
Family-friendly holiday rentals in Hollywood
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Top-rated family-friendly rentals in Hollywood
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"A" Secluded Quiet Oasis w/ Beach Pass
Detox You'll love this unique and romantic escape. Architectual design allows you to fully take in the view of the lowcountry marsh. The backdrop of the bed allows you to fall asleep to the majestic starry filled night sky! Soak your cares away with a bath that will surely relax and unwind you. The background is breathtaking! The outside shower allows you to take in the scenery while enjoying a hot shower. This is an "unplug" listing, no tv or internet access. Hunting Island Beach Pass included.
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Cozy Apartment in Secluded Wooded Neighborhood
UPDATE:Brand new king bed!Centrally located to all things “Charleston”! Minutes to Magnolia Gardens, Middleton Place, Downtown, Folly Beach, Angel Oak, and a ton of wonderful places to indulge the taste buds! You will find well thought out accommodations in a cozy loft style setting. This is a completely separate space at the back of my home with its own private entrance and plenty of parking. I provide a stocked coffee bar, mini fridge w/ freezer,and many thoughtful touches throughout the space
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Hart Estates: 2 bedroom retreat on Wadmalaw Island
Cozy Coastal Escape on Beautiful Wadmalaw Island 🌊 Unplug, unwind, & experience true Lowcountry charm at this peaceful island retreat just outside of Charleston. 🏡 Spacious cozy 2-bedroom home thoughtfully built by the Hart family ✨ Professionally cleaned ☀️ Light-filled spaces perfect for slow mornings & relaxed evenings ⏰ Early check-in when possible (available for an additional fee) 🧳 Complimentary early luggage drop-off 📍Lifelong local host happy to share insider tips & recommendations
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Studio Apartment in Charleston’s Plantation Dist.
Cozy studio apartment w/a private entrance overlooking golf course in quiet neighborhood. Studio located in Historic Plantation District minutes from Middleton Place, Magnolia Plantation, & Drayton Hall w/shopping, downtown, & beaches nearby. Equipped w/a cozy queen sized bed, flat screen TV, Xfinity HD cable, high speed internet, Keurig Coffee maker, kitchenette, washer/dryer, & full bathroom! Inquire for Early Check-In/Late Check out available for additional fee. City Operation #00605
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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.
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★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*
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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!
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Stono River Retreat - Waterfront.
New cozy wood cabin tastefully decorated, situated among the live oak trees on the Stono River (ICW). Cabin is convenient to downtown Charleston, the white sand beaches of Kiawah Island and Folly Beach. Enjoy nearby sights and fabulous local food. End your day relaxing on the screened porch and deck overlooking the serene Stono River & the sunsets! Enjoy the water by launching your kayak or boat on the Stono River at the Limehouse boat landing, just 2 miles away. Abundant wildlife viewing!
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Farm Stay w Gardens, Cute Animals, Firepit + Porch
Welcome to the farm! This cute little farm studio is ready for your enjoyment! With a horse-front view and rows of flowers in sight, you will be sure to soak in all the feels of farm life, all while being close to West Ashley, 30 minutes from Downtown Charleston, and 35 min from beach access. Tucked in behind the hustle and bustle of city life, you can put your feet up and relax, walk the gardens, or check out the cute farm animals. Truly, this is a unique stay that you don't want to miss!
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Charming 2BR | Near Downtown, Airport & Beaches
Welcome to The Hidden Getaway! Our newly renovated home is located in West Ashley, convenient to local dining & shopping. About 6 miles to historic downtown Charleston, 8 miles to Charleston Int'l Airport, 1.5 miles to Founders Hall & Legare Waring Home at Charles Towne Landing. Craving a beach day? Folly Beach, Sullivan's Island & Isle of Palms are all just a 20-25 minute scenic drive away. Whether here to explore our rich history or savor our incredible cuisine, you'll love our location.
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Large Guesthouse with Private Dock & Marsh Views
This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925
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The River Girl, Private Dock, Great Outdoor Spaces
The River Girl is located on Johns Island, a beautiful 20 min drive to downtown Charleston, 20 min to Kiawah, & 20 to Folly Beach. We hope this place provides a comfy spot to rest your head at the end of a fun day exploring. We also want you to take advantage of the slow island life! Go crabbing off the dock and cook your supper! Read a book on the back deck & enjoy the breeze. Light a candle, & take a soak in the tub! Just enjoy yourself. Fully updated!
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Popular amenities for Hollywood family-friendly rentals
Family-friendly home rentals with a hot tub

Home The On Hill - Near Everything Charleston!
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2500SF Downtown 1849 home w/ pool!
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Waterfront Home 5 minutes From Downtown Charleston
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5 Min to Beach, Hot Tub, Bikes, Cold Plunge, Games
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Private Pool Oasis • Walk to Folly Beach
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Heated Pool-Walk to Beach-Hot Tub-Walk to Beach!
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The Endless Summer-Hot Tub-7 beds
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TheTreeHouse*Beach7min*Downtown10min*HypoDogs*2Bdr
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Family- and pet-friendly home rentals

Santosha at Seascape Villa Steps from the Beach
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Charleston Charmed Cottage - 3 bd/2ba
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Marshfront Villa In The Trees - Near Beach & Bay
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Family Friendly 2 Bd/2 Ba w. Playroom & Yard!
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St. Helena Waterfront Retreat
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Waterfront Gem on James Island!
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Casa Zoë | Historic Garden Carriage House CHS
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The James: “Tiny” Home b/w Downtown & Folly
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Family-friendly home rentals with a pool

Share-in Dipity Refined 4 bedrooms pool not heated
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Beautiful 2BD/2BA Seabrook Island Villa
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Salt of the Island Retreat w/ Pool on the Lake
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Gorgeous Executive Home on Pond *5 beds*
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Sailors Rest: Pool & Sauna Johns Island SC Retreat
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Beach House- 0.4 Miles from the Ocean STR25-000614
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tica house
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Serene Cottage with Beautiful Garden & Heated Pool
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Destinations to explore
- Atlanta Holiday rentals
- Orlando Holiday rentals
- Myrtle Beach Holiday rentals
- Charlotte Holiday rentals
- Gatlinburg Holiday rentals
- Savannah Holiday rentals
- Charleston Holiday rentals
- Pigeon Forge Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- North Myrtle Beach Holiday rentals
- Asheville Holiday rentals
- 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
- North Charleston Coliseum & Performing Arts Center
- Rainbow Row
- Riverfront Park
- Shem Creek Park
- Hampton Park
- Magnolia Plantation & Gardens
- The Charleston Museum
- Edisto Beach State Park
- Middleton Place
- Hunting Island State Park
- Angel Oak Tree
- Shelter Cove Towne Centre
- Kiawah Beachwalker Park
- White Point Garden
- The Citadel
- Cypress Gardens





