Holiday rentals in Ossabaw Island

Our Boat on Tybee

Conveniently located between the beaches of Tybee Island and the charm of downtown Savannah, Our Boat on Tybee provides a quiet, romantic change of pace overnight stay. With stunning sunsets and regular visits from the local wildlife (otters, dolphins, etc) this will be a trip you won't soon forget. Our Boat is ideal for 2 guests, but a third adult guest is permitted with an additional $100 nightly fee. Our Boat on Tybee is not ideal for guests with mobility issues or children under 13 years

New modern home 10 min to Downtown River Street.

Spacious newly built 3-bedroom 2.5 bath fenced in home centrally located.Start your day off dining outside on the patio with a hot cup of coffee or tea before going to Tybee Beach to swim or soak up the sun! Catch a trolley to visit one of Savannah many historic sites downtown. Don't forget our amazing lunch and shopping experiences. Then, end your day with dinner and drinks at one of Savannah local seafood restaurants or come home to enjoy Roku TV, games, and cooking with friends and family!

Marshfront gem with private dock; Adults only

Keep it simple at this peaceful and centrally-located place. See stunning sunsets over the marsh from this remodeled home, or from the private dock on a tidal creek. Halfway between Downtown and Tybee Island, on lovely Whitemarsh Island, you are close to shopping and nightlife, but feel miles away! Kayak off the dock, then refresh with the outdoor shower; or bike/walk the nearby Preserve. *Kayaks(2 single, 1 tandem) and bikes(3) supplied, but not beach gear. Chatham County Permit #22-23494

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.

Waterfront Date Night 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 dock.

Hideaway Cottage by the Pond

Escape to the southern countryside and experience the peace and tranquility of our cozy cottage! Nestled near a picturesque pasture with my horse Brio, a serene pond, and 4 1/2 acres . This property is the perfect retreat for nature lovers. Only 15 minutes to downtown historic Savannah, and 25 minutes from Tybee Island beach! Quiet country living, city within minutes. Sleeps 4 adults! Children welcome. Pets allowed 2 dogs. No Pit Bulls or Pit mixes. No smoking, Vaping on property.

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.

Low Country Luxury, Gorgeous View, Deep Water Dock

Deep water dock, expansive water & marsh views! Located just two miles off 95 & 35 minutes south of Savannah. This property allows you to feel like you are getting away from it all - while being just a short drive to popular vacation spots like Savannah, Hilton Head & St. Simons. Enjoy lazy days swimming, kayaking, crabbing & fishing in the low country while using this private sanctuary as your hub for easy day trips to wonderful nearby vacation spots!

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.

Waterfront Tree House | HT Pool | Private Office

One of our newest homes, see our over 1000 *5*-star reviews. Calibogue Escape-Harbour Town Treehouse in Sea Pines Sailboats, Dolphins, Sunsets, what else could you ask for? This treehouse offers floor-to-ceiling windows with unparalleled views and the perfect setting for a perfect escape. Located on a dead-end street on Deer Island, just steps from Hilton Head’s Harbour Town and the Yacht Basin, this hideaway could not be more perfect.

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.

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.