Skip to content
300+ stays

Stays in Key West

Review COVID-19 travel restrictions before you book.
Learn more
SUPERHOST
Entire condominium in Key West
Key West Studio a short walk from Higgs & Duval
3 guestsStudio1 bed1 bath
Air conditioningFree parking
Price:$75 / night
Entire apartment in Key West
Historic Caroline St. Apartment 1
3 guests1 bedroom1 bed1 bath
PoolAir conditioningKitchen
Price:$100 / night
Hotel room in Key West
THE STANDARD | KING
2 guests1 bedroom1 bed1 bath
PoolAir conditioningFree parking
Rating 4.04 out of 5;90 reviews
Price:$119 / night
Entire apartment in Key West
Spacious Modern studio with pool in Old Town
2 guestsStudio1 bed1 bath
PoolAir conditioningKitchenFree parking
Price:$106 / night
SUPERHOST
Boat in Key West
1984, 32 foot Irwin sailboat “Sea Raven Six”
4 guests1 bedroom4 beds1 bath
PoolAir conditioningKitchenFree parking
Rating 4.85 out of 5;128 reviews
Price:$99 / night
SUPERHOST
Entire apartment in Key West
Duval Balcony - Street Suite
2 guestsStudio1 bed1 bath
Air conditioningKitchen
Rating 4.87 out of 5;375 reviews
Price:$132 / night
SUPERHOST
Entire condominium in Key West
Ocean Front Studio private Sandy Beach in Key West
2 guests1 bedroom1 bed1 bath
Free parking
Rating 4.86 out of 5;28 reviews
Price:$160 / night
SUPERHOST
Room in boutique hotel in Key West
Mallory House Room #2
2 guests1 bedroom1 bed1 shared bath
Air conditioning
Rating 4.89 out of 5;19 reviews
Price:$99 / night
Entire house in Key West
Plant-filled home with private pool and great central location!
4 guests2 bedrooms2 beds1 bath
PoolAir conditioningKitchen
Price:$123 / night
Entire apartment in Key West
NEW LISTING! Newly-renovated, dog-friendly studio w/ a shared yard in Old Town
2 guestsStudio1 bed1 bath
Air conditioningKitchen
Price:$89 / night
Entire house in Key West
Dog-friendly home in Old Town - walk to shops, restaurants, & more
4 guests1 bedroom2 beds1 bath
Air conditioningKitchenFree parking
Rating 5.0 out of 5;3 reviews
Price:$140 / night
Entire condominium in Key West
Upscale end unit home @ Truman Annex close to Duval St.
3 guests1 bedroom2 beds1 bath
PoolAir conditioningKitchen
Price:$211 / night
Entire house in Key West
Living the dream!
4 guests2 bedrooms2 beds2 baths
PoolAir conditioningKitchenFree parking
Price:$295 / night
Entire condominium in Key West
A Change in Latitudes
4 guests2 bedrooms3 beds1 bath
PoolAir conditioningKitchenFree parking
Price:$127 / night
SUPERHOST
Boat in Key West
1984, 34 foot O’day Sailboat, “Marquesa.”
5 guests1 bedroom4 beds1 bath
PoolAir conditioningKitchenFree parking
Rating 5.0 out of 5;47 reviews
Price:$122 / night
SUPERHOST
Entire apartment in Key West
1 bedroom Cottage
3 guests1 bedroom1 bed1 bath
Air conditioningKitchen
Rating 4.89 out of 5;178 reviews
Price:$141 / night
SUPERHOST
Entire condominium in Key West
WALK TO BEACH, MALORY SQUARE, OLD TOWN, POOL.
2 guests1 bedroom1 bed1 bath
PoolAir conditioningKitchenFree parking
Rating 4.89 out of 5;38 reviews
Price:$175 / night
SUPERHOST
Boat in Key West
Comfortable Bayliner at Beautiful Resort/Marina
4 guests1 bedroom2 beds1 bath
PoolAir conditioningKitchenFree parking
Rating 4.87 out of 5;90 reviews
Price:$98 / night
SUPERHOST
Boat in Key West
Hunter Cherubini Sailboat, “Seesea” 30 foot.
4 guests1 bedroom3 beds1 bath
PoolAir conditioningKitchenFree parking
Rating 4.82 out of 5;285 reviews
Price:$97 / night
Entire apartment in Key West
Luxurious Apartment with pool #1
4 guests1 bedroom2 beds1 bath
PoolAir conditioningKitchenFree parking
Rating 4.73 out of 5;125 reviews
Price:$150 / night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.