Holiday rentals with a pool in West Ashley

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!

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.

Park Circle Tropical Oasis 3BR/2BA with Pool

Welcome to the PC Tropical Oasis - where you will feel like you've stepped into a traveler's paradise. This stay is located right in the center of the Park Circle neighborhood of North Charleston - with the main strip of restaurants and shops only a 10minute walk away. You are also only a short ride away from the best local beaches, downtown and just about anything you dream of doing while visiting Charleston. This stay offers high end amenities while also being centrally located to everything.

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.

Folly River Walk Everywhere, Pool, and Dock

Enjoy laid back Folly Beach Lifestyle Walking distance from the beach, restaurants, and shops. 3 bedrooms each with its own bath make it the perfect space! Enjoy the community dock and pool! Inside the home the kitchen has been renovated and is a great open layout to enjoy friends and family. Ditch the cars once you arrive though! Walk, bike, or rent a golf cart for the week! Enjoy the best sunsets from the pool or dock after a day at the beach! *Please no animals due to family allergies*

CHS Golfview Guest house - Poolside Retreat

Stay at The Golfview Guest House, a peaceful 2BR, 1.5BA retreat on the 10th hole of Charleston’s award-winning Municipal Golf Course, “The Muni.” Enjoy a full kitchen, bright living area, and sleeping for four (1 queen, 2 twins). Relax by the pool or take in golf-course views in Riverland Terrace, one of Charleston’s most beloved neighborhoods. Just 10 min to downtown and 9 miles to Folly Beach, this spot offers privacy, comfort, and Southern charm — ideal for families, couples, or friends.

My Happy Place

This is a charming cottage with a pool and large outdoor area. It is located 3 minutes to both I26 and 526, a 10 minute drive to downtown Charleston and walking distance to North Charleston’s trendy, fun area. The Credit One Stadium on Daniel Island is a 10 minute drive, the Isle of Palms and Sullivans Island 15 minutes and North Charleston Colliseum 5 minutes. It is easy to get to all these places and there are many fun things to do in the Charleston/North Charleston/Daniel Island areas.

Detached Guest Suite with Pool

Operations Permit # OP2025-5734. Separate entrance to suite. Swimming pool is on veranda . Detached guest suite (45" Smart TV with YouTubeTV ) with full bathroom. Outdoor veranda space includes a swimming pool , outdoor kitchen (microwave,fridge , gas cook top,Keurig (with coffee),toaster, gas fireplace, and large screen Smart TV. The pool is shared with the owners but guests are given privacy. 14 miles to airport 10 miles to downtown Beaches-Kiawah-23 miles. Folly Beach-19 miles.

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!

Gated Farmhouse with Salt Water Pool

Gorgeous guest retreat above detached garage with pool access. Seven miles from Historic Downtown Charleston. Minutes from restaurants and the beach. This cottage is the best place to celebrate a special occasion! Send simple decorations through Amazon and we will decorate for you! Beach chairs, umbrella, and towels provided for your day at the beach. Business License Number (LIC063755)

Retreat with Pool and Epic Game Room

Escape to your private Charleston oasis with a saltwater pool & game room! This modern 4BR home comfortably fits 8, blending family fun with sophisticated style. Enjoy a fully equipped kitchen, a dedicated workspace, and a fenced backyard. Just a short 20-minute drive to historic downtown Charleston, it's the perfect retreat for an unforgettable getaway.