
Holiday houses 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

*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!

Waterfront home w/ Deepwater dock on Stono River!
3bd/2bath waterfront home with deep water dock on the Stono River on Johns Island! Beautiful lot in quiet neighborhood, with large majestic live oaks. Enjoy beautiful views of the Stono River from the sunroom or patio, ideal for catching pretty sunsets! Great fishing and crabbing right off dock as well as boating, kayaking, or swimming. Bring your own boat to keep at dock! Located across from public boat landing! 2 kayaks, crab pot and 4 bikes included. Come and enjoy this beautiful property!

Marshfront 5BD Oasis | Pool, Yard & Steps to Beach
🏝️ Private Marshfront 4BR/5BD/3.5BA Home with stunning views, saltwater pool, fenced yard, hammocks, grill & outdoor shower 📍Steps to the beach! 🛎️ Personalized concierge services by On The Coast Property Group (fees vary) • Grocery stocking • Decoration setup • Dining reservations • Private chefs • Transportation coordination • Boating/water excursions • Beach rentals • Sports equipment • Baby gear • Spa, fitness & wellness services • Event planning for celebrations/gatherings …& more!

Marshfront Villa In The Trees - Near Beach & Bay
"The most unique and relaxing place to enjoy the tranquility and experience of Edisto. We did not want to leave" - Sambo Nestled atop 360-degree marsh views, you'll be immersed in the exotic natural beauty and wildlife of the Edisto sea island. Hear the waves crashing at the beach from the front porch and watch the marsh tides rise and fall from your choice of the many porches. "Nature with luxury.. our group loved floating from the house out to the inlet for private beach days" - JP

The Garden Folly Guest House
Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

Upscale EARL CRT 3-bdrm Old Village/Shem Creek
STR PERMIT #ST250176 BUSINESS LICENSE #20135982 3-bdrm Earl's Court neoclassical upscale home, nestled in the heart of the historic Old Village, offering the charm of low country living. Just a block from Shem Creek bars & restaurants, Old Village shops & eateries, Alhambra Hall, Pitt St Bridge, and a weekly all food Farmer's market, featuring low countries finest! The Arthur Ravenel Bridge, downtown Charleston, Sullivan's Island & IOP beaches are all bike riding distance.

The Best of Kiawah | Walk to Beach | Updated Condo
At Tennis Club Villa you can walk to everything! This airy minimalist condo has been newly remodeled with a fresh neutral palette and striking lighting. Gorgeous new hardwoods, brand-new furniture. Steps away from the Roy Barth Tennis center, and a short walk to the beach, The Sanctuary, Town Center, and Turtle Point Golf Club. Beware: you'll never want to leave! Please note: we personally manage our property and it doesn’t have Kiawah Resort amenities. RBL21-000396

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.

Luxe Beach Bungalow Ocean Views Heated Pool
Luxury furnishings and linens. Stay in a home not just an Airbnb. One block to Center Street which means you are walking distance to all the shops, bars, and restaurants on the island, the pier, and across the street from Berts corner store. Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music. LIC 063713, STR25-A0098

Surfer's Studio! Clean Tiny Apt 2 Miles from Beach
Modern, funky studio apartment located between Folly Beach and historic downtown Charleston. The deck overlooking the neighborhood pond is perfect for your morning coffee or a sunset cocktail. Inside is a clean and quiet living space. The ocean, sand, surfers, and dolphins are just 2 miles away, where you can also find great restaurants, shops, music, and the Folly Beach pier. Perfect for couples or a solo traveler.
Popular amenities for Oak Island holiday rentals
Other great holiday rentals in Oak Island

Architecture* La Cabaña * Beach 8 min * 2 Bedrooms

River Dome Retreat

2 King bed 2 Bath*Walkable* Downtown Summerville

The Robin ~ Riverfront Bungalow ~ EV Charger

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

Little Betty Coastal Retreat~Minutes from Folly!

Folly Cottage by the sea, LIC00006488

High-End New Build | Folly & DT w/ Hot Tub
Destinations to explore
- St Johns River Holiday rentals
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- Charleston Holiday rentals
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- Charlotte Holiday rentals
- Hilton Head Island Holiday rentals
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- Savannah Holiday rentals
- Cape Fear River Holiday rentals
- 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
- North Charleston Coliseum & Performing Arts Center
- College of Charleston
- Hampton Park
- Riverfront Park
- Rainbow Row
- Middleton Place
- The Charleston Museum
- Angel Oak Tree
- White Point Garden
- Magnolia Plantation & Gardens
- Edisto Beach State Park
- Morris Island Lighthouse
- Hunting Island State Park
- Gibbes Museum of Art
- The Citadel
- Boone Hall Plantation





