Key West cottages

We found 70 cottages — enter your dates for availability
Select from 1025 houses, 265 apartments and other holiday rentals to find the perfect place for your stay in Key West. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the amenities that you expect and more, which might include air conditioning and a pool. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

Explore Key West cottage rentals

Image of Heart of Downtown Key West Cottage With Off-Street Parking
Premier Host

1. Heart of Downtown Key West Cottage With Off-Street Parking

Sleeps 3 · 2 bedrooms · 1 bathroom
10 out of 10
exceptional
(174 reviews)
More information about Heart of Downtown Key West Cottage With Off-Street Parking, opens in a new tab

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently Asked Questions

Are there any cottage rentals in Key West?

Pick one of our 2,641 cottage rentals in Key West and get set to enjoy the charm, comfort and unique experiences that come with this type of property. Downtown Key West, Key West Historic District and Historic Seaport are some of the city's most sought-after neighbourhoods.

How much does it cost to stay in a cottage rental in Key West?

A number of factors will influence how much you pay for a cottage rental in Key West, such as the size of the property and how long and when you want to stay. All you need to do is key in your travel dates and any preferences to find a cottage that works with your budget and taste.

Where can I rent a Key West holiday cottage with great views?

Bookabach has a range of incredible cottage rentals in Key West, including properties with beach views. In between touring the sights, relax and stare at vistas that are an attraction in themselves.

Does Key West have any lakeside cottages?

Stunning views of shimmering water, the serenity of nature and outdoor recreation are a few of the things to enjoy in one of Bookabach's lakeside cottage rentals. Try our "Location" filter and check the "Lake" box to see if there are any cosy stays in Key West near the water.

What are the top things to do in Key West?

Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Smathers Beach are terrific attractions that'll keep the whole family busy in Key West. There's nothing like travel to bring everyone together, so check out our cottage rentals in this vibrant destination.

Why should I book my holiday cottage with Bookabach?

Bookabach offers customer support from the moment you book until the end of your trip, so every aspect of your stay is stress-free. Plus we think our cottage rentals are pretty special — think amenity-packed pads ideal for families and rustic options perfect for an escape for two. Book with Bookabach and you can also take advantage of flexible cancellation policies and benefits like payment and deposit protection.

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