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Featured Cottages in Key West

Estimated price for 1 night/2 adults

Downtown Cottage Just off Famous Duval Street
Downtown Cottage Just off Famous Duval Street
Key West, FL
Located in Key West Historic District, this historic property is within a 10-minute walk of Duval Street and Key West Butterfly and Nature Conservatory. South ...
"tides ON Simonton" ~ Perfectly Located Just off Duval and all the Fun!
"tides ON Simonton" ~ Perfectly Located Just off Duval and all the Fun!
Key West, FL
Located in Key West Historic District, this cottage is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Southernmost ...
Simonton Court Cottages
Simonton Court Cottages
3.5 out of 5.0 910 Simonton Street, Key West, FL
Located in Key West Historic District, this cottage is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Key West ...
Downtown Location in Historic District
Downtown Location in Historic District
Key West, FL
Located in Key West Historic District, this historic property is within a 10-minute walk of Duval Street and Key West Butterfly and Nature Conservatory. South ...
Simonton Court Cottages
Simonton Court Cottages
3.5 out of 5.0 910 Simonton, Key West, FL
$138
Located in Key West Historic District, this cottage is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Key West ...
Downtown Cottage in Historic District
Downtown Cottage in Historic District
Key West, FL
Located in Key West Historic District, this historic property is within a 10-minute walk of Duval Street and Key West Butterfly and Nature Conservatory. South ...
Sea Breeze Cottage in Truman Annex Location! Location! Location!
Sea Breeze Cottage in Truman Annex Location! Location! Location!
Key West, FL
Located in the heart of Key West, this historic property is within a 10-minute walk of Duval Street, Harry S. Truman Little White House, and Fort Zachary Taylor ...
Eliza's Escape Apartment 4
Eliza's Escape Apartment 4
3.5 out of 5.0 1320 Eliza Street, Key West, FL
Situated in Key West, this cottage is within 1 mi (2 km) of Simonton Beach, Duval Street, and South Beach. Smathers Beach and Key West Butterfly and Nature Conservatory ...
Old Town Key West Cottage
Old Town Key West Cottage
Key West, FL
Situated by the ocean, this property is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Key West Butterfly and Nature ...
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Cottages

Book a cottage in Key West
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Key West. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Key West better.

Cottage apartments in Key West range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Key West
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Key West and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Key West cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Key West. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

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Estimated price for 1 night/2 adults