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300+ stays

Stays in Key West

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Entire house in Big Pine Key
"Oasis in the Keys! 4 BR 3 BA Canal Front!"
8 guests4 bedrooms5 beds3 baths
WifiAir conditioningKitchenFree parking
$179 per night
SUPERHOST
Entire condominium in Key West
Ocean Front Studio private Sandy Beach in Key West
2 guests1 bedroom1 bed1 bath
WifiFree parkingWasherDryer
$206 per night
Entire house in Key West
Pet Friendly Monthly Key West Rental
6 guests3 bedrooms3 beds2 baths
WifiAir conditioningPoolKitchen
$350 per night
Resort room in Key West
Waterfront 2 bedroom Condo with Boat Slip B
6 guests2 bedrooms3 beds2 baths
WifiAir conditioningPoolKitchen
$359 per night
Entire condominium in Key West
A Change in Latitudes
4 guests2 bedrooms3 beds1 bath
WifiAir conditioningPoolKitchen
$156 per night
SUPERHOST
Entire apartment in Key West
Historic Caroline St. Apartment 1
3 guests1 bedroom1 bed1 bath
WifiAir conditioningPoolKitchen
$167 per night
Entire condominium in Key West
Upscale end unit home @ Truman Annex close to Duval St
3 guests1 bedroom2 beds1 bath
WifiAir conditioningPoolKitchen
$197 per night
SUPERHOST
Entire apartment in Key West
Luxurious apartment with pool
2 guestsStudio1 bed1 bath
WifiAir conditioningPoolKitchen
$93 per night
Entire house in Key West
**CAPTAIN'S CHOICE** ISLAND RETREAT IN OLD TOWN!
8 guests3 bedrooms4 beds2.5 baths
WifiAir conditioningPoolKitchen
$225 per night
SUPERHOST
Private room in Big Pine Key
Old Island Life
2 guests1 bedroom0 beds1 shared bath
WifiAir conditioningFree parkingPets allowed
$89 per night
Houseboat in Key West
The Tiki Suite - soon to be a Key West icon
2 guestsStudio1 bed1 bath
Air conditioningWaterfront
$449 per night
SUPERHOST
Entire townhouse in Key West
Sparkling clean. Newly Updated Family Friendly
8 guests3 bedrooms3 beds3 baths
WifiAir conditioningPoolKitchen
$312 per night
SUPERHOST
Boat in Key West
Floating Tiny House - 70's sailboat
3 guests1 bedroom2 beds1.5 baths
WifiAir conditioningPoolKitchen
$107 per night
Entire apartment in Key West
Newly-renovated, dog-friendly studio w/ a shared yard in Old Town
2 guestsStudio1 bed1 bath
WifiAir conditioningKitchenPets allowed
$87 per night
Entire condominium in Key West
Price drop! Oceanfront Hyatt Resort Xmas 2bd/2bth
6 guests2 bedrooms3 beds2 baths
WifiAir conditioningPoolKitchen
$342 per night
Entire guesthouse in Key West
Gorgeous Studio in Paradise
2 guestsStudio1 bed1 bath
WifiAir conditioningPoolKitchen
$150 per night
Hotel room in Key West
THE STANDARD | KING
2 guests1 bedroom1 bed1 bath
WifiAir conditioningPoolFree parking
$182 per night
Entire house in Key West
Old Town Key West classic w/ private heated pool and enclosed patio area
4 guests2 bedrooms2 beds2 baths
WifiAir conditioningPoolKitchen
$225 per night
Entire house in Big Pine Key
Big Pine Key Vacation home
6 guests3 bedrooms3 beds2 baths
WifiAir conditioningKitchenFree parking
$119 per night
Entire house in Key West
Enchanting seaside cottage w/private pool & prime location
4 guests1 bedroom1 bed2 baths
WifiAir conditioningPoolKitchen
$147 per night
234515
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.