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Featured Cottages in Sugarloaf Key

Old Wooden Bridge Resort and Marina

Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Canal front, dockage, 2 bedroom, 2 bath

Heart of Downtown Key West Cottage With Off-Street Parking

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Cottage with Pool and Dockage, just minutes to Key West

Waterfront Home

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Top trending hotels in Sugarloaf Key

Oceans Edge Key West Resort, Hotel & Marina
Sugarloaf Key Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Sugarloaf Key that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Sugarloaf Key is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Sugarloaf Key Cottages essential information
Accommodation | 98 Cottages |
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Popular accommodation | Old Wooden Bridge Resort and Marina, Coming Soon July 1! The Jolly Rooster New! 2BR/2BA - Walk to Duval, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Canal front, dockage, 2 bedroom, 2 bath, Heart of Downtown Key West Cottage With Off-Street Parking, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!, Cottage with Pool and Dockage, just minutes to Key West, Waterfront Home, Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!, Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!, FLAMINGO COTTAGE - Summer vacation Lobster and Fishing season- sleeps 4 |