Holiday rentals with a hot tub in Folly Island

4.88 out of 5 average rating, 173 reviews

Home in Mount Pleasant

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!

Guest suite in James Island

4.89 out of 5 average rating, 532 reviews

Adorable Guesthouse Between Folly & Downtown Chas!

Welcome to your home away from home! This guest house is private, with its 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.

4.96 out of 5 average rating, 109 reviews

A bright and airy living area is surrounded by floor-to-ceiling windows, allowing natural light to fill the space. Ample seating is provided on a light-colored sectional, with modern furnishings and decor enhancing the open layout. Ceiling fans circulate air throughout, complementing the warm wooden flooring.

Home in James Island

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!

A sunlit kitchen and dining area feature wooden beams and large windows allowing natural light. A central island with two bar stools is highlighted, alongside a wooden dining table. A floral arrangement and decorative items blend with the warm tones of the cabinetry.

4.96 out of 5 average rating, 150 reviews

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.

Guesthouse in James Island

4.91 out of 5 average rating, 386 reviews

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.

4.83 out of 5 average rating, 220 reviews

Heated Pool-Walk to Beach-Hot Tub-Walk to Beach!

Come enjoy the most stunning views on Folly! With four private patios, a Private heated Plunge pool, a hot tub, and plenty of area's to relax - all overlooking the quiet, serene 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

Guest suite in Mount Pleasant

5.0 out of 5 average rating, 375 reviews

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. #24-004258

Home in Cannonborough Elliotborough

4.97 out of 5 average rating, 144 reviews

Hot Tub Escape • Parking • Walk to King St!

Welcome to Azaleas on Spring – Suite C! ☀️ Private Patio + Hot Tub 📍 2.5 Blocks to King St – Walk to Charleston’s Best Dining, Shopping & Nightlife 🌿 Outdoor Seating 🚙 On-Site Parking for 1 Vehicle 😴 Comfy Mattresses, Blackout Curtains, Noise Machines + Charging Stations 🚿 Hair Tools in Bathrooms 📺 Smart TVs – YoutubeTV + Netflix! 🛜 High-Speed WiFi + Desk 🍳 Fully Stocked Kitchen ☕️ Local Coffee + Supplies 🎶 Record Player + Game Console 🫧 Washer/Dryer

4.96 out of 5 average rating, 185 reviews

Winter hot tub retreat • Walk to Beach/Restaurants

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!

Home in Cannonborough Elliotborough

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.

4.97 out of 5 average rating, 267 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 or relax and have a cocktail on the balcony. 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.

4.92 out of 5 average rating, 218 reviews

The exterior view displays the rustic duplex cottage framed by lush greenery and mature oak trees. A wooden pathway guides guests to the entrance, while two separate apartments are visible, each featuring screened porches that enhance the outdoor living experience.

Bungalow in Folly Beach

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+

A bright living area features a light-colored sofa and two patterned chairs, arranged around a glass coffee table. Natural light filters through the window treatments, and decorative wall hangings complement the greenery of a potted plant positioned in the corner.