
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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Sunset Paradise - Great Location on Island
Enjoy Seabrook year round. It's spectacular! Well-appointed two bedroom/ two bath second-floor condo with magnificent marsh view. Beautiful sunroom to relax while enjoying a glass of wine/coffee. Enjoy biking on the beach, tennis, pickleball, golf, & horseback riding. Three bicycles are included for pedaling on Island. Condo is close to Bohicket Marina for sunsets & short bike ride to Fresh Fields for shopping. Unit includes FREE amenity card for club access. Great location. Stay and play!

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.

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!

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.

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

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.

Amzing Views-Heated Pool-HotTub-walk to beach
Pool won’t be ready until June Our home offers some of the most stunning views on Folly! With four private patios, a Private heated Plunge pool and hot tub overlooking the 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

Private Pool Oasis • Walk to Folly 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!

Ocean Views~Heated Pool~Hot Tub~Golf~4Bed~2Bunk Rm
“Fisher’s Folly” - 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

2500SF Downtown 1849 home w/ pool!
The perfect Oasis in the middle of the Peninsula... Come home to this 2,500 SF c.1849 historic property and take a dip in the pool after a long day walking around or relax and have a cocktail on the balcony. Walk out the door and explore Cannonborough-Elliotborough and some of the best restaurants the City has to offer. Off-street parking for 1-2 vehicles is provided, a rarity downtown. We are a legal City licensed short-term rental 2026 OP. 07096.
Popular amenities for Folly Island rentals with a pool
House rentals with a pool

Park Circle Paradise - Pool, Putts & 3 King Suites

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

Gorgeous home one block from beach w/ heated pool

The Endless Summer-Hot Tub-7 beds

Renovated House w/ Pool, Sauna,Gym,Outdoor shower!

Beach House- 0.4 Miles from the Ocean STR25-000614

Happy Stays-In Park Circle-Dtwn-CHS Beach

Rare Opportunity to Stay in HGTV Dream Home!
Apartment rentals with a pool

2 Bedroom condo w/ Pool Steps to Front Beach IOP

Dolphins & Sunsets From This Beachfront Villa!

Riverside Condo with Marsh View Balcony

Beachside last minute discounts and weekday sales!

Stylish Ocean Front Sanctuary

Ocean Breeze Villa

Oceanfront IOP Condo w/ Private Pier

Upper Level Villa; Bright & Modern - Beach/Pools
Other holiday rentals with a pool

Cozy Coastal Loft

Oceanfront luxury penthouse suite with two pools

Folly Beach Marsh Winds

Great "Newly" Listed Villa with Stunning Kitchen

The Robin ~ Riverfront Bungalow ~ EV Charger

Hello Sunshine - An iTrip Vacations Home

Cottage 1 king bed, 1 set bunk beds, heated pool

*Superhost Beachview* 1/2 block to beach & dining!
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- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Bulls Island
- Waterfront Park
- Shem Creek Park
- College of Charleston
- Hampton Park
- Middleton Place
- Angel Oak Tree
- Riverfront Park
- The Charleston Museum
- Rainbow Row
- North Charleston Coliseum & Performing Arts Center
- Magnolia Plantation & Gardens
- White Point Garden
- Morris Island Lighthouse
- The Citadel
- Edisto Beach State Park
- Gibbes Museum of Art
- Boone Hall Plantation
- Cypress Gardens
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