Old Town Key West houses

We found 861 houses — enter your dates for availability

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Frequently asked questions

Are there any holiday home homes in Old Town Key West?
Enjoy more privacy and space when you book one of the 272 holiday home homes in Old Town Key West. Base yourself in this neighbourhood and you'll be within close reach of interesting attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square.
How much does it cost to stay in a holiday home house in Old Town Key West?
Discover the diverse range of holiday home homes in Old Town Key West, where there's a price to meet every preference. From budget-conscious accommodation to luxurious properties, Bookabach makes it simple to compare places to find the ideal stay for your retreat.
When is the best time to rent a holiday house in Old Town Key West?
You'll have an amazing time whenever you travel to Old Town Key West. If you prefer to see this destination at its busiest, January is when most guests stay in a holiday home home here.
Where can I rent an Old Town Key West holiday house with great views?
At Bookabach, we've got holiday home homes with outlooks that'll make you want to hit the pause button to take it all in. To discover houses in Old Town Key West with awesome vistas, enter your dates, then sort your results by "Recommended" and "Guest rating" and see what comes up. Want to really immerse yourself in your scenic surroundings? Browse for properties with outdoor spaces or balconies.
Does Old Town Key West have any weekend house homes?
Browse our weekend homes and get ready for an action-packed couple of days away. Our tips for booking your ideal house in Old Town Key West? Be flexible when searching and change your travel dates until you find the holiday home home that suits your needs.
Are there any pet-friendly house homes in Old Town Key West?
With 271 pet-friendly holiday home homes in Old Town Key West, you can spend your next adventure with your furry companion right by your side. On top of a comfortable bed for everyone, lots of houses also include features like doggie bowls and free treats. Browse what's available by clicking on the "Pets allowed" filter.
What are the top things to do in Old Town Key West?
Once you've settled into your holiday home home in Old Town Key West, get out and explore the terrific attractions that are close by, starting with Ernest Hemingway Home and Museum. Audubon House and Tropical Gardens and Mallory Square are also good options if you're holidaying with the kids or just looking for other interesting things to do around this neighbourhood.