
Holiday rentals with a pool in Folly Island
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Top-rated rentals with a pool in Folly Island
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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.

Crushing on Charleston *Pool *Game Room *Fire Pit
You will definitely be crushing on Charleston after your stay at this charming house in North Charleston. This home has everything you need to make amazing memories with your family or group. After a day of exploring downtown, playing at the beach or visiting one of the many attractions Charleston has to offer, head back to our your own personal oasis to continue the fun at the pool, game room and fire pit. Centrally located, you can be to everything this beautiful city has to offer in minutes.

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 (must be able to climb 2 flights of stairs to access condo), two-bedroom, two-bath condo offers stunning views from almost every room. 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. Only a 20-minute drive from historic Downtown Charleston. The ultimate Lowcountry vacation experience!

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.

Ocean Views~Heated Pool~Hot Tub~Golf~4Bed~2Bunk Rm
“Fisher’s Folly” part of "Camp Crescent Vacation Rentals" Charleston SC Beach House on Folly Beach, Ocean Views • Only a 30 Second Walk to Beach • Beach Path 15 ft • HEATED POOL + HOT TUB • Putting Green • 2 Large decks facing the ocean • Pool Table, Ping Pong, and Puzzle Game room • Pet Friendly • 4 standard bedrooms plus 2 bunk rooms • 4 Bathrooms • Beds-2 Kings, 2 Queens +2 bunk rooms-3 twin mattresses (10 total beds). • Ocean and Intra Coastal Waterway Views • 6 TVs • High Speed Wifi

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.

Beautiful 2BD/2BA Seabrook Island Villa
Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

Folly Beach Condo - Marsh View - “Westview Too”
Your family will be close to everything when you stay at this centrally-located condo. Take a short walk over the Folly River and you’ll be in the main area of Folly with great restaurants and shops. It’s a .75 walk to the sand so it’s easy to walk, or ride to the beachfront. It’s only a quick 8 miles into downtown Charleston. You will have 2 dedicated, covered parking places. Building does has an elevator. We are a smoke free/pet free rental. New in 2024: updated kitchen cabinets.

Amzing Views-Heated Pool-HotTub-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
Popular amenities for Folly Island rentals with a pool
House rentals with a pool

Pristine Townhouse - Beach, Charleston, Pool, Fun

Boho Bungalow | Private Oasis w. Plunge Pool

Green Wave-Pool-In Ideal Central Location

Kiawah Island Home w/ Pool - 4 bedroom /4 bath

Park Circle Paradise - Pool, Putts & 3 King Suites

Sonny's Marsh Shack - Cowboy Pool/Bikes/Firepit

Gorgeous home one block from beach w/ heated pool

Beach House- 0.4 Miles from the Ocean STR25-000614
Apartment rentals with a pool

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Dolphins & Sunsets From This Beachfront Villa!

Beachside Port O'Call Summer Specials!

Riverfront Retreat/2 Balconies Pool, Walk to Beach

Beautifully Transformed Upper Level Deluxe Villa

Stylish Ocean Front Sanctuary

Sunrise Sea Cabin 137C - Isle of Palms, SC!

Oceanfront IOP Condo w/ Private Pier
Other holiday rentals with a pool

Oceanfront Dream 4 Br 4 Ba w/balcony

Oceanfront luxury penthouse suite with two pools

Spacious James Island 4br/3.5ba House with Pool!

Private Plantation-Style Retreat w/ Pool!

Folly Oasis | Cozy Beachside Home + Pool

"Gone Coastal" 3 BR Townhouse at Kiawah River

Folly River Condo - Dock, Pool, Walk to Center St!

Gated Farmhouse Loft with Pool & Hot Tub
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- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- College of Charleston
- Shem Creek Park
- Riverfront Park
- Rainbow Row
- North Charleston Coliseum & Performing Arts Center
- Hampton Park
- The Charleston Museum
- Middleton Place
- Edisto Beach State Park
- Magnolia Plantation & Gardens
- Angel Oak Tree
- White Point Garden
- Hunting Island State Park
- The Citadel
- Kiawah Beachwalker Park
- Morris Island Lighthouse
- Seabrook Island Beach
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