Vacation rentals in Dewees Island

★Delightful guest house near historic plantations★

Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

"Still In The Dunes" | Walk to Beach | Golf | Din

Unwind in this beautifully renovated 3-bedroom, 2-bath coastal retreat in the heart of Wild Dunes. Tucked away in the charming Twin Oaks neighborhood, you’re just a short stroll from the beach, premier golf courses, local dining & a nearby playground. Begin your mornings with coffee on the screened back porch and spend evenings playing ping pong & corn hole. Whether you're hitting the beach or the fairway, this beach home is walking distance to everything you need for the perfect island escape!

3 BR only 1 block to the beach!

Enjoy your stay in this charming home located ONE block from the beach and ONE block from the IOP recreation center. Walk to sandy beaches, pickle ball courts, a brand new playground and much more. Newly renovated this property provides three bedrooms, two full baths and can accommodate up to six. With a beautiful and fully equipped kitchen, an extra large bath tub, and a large patio perfect for grilling out, you'll love having this comfortable home-base to come back to after a day in the sun.

Mount Pleasant oasis near beach with private pool!

Beautifully updated Mount Pleasant home with a pool! The home's perfectly located just a few short miles from the IOP beaches and a stone's throw from great shopping nearby. This house is the perfect spot for a family vacation or just a weekend away with friends as it offers 3 bedrooms (2 with queen beds and 1 with a king bed). You can enjoy a day at the beach (5 mins away), just relax by the pool, or swim laps in the endless pool system with a push of a button. LIC# ST260331 Bus# 20139685

Port O'Call B 104, Ocean INCREDIBLE VIEWS AND EASY ACCESS

INCREDIBLE VIEWS AND EASY ACCESS are just two of the benefits when you stay at Port O'Call B104! The unit is on the first floor so there are no stairs from your car to the condo, allowing for a very easy check-in and check-out. The luxurious interior can accommodate up to 4 adults. It features a spacious master bedroom with a king size bed. There is a fold out daybed in the foyer. Both your living room and bedroom have majestic ocean views! The bathroom has a walk-in shower with rails.

Architecture | Tropical 2BR | Near IOP Beach

Nestled on an old dirt road sits La Cabaña, a uniquely designed haven of relaxation and a vibrant tropical scene. This exquisite property has 2 master suites, thoughtfully positioned at opposite ends of the house to offer privacy and tranquility for couples seeking a rejuvenating getaway. Wake up to the sounds of a bubbly lagoon and a hot cup of coffee in your private retreat. La Cabaña's location offers easy access to the IOP Beach & a short drive to CHS culinary scene. ZSTR-12-25-01315

Luxury Farm Stay | Hot Tub, Pool & Animals

Welcome to The Days End Farm! Where modern comfort meets country charm 🌾 This home is for quiet stays only — no parties or events are allowed. A thoughtfully designed 700 sq ft farm cabin retreat tucked away on 11 acres of peaceful pastures. Located less than 45 min from downtown Summerville, 40 min from I-20, 1 hr from Downtown Charleston, and 25 min from I-95. We are a livestock property and for the safety of our animals we only allow 1 pet per reservation with a strict leash policy.

Pet Friendly Coastal Cottage

Pet Friendly! This beautifully updated 2BR, 2BA home is just 3 miles to the beach and 15 minutes to historic downtown Charleston. Comfortably sleeps 6 and features a fully fenced backyard—perfect for pups. Enjoy high-speed WiFi, a dedicated workspace for remote work, and stylish, serene living spaces. Spend your days at the beach, on nearby golf courses, or exploring Charleston’s charm—then unwind in your private backyard oasis. STR Permit No. ST260395 Business License: BL-001271

1st-Floor/End-Unit Condo/Ocean Views/Beach Access

Relax with the whole family! This first-floor, end-unit condo is beautifully decorated with high-end furnishings in relaxed coastal blues and sandy neutrals. It’s bright, sunny, and feels welcoming the moment you walk in. Take in the ocean views right from the back porch! The kitchen is fully equipped with white cabinetry and stainless-steel appliances, including a fridge, dishwasher, oven/hood, and microwave, everything you need for an easy stay. Short-Term Rental Permit P-01965

Oceanfront Home w/ A+ Views & Private Beach Entry!

Escape to The Isle Jewel, a 6-bedroom oceanfront retreat in Isle of Palms. Perfect for large groups, this true beachfront home offers stunning sea views, a private beach walkway, and high-end amenities. Enjoy a gourmet kitchen, multiple decks, and a fire pit. Comfortably sleeps 12 guests in 6 king beds and a daybed. Your ultimate coastal getaway awaits!

Port O' Call F102 - Oceanfront Oasis w/ Walkout!

Wake up to the sunrise from a king bed angled perfectly to catch it. Step off the screened porch straight onto the beach. Guests across 30+ Airbnbs say this is the cleanest and most perfectly located unit they've ever stayed in. The angled layout feels like a private home. You will come back.

Cozy Little Shanty in the Heart of Mt. Pleasant

Cozy getaway centrally located within 5 minutes to Isle of Palms Beach, 8 minutes to Shem Creek, 10 minutes to Sullivan's Island, and 15 minutes to Downtown. Walking distance to shopping and restaurants in Seaside Farms. Arguably the most unique property in Mount Pleasant...