
Holiday houses in Ossabaw Island
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Top-rated holiday rentals in Ossabaw Island
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River Front Getaway; Pool Dock Sunsets Fenced/Dog
Paradise, Rest Relaxation, private, Snowbirds, Adventurers, romantic and small group getaways. A short 35 min distance from cultural and historic destinations in Savannah. Come fall in love with this secluded, quiet island retreat with newly redone pool, hot tub, screen porch. Deep Water Dock, floating dock, moorage, boat launch 1/2 mile away. Start your day with rose colored sunrises and end your day with red splashed sunsets across expansive river and marsh views. Birds, dolphins, fishing
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Orient Express-Diamond Oaks Glam Camp
Boho Glamping paradise on the marsh minutes away from the Historic District and Thunderbolt fishing village at an Old Dairy. Art studios, horses, gardens, and 5 miles of walking trails await under magical oaks and cinematic backdrops. More wildlife sanctuary than neighborhood, with all the conveniences of a condo. Lounge on hammocks and swings, have morning coffee with a corral full of horses, get lost on the marsh bird watching, practice yoga, have a fire, and take a romantic couples shower.
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Private Dock | FREE Golf Cart, Kayaks & Bikes
Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway and nature-lover's paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by panoramic views of the tidal creek. Nestled amongst enchanting live oaks and marsh-side scenery, you'll soon discover something inherently romantic about this Tybee Island cottage, just 25 minutes to downtown Savannah.
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Meticulously Restored Flat Overlooking River St
Watch wall-mounted TV in either of the bedrooms before breakfast in a kitchen with stainless steel appliances. Latter-day luxuries like these blend with soaring ceilings, old gray-brick walls, and original artifacts in a building circa 1840. Take the Factor's Walk to find out more about this and other old-time city landmarks in this downtown historic district setting. Jog alongside the majestic Savannah River and stroll the cobbles of River Street below to cafes and restaurants. SVR-01588
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Elegant Savannah Hideaway w/ Private Garden
Explore Savannah's flourishing arts scene and picturesque historic district from this lovely vacation rental near Skidaway Island. Aptly suited for couples or even solo travelers, the property features studio-style accommodations with 1 full bath, a newly renovated kitchen, a Smart TV, and a private outdoor space. After days spent strolling in Forsyth Park, perusing shops in City Market, or visiting loved ones at SCAD, come home to relax in the shaded garden or soak in the clawfoot tub.
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$119 Charming Waterfront near Savannah!
Ok Folks, here is the deal! After 26 years in this business, I just got my first 1 star review. No matter what business you have, self employed, no one deserves a 1 star review! All host and business owners spend tons of money and time to be able to provide services or share our properties. 1 star reviews nowadays are based off of emotion, not facts. This one star review is completely inaccurate just because the lady was pissed. If your this kind of person, please pass us by! Thanks!
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Space and Grace in an Elegant and Spacious Coastal Home
A Peloton Bike, Beautiful Architecture. Spacious, airy and elegant home in perfectly central intracoastal Savannah. Just four miles ($10 Uber) from the heart of Downtown, OTW Tybee, this properly remodeled home has tall ceilings, large bedrooms, a bright and airy sunroom and premium features, including JennAir appliances, 50 in UHD televisions, fastest EERO Mesh WiFi, charging ports in all bedrooms. Additionally, it features a giant two person office with a stocked library.
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Green Coast Tree House
Welcome to our charming getaway located in a secure gated community. This property features a private dock and a refreshing swimming pool, perfect for relaxing after a day of adventures. Enjoy breathtaking sunsets from our dock, and feel free to bring your boat to explore the nearby waters or fish right off the dock! you'll find ideal for family outings. In the evenings, gather around one of our two fire pits, complete with firewood, for cozy nights under the stars.
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Pet-Friendly Retreat by the River
Located at the end of 144 Spur and Fort McAllister State Park, across the street from the public launching ramp. Fish Tales Tiki Hut on the Marina in less than half mile away, bring your kayaks or boat and have a truly memorable time, we have the space! Wake up to Trees, walking trails are less than a block away. This is the scene of one the great navel battles of the civil war, explore the history of the fort.. We are 30 mins from Historic downtown Savannah.
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The Houseboat on Tybee Island
Located at the Tybee Island Marina on Lazaretto Creek, along the western boundary of Tybee Island, The Houseboat offers spectacular sunrise and sunset views nestled in a serene spot between the beach on Tybee or a day exploring Savannah. Due to its location on a floating dock in a tidal creek, with low tides making for a difficult/steep transition between the floating and stationary docks, The Houseboat is not ideal for guests with mobility issues.
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The Love Bird Suite
Located on the serene and historic Wilmington Island, this space was designed as a romantic couple’s getaway. Enjoy this spacious studio, equipped with a working indoor gas fireplace, a large soaking tub, floor to wall tiled shower, and an outdoor hot tub. Centrally located between Historic Savannah and Tybee Island, enjoy day trips to visit these amazing places and return to a relaxing and romantic retreat style stay.
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Southside Sanctuary
This home-away-from-home offers a restful space and ideal retreat for families and friends. Nestled on a quiet street in a residential neighborhood near Lake Mayer, the house is bordered at the back by a greenway and small creek. Conveniently located close to the Truman Parkway, guests have easy and quick access to downtown Savannah, Tybee Island, and Skidaway. It is also close to several grocery stores and the mall.
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Popular amenities for Ossabaw Island holiday rentals
Other great holiday rentals in Ossabaw Island

Our Boat on Tybee
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Modern Heated Poolside Retreat
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Hidden Oasis!
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Gaudry's Creekside Retreat
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Luxury Waterfront Tree House | Harbour Town | Pool
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Diamond in the Bluff- entire waterfront home
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Artist Hideaway
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Marshfront gem with private dock; Adults only
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Destinations to explore
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- Savannah Historic District
- Coligny Beach Park
- Forsyth Park
- Harbour Town Golf Links
- East Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Shelter Cove Towne Centre
- Oatland Island Wildlife Center
- Skidaway Island State Park
- Wormsloe Historic Site
- Cathedral of Saint John the Baptist
- Fort Pulaski National Monument
- Savannah College of Art and Design
- Owens-Thomas House
- Tybee Island Marine Science Center
- Saint Simons Island Lighthouse Museum
- Tybee Island Light Station
- Fort Frederica National Monument
- Coastal Discovery Museum
- Savannah National Wildlife Refuge
- Chippewa Square
- St Simons Island Pier





