One bedroom cottage just a block from Duval Street, with a hot tub on the back deck, full kitchen, in-home laundry.
Best for: Couples seeking walkable convenience & a bit of “home” comfort rather than a hotel.
Tip: Because it’s so close to the action, expect some nightlife noise.
Casita de Catherine is listed on several rental sites.

Two bedrooms, private splash pool, bright & cheerful décor, full kitchen, dedicated parking spot.
Best for: A small family or two couples wanting both comfort and some “vacation house” feel, while still in town.
Tip: Look for the parking situation (some Key West homes include one dedicated spot, which is valuable).
Although there are some similar named vacation rentals in Florida, this is the link you want to follow for the Key West stay.

A cozy studio apartment, Queen bed, kitchenette, interesting design (e.g., claw-foot tub) in a location near the Historic District.
Best for: Solo travelers or couples on a moderate budget who want to stay in a central location.
Tip: Studios may have less space or fewer amenities (e.g., fewer bathrooms, less outdoor space) — check if that’s ok for your stay.
Studio Blu in Key West is listed on several rental sites.

Just 3 blocks from Duval Street, units offer access to pool & courtyard, combining convenience and slightly quieter side-street location.
Best for: Guests who want to be central but prefer a little buffer from the busiest nightlife avenues.
Tip: Confirm which floor/unit you’ll get (top floor vs ground) and check if window-soundproofing is adequate if noise is a concern.
The Island Suite is listed on several rental sites.

Description: One-bedroom unit just a few blocks from Duval, “steps from the beach”. Listed as a great option for couples.
Best for: Those prioritizing beach proximity + an intimate setting rather than big groups.
Tip: “Beach steps away” — verify exactly how many blocks, and whether the beach is sandy vs “beach front” with limitations.
The Hidden Beach BNB is listed on several rental sites.

Parking: If you’ll have a car, check if the listing includes free parking. Many times “parking available nearby” isn’t free.
Noise: If close to Duval St or Old Town, ask about noise and whether the unit is on a quiet street or upper floor.
Cancellation & reviews: Make sure there are recent reviews (last 6–12 months) and check the cancellation policy.
Location vs budget: Central is more expensive. Some guests suggest staying slightly outside Old Town for cost savings, though you’ll trade off walkability.