. Bus. Lic. #20132539

Private Pool Oasis • Walk to Folly Beach

Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

Folly Jungle Hideaway w/ Hot Tub! Steps to beach.

Welcome to "Made in the shade" a rustic Folly Beach duplex cottage with heaps of charm. Just steps from the beach, this secluded property is nestled in a jungle of live oak trees on a quiet lot east of Center Street. Perfect for small families, a friends getaway, or parents with teenage kids who need a little private space. Soak in the 500 gallon hot tub outside under the live oaks! You may not want to leave! 10% discount on 7-nights+

The Low Tide - Hot Tub, Marsh View, Fire Pit

The Low Tide is a clean, comfortable, and curated home in a quiet neighborhood close to downtown Charleston, the airport, attractions, and beaches. Featuring a hot tub, fire pit, and ping pong table, this single-level home offers fast WiFi, hotel-like amenities, and privacy. The peaceful marsh serves as a relaxing backdrop to any gathering at this home, which was renovated in 2022. Charleston County Permit No. ZSTR-10-22-00596