Downtown Key West vacation rentals
We found 858 vacation rentals — enter your dates for availability
Find the perfect place for your stay in Downtown Key West by choosing from 69 houses, 47 apartments, and other vacation rentals. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the amenities you expect for your stay, such as air conditioning and WiFi. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.
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Find properties near top attractions in Downtown Key West
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Ernest Hemingway Home and Museum
Find the best place to stay - Downtown Key West
Photo gallery for Charming cottage with private hot tub - one block to Duvall Street
![Image of Charming cottage with private hot tub - one block to Duvall Street](https://images.trvl-media.com/lodging/22000000/21700000/21691800/21691737/ee43a0f9.jpg?impolicy=resizecrop&rw=455&ra=fit)
Charming cottage with private hot tub - one block to Duvall Street
Sleeps 6 · 2 bedrooms · 1 bathroom
9.2 out of 10
wonderful
(173 reviews)
Top rated rentals - Downtown Key West
Photo gallery for PINEAPPLE COTTAGE: 2BR/2BA-Pvt Pool -1/2 block to Duval- RealKeyWest
![Pool, Table, Lounge Chairs, everything you need for a day by the](https://images.trvl-media.com/lodging/29000000/28420000/28417400/28417344/0d174766.jpg?impolicy=resizecrop&rw=455&ra=fit)
Backyard oasis
10 out of 10
exceptional
(197 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value