Skip to content
300+ stays

Stays in Key West

Check travel restrictions before booking.
The health and safety of our communities come first. Please follow government guidelines and travel only if it's essential.
Entire house
Enchanting seaside cottage w/private pool & prime location
4 guests1 bedroom1 bed2 baths
PoolKitchenAir conditioningFree parking
Includes cancellation flexibility
Price:$134 / night
Entire house
Charming cottage w/a private parking spot in Old Town
4 guests2 bedrooms3 beds2 baths
KitchenAir conditioningFree parking
Includes cancellation flexibility
Price:$144 / night
Entire house
New home w/ private pool & rooftop patio - ideal location & steps from beach!
8 guests4 bedrooms4 beds3.5 baths
PoolKitchenAir conditioningFree parking
Includes cancellation flexibility
Price:$235 / night
Entire house
Dog-friendly home w/ private pool & space to lounge - walk to everything!
8 guests3 bedrooms4 beds3.5 baths
PoolKitchenAir conditioning
Includes cancellation flexibility
Price:$257 / night
Entire condominium
Dog-friendly condo in prime location - walk to dining & sights, near the beach!
6 guests2 bedrooms3 beds2 baths
KitchenAir conditioning
Includes cancellation flexibility
Price:$132 / night
Entire house
Renovated home w/yard and porch. One block from Duval Street -dogs OK
8 guests3 bedrooms5 beds2 baths
KitchenAir conditioningFree parking
Includes cancellation flexibility
Price:$233 / night
Entire house
Breezy Florida home with shared swimming pool, dog-friendly - walk to beach!
4 guests2 bedrooms2 beds1 bath
PoolKitchenAir conditioningFree parking
Includes cancellation flexibility
Price:$152 / night
Entire house
Dog-friendly home w/ private pool - walk to parks, shopping, & the beach!
9 guests3 bedrooms5 beds3 baths
PoolKitchenAir conditioningFree parking
Includes cancellation flexibility
Price:$264 / night
Entire apartment
Studio suite w/ shared hot tubs, patio, kitchenette - steps from beach. Dogs OK!
4 guestsStudio2 beds1 bath
Air conditioning
Includes cancellation flexibility
Price:$137 / night
Entire condominium
Sprawling condo w/ ocean views, dock, & shared pool - dog-friendly!
6 guests2 bedrooms3 beds2.5 baths
PoolKitchenAir conditioningFree parking
Includes cancellation flexibility
Price:$162 / night
Hotel room
PREMIUM JUNIOR SUITE KING
2 guests1 bedroom1 bed1 bath
PoolAir conditioningFree parking
Includes cancellation flexibility
Price:$100 / night
Entire apartment
Cozy studio condo w/ shared pool & courtyard - easy beach access! Dogs OK!
2 guestsStudio1 bed1 bath
PoolAir conditioningFree parking
Includes cancellation flexibility
Price:$153 / night
Entire house
Stylish, inviting home w/private pool in heart of downtown - walk to everything!
6 guests3 bedrooms4 beds2.5 baths
PoolKitchenAir conditioningFree parking
Includes cancellation flexibility
Price:$243 / night
SUPERHOST
Entire apartment
Bella Vita - 1B/1B Condo Just Steps from Duval
2 guests1 bedroom1 bed1 bath
KitchenAir conditioning
Price:$200 / night
Entire house
Dog-friendly getaway w/ a patio, & private pool - walk to everything
10 guests4 bedrooms6 beds3.5 baths
PoolKitchenAir conditioningFree parking
Includes cancellation flexibility
Price:$348 / night
Entire condominium
Gorgeous home w/ convenient location features shared pool, hot tub, & more!
6 guests2 bedrooms3 beds2 baths
PoolKitchenFree parking
Includes cancellation flexibility
Price:$112 / night
Entire townhouse
Cute dog-friendly tropical condo close to attractions w/a pristine shared pool
4 guests1 bedroom1 bed1.5 baths
PoolKitchenAir conditioning
Includes cancellation flexibility
Price:$98 / night
SUPERHOST
Entire apartment
The Green House ❀ Garden
4 guests1 bedroom2 beds1 bath
KitchenAir conditioning
Price:$167 / night
Entire apartment
Cozy, dog-friendly suite w/ shared hot tubs, grill, and patio space to relax
4 guestsStudio2 beds1 bath
Air conditioning
Includes cancellation flexibility
Price:$135 / night
SUPERHOST
Entire condominium
Ocean Front Studio private Sandy Beach in Key West
2 guests1 bedroom1 bed1 bath
Free parking
Includes cancellation flexibility
Price:$228 / night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.