
Holiday rentals in Oak Island
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Top-rated holiday rentals in Oak Island
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The James: “Tiny” Home b/w Downtown & Folly
The James is a unique NEW 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Lisa's Suite Serenity ~ no cleaning fee~
Pack your bags already! This charming ATTACHED studio is located in an eclectic neighborhood amid lots of oak trees and foliage. A safe place to land between downtown Charleston and Folly Beach on James Island. Enjoy this private, tranquil space to re-center and relax in between exploring our beautiful city and beaches. I live adjacent and care for this safe, fragrance free cleaned retreat and look forward to welcoming you .. providing your private home away from home for wonderful memories.

★Delightful guest house near historic plantations★
Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

*Folly’s Treehouse* Walk to Beach, Center St, Pier
Island Life at its Best. Enjoy a beach stay at this bright and airy 2 bedroom 1.5 bathroom cottage located 2 blocks from beach & 1 block from Center St. Walk to Beach, Pier, Bert's, restaurants, and shops on Center St. With an airy interior and awesome outdoor spaces this classic Folly cottage will not disappoint. Also, don't miss the outdoor shower and super comfy beds. Beach chairs included! 20 min to Downtown Charleston. **We have a severe animal allergy in the family, please no animals.**

Heron House circa 1950 - steps to beach & town!
HERON HOUSE is a classic Folly charmer. Featured in Southern Living June 2024! just 1 block to the BEACH! 1/2 block to BERT's Market, 1.5 blocks to bars and Restaurants, 15min drive to Downtown Charleston. You'll love the location! The house has original wood walls and ceilings, loads of vintage 1950's charm, updated with Beach-Chic decor, renovated spring 2021. Outdoor shower, covered parking. Drop your gear after day on the beach, rinse off, & relax on the screened porch with a cold drink!

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!

Amzing views - Heated pool -hot tub -Walk to beach
*Please Note* Heated pool won’t be complete until mid April Our home offers some of the most stunning views on Folly! With four private patios, you are able to see amazing wildlife in the marsh, the Intracoastal Waterway, and the Morris Lighthouse. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there is a plenty of rm Enjoy the hot tub overlooking the marsh, a secluded rooftop room with deck amazing view; plus Golf hitting bay, darts, ping pong STR23-0364799CF LIC00726

The Folly River Flat at Folly Beach NOW WITH DOCK!
Luxury Apartment WITH DOCK ACCESS! The space is attached to main residence. Private living room, kitchen, bedroom, bathroom, with private porch w/great sunset view and private entry. 1 mile from the beach, 3/4 mile to the Folly Beach landing and water sport rentals, and 3/4 mile from Center Street Folly Beach where there are great shops, restaurants, and activity rentals. Has a yard with great views. Dock free unless you use for your boat/kayak. $25/night for kayak, $60/night for boat.

Marsh view retreat near Folly Beach and Downtown
**Please review additional notes below about potential construction noise** Welcome to Lighthouse Lookout, a private-entry guest suite, offering a truly unique Charleston experience. Conveniently located on James Island, between Folly Beach and Downtown Charleston. The private balcony provides stunning views of the salt marsh and historic Morris Island Lighthouse. It’s the perfect place to relax and enjoy the changing tides, abundant wildlife, and scenic sunrises.

Lagoon pool, sweeping porch, 3/2, heart of Folly!
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!

Luxury Sea Cabin Guest Suite - Across from Beach
After a years remodel, our downstairs apartment is ready for you! Across from the best surfing beach in the state, 'the Washout,' this 1 Bedroom suite has everything you need for an easy getaway to the island. Just a few steps to the beach, a bike ride to great restaurants, or 15 minutes drive to historic Charleston, this private spot is perfect for couples, surfers, beach lovers, or solo travelers. Please read additional details below.

Peaceful Waterfront Home in Charleston
Come enjoy the southern charm of this newly renovated waterfront Charleston home. A luxurious bed and bath have been created here with your comfort and privacy in mind. Located just 5 minutes from historic downtown Charleston, and another 5 minutes from beautiful Folly Beach, you will be perfectly situated for your trip no matter what your vacation entails or how long your stay!
Popular amenities for Oak Island holiday rentals
Other great holiday rentals in Oak Island

A little slice of paradise - Walk to beach

The Folly Peach-Spacious Home Steps from the Ocean

Charleston Waterfront Retreat w/ Deep Water Dock

Red Sunsets | 2 Master Bedrooms | Heated Pool

Alpaca My Bag Farm Stay

Heavenly Blue

Hemingway | Jungle Hideaway

Modern Folly Retreat - 2 miles to Folly Beach!
Destinations to explore
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- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Bulls Island
- Waterfront Park
- Middleton Place
- Shem Creek Park
- Angel Oak Tree
- The Golf Club at Wescott Plantation
- Hampton Park
- Harbor Island Beach
- The Charleston Museum
- Secession Golf Club
- Bull Point Beach
- Isle of Palms Beach
- Driftwood Beach
- Morris Island Lighthouse
- Seabrook Island Beach
- Hunting Island Beach
- Charleston Aqua Park
- Gibbes Museum of Art
- The Beach Club
- White Point Garden




