Featured Cottages in Key West

Estimated price for 1 night/2 adults

Kimpton Ella's Cottages
Kimpton Ella's Cottages
3.5 out of 5.0 811 Simonton Street, Key West, FL
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4.5/5 (12 reviews)

Wonderful place to stay while in Key West! The staff was phenomenal and took care of me and my family of 20 from start to finish. Tyler, Rob, Talia and the entire staff made us feel at home. Getting a text from the staff as a way of communicating any issues was a nice touch. Real close to Duval St ...

Reviewed on Aug 30, 2020
Located in Key West Historic District, this cottage is within a 10-minute walk of Duval Street, South Beach, and Ernest Hemingway Home and Museum. Southernmost ...
Simonton Court Cottages
Simonton Court Cottages
3.5 out of 5.0 910 Simonton, Key West, FL
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3.5/5 (13 reviews)

First of all there was construction on the street so that had an impact on our stay. The courtyard was a lot less than the picture showed. The bed was not very comfortable, soft! And we knew there was no parking but street parking was very difficult which also resulted in our vehicle getting towed. ...

Reviewed on Feb 29, 2020
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 ...
Simonton Court Cottages
Simonton Court Cottages
3.5 out of 5.0 910 Simonton Street, Key West, FL
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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 ...

Alternative Accommodations - Cottages

Cottage rentals in Key West

Looking to get away and find your own cozy little nook out of town? If you’re craving a home-away-from-home feeling on your next vacation, cottage rentals are the perfect answer to the call. Maybe you’ve been dreaming of warming yourself by a fire at lake cottage rentals or sorting through your beachcombing seashell haul at cottages for rent on the beach. Anything’s possible when you book weekend cottage rentals through AARP Travel.

 

Can you rent a cottage in Key West?

Cottages for rent in Key West can offer many of the amenities of home with the added benefit of being able to explore brand-new surroundings. You can wake up in your weekend abode with everything you need to get comfy and relax to the max. From sweet and simple to sprawling, you’ll find cottages to rent in all sizes and levels of luxury. Whether you’re just looking for an eat-in kitchen with easy access to a wine opener or want to book a cottage rental with a spacious balcony and vast views, there are cottages for rent in Key West to fit the bill.

Unwinding in your cottage rental after a day of taking in the sights of Key West is a breeze. With all the privacy and tranquility you need to relax, you can forget it all and take it easy in your own space with a glass of wine or a steaming mug of coffee. The bottom line? A cottage getaway in Key West is a great low-stress way to explore the area while still having every comfort at your fingertips. 

 

How to find a cottage rental in Key West

Taking in all Key West has to offer in the coziest way is simple. When you book cottage getaways in Key West using the AARP Travel Center Powered by Expedia, you can count on getting not just members-only discounts, but also the greatest deals from Expedia. No matter if you’re looking for beach cottages, lake cottages, or even rustic cottages brimming with charm, booking your stay through AARP Travel gets you the best rates around.

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Estimated price for 1 night/2 adults

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

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    Havana Cabana at Key West

    Havana Cabana at Key West

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      4.0 out of 5.0
       
       
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