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Featured Cottages in Key West

$115
Simonton Court Cottages

Simonton Court Cottages

3.5 out of 5.0 910 Simonton, Key West, FL
Free WiFi in public areas and a garden are available at this cottage.
 
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~ Chick-a-pea Cottage ~ Breathtaking Home w/ Pool & Parking, 1 Block to Duval

~ Chick-a-pea Cottage ~ Breathtaking Home w/ Pool & Parking, 1 Block to Duval

Key West, FL
An outdoor tennis court is featured at this cottage, along with a garden.
 
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~ Solaris Garden ~ Enjoy Old Town Livin' Just A Short Walk to All the Action!

~ Solaris Garden ~ Enjoy Old Town Livin' Just A Short Walk to All the Action!

Key West, FL
A garden is available at this cottage.
 
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Downtown Cottage in Historic District

Downtown Cottage in Historic District

Key West, FL
This cottage features barbecue grills.
 
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Downtown Cottage Just off Famous Duval Street

Downtown Cottage Just off Famous Duval Street

Key West, FL
This cottage includes a garden and barbecue grills.
 
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Colony Calypso - A Quaint 1 Bedroom Cottage Just two Blocks to Duval

Colony Calypso - A Quaint 1 Bedroom Cottage Just two Blocks to Duval

Key West, FL
Located in Key West Historic District, this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Southernmost Point are also within 15 minutes.
 
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Sea Breeze Cottage in Truman Annex Location! Location! Location!

Sea Breeze Cottage in Truman Annex Location! Location! Location!

Key West, FL
This cottage features a water park and a garden.
 
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Colony Sunset- Bright and Airy Cottage in the Heart of old Town Key West

Colony Sunset- Bright and Airy Cottage in the Heart of old Town Key West

Key West, FL
Located in Key West Historic District, this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Southernmost Point are also within 15 minutes.
 
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Pete's West Cottage Steps From Duval

Pete's West Cottage Steps From Duval

505 Louisa St, Key West, FL
Located in Key West Historic District, this cottage is steps from Key West Butterfly and Nature Conservatory and Duval Street. South Beach and Southernmost Point are also within 10 minutes.
 
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Colony Poolside: A Charming Bungalow Near the Historic Cemetery

Colony Poolside: A Charming Bungalow Near the Historic Cemetery

Key West, FL
Located in Key West Historic District, this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Southernmost Point are also within 15 minutes.
 
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New! ~little Truman Cottage~ Modern Cottage w/ Shared Pool In Great Location!

New! ~little Truman Cottage~ Modern Cottage w/ Shared Pool In Great Location!

Key West, FL
Located in Key West Historic District, this historic cottage is steps from Key West Lighthouse and Keeper's Quarters Museum, Duval Street, and Ernest Hemingway Home and Museum. Southernmost Point and South Beach are also within 10 minutes.
 
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Ann Street Cottage: A Bright and Airy Home Near Duval Street

Ann Street Cottage: A Bright and Airy Home Near Duval Street

Key West, FL
Located in Key West Historic District, this cottage is steps from The Oldest House - Key West and Duval Street. Key West Aquarium and Key West Shipwreck Museum are also within 5 minutes.
 
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Key West 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 Key West 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 Key West 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…

Top Trending Hotels in Key West

See all 829 Properties in Key West
$229
Southernmost Beach Resort

Southernmost Beach Resort

4.0 out of 5.0 1319 Duval Street, Key West, FL
Located in Key West Historic District, this beachfront hotel is in the city center and within a 10-minute walk of South Beach and Southernmost Point. Fort Zachary Taylor Historic State Park is 1.1 mi (1.8 km) away.
 
$125
Havana Cabana at Key West

Havana Cabana at Key West

3.5 out of 5.0 3420 N. Roosevelt Blvd, Key West, FL
Located in New Town, this hotel is 0.6 mi (1 km) from Key West Naval Station and within 3 mi (5 km) of Higgs Beach and Smathers Beach. Duval Street and South Beach are also within 3 mi (5 km).
 
$135
24 North Hotel Key West

24 North Hotel Key West

4.0 out of 5.0 3820 North Roosevelt Boulevard, Key West, FL
Located in New Town, this hotel is 2.4 mi (3.9 km) from Key West Harbour and within 6 mi (10 km) of Key West Lighthouse and Keeper's Quarters Museum and Key West Butterfly and Nature Conservatory. Harry S. Truman Little White House and Southernmost Point are also within 6 mi (10 km).
 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.