
Holiday rentals in Ossabaw Island
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Top-rated holiday rentals in Ossabaw Island
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BohoChic Retreat Savannah/PET Friendly/Luxurious
Welcome to our stylish Boho Chic Retreat Savannah! This designer 3-bedroom, 2-bath home offers comfort, convenience, and a touch of Southern hospitality. Whether you're looking to work remotely, explore the city, or simply unwind this retreat has something for everyone. The enclosed yard ensures a safe and enjoyable experience for your fur babies. The garage entertainment space features table tennis, projector with 100" screen, and more. Cooking enthusiasts will love our fully equipped kitchen.

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

Red Gate Farms Hayloft-10 min to Historic Savannah
(STR License # OTC-023578) Family-owned since 1931, Red Gate Farms is a historic hidden gem nestled only 10 min. from downtown Savannah and 30 min. from Tybee Island. Once one of Georgia’s oldest dairy farms but now home to an award-winning event venue, a popular RV park, & many friendly farm animals. The HayLoft offers a peaceful, one-of-a-kind stay with 3 cozy bedrooms, a full kitchen, bathroom, complimentary Wi-Fi, & a large deck perfect for relaxing. We look forward to hosting you!

River House•Dock•King Beds•Nearby Savannah & Tybee
Charming river house with spectacular sunset views, screened in porch for afternoon naps or chats, large outdoor dining space for family dinners & a dock with Adirondack chairs to enjoy the breeze while watching the sailboats & dolphins glide by on the river. Located less than 10 miles from both historic Savannah & Tybee Beach, this home is the perfect place to escape while providing easy access to all your favorite spots! Bring the whole family for some southern sun, fun & relaxation.

$129 Cute Date Night Waterfront Cottage Near Sav!
Secluded, Peaceful and Close to Savannah and St Simons!You’ll fall in love with this charming studio cottage from the moment you arrive! Brimming with attention to detail and vintage touches, this 1-bathroom Midway vacation rental is stocked with all the comforts of home and professionally decorated. Our favorite places to dine are: The Sunbury Crab Co, Hunters Cafe, The Salty Cowbow at Shellmans Bluff! There is another cottage on the property that shares outdoor kitchen and pier.

Iconic A-Frame Escape with Private Pool
Secluded A-frame on a gorgeous private lot. Enjoy a private pool, outdoor lounging, record player, and a high-end kitchen. 35 minutes from downtown Savannah’s cobblestones and riverfront, and plenty of dining, boating and shopping closer. 3 bedrooms, 1.5 baths. 6 guests max. No parties or outside guests allowed. IMPORTANT: This home is NOT suitable for infants or children under 13 due to steep stairs, unrailed elevated decks, glass architectural features. Pool is NOT heated.

Savannah Cottage - 5 Mi to Wormsloe Historic Site!
Step into a coastal fairytale when you book this whimsical Savannah cottage! Nestled under mature Spanish moss trees, this 2-bed, 1-bath vacation rental has been beautifully renovated to combine modern amenities with historic southern charm, creating the ultimate Georgia paradise! After exploring attractions like Wormsloe Historic Site and Skidaway Island State Park both just a few minutes away, take a drive into town and stroll the streets of the Savannah Historic District!

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.

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.

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.

Pool + Fire Pit | Btwn Downtown & Tybee
Escape to our stylish Wilmington Island retreat, ideally located just 15 minutes from Historic Downtown Savannah and Tybee Beach. Designed for relaxation and connection, the home features a private pool, colorful murals for the perfect photo background, large deck, fire pit, outdoor shower, and inviting outdoor spaces. Comfortably sleeps 8 and is perfect for families, groups of friends, and special celebrations.

Pool/Pet friendly/executive/family home
Have fun with the whole family at this stylish place. Executive furnished 4 bedroom 2 bathroom home for play or work. Fully fenced backyard and large pool. Conveniently located 12 miles South from Historic Savannah and 3 miles from Coffee Bluff Marina. 30 min drive to Tybee Island (beach) or Savannah/Hilton Head International Airport. Walking distance to shopping and restaurants.
Popular amenities for Ossabaw Island holiday rentals
Other great holiday rentals in Ossabaw Island

Marsh Cove, the hidden haven.

Modern Heated Poolside Retreat

Coastal Retreat w Heated Pool Near Beach & City

Savannah Escape| Pool Oasis| Near Tybee & Downtown

Heated Salt Water Pool - Pickleball - Putt Putt

Hidden Oasis!

Sapelo Sound river house

Coastal retreat
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
- Wormsloe Historic Site
- Oatland Island Wildlife Center
- Skidaway Island State Park
- Savannah College of Art and Design
- Fort Pulaski National Monument
- Cathedral of Saint John the Baptist
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Saint Simons Island Lighthouse Museum
- Fort Frederica National Monument
- Coastal Discovery Museum
- Savannah National Wildlife Refuge
- Chippewa Square
- St Simons Island Pier





