Downtown Key West vacation rentals
We found 903 vacation rentals — enter your dates for availability
Find the perfect place for your stay in Downtown Key West by choosing from 72 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.
Find spaces that suit your style
Cabin
Cottage
Find properties near top attractions in Downtown Key West
Map Attractions
Ernest Hemingway Home and Museum
Find the best place to stay - Downtown Key West
Conch Cove | Heated Pool & Prime Location!
Sleeps 8 · 3 bedrooms · 3 bathrooms
8.8 out of 10
excellent
(19 reviews)
Top rated rentals - Downtown Key West
Amazing stay
10 out of 10
exceptional
(59 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