Old Town Key West vacation rentals
We found 1,572 vacation rentals — enter your dates for availability
Select from 682 houses, 265 condos, and other vacation rentals to find the perfect place for your stay in Old Town Key West. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.
Find the best place to stay - Old Town Key West
Lazy River Pool, Enchanting Garden, Old Town Key West, Free WiFi, Bikes & Parkin
Sleeps 4 · 2 bedrooms · 2 bathrooms
Find spaces that suit your style
Houses
Find properties near top attractions in Old Town Key West
Map Attractions
Top rated rentals - Old Town Key West
Photo gallery for Beautiful sunsets!! Harbour Place, Truman Annex. Walk or bike to everything!
Perfect! Just what our family needed
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value