
Holiday rentals with a pool in James Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in James Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Salt of the Island Retreat w/ Pool on the Lake
Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

Daniel Island Studio For Your Enjoyment!
Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711

Villa overlooking Charleston close to Folly Beach
Nestled in a bird sanctuary on an oak filled tidal creek lot with expansive porch views of Charleston harbor, come share a coffee with friends and family and watch a spectacular marsh morning sun rise. Located minutes to the famous "Edge of America" Folly Beach, beach chairs, coolers and towels are provided for an enjoyable beach excursion. Centrally located, you are a short trip to historical Charleston, James Island County Park Splash Zone, and neighboring barrier islands. Off street parking.

Little Oak Love | 5 Minutes to Folly | Marsh Views
Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor, two-bedroom, two-bath condo offers stunning views from almost every room, and ultimate privacy. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Plus, you're only a 20-minute drive from historic Downtown Charleston. This condo is perfect for the ultimate Lowcountry vacation experience!

Marshfront 5BD Oasis | Pool, Yard & Steps to Beach
🏝️ Private Marshfront 4BR/5BD/3.5BA Home with stunning views, saltwater pool, fenced yard, hammocks, grill & outdoor shower 📍Steps to the beach! 🛎️ Personalized concierge services by On The Coast Property Group (fees vary) • Grocery stocking • Decoration setup • Dining reservations • Private chefs • Transportation coordination • Boating/water excursions • Beach rentals • Sports equipment • Baby gear • Spa, fitness & wellness services • Event planning for celebrations/gatherings …& more!

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!

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.

Riverfront Retreat/2 Balconies Pool, Walk to Beach
Wake up to peaceful Folly River views, sip coffee from your private bedroom balcony, then stroll to the beach or downtown Folly in minutes. This beautifully renovated 2-bedroom 2 1/2 bath condo features two private balconies, sunset water views, pool access, and an unbeatable location — perfect for couples, friends, or small families looking for a relaxing coastal getaway • Minutes to downtown • Night walk safety • No parking stress • Bars/restaurants ***2.5 bathrooms for only 4 guests

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.

CHS Guest Suite w/Separate Entry 2 Bedroom& 2 Bath
**One of the few Airbnb’s with a legal permit in Charleston, SC. Just 15 minutes from downtown Charleston, SC. Free parking in my driveway! Guest suite. Own private and separate entrance. Comfortably hosts four. We charge a fee if two people want to stay in two separate rooms- the room rate is based on double occupancy. Fee is $40/ppn for 2nd bedroom Guest access to swimming pool. Complimentary coffee/coffee maker, cable TV, water bottles & juice, refrigerator.

Luxury pool, center of Folly, 2 blocks to 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!

Boho Bungalow | Private Oasis with Jacuzzi Pool
Escape to this enchanting brick cottage just moments from the harbor where historic charm meets modern comfort. Cozy up in the inviting living spaces with warm tones and exposed brick or relax in the private garden just outside. A charming bedroom awaits and you’ll adore the fully equipped kitchen perfect for intimate meals. Now featuring a brand-new dipping pool with jacuzzi-style jets and the option to heat or cool for year-round enjoyment.
Popular amenities for James Island rentals with a pool
House rentals with a pool

Share-in Dipity Refined 4 bedrooms pool not heated

Private Entrance Suite w/ pool, 5 min from beach

Beautiful 2BD/2BA Seabrook Island Villa

Pristine Townhouse - Beach, Charleston, Pool, Fun

Retreat with Pool and Epic Game Room

Coastal Family Getaway, Heated Pool

Gorgeous home one block from beach w/ heated pool

12 Duplex w/Shared POOL, Great Location ST260389
Condo rentals with a pool

Key Lime Condo

Wild Dunes! Spring Forward Rates!

Cozy Coastal Crib near Downtown and the Beach!

Enjoy Ocean Waves in this Beachfront Condo

Beautifully Transformed Upper Level Deluxe Villa

Stylish Ocean Front Sanctuary

Ocean Breeze Villa

Ocean Front Condo, Blue Palm-Walk every where!
Other holiday rentals with a pool

Calm Walk-Up With Coastal Vibes and Heated Pool

Cozy Coastal Loft

New to Market. Modern cottage Golf & pond views.

Charming Home with Private Pool + Marsh Views

Hugging Tree Sea Cottage!

Folly Oasis | Cozy Beachside Home + Pool

Quiet Area Close to Downtown

Folly Beach Condo - Marsh View - “Westview Too”
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- Charleston City Market
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Shem Creek Park
- Bulls Island
- Waterfront Park
- Middleton Place
- Hampton Park
- Angel Oak Tree
- The Charleston Museum
- Isle of Palms Beach
- White Point Garden
- Morris Island Lighthouse
- Rainbow Row
- Gibbes Museum of Art
- Magnolia Plantation & Gardens
- College of Charleston
- Riverfront Park
- The Citadel
- Fort Sumter National Monument
- Cypress Gardens
- Edisto Beach State Park
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