Discover a selection of 5,000 vacation rentals in James Island, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $100 per night, and houses and condos are popular options for a stay in James Island. Either way, you'll find a rental for everyone's needs.
Top rated rentals — James Island
Things to do

Gaze up at ancient living oaks

As you enter the upmarket Riverland Terrace neighborhood, you'll pass through the Avenue of Oaks. The boulevard is lined with over 70 magnificent live oak trees that are over a century old. The neighborhood is dotted with beautiful James Island vacation rentals, so why not stay in the heart of Riverland Terrace? For a glimpse of the island's history, don't miss the chance to tour McLeod Plantation. Established in 1851, the heritage site is home to the mighty McLeod Oak, which is thought to be over 600 years old.


Connect with nature in James Island County Park

Popular with both locals and visitors alike, James Island County Park is brimming with outdoor activities. There are miles of forested trails to explore and a handful of freshwater lakes to fish in. There's also a park HQ where you can rent pedal boats, kayaks and bicycles. While sleeping under the stars at the park campground is a unique experience, James Island vacation rentals don't compromise on comfort. If you're craving a street scene, you can always daytrip to Charleston. From elegant antebellum architecture to world-class museums, the city is full of charm – and, of course, plenty of Southern hospitality.


Gear up for the Lowcountry Oyster Festival

A temperate climate means James Island enjoys Southern sunshine for most of the year. In the middle of winter, you could find yourself fishing at James Island County Park or launching a boat in the Ashley River. Crowds peak over from June to August, with families flocking to spend summer vacation on James Island. Charleston also throws a lively summer events calendar, including the famous Spoleto Festival USA held over the Memorial Day weekend. Visit in winter and you'll catch the legendary Lowcountry Oyster Festival. It's the world's largest oyster fest, featuring food, wine, music and 80,000 pounds of oysters.

Natural features

Relive the Civil War at Fort Sumter

Separated from Charleston by the Ashley River, James Island was once dotted with Sea Island cotton plantations. Today it's interspersed with small neighborhoods, historic sites and, of course, ancient live oak trees. While it's just a 10-minute drive from downtown Charleston, you'll feel as if you're worlds away from the lively port city. Just offshore is Fort Sumter, a manmade island formed from 10,000 tons of imported New England granite and 60,000 tons of other rocks. This is where the first shots of the Civil War were fired, back in 1861.

What are the top vacation rentals in James Island?

Whether you're planning your next exciting adventure with friends or a romantic rendezvous with your loved one, one of these top vacation rentals in James Island is sure to attract you:

  • "August 22 - 26 Open Adorable Bungalow Located Close To Downtown And Beach": If you're on the hunt for a comfy living space in Charleston, make yourself cozy here. It comes with 1 bedroom and great amenities including air conditioning and off-street parking options.
  • "Spacious, Pristine And Relaxing": Stay at this property in Charleston and you'll have access to a restaurant dining guide, a water park and more. It has 3 bedrooms to accommodate the ones you love.

For even more great options, use the search bar at the top of the page to find the perfect James Island vacation rental for you.

What are the best tiny house vacation rentals in James Island?

Punching above its weight when it comes to charm and innovation, a tiny house vacation rental in James Island puts you on the doorstep of big adventure. Shut off your devices and turn your focus to outdoor fun at one of these fun-sized escapes:

  • Enjoy a simpler way of life at "Zen Tiny House - 2. 5 Miles To Beach | Bikes | Minutes To Historic Charleston". Amenities at this tiny house in Enclos include a bicycle and high-speed internet services.
  • "Costa Rica Inspired Tiny House" offers conveniences such as nearby museums and an iron and ironing board. Located in Charleston, you'll be able to live large in this small but cleverly designed hideaway.

What are the top-rated vacation rentals for weekend getaways in James Island?

Give these vacation rentals a gold medal! The following weekend retreats in James Island have all earned top marks from our satisfied guests:

  • "Modern Townhome Close To Folly Beach And Historic Charleston": This rental in Charleston makes for a heavenly weekend getaway. Spend time exploring nearby attractions like The Ocean Course and Waterfront Park, then slow down and enjoy your cozy pad. A smart TV and a barbecue grill are some amenities here.
  • "Modern, Marsh - Front, 2 - Story Townhome W": An equally appealing choice, this escape in Charleston comes with a TV, a living room and more. Isle of Palms County Park and Wannamaker North Trailhead are nearby when you need to get your fix of Mother Nature.

Can I find studio apartments for rent in James Island?

Easy to keep clean and tidy and with everything you need close by, studio apartments are an excellent option if you're traveling on your own or with a pal. If you're on the lookout for somewhere small and comfortable to call home, check out these studio apartments for rent in James Island:

  • Stay at "August 22 - 26 Open Adorable Bungalow Located Close To Downtown And Beach" and you'll be ideally placed to explore cultural sights like Music Farm and Woolfe Street Playhouse. An iron and ironing board and a living room are some of the amenities at this property in Charleston.
  • Alternatively, get comfy at "Modern Townhome Close To Folly Beach And Historic Charleston" which comes with a fitness facility, beach sun loungers and more. Located in Charleston, sights like PURE Theatre and Woolfe Street Playhouse will appeal to the culture buff in you.

Can I find short term rentals in James Island?

Ditch the generic hotel experience for the privacy and comfort of your own digs. Even if you only have several days to get away, you'll find short-term rentals in James Island that feel like a home away from home. Here are a few to start with:

  • Near the center of Charleston, "Modern Townhome Close To Folly Beach And Historic Charleston" is well suited to a quick stay. Use it as a base to see nearby attractions, including USS Yorktown and Port of Charleston Cruise Terminal.
  • "Modern, Marsh - Front, 2 - Story Townhome W" is another excellent option. Spend several days at this property in Charleston and plan a visit to Port of Charleston Cruise Terminal and Patriots Point, which are within close reach.

What are the best romantic weekend getaways in James Island?

Whether you've been with each other for a month, a year or an eternity, there's nothing like a romantic weekend getaway to keep passions alive. If you're after someplace dreamy to spend a few days with your significant other, you'll fall headfirst for these retreats:

  • Unleash your inner Casanova at "August 22 - 26 Open Adorable Bungalow Located Close To Downtown And Beach". This Charleston escape is made for romance, offering amenities like beauty services and shopping facilities to help set the mood.
  • Alternatively, plan a weekend of canoodling at "Spacious, Pristine And Relaxing". A fireplace and air conditioning add to the dreamy atmosphere of this property in Charleston.

What are the best large group vacation rentals in James Island?

If you're thinking about taking that special trip away, don't travel by yourself; bring the whole crew along. You'll have more fun sharing the adventure with your friends and family. These vacation rentals in James Island are perfect for large groups:

  • "Coastal Comfort; ; Central To Dt And Beach": With 5 bedrooms, everyone can join the fun at this popular getaway in Charleston. A kitchen and a garden are just some of the amenities offered here.
  • "The Island Retreat - 3 Unit Accommodation": You'll get your squad's nod of approval at this Charleston option which comes with a garden, a kitchen and more. It has 4 bedrooms that will comfortably accommodate everyone on your invitation list.

What are the best houses for rent with a pool in James Island?

In James Island, there are lots of house rentals where a pool day can be every day. Having a splashing great time will be your main priority at one of these popular retreats:

  • Kids, parents, uncles, aunts — everyone will want to hang out at the pool at "3 Bedroom 2 Bath House Located Close To Downtown Charleston And Folly Beach". Take the family on a vacation at this Charleston rental house which also features free toiletries and childrens activities.
  • "Great Family House In A Perfect Spot" in Charleston is another popular option. There's a lot to love about this property besides its pool, such as outdoor furniture and a garden.

What are the best large family vacation rentals in James Island?

Perhaps you're organizing a getaway to celebrate an event, or reuniting with relatives you haven't seen for ages. Whatever the reason, you'll likely want lots of space. One of these large family vacation rentals in James Island might be exactly what you're after:

  • "3 Bedroom 2 Bath House Located Close To Downtown Charleston And Folly Beach" in Charleston will make your family get-together one you'll never forget. It has 3 bedrooms sleeping up to 9 people and loads of amenities, including a dining table and childrens activities.
  • Another excellent option, "Great Find - Beach - Downtown" in Charleston offers 4 bedrooms and accommodates up to 10 people. A fridge and a microwave oven will help keep your group content and comfy.

Can I find family cabin rentals in James Island?

If you're organizing a trip with the fam, pick one of these cabin rentals in James Island and give the kiddos a vacation they'll remember forever:

  • "Cabin - Minutes Away From Downtown Charleston And Folly Beach" - Escape the 9-to-5 of city living at this Charleston getaway which offers a TV and childrens activities.
  • "Cabin In The Maritime Forest With Pool And Golf On" - Make fond memories with the kiddos at this sought-after property. Located in West Beach, it features a microwave oven, a swimming pool and more.

For more options, use the search bar at the top of the page and adjust the filters to find the James Island vacation rental that's perfect for your needs.