Skip to content
300+ stays

Stays in Key West

More than 24,000 guests have stayed in Key West.
On average they rated their stays 4.7 out of 5 stars.
SUPERHOST
Entire condominium in Key West
Key West Studio a short walk from Higgs & Duval
3 guestsStudio1 bed1 bath
KitchenAir conditioningWifi
$100 per night
Entire apartment in Key West
Studio suite w/ shared hot tubs, patio, kitchenette - steps from beach. Dogs OK!
4 guestsStudio2 beds1 bath
KitchenAir conditioningWifi
$142 per night
SUPERHOST
Entire apartment in Key West
Historic Caroline St. Apartment 1
3 guests1 bedroom1 bed1 bath
PoolKitchenAir conditioningWifi
$167 per night
SUPERHOST
Entire condominium in Key West
Ocean Front Studio private Sandy Beach in Key West
2 guests1 bedroom1 bed1 bath
Wifi
$199 per night
SUPERHOST
Boat in Key West
Cute Boat Co - Floating Tiny House - 70's sailboat
3 guests1 bedroom2 beds1.5 baths
PoolKitchenAir conditioningWifi
$100 per night
SUPERHOST
Entire condominium in Key West
Hidden Beach unit 1 The Perfect Place to stay
2 guests1 bedroom1 bed1 bath
KitchenAir conditioningWifi
$365 per night
Boat in Key West
Tiki Suites ~ The Grand Tiki
2 guests1 bedroom1 bed1 bath
Air conditioning
$499 per night
Entire guesthouse in Key West
Gorgeous Studio in Paradise
2 guestsStudio1 bed1 bath
PoolKitchenAir conditioningWifi
$150 per night
Houseboat in Key West
The Tiki Suite - soon to be a Key West icon
2 guestsStudio1 bed1 bath
Air conditioning
$485 per night
Entire condominium in Key West
Upscale end unit home @ Truman Annex close to Duval St
3 guests1 bedroom2 beds1 bath
PoolKitchenAir conditioningWifi
$187 per night
Entire condominium in Key West
Unique Home with loft @ Truman Annex
4 guests1 bedroom3 beds1 bath
PoolKitchenAir conditioningWifi
$180 per night
Boat in Key West
Roxie! A compact yacht in Paradise.
2 guestsStudio2 beds1 bath
PoolKitchenAir conditioningWifi
$156 per night
Entire condominium in Key West
Price drop! Oceanfront Hyatt Resort Xmas 2bd/2bth
6 guests2 bedrooms3 beds2 baths
PoolKitchenAir conditioningWifi
$342 per night
Entire apartment in Key West
Studio condo w/ entertainment, full kitchen & private parking - central location
2 guestsStudio1 bed1 bath
KitchenAir conditioningWifi
$137 per night
Entire house in Key West
Enchanting seaside cottage w/private pool & prime location
4 guests1 bedroom1 bed2 baths
PoolKitchenAir conditioningWifi
$163 per night
Private room in Key West
Luxury living on Catamaran Chameleon!
2 guests1 bedroom1 bed1 private bath
Wifi
$250 per night
SUPERHOST
Private room in Key West
Old Town - Room Opens to Private Pool and Garden
2 guests1 bedroom1 bed1 private bath
PoolAir conditioningWifi
$239 per night
Boat in Key West
2/1 Sailboat, Pool/Bar/Restaurant on Site!!
2 guests2 bedrooms2 beds1 bath
PoolAir conditioningWifi
$139 per night
Boat in Key West
Charming floating house ⚓️
2 guestsStudio1 bed1 bath
Air conditioning
$150 per night
Entire apartment in Key West
Dog-friendly beach suite w/ shared hot tubs, kitchenette, patio space, and more!
4 guestsStudio2 beds1 bath
KitchenAir conditioningWifi
$150 per night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.