Old Town Key West holiday rentals
We found 1,609 holiday rentals — enter your dates for availability
Select from 724 houses, 279 flats and other holiday rentals to find the perfect place for your stay in Old Town Key West. Whether you’re staying in a holiday home with family or friends, you'll have the amenities that you expect and more, such as parking and air conditioning. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Old Town Key West
Showing deals for:17 Oct - 24 Oct
Image gallery for The Cathouse, an Old Town tropical poolside oasis with huge, heated pool

10 out of 10 rating
Exceptional
(9 reviews)
The Cathouse, an Old Town tropical poolside oasis with huge, heated pool
Key West, FL
10% off
Price is AU$25,213
AU$3,602 per night
includes taxes & fees
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Find the best place to stay - Old Town Key West

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Sleeps 2 · 1 bedroom · 1 bathroom
9.6 out of 10
exceptional
(138 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, gardens and more
- More for lessMore space, more privacy, more amenities — more value