
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

★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.**

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!

Fourth Block Private Beach Paradise
Welcome to your Folly paradise! This rustic 1940's beach bungalow was updated with modern appliances, brand new luxury bathroom, art, surfboards, 60" 4K smart TV ready for your subscriptions, stereo with bluetooth, and a huge outdoor shower. Guests love the privacy of having a secluded, full-sized property with great outdoor spaces, parking, and a short walk to the beach, bars and restaurants- for the same rate as a noisy condo. A retreat for guests that want a true old school folly vibe.

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.

Pelican's Porch on Folly Beach-Oceanview
Located directly across from beach with a path from the frontyard to the beach. Comfortable beach house, tastefully decorated on the West end of the island with large deck overlooking the ocean. The short sandy beach path is right out the front door. The home has ocean views and peaks of the river to the rear. View both sunrises and sunsets on this end of island. 9 blocks from the vibrant , eclectic center of town is where you'll find local cafes, restaurants, stores, bars and the pier.

Amzing views! Hot-tub! Golf Cart! Walk to beach
**Please Note: Jan and Feb prices are greatly reduced due to pool construction being done on side yard. Our home offers some of the most stunning views on Folly! With four private patios, you are ablet to see amazing wildlife in the marsh, see the Intracoastal Waterway, and the Morris Lighthouse. With two king beds, two queen beds, and a bunkbed. Enjoy the hot tub overlooking the marsh, a secluded rooftop room with deck with panoramic views a Golf hitting bay STR23-0364799CF LIC 20072

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.

Massive hot tub& porch, 3/2, center 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!

Waterfront Treehouse
Marsh and creekside Luxury Treehouse nestled among historic Grand Oaks. Private Elevated TreeHouse that has closeup views of trees and wildlife from every oversized window. Sit back and relax on the large deck watching the ebb and flow of the tide as fish jump, birds hunt and fiddler crabs defend their bank. (This property has been granted an exemption and does not accept pets or Service animals due to allergies.)

Happy Shack - 1 block to beach!
A vacation getaway perfect for the whole family (MAX 4 heartbeats). Happy Shack is one of the original properties in the RatherShacks line. Enjoy our personal nostalgia complete with airy vibes and beachy decor to take you to a land unlike your own home! Enjoy the Sun, Surf, and Sea along with our rich history and entertainment here in Folly! RatherShacks - cause you're rather be here than anywhere else!
Popular amenities for Oak Island holiday rentals
Other great holiday rentals in Oak Island

Waterfront Modern Luxury Design & Chef's Kitchen

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The Villa Pairidaeza - New Build With Pool

Oceanview 2BR + Deck | Steps to Beach

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

Charming Mt Pleasant Getaway with Heated Pool

Camper on peaceful tidal creek, Johns Island
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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




